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Key West Wind & Wine Sunset Sail

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running.... Read More

Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location

Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location

Looking for the perfect way to end your day? Join us aboard a 45ft Corinthian powercat, and ride in comfort with this relaxing, catered cruise... Read More

Key West Sunset Champagne Cruise

Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of the sea as the sun goes down, enjoy... Read More

Key West Sunset Dinner Cruise

Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar.... Read More

Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar

Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar

Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran... Read More

Key West Schooner Sunset Sail with Hors D’oeuvres and Full Bar

Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and... Read More

Key West Catamaran Dolphin Watch & Sunset Sail

Key West Catamaran Dolphin Watch & Sunset Sail

Set sail from Key West's Historic Seaport for a thrilling dolphin watch and famous Key West sunset sail aboard a luxury catamaran with premium wines... Read More

Key West Sunset Snorkel Sail

Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and... Read More

Key West Dolphin Watch Sunset Snorkel Cruise

The Sunset Watersports Dolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key West tropical waters, and see the world famous... Read More

Sunset Sip & Sail

Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music •... Read More

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Key West Private Wind & Wine Charter (for up to 30 guests)

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running. See the sunset on... Read More

Key West Sunset Cruises Overview

A Key West sunset cruise is a vacation must-do that adds an unforgettable experience to any Key West visit. Choose a graceful sailing schooner, a sleek modern catamaran, or a roomy dinner cruise liner with live music and all the trimmings – this curated selection of the best Key West sunset cruises offers good times set against one of nature’s grandest spectacles.

Depart the harbor in the late afternoon to enjoy an evening on the water, or combine dolphin watching, snorkeling, or a glass-bottom boat tour with sunset and the perfect end to another day in paradise. Key West sunsets are famous for highlighting nature’s grandeur as the sun sinks below the broad ocean horizon and brings on dramatic color changes of a range and intensity not seen on land. The unobstructed fetch of the light, atmospheric moisture, and other refractory factors combine to produce awe-inspiring natural beauty.

Add a chilled beverage and a loved one to share the occasion and the result is sublime. Click on a selection below to learn more about the most popular Key West Sunset Cruises.

Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What type of boats are used for Key West Sunset Cruises?

A: The diversity of available sunset cruise vessels is one of the things that make Key West Sunset Cruises so special. Guests who enjoy sailing can choose a 65-foot skipjack schooner with authentic lines that replicate the sailboats used by 19th century Florida Keys fishermen and wreckers. Or a modern sailing catamaran with the stability, speed, and generous deck space these craft are known for. Power catamarans are fast and smooth, perfect watersports or dolphin-watching platforms. And of course, enjoying a buffet dinner and cocktails aboard a 65-foot custom party catamaran should be on everyone’s bucket list. For a wedding, anniversary, or other special occasion, try a private charter to have a sail or power yacht all to yourself.

All the boats used for these popular Key West Sunset Cruises are top-of-the-line designs built for safety, comfort, and fun on the waters around Key West. The United States Coast Guard regularly inspects every Key West Sunset Cruise boat, and all required safety equipment is aboard and properly updated at all times. This is luxury sunset cruising at its best, with expert local captains and crew members, high-tech navigation gear, and the latest in quiet, efficient, low-emission engines. Plus, there are those added touches to enjoy like room for cocktail and wine service, deck space for top local musicians to perform, and even a bit of space to dance on some cruises.

Q: What makes a Key West Sunset Cruise so special?

A: Something about sunset in a tropical island location inspires people to a greater appreciation for what is normally a simple daily event. The famous and elusive Waikiki sunset “green flash” draws hundreds of camera-toting tourists to the Kalakaua Avenue beach walk each evening. Maui has Mt. Haleakala, the “House of the Sun” with sunsets worth an hour drive up the mountain. Beach bar decks in Phuket Thailand get packed as early evening comes on. And sunset in Key West is definitely a big deal whether seen from land or water.

Mallory Square and the nearby anchorage waters have been a hub of activity in Key West for over two hundred years, and when hippies arrived in town during the late 1960’s, they discovered that Mallory Pier offered a perfect wide-open view to the west. The custom of celebrating the amazingly colorful ocean sunsets took hold, and now Mallory Square and the Key West sunsets are both world famous.

Visitors have been boarding boat tours out of the harbor near today’s Mallory Square since the mid-19th century. With quiet, unobstructed on-deck views, the blazing orange, red, and purple clouds along the horizon and the awesome disc of the sun visible as it slides out of sight captured attention very early on. Now, modern vessels are able to provide visitors with a nice range of specialized sunset-watching cruises to suit any taste, and the best way to find out why Key West Sunset Cruises are so special is to come aboard and try one (or more).

Q: Which Key West Sunset Cruise is best for me?

A: The only easy choice among the many popular Key West Sunset Cruises is deciding to go on one. After that, the variety of attractive options may easily lead a visitor to decide that the only solution is to enjoy more than one sunset on the water! But if a choice of just one (or two) must be made, the best strategy is to consider what you like best and who is joining you for what could easily be the highlight of any Key West visit.

Naturally, the idea of gliding smoothly over turquoise water under sail while toasting a perfect day with a cold beer, glass of wine, or cocktail is very tempting. A Sunset Sip & Sail or Premium Sunset Sail with Hors D’oeuvres and Full Bar will provide a perfect happy hour start for a couple planning an evening on the town.

For an active family, or anyone who enjoys the water, taking an afternoon snorkeling trip that winds down with a beautiful sunset (and beverages) offers the best of both worlds. A Key West Sunset Snorkel Sail is just the ticket. Nature lovers should try a Glass-Bottom Boat Tour Sunset Combo or take the Dolphin Watch Sunset Snorkel Cruise.

Looking to party with some reggae or just enjoy live music and a cocktail hour at sunset? Take a look at Rum n’ Reggae or the Sunset Party Cruise. The award-winning Key West Wind & Wine Sunset Sail is notable for its pairing of fine wines and craft beers with gourmet appetizers. Special occasions (and every Key West sunset is special) call for a Sunset Champagne Cruise or Dinner Cruise. And for the ultimate in luxury, gather family and friends or just one significant other on a 65-foot schooner and sail away on a Key West Wind & Wine Private Charter.

Q: What kind of wine is served on the Key West Wind & Wine Sunset Sail?

A: Looking for a sunset cruise with a focus on fine wine to go with the fine view? The Key West Wind & Wine Sunset Sail is a legend with locals and visitors alike. This elegant and awesome sunset cruise has pulled down top ratings on Trip Advisor for several consecutive years in addition to earning a Top Sunset Cruise designation (one of the top 2 in North America) from Coastal Living Magazine. The Wind & Wine is a cruise that stands above the rest because it is one of very few sailing excursions in the United States that offers a selection of “real” fine wines from America and around the world.

A small group will gather on deck beneath the billowing sails to enjoy an intimate atmosphere, tropical music, and the incredible Key West sunset along with 8 different wines from around the world and 5 types of domestic and imported beer. There are usually 4 red and 3 white wines plus a champagnoise open for the tasting. The charcuterie and cheese board goes far beyond simple sailors’ rations to deliver the perfect wine pairings with Dill Havarti, Smoked Gouda, fresh Mozzarella, and Brie cheeses. Caprese skewers, summer sausage, honey-drizzled green apple slices, fruit, water crackers and more make for the ultimate water-borne wine tasting session.

Q: Skipjack schooner or catamaran – which one is best for a sunset cruise?

A: Sailing schooners and sailing or powered catamarans are the two most popular Key West sunset cruise vessels. In fact, these are the most commonly used craft for all types of Key West water tours from Backcountry snorkeling and kayak tours to glass-bottom boat rides. The reason for this is simple – skipjack-style schooners and catamarans are both shallow-draft boats that are well-suited to navigating the sandbar- and reef-filled waters around Key West.

Skipjack schooners were originally designed for harvesting oysters in shallow Chesapeake Bay. Adopted for use by 19th-century Florida Keys wreckers, sailors who would race out to salvage cargo from ill-fated ships caught on the reefs around the Keys, skipjacks became very common in local waters as general working and fishing boats. Modern catamarans are adaptations of ancient Polynesian boat designs used by sea-going peoples who lived on tropical islands ringed by shallow coral reefs and lagoons. The ability to skim through the shallows and land directly on the beach was critical. Known for their stability and versatility, today’s catamarans are the fastest and shallowest-running boats on the water.

Both types of vessel provide a safe, comfortable ride and can take guests to the best places to sightsee and play in Key West waters. Do you enjoy a touch of history and the romance of a tall ship under sail? Then a schooner would be a good choice. These classic ships have been sailing out of Key West for over 200 years, and guests who come aboard a Key West schooner today are in for an award-winning luxury sunset cruise.

Catamarans also move very gracefully under sail, but a key difference is that the cat’s deck remains level at all times because the vessel does not heel (lean over under the wind power) like a single-hull sailboat. A catamaran can also offer more wide-open deck space between the two hulls. This allows for seating at tables, live music and dancing, and ease of movement around deck for enjoying the view and taking pictures. The broad, flat deck also makes the catamaran a great play boat for an afternoon of watersports and sunbathing.

Schooners and catamarans are both a lot of fun on the water, so the choice between them is mainly about a guest’s personal preference. Planned activities for the sailing trip as well as any physical limitations and the need for ease of movement should also be considered. Of course, many Key West visitors end up going out on both types of vessel to enjoy not only beautiful sunset cruises but the many other opportunities for fun on and in the water that have made Key West a world-famous tropical vacation destination.

Q: What are the best options for Key West Sunset Cruises?

A: According to verified reviews on Cool Key West and TripAdvisor, the best Key West Sunset Cruises are:

Q: What are the best kid-friendly options for Key West Sunset Cruises Activities?

A: According to verified reviews on Cool Key West and TripAdvisor, the best kid-friendly Key West Sunset Cruises are:

View all kid-friendly Activities →

Q: Which Key West Sunset Cruises have Instant Confirmation?

A: Key West Sunset Cruises with Instant Confirmation include:

View all Activities with Instant Confirmation →

Q: Which Key West Sunset Cruises have Free Cancellation?

A: Key West Sunset Cruises with Free Cancellation (in most cases up to 24 hours in advance of your activity date, check the specific activity page) include:

View all Activities with Free Cancellation →

Q: I need a ride! Which Key West Sunset Cruises include Hotel Pickup?

A: No problem. These Key West Sunset Cruises include Hotel Pickup:

View all Activities with Hotel Pickup →

Things To Do in Key West

Key West Beach Rentals
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View all Things To Do in Key West

Key West Attractions

Bahama Village Tours & Tickets
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Coral Reef Tours & Tickets
Dog Beach Tours & Tickets
Dolphin Playground Tours & Tickets
Fort Zachary Taylor State Park Tours & Tickets
Higgs Beach Tours & Tickets
Key West Cemetery Tours & Tickets
Key West Marine Park Tours & Tickets
Smathers Beach Tours & Tickets
South Beach Tours & Tickets
The Southernmost Point Tours & Tickets
View all Key West Attractions

Key West Calendar

New Year's Eve in Key West
Celebrate Valentine's Day in beautiful Key West!
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Key West Recommendations

Best For Culture & History
Cool Key West #1 Staff Picks — What would a local do for fun in Key West?
Getting Around Key West
Key West Shopping & Gifts
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Top 10 Key West
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Sunset Cruise

Home » Tours » Sunset Cruise

Beautiful place for photos of a Florida Keys Tropical Sunset

Sunset tours from islamorada, pricing and reservations.

$200 Deposit required

2 Hours on the 26’ SeaFox Commander

IslaMarina 85920 Overseas Hwy Islamorada, FL 33036

6:30 PM – 8:30 PM

Photo Gallery

Book direct online.

Customers will receive a full refund or credit with 24 hours notice of cancellation. Customers will also receive a full refund or credit in case of operator cancellation due to weather or other unforeseen circumstances. Contact us by phone to cancel or inquire about a cancellation. No-shows will be charged the full price.

Florida Keys Charters

Islamorada sandbar only tour/charter, half day snorkeling/sandbar, large group snorkeling/sandbar, sunset tours, burials at sea, contact information.

305-360-1731
[email protected]
87200 Overseas Hwy Islamorada FL, 33036

Our Location

Book direct.

© 2024 All Rights Reserved

305-294-5687

SNORKELING TOURS
COMBO TOURS
SUNSET SAILS
PARASAILING
SCHOONER SAILING TOURS
DOLPHIN WATCHING TOURS
JET SKI ADVENTURE
PRIVATE CHARTERS

The Best Key West Sunset Cruises

Catamaran sunset sails, catamaran champagne sunset sail.

Experience the world-famous Key West sunset

Land’s End Sunset Sail

Stunning sunset sail past Key West landmarks

Captain’s Choice Dolphin Watch & Sunset Sail

The best way to see dolphins in Key West

Schooner Sunset Sails

Windjammer classic sunset sail.

An authentic evening sail

Schooner Champagne Sunset Sail

Key West’s best schooner sail

Why Choose Us

Sebago’s experienced captains navigate to the best spots on the water for viewing our famous Key West sunsets.

We intentionally limit the number of guests on each cruise to provide a more intimate setting. More room on the deck means better views and the ability to interact with the captain and crew.

As our boats enter open Key West waters, each captain unfurls the sails so guests can experience authentic sailing while enjoying the sunset views.

Along with the spectacular views on this tour, you also get an all-inclusive gourmet dinner with bottomless drinks to go with it!

For each tour, our professional crew provides a thorough briefing for how to move around catamaran decks safely. Whether you're a seasoned sailor or on a boat for the first time, we've got you covered.

Sunsets Key West Style

In line with the long history of sunset watching in Key West, Sebago Watersports regularly participates in the Mallory Square Sunset Celebration, a longstanding tradition that is now an integral part of everyday life for locals.

As a past meeting place for pirates, merchants, and revelers, Mallory Square now hosts nightly jugglers, musicians, artists, tourists, food vendors, and even psychics — all intent on raising sunset watching to an art form. Experience Key West’s breathtaking sunsets for yourself with Sebago Watersports’ sunset sail tours.

Special Sunset

You may still be asking yourself, the sun sets everywhere, what makes a Key West sunset so special? That question is answered by experiencing it for yourself. The best place to watch the sunset in Key West is on the deck of a Sebago ship, drink in hand. Sebago takes part in this nightly sunset tradition, sailing past Mallory Square where our guests wave to the crowd gathered on the docks and watch the jugglers, musicians and other performers. Then we head for open water and sail into the sunset. As the orange sun sinks lower, casting its reflection on the turquoise sea, Sebago’s experienced captains carefully maneuver their ship to provide their guests with a magnificent view of the sunset. No need to stand on tiptoe to catch a glimpse over the crowds!

Sebago offers a variety of sunset tours on catamarans, historic schooners and even combo dolphin watch tours. There is sure to be one tailored to your interests and schedule. Book a Sebago Key West Sunset Tour and join in the celebration!

[email protected]
205 Elizabeth Street. Key West, FL 33040

Private Charter Requests

Custom charter options.

Experience amazing Key West Sunsets with customized catering options
Morning or Afternoon Snorkels
All day adventures or eco-tours
Dolphin Watches
Parasailing

CONTACT COURTNEY TO CUSTOMIZE YOUR VERY OWN WORRY-FREE DAY ON THE WATER.

Give Us A Call

Phone: (786) 526-0487
[email protected]

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Join us for a special 4th of July Sunset Fireworks Cruise with food and drinks included!

Boat Tours and Sunset Cruises in Marathon, FL

Explore the Florida Keys Like a Local - On A Boat!

Experience the Keys aboard the brand new Marathon Mermaid! Your next adventure is waiting for you.

Built from the ground up, the “Marathon Mermaid” is truly a one of a kind boat, the only one like it in the world. We offer exciting boat tours for you to see and experience all of the beauty the Keys has to offer! Take in the sunset in style , cruising around the iconic 7 Mile Bridge during our sunset boat cruise, explore our island like a local at the sandbar , or snorkel the famous Florida Keys Sanctuary, or book the entire boat and have an adventure of a lifetime!

Most Popular!

Marathon, FL Sunset Cruise

Experience the famous Keys sunsets in style! Come join us for a relaxing evening aboard the Marathon Mermaid while enjoying champagne, music, good times, and incredible sunset views. One of the best ways to experience the Keys!

Hour Glass 2 Hours
Users All Ages

More Popular Boat Cruises

Hour Glass 4 Hours

Sandbar Experience & Sightseeing Cruise

Have a Fun & Relaxing Day at the Sandbar that’s a go-to spot for the locals ! Let the Marathon Mermaid take you to explore our island, complete with a sightseeing cruise and a fun and relaxing day at the local sandbar.

Hour Glass 3 Hours

Reef Snorkel Cruise in Marathon

Come out with us and snorkel the world’s 3rd largest barrier reef! We will take you to the famous Sombrero Key Light Reef on the fastest, newest and most comfortable boat in Marathon!

Hello! Welcome to the Marathon Mermaid! Having a Marathon Florida Boat Tour company has been a dream of John and Angela’s for years, and now is finally a reality! John, born and raised in Marathon, and Angela, a “transplant” from California, met in 2015, when Angela was a scuba instructor at the marina where John owned his rental boat business. Angela had dreamed of owning her own charter boat for years since she became a professional scuba diver and John wanted to be the person to make that dream come true with his skills and knowledge of boats. Skip forward a few years and they started to work on this dream, and that is where the “Marathon Mermaid” was born. Together, John and Angela put both of their ideas together to create this beautiful and unique vessel for some of the best Florida Keys boat tours and cruises in the area.

What Our Customers Have to Say

What a great experience!!! Will definitely go again when we visit next year!! We did the sandbar excursion and it was well worth the money. The staff was friendly and helpful!!! Highly recommend!!! One of my favorite things we did while visiting!

What a great way to spend the afternoon in Marathon! You get to see the Key and experience getting out on the water. The crew was fantastic and the boat was clean and like new.

The boat and the whole team are fantastic! Highly recommend this as a pivotal Florida experience. I had the pleasure of meeting Angela, one of the owners, while I was there and her kindness and helpfulness were the icing on the cake! Thank you Marathon team!!

We took the Sunset Cruise and it was wonderful! Tropical music, champagne and a sunset,.you can't ask for much more! The crew was excellent and made the trip very enjoyable. This is a truly magical tour and well worth the money!

Reviews frommillions of Tripadvisor travelers place this attraction in the top 10% worldwide.

Marathon Mermaid

1688 Overseas Highway, Marathon, FL 33050, US

TripAdvisor

Quick Links

Click Here to View Our Current Specials

Sunset Watersports

Key west watersports, boat rentals & tours.

Read Our COVID-19 Health & Safety Policies

From Two Locations

Ride above the historic seaport or from Smathers Beach and over the Atlantic Ocean. We offer single, double, and triple rides. Digital pictures of your ride are available. Our custom-designed boats are captained by our fully insured and licensed captains.

Two Trips Daily

You haven’t been to Key West if you haven’t snorkeled the living coral reef surrounding the island. Start your adventure at the Key West Seaport in the historic Key West Bight, then speed to the second-largest living coral reef in the world, where the wonders of the tropical underwater world await you. Includes snorkel gear, safety equipment, soft drinks, and draft beer.

28-Mile Tour

WaveRunner tours and rentals are the best way to ride on the water. Our professional guide takes you on a wonderful tour of the tropical waters surrounding Key West, Florida. Your jet skiing tour takes you to historic places, including the Southernmost Point, Key West’s historic harbor, the submarine pens, and the submarine basin where submarines were kept during World War II.

Sunset Cruises

2 or 3 hours.

Watch a world-famous Key West sunset from the best seat on the water on our state-of-the-art catamaran. Our dinner and dance sunset cruise includes the Taste of the Tropics buffet, plus you can watch the sunset from our large upper deck and enjoy dancing on our dance floor.

Dolphin Tours

Morning & sunset.

See dolphins in their natural habitat! Spotting dolphins and snorkeling the reef are sure to be the highlights of your Key West experience! Visit a local hangout for dolphin pods, then embark on a snorkeling adventure.

Beach Passes

Passes & rentals.

Join us at Key West’s best public beach, Smathers Beach, for an all-day adventure. Jump on a paddle board, kayak, or Hobie cat and explore the Key West Atlantic coast. Sail through the crystal clear waters as you explore the largest beach in Key West. Includes a parasail trip or chairs and umbrella, unlimited kayaks, paddleboard, hobie cat usage as well as a variety of floats.

Boat Rentals

Half & full day.

Be your own captain with a Key West boat rental! Select the boat that best fits your needs. We have everything from pontoons with space to lounge to smaller fishing crafts, all available from our Cow Key location. Boats are available for rent for 4 or 8 hours.

Featured Activities

Most Popular
Clock 6 hours
Users All Ages

Do It All Watersport Adventure

The ultimate Key West watersports combo! Do 11 different water activities, including jet skiing, snorkeling, banana boat rides, & more. Includes lunch, drinks & unlimited draft beer!

Clock 1.5 hours
Users Ages 5+

Jet Ski Tours

Get unique views of the island on an amazing jet ski ride combined with an awesome tour. Stops include Key West Harbor, Boca Chica Sandbar, and more!

Clock 2 hours

Sunset Dinner Cruise

Enjoy a beautiful Key West sunset with a tropical food buffet, live music, and an open well bar! Enjoy unbeatable views as you groove into the sunset.

Clock 8-12 Minute Flight | Up to 1 hr on the Boat

Key West Parasailing

We’re the oldest parasail booking company in Key West! If you’re looking for a great parasail ride, let us take you up over the famous Key West Bight.

Clock 3 hours

Dolphin, Snorkel & Sunset Combo

Join us for an afternoon of dolphin watching and a snorkeling adventure in Key West’s best reefs! Enjoy the sunset and unlimited drinks as we cruise back through the historic Key West harbor.

Rise & Reef Morning Snorkel

Swim with the local marine life as they awake! Jump on Key West’s newest catamaran, The Sandie Cat sailboat, for a 3-hour snorkel adventure. Come explore the underwater world with us!

Enjoy All Key West Has To Offer!

Your one-stop shop.

Enjoy a romantic sunset sail with loved ones and see a world-famous Key West sunset, parasail above the tropical waters of the Florida Keys, snorkel the second-largest barrier reef in the world right off the shores of Key West, kayak or snorkel pristine waters, and swim marine life in the Florida Keys National Marine Sanctuary.

Key West has many options to choose from. Explore our tours to make your Key West vacation one you’ll never forget. Sunset Watersports has a luxury catamaran to accommodate charters from 2 to 149, where you can have the most romantic Key West wedding you could ever imagine- it doesn’t get any better than a wedding on the water!

Enjoy Everything Key West Has To Offer!

Enjoy a romantic sunset sail with your loved one and see the world-famous Key West sunset, parasail above the tropical waters of the Florida Keys, snorkel the second-largest barrier reef in the world right off the shores of Key West, kayak or snorkel the pristine waters, and swim with tropical marine life in the Florida Keys National Marine Sanctuary.

Key West offers many options to choose from. Explore our tours to make your vacation in Key West one that you will never forget. Sunset Watersports has a luxury catamaran to accommodate charters from 2 to 149, where you can have the most romantic Key West wedding that you could ever imagine. It doesn’t get any better than a wedding on the water.

Recently Booked Trips

Morning dolphin tour.

Spotting dolphins and snorkeling the reef are sure to be the highlights of your Key West experience! Visit a local hangout for dolphin pods, then embark on a snorkeling adventure.

3,400+ 5-Star Reviews From Guests!

For a couple in their early 30's who have never been on/driven a jet ski before this tour was a lot of fun! Our tour guide, Niko was very friendly and did a very good job making us feel comfortable throughout the tour. We stopped several times to view the different hotspots as Niko talked about their history. Thank goodness for these breaks as the waves can get a little intense at times and being the 2nd rider my arms got sore from hanging on tight. I'm very happy we chose to do this tour. The views of the clear turquoise waters and taking a short dip at the sandbar were my favorite part.

We had booked an All-day adventure but weather in the AM did not cooperate so we did the sunset snorkel dolphin expo wiener and it was AMAZING! Small group due to iffy weather but sun came out (and down for a gorgeous sunset!). Saw dolphin family after only a short while and they came very close to boat. Water a bit choppy for snorkel but great location and saw a huge sea turtle, stingray, and tropical fish. Crew was attentive and helpful. Would highly recommend to families or adults flying solo!

The Sunset Dinner Cruise is everything you can ask for. We went to celebrate my Brother-in-Laws birthday and it was amazing. Captain Clay was fun and made sure everyone was comfy. Po was super helpful with bringing us drinks and making sure the Bday cake came out at the perfect time. The bar was great and the two bartenders Alex and Steve were on a mission to make sure everyone got there fill. They kept the drink rolling and they are FAST!!!! Make sure you upgrade for the full bar its $20 but its beyond worth it!!!! The food was pretty good as well especially the Chicken, plantains and the grouper!!! I WOULD DEFINITELY DO IT AGAIN!!!! Thank you to the whole crew for making my bro bday one to remember!!!!!

Had an amazing time! The crew did a wonderful job! Was recommended the sunset tour over the earlier one and definitely enjoyed it. Saw lots of dolphins and crew found us a great location to snorkel. Thought we would not have enough time for snorkeling but had over an hour in the water. Beautiful relaxing sunset trip back to the dock with good drinks. JC the bartender was a tremendous joy after a day of sun and snorkeling!

We had never done a sunset dinner cruise before but we really enjoyed this. Sunset was beautiful, food was very good and fresh, and entertainment was awesome! We enjoyed the music so much! The bartenders & crew were very friendly!

We had an excellent time on the dolphin watch and snorkel! The crew (CJ and Jade) were very accommodating and Captain Nick was able to find a few different pods of dolphins! We were able to snorkel at Sambo key, since the weather was calm and we saw a lot of different fish!! It was nice to be in a boat that wasn’t overly crowded and more personable.

The jet ski tour was awesome! Connor was our tour guide. He was super knowledgeable, which put me at ease for someone who had never been jet skiing before. My favorite part was hanging out on the sandbar.

305-394-1436
[email protected]
WhatsApp 305-394-1436
80500 Overseas Hwy, Islamorada, FL 33036

Private Charter Boats And Boat Tours In Islamorada, FL

Welcome to Island Adventures, your premier destination for exceptional boat tours and private charter boats in the heart of Islamorada, FL. We offer a range of customized services tailored to meet your unique adventure needs. From thrilling snorkeling excursions to relaxing sandbar trips, we have something for everyone.

Our Treasure Trove of Ocean Escapades!

Sandbar charters, sunset tours, snorkeling tours, seaplane tours, snorkeling charters and excursions.

Dive into the extraordinary with our unmatched snorkeling charters. Immerse yourself in the crystal-clear waters of Islamorada, teeming with vibrant marine life and stunning coral reefs. Whether you are a seasoned snorkeler or new to the adventure, our expert guides will ensure your safety and enhance your encounter with the captivating marine ecosystem. Book your snorkeling excursion now to explore the unmatched beauty that Islamorada holds beneath its azure waves.

Sandbar Charters and Excursions

Escape the ordinary with our exclusive sandbar charters . Our world-famous Islamorada sandbar offers an unparalleled experience that can only be reached by boat. Relax on the sandy beach, swim in the shallow waters, or simply soak up the sun on one of our comfortable private charter boats. Each sandbar excursion promises an extraordinary memory and a chance to connect with the natural beauty of Islamorada uniquely.

Seaplane Charters and Excursions

Embark on an unforgettable journey with our exclusive sea plane charters, whisking you away from the bustling city of Miami to the serene shores of Islamorada, FL. Indulge in two distinct experiences tailored to thrill-seekers and epicureans alike.

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Get the VIP experience! Hop on our 5-star Private Boat Tours: Snorkel, catch amazing Sunsets, or chill at the Islamorada Sandbar. Book now!

Luxury Charter Boats and Boat Tours in Islamorada, FL

You can mix and match any of the awesome activities below with our super-flexible multi-activity option it's like building your own adventure playlist—how cool is that 🚤🌊🦜, embark on an unrivaled snorkeling adventure in islamorada.

Discover a world of underwater wonders as you join us for an exceptional snorkeling excursion in the unparalleled waters of Islamorada, Florida. Renowned as a snorkeler's paradise, this corner of North America offers an experience like no other. Immerse yourself in crystal-clear waters that teem with vibrant marine life and stunning coral reefs, creating a breathtaking tableau beneath the surface. Our private boat charter promises an exclusive journey to the heart of this aquatic haven, where every moment unveils a new realm of beauty. Whether you're a seasoned snorkeler or new to the adventure, our expert guides will ensure your safety and enhance your encounter with the captivating marine ecosystem. Dive into the extraordinary and book your snorkeling excursion now to explore the unmatched beauty that Islamorada Holds beneath it's azure waves. 🐠🐚🌊

Embark on Your Ultimate Custom Eco-Adventure

Unlock the hidden gems of Islamorada through an extraordinary eco-adventure with Island Adventures. Our private sightseeing charter invites you to immerse yourself in the untouched beauty of the Florida Bay and the boundless expanse of the Atlantic Ocean. Set your own pace as you navigate these pristine waters, taking in the breathtaking scenery and embracing the tranquility that only nature can offer. As a special highlight, your journey includes a stop at the renowned Islamorada sandbar or the vibrant oceanside reefs, providing a chance to connect with the marine world like never before. Whether you're seeking serene exploration or thrilling snorkeling encounters, our expertly crafted charter ensures you'll experience the best of Islamorada's natural wonders. Reserve your adventure today and embark on a journey that promises unforgettable moments of discovery and connection with the incredible marine ecosystem of Islamorada, FL. 🌊🐠🏝️

Embark on an Unforgettable Sunset Odyssey

Step aboard and treat yourself to a serene evening amidst the tranquil waters of the Florida Keys. Join us for an extraordinary sunset tour that promises a mesmerizing experience you won't soon forget. As the sun dips below the horizon, painting the sky in hues of orange and gold, you'll find yourself immersed in a world of beauty and tranquility. Our private boat charter takes you on a journey where relaxation meets natural splendor, creating an ambiance that's perfect for making memories. Revel in the breathtaking scenery, feel the gentle breeze, and bask in the golden glow – all while surrounded by the picturesque vistas of Islamorada, FL. Book your sunset tour now and let the magic unfold as you savor the beauty of our captivating sunsets. 🌅🚤🌴

Embark on an Exclusive Sandbar Adventure

Escape to the enchanting Sandbar in Islamorada, FL, on an unforgettable private boat tour. This world famous gem, nestled beneath the waves, offers an exclusive experience that can only be reached by boat or watercraft. The sandbar promises an extraordinary memory. Book your private boat tour now and discover the magic of the sandbar, accessible only to those seeking an exceptional journey. 🚤🌅🏝️

At Island Adventures , our utmost goal is to create indelible memories that will be treasured for a lifetime. We cordially invite you to embark on our next extraordinary escapade and immerse yourself in the enchantment of Islamorada, FL. Prepare to be captivated by the magic that awaits. Contact us today to book your boat tour or private charter boat.

Indulge in Unparalleled Luxury on Our Premier Private Charters in Islamorada

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Have questions, contact information.

Call or Text 305-394-1436
Email [email protected]
Address 80500 Overseas Hwy, Islamorada FL, 33036

Useful Information

Book direct online.

Full refund is granted if cancellation request is confirmed more than 48 hour in advance of the charter time by phone or text. Weather conditions to be determined the morning of the charter, with full refund if we cancel due to dangerous weather. Please understand the reason for our cancellation policy: Within 48 hours prior to your charter, we will not likely re-book the date you had chosen, your food/drink purchases have already been made, and we owe the captain/mate at least a portion of their lost wages. Thanks for your understanding. Cancel by phone/text at 305-394-1436

Our Location

Keys Boat Tours

CALL TO BOOK YOUR TOUR TODAY: 1 (305) 699-7166

Sunset Tour

A sunset in the FL Keys is a magical experience to behold. There are few places on the east coast where one can see the sun set into the water, and this is one of them. Motor or sail, ocean side or Gulf. We depart the marina 2 hours prior to sunset. Bring your own sunset drinks and snacks. We might even take a quick dip–whatever we want. You’re in the Keys!

Sunset on the Water

This is magic hour, when the seas flatten out, the sun is not too strong, and everything has a brilliant glow. This is the same as our eco tour, but during sunset. The wind dictates Gulf or ocean side. You can combine it with a dip. Or, you might instead combine it with a sip. You are free to bring whatever you like food and beverage wise. And, to play your own music. Enjoy the moment.

We depart the marina two hours prior to sunset, or if you prefer, 3 hours prior. This tour is $325 (2 hours) and $400 (3 hours). You’re in the Keys!

Water & Gatorade
Life Jacket

Not Included

Things you might want to bring along.

Sunscreen (reef safe), bathing suit, towel, long sleeve sun shirt, hat, neck gaiter, sunglasses, wind breaker, bandana, camera, personal water bottle, snacks and drinks.

A signed release waiver, and cash or credit card payment is required prior to boarding.
Health: if you have any cold, flu or other worrisome symptoms, we ask that you please skip the outing. And please inform us of any medical conditions that you might have: diabetes, epilepsy, allergies, etc. We respect your privacy, but we need to know.
If prone to seasickness, we recommend that you take Dramamine (or other) as directed.
We want you to drink plenty of water, have something to eat, and use sunscreen liberally
We have a 48-hour cancellation policy, and the Captain reserves the right to cancel any trip due to weather and/or any other circumstances .

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1 Hour Bridge Loop 1 HOUR

A 1 hour loop around Bahia Honda and the Seven Mile Bridge with Captain Brian. Learn history of the bridges and the Flagler railway.

Fishing / Navigation 101 4 Hours

Navigating the FL keys can be difficult with all the skinny water and obstacles in the water. Fishing can be challenging as well…what tackle to use, what bait, where to go and at what time.

Your Tour 2+ Hours

Design your own special tour on the water. It can be a combo tour of something we already offer, or other. Pull through a mangrove tunnel, chill out on a sandbar or island, etc.

BOAT TOURS | LESSONS
PRIVATE POLICY

EXPERIENCE THE PIRATE’S CHOICE IN FLORIDA

Experience the pirate’s choice in florida.

The Pirates Choice is a custom made 52 foot ketch sailing vessel. She sails daily out of Marina Del Mar in Key Largo offering two hour sunset sails or 4 hour snorkel sails. She is also available for overnight and extended voyages.

305-393-1394

[email protected]

Welcome to KeyZ Charters

Unique florida keys boat charters & boat tours.

KeyZ Charters in Islamorada is the perfect family adventure for exploring the Florida Keys , Everglades National Park , and South Florida. From Islamorada snorkeling and sunset cruises to bird-watching charters, eco-tours, and Florida Keys boat tours, our charters are exhilarating.

Based in South Florida, our boat charters and private boat tours can take you up close to popular Florida landmarks such as Indian Key, Lignumvitae Key , Alligator Reef lighthouse, and Everglades National Park. Whether you like snorkeling, watching the sunset on a boat, bird watching, or relaxing on a sandbar, KeyZ Charters offers private boat tours and private charters that can be customized for any type of adventure.

Florida Keys Sightseeing Charters

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Our services, private boat tours & charters in islamorada & florida keys.

Discover the natural wonders of the Florida Keys with KeyZ Charters' unforgettable eco-tours in Islamorada . Our knowledgeable guides will take you on an adventure through the crystal-clear waters, lush mangroves, and diverse wildlife habitats. Whether you're interested in birdwatching , spotting dolphins, or simply immersing yourself in the beauty of the Florida Keys, our eco-tours offer a unique and relaxing way to explore this stunning area.

KeyZ Charters snorkeling tours in Islamorada take you to some of the best snorkeling locations in the Florida Keys . Our tours are designed for all ages, and our professionally trained guides will give you access to the best sites in the area, including coral reefs and diverse marine life. You may even have the chance to spot manatees or dolphins during your Islamorada snorkeling tour .

Sunset Cruises

A KeyZ Charters sunset cruise is the perfect way to unwind and take in the breathtaking beauty of the Florida Keys . As you sail along the calm waters, you'll enjoy the soothing sound of waves lapping against the boat and the refreshing ocean breeze. Our Islamorada sunset cruises showcase the stunning colors of the sky as the sun dips below the horizon, creating an unforgettable and romantic experience.

Historic Island Tours

KeyZ Charters' historic island tours of Indian Key and Lignumvitae Key , offer a unique way to experience the rich history and natural beauty of Islamorada & the Florida Keys. Explore Indian Key, the first county seat of Monroe County, and discover the fascinating past of this once-thriving community. Your tour also includes a visit to Lignumvitae Key, home to Florida's oldest botanical gardens, showcasing a diverse array of native plants & wildlife.

Custom Combination Tours

Create your perfect Florida Keys adventure with KeyZ Charters' custom combination boat tours . Our flexible options allow you to mix and match activities to suit your interests and preferences. Combine Islamorada sightseeing, snorkeling , visits to historic islands , and even catching a stunning sunset on a private boat charter . Our experienced team will work with you to create an unforgettable, tailored experience in the beautiful Florida Keys.

Islamorada Half Day Excursions

Make the most of your time in the Florida Keys with KeyZ Charters' 4-hour half-day excursions . Our customizable tours allow you to experience the best of Islamorada by combining activities like snorkeling , eco-touring , and relaxing at a sandbar . Whether you're looking for adventure or relaxation, our half-day excursions offer the perfect blend of activities to suit your preferences.

Islamorada Sandbar Tours

Unwind and enjoy the beauty of the Florida Keys with KeyZ Charters' Islamorada sandbar tours . Our unique experiences take you to pristine sandbars just off the coast of Islamorada, Key Largo, Marathon, and throughout the Florida Keys. Swim in the crystal-clear waters, snorkel among the vibrant marine life, or simply relax and soak up the sun on these stunning sandy oases. Our sandbar tours provide the perfect escape during your Florida Keys vacation.

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KeyZ Charters 77522 Overseas Highway Islamorada, FL 33036

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Discover the beauty of the Florida Keys with KeyZ Charters, offering unique boat tours and private charters in Islamorada . Our experienced captains provide unforgettable adventures, from eco-tours and snorkeling to historic island visits and stunning sunset cruises . Explore popular landmarks like Indian Key , Alligator Lighthouse and more aboard our comfortable deck boats. Whether you're interested in Islamorada eco-tours , snorkeling excursions , historic island tours , or Everglades adventures , KeyZ Charters has the perfect trip for you. KeyZ Charters is your gateway to exploring the natural wonders of South Florida. Perfect for families and groups seeking a personalized Florida Keys experience .

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Tiki Boat Tours Sunset & Dinner Cruises Florida Keys Gulf of Mexico

Picture yourself surrounded by breathtaking panoramic views of the sparkling waters as the sun gently descends, casting vibrant hues across the horizon. At Tiki Boat Tours, we specialize in creating magical moments against the backdrop of nature’s most awe-inspiring spectacle – the sunset.

As you step onto our meticulously designed Tiki boat, you’ll be greeted by our friendly and professional crew, dedicated to ensuring your every need is met. Our spacious and comfortable vessel offers the perfect blend of relaxation and excitement, with ample seating options and an inviting atmosphere.

The heart of our experience lies in our carefully crafted sunset and dinner cruises. With a variety of local resturaunts you can choose to bring whatever you happen to be craving at the moment. You are also invited to bring and enjoy your favorite libation as you soak up the unparalleled beauty of the surrounding landscape and let the rhythmic sounds of the waves lull you into a state of pure tranquility.

Whether you’re celebrating a special occasion, seeking a romantic getaway, or simply looking to unwind with loved ones, our Tiki boat tours provide the ideal setting for creating lasting memories. The stunning vistas, personalized service, and captivating ambiance make us the go-to choice for those who appreciate life’s extraordinary moments.

So, let us whisk you away on a voyage of enchantment. Join us at Tiki Boat Tours and let the gentle ocean breeze and the warmth of the setting sun transport you to a world of relaxation, beauty, and pure bliss. Book your unforgettable sunset and dinner cruise today and let us create memories that will stay with you forever.

Welcome to Tikiboat.tours: Your Gateway to Unforgettable Adventures in Florida

Are you ready to embark on an extraordinary journey across the beautiful state of Florida? At Tikiboat.tours, we offer a wide range of thrilling experiences that will create lasting memories. Whether you’re seeking to explore the stunning coastlines, immerse yourself in vibrant cityscapes, or discover the hidden gems of Florida’s natural wonders, we have the perfect adventure for you.

Boat Rentals

Get ready to set sail on your own terms with our boat rental options. Cruise along the crystal-clear waters, discover secluded coves, and create your own itinerary as you navigate Florida’s breathtaking coastline.

Join our knowledgeable guides on an exhilarating boat tour, where you’ll explore the most picturesque spots, learn about local history and wildlife, and soak in the beauty of Florida’s diverse marine ecosystems.

SUP (Stand-Up Paddleboarding)

Experience the tranquility of gliding across the water on a stand-up paddleboard. Enjoy the serene beauty of Florida’s rivers, lakes, and coastal areas as you paddle at your own pace and immerse yourself in nature.

Dolphin Encounters

Witness the magic of these intelligent and playful creatures up close. Join us for a dolphin tour and create unforgettable memories as you observe dolphins in their natural habitat.

Feel the wind in your hair and the thrill of sailing on our captivating sailing tours. Whether you’re a seasoned sailor or a first-time adventurer, our sailing experiences offer an exhilarating way to explore Florida’s waterways.

Scuba Diving

Dive into the depths of Florida’s vibrant underwater world and discover a mesmerizing array of marine life. Our scuba diving experiences cater to both beginners and certified divers, offering unforgettable encounters beneath the waves.

Feel the adrenaline rush as you zoom across the water on a high-speed jet ski. Experience the thrill of maneuvering through the waves and exploring Florida’s stunning coastlines from a unique perspective.

Cast your line and reel in the big one on our thrilling fishing adventures. With Florida’s abundance of fish species, our fishing trips promise excitement and the opportunity to catch your prized trophy.

Dive into Florida’s crystal-clear waters and discover a vibrant underwater world teeming with colorful fish and stunning coral reefs. Our snorkeling adventures will leave you in awe of Florida’s natural beauty.

Booze Cruise

Raise your glass and enjoy a leisurely cruise while sipping on your favorite drinks. Our booze cruises provide the ultimate combination of relaxation, stunning views, and good company.

Embark on an eco-adventure and discover Florida’s pristine natural habitats. Our eco tours offer the opportunity to observe wildlife, learn about conservation efforts, and gain a deeper appreciation for Florida’s diverse ecosystems.

Contact Us:

For Business Inquiries please visit our business.tikiboat.tours website.

For information regarding your booking please forward your booking email to [email protected] .

Free Trips For Kids • 5 & Under • 305-296-2554

EXPLORE KEY WEST

Booking trusted key west trips & tours for over 39 years, home of key west’s only dinner cruise, sunset watersports key west tours, top trips, tours & activities in key west, all-inclusive package, sunset cruises, golf cart rentals, key west beach pass, dinner cruise, reef snorkel, boat rentals, sandbar & kayak tour, dolphin eco, sunset sail, jet ski tours, private events, kayak sandbar tour, dolphin tours, featured tours, featured tours.

Most Popular
Clock 6 hours
Users All Ages

Do It All Watersport Adventure

The ultimate Key West watersports combo! Do 11 different water activities, including jet skiing, snorkeling, banana boat rides & more. Includes lunch, drinks & unlimited draft beer!

Featured Trip!
Clock 5 Hours

Ultimate Sandbar & Kayak Eco Adventure

Join us for an exciting guided kayak tour through the mangrove islands! Visit a secluded sandbar to explore, paddleboard, kayak, snorkel, or sit back grab a drink. Lunch and unlimited draft beer & wine included!

Kids go free!

Ultimate Sandbar & Dolphin Watch Adventure

Join us for an incredible day a secluded sandbar to explore, paddleboard, kayak, snorkel, or sit back grab a drink. Lunch and unlimited draft beer, mimosas & wine included! After visiting the sandbar our team will take you on a dolphin watching adventure.

Clock 1.5 hours
Users Ages 5+

Jet Ski Tours

Get unique views of the island on an amazing jet ski ride combined with an awesome tour. Stops include Key West Harbor, Boca Chica Sandbar, and more!

Clock 8-12 Minute Flight

Key West Parasailing

We’re the original parasail company in Key West, Florida! We have all new equipment & over 5,000 5 star reviews for parasailing. If you’re looking for a great parasail ride, let us take you up over the famous Key West Bight or from Smathers Beach.

Clock 3 hours

Rise & Reef Morning Snorkel

Swim with the local marine life as they awake! Jump on Key West’s newest catamaran, The Sandie Cat sailboat, for a 3-hour snorkel adventure. Come explore the underwater world with us! Trip includes breakfast, fresh juices & water. Enjoy unlimited mimosas & draft beer once done snorkeling!

Clock 2 hours

Key West Sunset Dinner Cruise

Enjoy a beautiful Key West sunset with a tropical food buffet, live music, and an open well bar! Take in the unbeatable views as you groove into the sunset.

2 Daily Trips

Dolphin Watch & Snorkel Tour

Join us for an afternoon or evening of dolphin watching and snorkeling in Key West’s best back-country reefs! With two trips each day to the dolphin playground we will get you closer than ever to our beloved marine friends. Enjoy the best views and unlimited draft beer as we cruise back through the historic Key West harbor.

Locals Select
Clock 2.5 hours

Safari Eco-Tour

Key West’s best kept secret! Captain your own private boat as your tour guide takes you to Key West’s ultra secluded backcountry eco adventure at Mud Keys. Explore secluded beaches and mangrove islands only accessible by boat.

SUNSET WATERSPORTS KEY WEST

Sunset Watersports is Key West’s Original Watersports Company (est. 1984). Sunset Watersports is an award winning watersport provider and featured on countless industry leading travel sites. For over 39 years Sunset Watersports has been pioneering and booking Key West’s most trusted watersport excursions. With over 9,500 5 star Google & TripAdvisor reviews, Sunset Watersports is a family owned and operated brand you can trust. Focusing on providing world class customer service, we invite you to join us on your trip to Key West and experience the Sunset Watersports difference.

Sunset Watersports only selects the island’s best experiences to provide to guests. Each trip or tour has been hand-selected and uniquely designed to offer the absolute best value at the island’s best prices. Featuring the Key West’s best sandbar charters, reef snorkeling, parasailing, sunset cruises, jetski tours, dinner cruises, boat rentals, eco kayak adventures & more!

AS FEATURED ON:

Chevron down Our Mission

Our mission is to provide first class watersports activities at a reasonable price with first class service and equipment. Additionaly we strive to provide an atmosphere where our employees can advance and be part of the Key West community, raise families and give to those less fortunate. We believe that providing a fun filled, drug free atmosphere is essential to achieving the goal of good family values. Sunset Watersports Key West offers more watersports activities, trips and tours than any other Key West Watersports Company and is the oldest existing parasail company in the USA.

A message from the Owner

We believe in respecting all races, genders and religions so that we may advance as one human family. Welcome to Sunset Watersports Key West. – Richard C. Welter President

Chevron down Featured Trips

KEY WEST SAFARI SPEED BOAT SNORKEL TOURS – be your own captain and drive a mini speed boat deep into the Florida Keys National Marine Sanctuary, walk along deserted beaches and snorkel in pristine waters off Key West. Our KEY WEST BOAT RENTALS are the Lowest Priced Boat Rentals in Key West and the largest selection of Key West Boat Rentals.

KEY WEST PARASAILING from 2 locations : Parasail over beautiful Key West Smathers Beach located at 1901 South Roosevelt Blvd. and enjoy this spectacular view of our wonderful island. Choose to parasail at the Key West Seaport located at 201 William St and you will get a first hand view of the Key West Harbor any location you choose to parasail in Key West will leave you a memorable experience of Key West ‘s best view.

KEY WEST SUNSET CRUISE from the upper deck of the Party Cat is the best Sunset Cruise in Key West at the LOWEST PRICE KEY WEST DINNER CRUISE is the only Key West Dinner Cruise with an air conditioned main cabin offering a Key West Tropical food buffet, FREE Margaritas, Rum runners, Mixed drinks, beer, wine and champagne. This is the best valued Sunset Cruise in Key West.

KEY WEST WAVERUNNER/JETSKI TOURS AND RENTALS. Brand new waverunners at the lowest price in Key West. This Key West waverunner tour is 1 ½ hours long, be prepared for a thrilling fast paced tour as you go completely around Key West. Visit the Southernmost point, Sub Marine pits and stop at the Boca Chica sand bar for some free style riding. Follow your local guide around Key West on this 28 mile tour. The waverunner tours depart from 2801 North Roosevelt Blvd. (US 1) at the Parrot Key Resort. We do have hourly rentals as well.

Chevron down Key West Beaches

Sunset Watersports has 2 locations on KEY WEST BEACHES . One Key West Beach location is in front of the Sheraton Resort at 2001 South Roosevelt Blvd (A1A) on Smathers Beach Key West. Key West beach rentals are hobie cat sailboats, paddle boards, kayaks, windsurfing and chair and umbrellas rentals. Our 2nd Key West Smathers Beach location is on the corner of South Roosevelt Blvd and Bertha Street. The address is 1901 South Roosevelt Blvd on Smathers Beach Key West. This Smathers Beach location is the original Sunset Watersports location started back in 1984. This location offers parasail rides, hobie cat sailboats, windsurfing, paddle boards, kayak rentals and chair and umbrella rentals.

The KEY WEST BEACH PASS is the best way to spend the day on a Key West beach for one low price. You get a parasail ride and unlimited hobie cat sailing, windsurfing, stand up paddle boards and kayak rentals. There are 2 Key West Beaches to choose from. Both beach locations are on Smathers Beach located at 1901 South Roosevelt Blvd in front of the Sheraton Resort at 2001 South Roosevelt Blvd (A1A) on Smathers Beach Key West.

Chevron down Reef Snorkeling & Dolphin Tours

Sunset Watersports KEY WEST SNORKEL Reef trip RISE AND REEF offers a lite breakfast as you snorkel the only living coral reef in the US. This is a Key West snorkel trip you should not miss. You will be whisked out to the Key West coral reef on a new state of the art sailing catamaran boat. The friendly crew will instruct you how to use the snorkel equipment and we have a safety line floating behind the boat for those that are less experienced. There are snorkel vests and swim noodles to make you feel comfortable while you snorkel this magnificent coral reef. We also offer the afternoon SUNSET SNORKEL where you will snorkel the coral reef and enjoy a cold beer and soda on the ride back in.

KEY WEST DOLPHIN WATCH by Sunset Watersports is a magical Key West adventure for the whole family. Venture out on a 40 foot dolphin watch boat that takes you for a brief Key West snorkel adventure and then to the dolphin playground to see dolphins in their natural habitat. Watch the dolphins as they interact with each other and, at times, perform stunning acrobatics. Don’t forget your camera because on the way back to Key West you will enjoy the famous Key West sunset. We provide all snorkel safety gear and equipment. Enjoy a cool complimentary refreshment of soft drinks, beer and water.

Chevron down Key West Weddings & Retail

We offer KEY WEST WEDDINGS for all different occasions: Weddings on the beach, boat weddings on our fleet of 65′ luxury Catamarans as well as fully catered wedding receptions, rehearsal dinners, welcome parties, corporate events and more. If you need a private charter for 2 to 149 people Sunset Watersports offers boats from 17 feet to 65 feet for all your charter needs. For more info on our wedding offerings please visit our wedding page by clicking here. Or visit our wedding site for Weddings On The Water Key West

Sunset Watersports proudly presents its newest addition Hammer Head Surf Shop located at 201 William St on the Key West Seaport board walk. Join us at the downtown historic seaport in Key West for the best deals on shopping, clothing & all your retail needs.

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OVER 9,000+ 5-STAR REVIEWS FROM GUESTS! ★★★★★

For a couple in their early 30's who have never been on/driven a jet ski before this tour was a lot of fun! Our tour guide, Niko was very friendly and did a very good job making us feel comfortable throughout the tour. We stopped several times to view the different hotspots as Niko talked about their history. I'm very happy we chose to do this tour. The views of the clear turquoise waters and taking a short dip at the sandbar were my favorite part.

We had booked an All-day adventure but weather in the AM did not cooperate so we did the sunset snorkel dolphin and it was AMAZING! Small group due to iffy weather but sun came out (and down for a gorgeous sunset!). Saw dolphin family after only a short while and they came very close to boat. Water a bit choppy for snorkel but great location and saw a huge sea turtle, stingray, and tropical fish. Crew was attentive and helpful. Would highly recommend to families or adults flying solo!

The Sunset Dinner Cruise is everything you can ask for. We went to celebrate my Brother-in-Laws birthday and it was amazing. Captain Clay was fun and made sure everyone was comfy. Po was super helpful with bringing us drinks and making sure the Bday cake came out at the perfect time. The bar was great and the two bartenders Alex and Steve were on a mission to make sure everyone got there fill. They kept the drink rolling and they are FAST!!!! Make sure you upgrade for the full bar its $20 but its beyond worth it! Thank you to the crew for making this bday one to remember.

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SIESTA KEY | SARASOTA ANNA MARIA ISLAND

Boat tours and charters, 941.400.2763.

We support our military please call for pricing.

Book Anna Maria!

Fun Boat Tours offers dolphin tours, sandbar trips, sunset cruises, and private custom charters from two convenient locations. Our original location is in Siesta Key Marina servicing Siesta Key and Sarasota Florida. Our recently added location is at Keyes Marina right in the heart of Holmes Beach Anna Maria Island. Both locations offer the same fun in the sun with our extraordinary crew. Come join us and well we’ll make your vacation one you’ll never forget!

TWO MARINA LOCATIONS

Fun boat tours & charters.

Fun Boat Tours departs from both Siesta Key Marina and Anna Maria's Keyes Marina. Both locations offer sunset, dolphin, private, and custom boat tours.

Book Siesta Key!

Fun Boat Tours departs from both Siesta Key Marina and Anna Maria's Keyes Marina. Both locations offer sunset, dolphin, and private boat tours. We also offer fishing, diving, and custom charters.

AN UNFORGETTABLE EXPERIENCE

Sunset & dolphin tours.

Our Fun Boat Tours offer daily dolphin tours, sandbar trips, sunset cruises, and private charters that are built to suit your group's needs. Cruising along the waters of Siesta Key and Anna Maria Island, you’ll see dolphins, watch other frolicking wildlife, and have the stunning sunset colors as your backdrop.

Our Locations

Siesta key .

38 feet of fun, our skiff style tour boat is great for sunsets, dolphin watching, and sandbar visits.

Siesta Key Marina

1265 Old Stickney Point Rd • Sarasota, FL 34242

Anna Maria

Join us for a cruise complete with a treat…doughnuts in the morning, or drinks in the afternoon.

Keyes Marina

5501 Marina Dr • Holmes Beach, FL 34217

Fun Boat Tour Partners

For more information about any of our services, please contact us!

Siesta Key Marina 1265 Old Stickney Point Rd Sarasota, FL 34242

(941) 400-2763

[email protected]

Keyes Marina 5501 Marina Drive Holmes Beach, FL 34217

(941) 504-9350

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Sunset Cocktail Cruise

Afternoon boat adventure from 2pm-6pm under that

Quick Details

Tags Ages: All Ages
Hour Glass Duration: 4 Hours
Info Info: This is our sunset tour. The times are adjusted to make sure the 4 hr trip ends at sunset. This trip includes all of the same activities as the 9am boat adventure does but to include the sunset.'

See the best of Siesta Key, Sarasota and Venice with a sunset tour!

This is a 4 hour boat tour departs from Casey Key taking you through the water ways and sand bars, and tiki bars of the Sarasota and Venice areas. You will get a chance to see some amazing mansions while touring the calm intercostal water ways. While being driven by one of our u.s. coast guard licensed captains.

We operate catamaran boats which are super stable and all boats have sun shades, and have marine restrooms.

On the tour you will get a chance to experience the wonders of the ocean. It very common on this trip to see dolphins, manatees, and lots of other marine life.

Not only will you get a boat tour but you can also explore the semi-private beaches that you truly can only easily visit by boat. There are ample options to collect sea shells and even find shark tooth fossils right on the beach.

This is a great way to enjoy your friends and family while making memories that everyone will cherish.

Chevron down Cancellation policy

100% refund up to two weeks from time of trip

Related Activities

Hour Glass 4 Hours
Tags Ages 5+

Private Boat Tour

Private Charters – During our High Seas Adventure you will have the opportunity to snorkel, paddle board, dolphin/manatee watch, shark tooth sift, or explore a secluded beach. Scuba diving and Huka diving are available during this adventure for an additional cost.

Land the perfect outdoor adventure in The Florida Keys

Jan 3, 2022 • 6 min read

Overseas highway to Key West island, Florida Keys, USA. Aerial view beauty nature. ; Shutterstock ID 708960646; your: Ben N Buckner; gl: 65050; netsuite: Client Services; full: Florida Keys - Outdoor adventures

In the shallow channels between The Keys the water gets so teal, it’s hard to tell where the sky ends and the liquid begins © Mia2you / Shutterstock

Go boating among the islands

For those who live in The Florida Keys, getting a boat is kind of like getting a car when you’re 16 – it opens a world of exploration and freedom that was previously nonexistent. This is an archipelago, after all, and the Overseas Highway notwithstanding, going by boat is the most natural way to get around.

It’s easy to rent a boat in The Keys, with locations in all the major districts of the archipelago (North to south: Key Largo, Islamorada, Marathon, The Lower Keys, and Key West). The bigger question may be: where should you take the boat?

Dry Tortugas National Park is the most obvious answer. Located about 70 miles west of Key West, this 70-island archipelago includes the incomplete 19th-century Fort Jefferson, the largest brick masonry structure in the Americas, and a long list of isolated, excellent snorkeling spots. In the Upper Keys , the most varied island landscapes can be found around Islamorada, while Boot Key Harbor in Marathon boasts one of the best-resourced marinas in the islands.

If you’re into sailing, The Keys are practically paradise, with fair winds, calm waters, leaping dolphins and islands awaiting discovery the norm. Monohull sailors will find plenty of rentals down here, but excellent weather and shallow flats make The Keys especially inviting to multihull sailors. Even if you’ve never sailed, consider taking some lessons down here. Sailing schools dot the islands, and there are few more enjoyable, or forgiving, places to learn.

Whether you go by motor or wind power, talk to locals and your rental company about where to chart your course. By boating standards The Keys are not hard to navigate, but the channels between islands can get shallow, and grounding your vessel is a surefire way to ruin a vacation.

Go paddling & kayaking in the mangroves

Between the calm waters and more than a thousand islands, you could spend a lifetime paddling around The Florida Keys and Key West. Assuming you don’t have that kind of time, consider some quick excursions around John Pennekamp Coral Reef State Park , and bring some snorkeling gear – this is one of the best preserved coral reefs in the Lower 48.

There’s 170 acres of dry parkland here and more than 48,000 acres (75 sq miles) of wet: the vast majority of the protected area is the ocean. The park's most famous attraction is the coral-fringed Christ of the Abyss, an 8.5ft, 4000lb bronze sculpture of Jesus – a copy of a similar sculpture off the Portofino Peninsula in northern Italy.

For another great paddling excursion, head to Islamorada to rent a kayak and cruise out to Indian Key , once a busy little settlement of a few dozen souls, now a place of quiet, moldering ruins and still, natural beauty.

Walk and hike the flat terrain

The simplest way to get outdoors is also the best way to explore The Keys’ most urban environment: Key West . The town’s historic center, on the west side of the island, is not just good for walking; in many ways it’s optimized for it. The narrow streets, dearth of parking and small distances makes having a car pointless as a sightseeing vehicle. Better to walk up Duval Street, take a left or a right, and then get pleasantly lost amid the historical homes shaded by palm fronds and sprays of bougainvillea. If you need a destination in mind, consider heading to the Key West Cemetery , a gothic slice of land where the ancestors of the islands rest in peace, and paradise.

The Keys are not known for hiking – it’s not like there’s any elevation here – but plenty of nice nature walks abound. You can lose yourself in the sweaty shade of the tropical hardwood forest at Curry Hammock State Park in Marathon, or say hello to the alligators that swim around the Blue Hole, on Big Pine Key. The Hole is a limestone sinkhole, surrounded by a platform trail a few hundred feet long; access it by turning onto Key Deer Blvd from the Overseas Highway and following that road until you see signs for the Blue Hole.

Dive and snorkel in the crystal waters

There’s no lack of excellent diving and snorkeling spots in the Keys, but the most well-known spots are John Pennekamp Coral Reef State Park and the Dry Tortugas. Visit Pennekamp because it is one of the few dedicated underwater coral reef parks in the country (and the only one on the Eastern seaboard). Snorkeling and diving tours can be reserved online and – especially for snorkeling – are suitable for newcomers to the sport. The appeal of the Dry Tortugas is the isolation from the rest of the islands and the unique experience of swimming around the old moat of Fort Jefferson.

With all that said, there is some excellent, underrated diving and snorkeling in the middle of The Keys at Islamorada, Marathon, and Big Pine Key. From Islamorada, access patch reefs (small, isolated reefs) like Cheeca Rocks; offshore from Marathon is the wonderful Sombrero Reef; at Big Pine is the ocean-adjacent Looe Key barrier reef. There’s a rainbow of marine life – including sea turtles – at all of these spots, but they must all be accessed via a boat tour.

Bike a chain of keys

Biking around Key West is easy and pleasant, with easy access to Mallory Square, Mile Marker Zero, Ernest Hemingway's home, the southernmost point in the continental U.S., and more. But if you want to pedal a larger swath of the archipelago, consider the Florida Keys Overseas Heritage Trail . The trail connects Key Largo to Key West, and as such, it is the slowest, most scenic means of getting across the islands.

The flat elevation and ocean breezes are perfect for cycling, and gorgeous vantage points are prevalent along the way, but take caution – parts of the trail cross from the ocean side of the road to the bay side, sometimes unexpectedly. Additionally, parts of the trail share a 3-foot shoulder with the busy Overseas Hwy. For all that, cycling around the islands can be utter magic – just check with local outfitters before you get on two wheels.

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Great Day Boat Tours

Location & Hours

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2509 Northway Dr

Venice, FL 34292

Serving Venice Area

About the Business

We make every day a Great Day! With Great Day Boat Tours. Enjoy the beautiful coast of Venice, Florida. We will take up to 6 guests out on a relaxing cruise, watch the sunset, view wildlife like dolphin, manatee, and birds or create your own unique experience to celebrate a birthday, anniversary, celebration of life or special event. Our standard cruises are 2 and 3 hours long or call us to create a custom cruise to meet your needs …

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Such a fun time with my family. The kids had a blast listening to music and going a little fast. Captain Jenn and Eric are very friendly and knowledgeable. Great boat ride would definitely go again.

Business owner information

Jennifer F.

Business Owner

Mar 19, 2024

Thank you for sharing your experience! We're thrilled to hear that you and your family had such a fun time with us. It's fantastic to know that the kids enjoyed the music and the thrill of going a little fast on the water. Captain Jenn and Eric are indeed friendly and knowledgeable, and we're delighted that their expertise added to your enjoyment of the boat ride. We would love to have you back aboard for another memorable adventure in the future! Capt Jenn Great Day Boat Tours

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Reader's Digest

Your Guide to a Florida Keys Road Trip: Key Largo to Key West

Posted: March 12, 2024 | Last updated: March 13, 2024

Your road trip guide to the Florida Keys

One of the best state road trips in America has to be the sun-kissed drive from Key Largo to Key West in the Florida Keys. This road, known as the Florida Keys Overseas Highway, takes you through a 125-mile island chain that begins just south of Miami. It hopscotches over 42 bridges and five islands, and has turquoise waters stretching in every direction into the Atlantic Ocean, Florida Bay and Gulf of Mexico.

So if you're looking for the perfect Atlantic Coast road trip or cheap beach vacation , look no further than this road trip guide from Key Largo to Key West. And if you'd rather travel from Key West to Key Largo, rest easy—the route works either way. There are shuttles that run from Key Largo to Key West, but keep in mind, you'd be missing out on all the fun in between.

By the way, once you embark on the Florida Keys Overseas Highway, you'll notice that many sites along the way use mile markers (MM) in their address. We use those mile marker points in this story to help you navigate the drive.

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<p><strong>Mile marker:</strong> 108–90</p> <p>The first of the Florida Keys you'll hit after driving about an hour south from Miami en route from Key Largo to Key West is, well, Key Largo. Often referred to as the Dive Capital of the World, Key Largo includes one must-see stop: John Pennekamp Coral Reef State Park (MM 102.5), the first underwater preserve in the United States.</p> <p>Experienced and novice snorkelers and SCUBA divers will be enthralled by the teeming marine life that lives just below the water's surface, like parrot fish, barracudas and sea turtles. More experienced divers enjoy exploring the USS Spiegel Grove, one of the largest ships ever intentionally sunk to create an artificial reef where pretty fish can thrive.</p> <p>Back on dry land, travelers can wander nearly six miles of trails at Dagny Johnson Key Largo Hammock Botanical State Park, home to more than 80 species of plants and animals. You can also peruse the work of local artists at myriad galleries.</p> <p><strong>Best beach:</strong> Cannon Beach, found within John Pennekamp Coral Reef State Park, has shallow waters that are perfect for wading. You may even spot cannons and anchors on the beach that remain from a 1715 Spanish shipwreck.</p> <p><strong>Where to eat: </strong>Dig into the catch of the day at The Fish House, Key Largo Conch House or Snook's Bayside Restaurant & Grand Tiki Bar, some of the best <a href="https://www.rd.com/list/traditional-restaurant/">traditional restaurants</a> in the area. If you'd rather turf than surf, check out Jimmy Johnson's Big Chill.</p> <p><strong>Where to stay:</strong> If you can't get enough of the underwater world, stay at <a href="https://www.tripadvisor.com/Hotel_Review-g34344-d218568-Reviews-Jules_Undersea_Lodge-Key_Largo_Florida_Keys_Florida.html" rel="noopener noreferrer">Jules' Undersea Lodge</a>, the world's first underwater hotel. If you'd rather keep dry, try the adults-only <a href="https://www.tripadvisor.com/Hotel_Review-g34344-d13980722-Reviews-Bungalows_Key_Largo-Key_Largo_Florida_Keys_Florida.html" rel="noopener">Bungalows Key Largo</a>.</p> <p class="listicle-page__cta-button-shop"><a class="shop-btn" href="https://www.tripadvisor.com/Hotel_Review-g34344-d218568-Reviews-Jules_Undersea_Lodge-Key_Largo_Florida_Keys_Florida.html">Book Now</a></p>

Mile marker: 108–90

The first of the Florida Keys you'll hit after driving about an hour south from Miami en route from Key Largo to Key West is, well, Key Largo. Often referred to as the Dive Capital of the World, Key Largo includes one must-see stop: John Pennekamp Coral Reef State Park (MM 102.5), the first underwater preserve in the United States.

Experienced and novice snorkelers and SCUBA divers will be enthralled by the teeming marine life that lives just below the water's surface, like parrot fish, barracudas and sea turtles. More experienced divers enjoy exploring the USS Spiegel Grove, one of the largest ships ever intentionally sunk to create an artificial reef where pretty fish can thrive.

Back on dry land, travelers can wander nearly six miles of trails at Dagny Johnson Key Largo Hammock Botanical State Park, home to more than 80 species of plants and animals. You can also peruse the work of local artists at myriad galleries.

Best beach: Cannon Beach, found within John Pennekamp Coral Reef State Park, has shallow waters that are perfect for wading. You may even spot cannons and anchors on the beach that remain from a 1715 Spanish shipwreck.

Where to eat: Dig into the catch of the day at The Fish House, Key Largo Conch House or Snook's Bayside Restaurant & Grand Tiki Bar, some of the best traditional restaurants in the area. If you'd rather turf than surf, check out Jimmy Johnson's Big Chill.

Where to stay: If you can't get enough of the underwater world, stay at Jules' Undersea Lodge , the world's first underwater hotel. If you'd rather keep dry, try the adults-only Bungalows Key Largo .

<p><strong>Mile marker:</strong> 90–63</p> <p>Next up en route from Key Largo to Key West is the fisherman's paradise known as Islamorada. Considered the Sport Fishing Capital of the World, it's where backcountry sport fishing and saltwater fly-fishing got their start. Countless seasoned boat captains are ready for hire to take you out to catch the wahoo, marlin, mahi-mahi and tuna that swim in these waters.</p> <p>There's an even quirkier way to interact with fish here: hand-feeding the tarpon off the docks of Robbie's Marina (MM 77.5). Since 1976, countless Keys visitors have stopped to feed them, and more than 100 kinds of fish gather at the docks for their daily snacks. Feeding the fishies there is so popular, it's been named the No. 1 activity in all the Florida Keys.</p> <p>Islamorada is also a terrific spot to kitesurf, stand-up paddleboard, <a href="https://www.rd.com/list/best-hiking-trails/" rel="noopener noreferrer">go for a hike</a> or take a bicycle ride. Stop by the Laura Quinn Wild Bird Sanctuary, where injured or displaced birdies now make their homes. Or visit the History of Diving Museum, which boasts one of the world's largest collections of diving helmets.</p> <p><strong>Best beach:</strong> Anne's Beach is popular with families (and dogs) because of its shallow waters and lack of waves. Take a walk along the boardwalk or enjoy a picnic at one of the covered tables.</p> <p><strong>Where to eat:</strong> For a quintessential casual Florida Keys meal, go to the Hungry Tarpon. If you want more elegant fare, make reservations at Chef Michael's for creatively inspired local dishes.</p> <p><strong>Where to stay:</strong> When it's time to lay your head for the night, check in to one of the new oceanfront suites at <a href="https://www.tripadvisor.com/Hotel_Review-g34346-d84610-Reviews-Cheeca_Lodge_Spa-Islamorada_Florida_Keys_Florida.html" rel="noopener noreferrer">Cheeca Lodge & Spa</a>, or your own cottage at <a href="https://www.tripadvisor.com/Hotel_Review-g34346-d113464-Reviews-The_Moorings_Village-Islamorada_Florida_Keys_Florida.html" rel="noopener">The Moorings Village & Spa</a>.</p> <p class="listicle-page__cta-button-shop"><a class="shop-btn" href="https://www.tripadvisor.com/Hotel_Review-g34346-d84610-Reviews-Cheeca_Lodge_Spa-Islamorada_Florida_Keys_Florida.html">Book Now</a></p>

Mile marker: 90–63

Next up en route from Key Largo to Key West is the fisherman's paradise known as Islamorada. Considered the Sport Fishing Capital of the World, it's where backcountry sport fishing and saltwater fly-fishing got their start. Countless seasoned boat captains are ready for hire to take you out to catch the wahoo, marlin, mahi-mahi and tuna that swim in these waters.

There's an even quirkier way to interact with fish here: hand-feeding the tarpon off the docks of Robbie's Marina (MM 77.5). Since 1976, countless Keys visitors have stopped to feed them, and more than 100 kinds of fish gather at the docks for their daily snacks. Feeding the fishies there is so popular, it's been named the No. 1 activity in all the Florida Keys.

Islamorada is also a terrific spot to kitesurf, stand-up paddleboard, go for a hike or take a bicycle ride. Stop by the Laura Quinn Wild Bird Sanctuary, where injured or displaced birdies now make their homes. Or visit the History of Diving Museum, which boasts one of the world's largest collections of diving helmets.

Best beach: Anne's Beach is popular with families (and dogs) because of its shallow waters and lack of waves. Take a walk along the boardwalk or enjoy a picnic at one of the covered tables.

Where to eat: For a quintessential casual Florida Keys meal, go to the Hungry Tarpon. If you want more elegant fare, make reservations at Chef Michael's for creatively inspired local dishes.

Where to stay: When it's time to lay your head for the night, check in to one of the new oceanfront suites at Cheeca Lodge & Spa , or your own cottage at The Moorings Village & Spa .

<p><strong>Mile marker:</strong> 63–40</p> <p>Marathon is the island chain's top boating destination—and for good reason. The area boasts nearly 2,400 boat slips and plenty of facilities to accommodate sailors passing through. But you don't need your own boat to enjoy Marathon and its waters.</p> <p>For a truly different experience, hop on over to Cruisin' Tikis and have a floating tiki bar adventure. Sunset, mangrove and harbor cruises are all available, as is a swim-stop cruise for a chance to jump into the water.</p> <p>While you're here, you should also visit Pigeon Key, an island that is accessible by boat, trolley or walking the 2.2-mile Old Seven Mile Bridge. It has a museum to explore, either on a guided tour or on your own. The Bridge is open for walking, running, bicycling, rollerblading and, of course, watching the killer sunrises and sunsets.</p> <p><strong>Best beach: </strong>Sombrero Beach is one of the prettiest beaches in the Florida Keys—not to mention one of the <a href="https://www.rd.com/list/best-florida-beaches/">best beaches in Florida</a>. And it's not just popular with humans; sea turtles nest here between April and October.</p> <p><strong>Where to eat: </strong>For any meal, stop by Castaway, which has been serving guests for more than 70 years. Or make a night of it at Hide Away Café, which has an extensive wine list.</p> <p><strong>Where to stay:</strong> The <a href="https://www.tripadvisor.com/Hotel_Review-g34347-d6784786-Reviews-Faro_Blanco_Resort_Yacht_Club-Marathon_Florida_Keys_Florida.html" rel="noopener noreferrer">Faro Blanco Resort & Yacht Club</a> is set on the waterfront and gives you a taste of marina life. <a href="https://www.tripadvisor.com/Hotel_Review-g11962583-d113469-Reviews-Lime_Tree_Bay_Resort-Layton_Long_Key_Florida_Keys_Florida.html" rel="noopener">Lime Tree Bay Resort</a> on Long Key has spacious townhomes for rent.</p> <p class="listicle-page__cta-button-shop"><a class="shop-btn" href="https://www.tripadvisor.com/Hotel_Review-g34347-d6784786-Reviews-Faro_Blanco_Resort_Yacht_Club-Marathon_Florida_Keys_Florida.html">Book Now</a></p>

Mile marker: 63–40

Marathon is the island chain's top boating destination—and for good reason. The area boasts nearly 2,400 boat slips and plenty of facilities to accommodate sailors passing through. But you don't need your own boat to enjoy Marathon and its waters.

For a truly different experience, hop on over to Cruisin' Tikis and have a floating tiki bar adventure. Sunset, mangrove and harbor cruises are all available, as is a swim-stop cruise for a chance to jump into the water.

While you're here, you should also visit Pigeon Key, an island that is accessible by boat, trolley or walking the 2.2-mile Old Seven Mile Bridge. It has a museum to explore, either on a guided tour or on your own. The Bridge is open for walking, running, bicycling, rollerblading and, of course, watching the killer sunrises and sunsets.

Best beach: Sombrero Beach is one of the prettiest beaches in the Florida Keys—not to mention one of the best beaches in Florida . And it's not just popular with humans; sea turtles nest here between April and October.

Where to eat: For any meal, stop by Castaway, which has been serving guests for more than 70 years. Or make a night of it at Hide Away Café, which has an extensive wine list.

Where to stay: The Faro Blanco Resort & Yacht Club is set on the waterfront and gives you a taste of marina life. Lime Tree Bay Resort on Long Key has spacious townhomes for rent.

The Lower Keys

Mile marker: 40–4

After crossing the Old Seven Mile Bridge out of Marathon, you'll find yourself in the Lower Keys, where natural habitats and wildlife refuges thrive. It's no wonder this part of the Florida Keys is known as the Natural Keys. You might even want to consider taking an electric vehicle on this road trip so you don't disturb the animals.

Your best chance to spot a native Key deer, a subspecies of the Virginia white-tailed deer that somehow made its way south, may be in the National Key Deer Refuge, comprised of 9,200 acres stretching from Bahia Honda Key to Sugarloaf Key on the edge of the Gulf of Mexico. More than 20 endangered and threatened plant and animal species can be found within the refuge. Take a quiet walk at dusk or dawn for your best chance to glimpse a Key deer, or join a ranger-led tour to learn more about the area.

Aside from all the eco-friendly fun, Stock Island is well worth a stop. Their maritime history goes back generations, and the marina is filled with shrimping and fishing boats. Artists have been flocking to Stock Island, too, and share their works in galleries dotted across the small island.

Best beach: The shallow, clear water and white sand at Calusa Beach make it a locals' favorite. The beach is a perfect spot for snorkeling too.

Where to eat: In addition to the freshest of seafood, Big Pine Rooster serves up ribs and a special-recipe meatloaf. Or sip like the locals at No Name Pub, located on Big Pine Key.

Where to stay: Consider the waterfront Sugarloaf Lodge , stay in an Airstream at Big Pine Key Resort or pop a tent on one of the reserved campsites at Bahia Honda State Park.

<p><strong>Mile marker:</strong> 4–0</p> <p>You've made it to the end! Closer to Cuba than Miami, Key West is known for its nightly sunset celebrations, party atmosphere and laissez-faire vibe, but it's really so much more.</p> <p>If you're a writer or bookworm, you'll certainly want to make plans to visit the Ernest Hemingway Home & Museum, where you should keep an eye out for the famous six-toed cats. Then wander through Key West's Bahama Village, a 12-block area of historic homes and restaurants.</p> <p>Consider a day trip to Dry Tortugas National Park, about 70 miles west of Key West in the Gulf of Mexico, where you'll find some <a href="https://www.rd.com/list/states-hidden-gems/">hidden gems</a>. The island, accessible by boat or seaplane, is popular for snorkeling and feeling like you're on your own private island, not to mention touring the Civil War–era fort.</p> <p><strong>Best beach: </strong>Fort Zachary Taylor Beach—or Fort Zach, as locals call it—predates the Civil War and boasts the island's very best sandy stretch.</p> <p><strong>Where to eat: </strong>No visit to Key West is complete without a meal at Blue Heaven, where you can dine with wandering roosters for breakfast, lunch and dinner. Or snag a spot on the tiny balcony at Santiago's Bodega for tapas and flowing wine.</p> <p><strong>Where to stay:</strong> The boutique <a href="https://www.tripadvisor.com/Hotel_Review-g34345-d227346-Reviews-The_Gardens_Hotel-Key_West_Florida_Keys_Florida.html" rel="noopener noreferrer">Gardens Hotel</a>, the adults-only Kimpton Hotels <a href="https://www.tripadvisor.com/Hotel_Review-g34345-d296023-Reviews-Kimpton_Ridley_House-Key_West_Florida_Keys_Florida.html" rel="noopener noreferrer">Ridley House</a> or the new <a href="https://www.tripadvisor.com/Hotel_Review-g34345-d21408966-Reviews-The_Capitana_Key_West-Key_West_Florida_Keys_Florida.html" rel="noopener noreferrer">Capitana Key West</a>, to name a few. Wherever you stay, you're sure to find your place in Key West, and it's likely you'll follow so many others' lead and start planning your return visit before you even leave.</p> <p class="listicle-page__cta-button-shop"><a class="shop-btn" href="https://www.tripadvisor.com/Hotel_Review-g34345-d227346-Reviews-The_Gardens_Hotel-Key_West_Florida_Keys_Florida.html">Book Now</a></p>

Mile marker: 4–0

You've made it to the end! Closer to Cuba than Miami, Key West is known for its nightly sunset celebrations, party atmosphere and laissez-faire vibe, but it's really so much more.

If you're a writer or bookworm, you'll certainly want to make plans to visit the Ernest Hemingway Home & Museum, where you should keep an eye out for the famous six-toed cats. Then wander through Key West's Bahama Village, a 12-block area of historic homes and restaurants.

Consider a day trip to Dry Tortugas National Park, about 70 miles west of Key West in the Gulf of Mexico, where you'll find some hidden gems . The island, accessible by boat or seaplane, is popular for snorkeling and feeling like you're on your own private island, not to mention touring the Civil War–era fort.

Best beach: Fort Zachary Taylor Beach—or Fort Zach, as locals call it—predates the Civil War and boasts the island's very best sandy stretch.

Where to eat: No visit to Key West is complete without a meal at Blue Heaven, where you can dine with wandering roosters for breakfast, lunch and dinner. Or snag a spot on the tiny balcony at Santiago's Bodega for tapas and flowing wine.

Where to stay: The boutique Gardens Hotel , the adults-only Kimpton Hotels Ridley House or the new Capitana Key West , to name a few. Wherever you stay, you're sure to find your place in Key West, and it's likely you'll follow so many others' lead and start planning your return visit before you even leave.

<p>Road-tripping from Key Largo to Key West, it's easy to appreciate all the natural beauty. That said, the Keys aren't just a terrific destination for <a href="https://www.rd.com/article/what-is-ecotourism/">eco-travelers,</a> but artists and history buffs too.</p> <p>It's easy for artists to find inspiration throughout the Florida Keys. Fortunately for road-trippers, there are many spots to stop and admire their work. One of the largest artists' communities in the Florida Keys is Stock Island in the Lower Keys, just about three miles from the commercial area of Key West. What was once a shrimping boat marina is now a blend of fishermen and painters, sculptors and other artisans who have created an energetic and supportive community.</p> <p>For history buffs, in addition to Pigeon Key in Marathon and the Civil War–era Fort Jefferson in Dry Tortugas National Park, other must-stops in Key West include the Audubon House & Tropical Gardens, Harry S. Truman Little White House and the Southernmost Point in the continental United States.</p>

Art and history in the Florida Keys

Road-tripping from Key Largo to Key West, it's easy to appreciate all the natural beauty. That said, the Keys aren't just a terrific destination for eco-travelers, but artists and history buffs too.

It's easy for artists to find inspiration throughout the Florida Keys. Fortunately for road-trippers, there are many spots to stop and admire their work. One of the largest artists' communities in the Florida Keys is Stock Island in the Lower Keys, just about three miles from the commercial area of Key West. What was once a shrimping boat marina is now a blend of fishermen and painters, sculptors and other artisans who have created an energetic and supportive community.

For history buffs, in addition to Pigeon Key in Marathon and the Civil War–era Fort Jefferson in Dry Tortugas National Park, other must-stops in Key West include the Audubon House & Tropical Gardens, Harry S. Truman Little White House and the Southernmost Point in the continental United States.

<p>Now that you're inspired to hit the road, it's time to start planning. After <a href="https://www.rd.com/article/road-trip-cost/" rel="noopener noreferrer">budgeting for a road trip</a>, your next step is to decide whether you will travel south from Key Largo to Key West, or north from Key West to Key Largo. Or maybe you'll opt for a roundtrip.</p> <p>If you're starting off in Key Largo, it's important to note that the Florida Keys Overseas Highway begins at the Miami-Dade/Monroe County line. So if you're flying to Florida, Miami International Airport (MIA) is the way to go. If you begin in Key West, the airport (EYW) is on the island.</p> <p>If you're already driving one of the <a href="https://www.rd.com/list/best-road-trip-cars/" rel="noopener noreferrer">best road trip cars</a> to get to Florida, you're all set. But if you need a loaner, choose one of the <a href="https://www.rd.com/list/best-cars-to-rent-for-a-road-trip/" rel="noopener noreferrer">best cars to rent for a road trip</a>. Consider packing these <a href="https://www.rd.com/list/road-trip-essentials/" rel="noopener noreferrer">road trip essentials</a> and download some of the <a href="https://www.rd.com/article/best-podcasts-for-road-trips/" rel="noopener noreferrer">best podcasts for road trips</a> to make the miles fly by.</p>

Planning your Florida Keys road trip

Now that you're inspired to hit the road, it's time to start planning. After budgeting for a road trip , your next step is to decide whether you will travel south from Key Largo to Key West, or north from Key West to Key Largo. Or maybe you'll opt for a roundtrip.

If you're starting off in Key Largo, it's important to note that the Florida Keys Overseas Highway begins at the Miami-Dade/Monroe County line. So if you're flying to Florida, Miami International Airport (MIA) is the way to go. If you begin in Key West, the airport (EYW) is on the island.

If you're already driving one of the best road trip cars to get to Florida, you're all set. But if you need a loaner, choose one of the best cars to rent for a road trip . Consider packing these road trip essentials and download some of the best podcasts for road trips to make the miles fly by.

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9 Highest Rated Sunset Cruises In Key West
2 Hours Sunset Private Boat Tour
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Key West Sunset Cruise
Key West Sunset Cruises & Sunset Sails
2 Hours Sunset Private Boat Tour

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Sunset Cruise Key West
5-Star Rated Key West Cruise & Sailing Tours! Book on Viator, part of TripAdvisor. Quick & Easy Purchase with Flexibility to Cancel up to 24 Hours Before the Tours Starts
Sunset Cruise In Key West
Add a boat experience to your Key West trip. Book today! Full Refund Available up to 24 Hours Before Your Tour Date, Quick & Easy Purchase Process
THE TOP 10 Key West Sunset Cruises (UPDATED 2024)
Key West Small-Group Sunset Sail with Wine. 1,060. Escape to the still waters off the coast of Key West on this small-group, sunset wine-tasting cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a 65-foot schooner. Sample up to eight different wines and/or five different beers.
The Best Key West Sunset Cruises (w/Prices & Reviews)
Nature lovers should try a Glass-Bottom Boat Tour Sunset Combo or take the Dolphin Watch Sunset Snorkel Cruise. ... Adopted for use by 19th-century Florida Keys wreckers, sailors who would race out to salvage cargo from ill-fated ships caught on the reefs around the Keys, skipjacks became very common in local waters as general working and ...
Key West Sunset Cruises & Sunset Sails
202 Williams Street Key West FL 33040. 3055874488 Email Website. Sit back, relax and toast the sunset on your own private charter on the "High Tide" or step back in time aboard the historic schooner "When And If" built for General George Patton to sail around the world in 1939. Allow us make your ideal sail come true!
Key West Sunset Cruise With Live Music
The world Famous Key West Sunset is not to be missed with your trip to Key West, Florida. Come aboard our state of the art catamaran and see the Key West Sunset from the best seat on the water. High up on our sunset deck you can feel the tropical breeze as you sip your beverage and see Key West as you cruise for 2 hours in the Key west bight ...
THE TOP 5 Key Largo Sunset Cruises (UPDATED 2024)
A: The best Sunset Cruises in Key Largo according to Viator travelers are: Sunset Cruise on the Florida Bay. 1.5 Hour Bay Side Key Largo Sunset Cruise on a Spacious Catamaran. Key Largo Bay Sunset Tour. Cruisin' Tikis Key Largo - Sunset Cruise. Private Sunset Cruise in Key Largo.
Key West Sunset, Snorkeling & Dinner Cruises
Key West Sunset Dinner Cruise. 2 hours. All Ages. Enjoy a beautiful Key West sunset with a tropical food buffet, live music, and an open well bar! Take in the unbeatable views as you groove into the sunset. Kids go free! Learn More. From $79.95. Book Now.
Sunset Cruise
Sunset Tours from Islamorada. Set out for a two or three hour sunset cruise along Snake Creek, Venetian Shores, and the spectacular Florida bay for a spectacular sunset. Charcuterie available upon request. While visiting The Keys, why not enjoy one of the most spectacular views we have to offer, as you watch the sunset over the water.
Key West Sunset Dinner Cruise
Sailboat. INCLUDES: Legendary Sunset Cruise, Tropical Buffet Dinner & Open Well Bar. Clock. START TIME & DURATION: Departs 6:00pm check-in 5:30pm; 2 hour trip. Map Marker. DEPARTURE LOCATION: 201 William St Key West, FL 33040.
The BEST Florida Keys Sunset tours 2024
Our most recommended Florida Keys Sunset tours. 1. Miami: Day Trip to Key West with Optional Activities. Get ready for fun in the sun on a day trip from Miami to Key West. Choose to take a glass bottom boat cruise through a maze of mangrove-canopied canals and streams, parasail on the coast, ride a conch train, or jump into the water for a ...
Sebago Watersports
End your day in paradise with an evening sunset cruise. These excursions offer breathtaking views of a sunset you won't get to see anywhere else in the world. Get Prime Sunset Viewing. Sebago's experienced captains navigate to the best spots on the water for viewing our famous Key West sunsets. Join A Smaller and More Intimate Group.
Key Largo Bay Sunset Boat Tour 2024
Experience a famous Florida Keys sunset from a boat with this private tour. Bring up to six people for a private cruise into Key Largo Bay. Keep an eye out for local wildlife including dolphins, manatees, and birds during the tour. ... Small Group Florida Keys Eco Tour by Boat. 188. Free Cancellation; English; 1 hour 30 minutes; from $60.00 ...
Marathon Mermaid
Marathon, FL Sunset Cruise. From $69.95. Experience the famous Keys sunsets in style! Come join us for a relaxing evening aboard the Marathon Mermaid while enjoying champagne, music, good times, and incredible sunset views. One of the best ways to experience the Keys! Book Now.
Sunset Cruises in Islamorada, FL
Book private sunset boat tours and packages in the Florida Keys. 305-393-1394; [email protected]; Book Now! Home; About Us; Boat Tours. Islamorada Eco-Tours; ... We offer a unique way to explore the waters of the Florida Keys. During your sunset cruise, our Captain will guide you through the mystical mangrove mazes, searching for local ...
Sunset Watersports
2 Or 3 Hours. Watch a world-famous Key West sunset from the best seat on the water on our state-of-the-art catamaran. Our dinner and dance sunset cruise includes the Taste of the Tropics buffet, plus you can watch the sunset from our large upper deck and enjoy dancing on our dance floor. view cruises.
Private Charter Boats Islamorada FL
My cell is 305-394-1436, leave me a voice mail if you have to but text truly is the fastest way to reach me. Experience the best of Islamorada, FL with our private charter boats and boat tours. From exciting excursions to serene sandbar charters and thrilling snorkeling adventures, Island Adventures offers the ultimate island experience.
Sunset Tour
Sunset Tour - Keys Boat Tours. Sunset Tour. 2 Hours. $350. A sunset in the FL Keys is a magical experience to behold. There are few places on the east coast where one can see the sun set into the water, and this is one of them. Motor or sail, ocean side or Gulf. We depart the marina 2 hours prior to sunset.
Pirate's Choice Sunset Cruise and Snorkeling Tours Florida Keys
Enjoy a private sunset cruise or a snorkeling tour in the Florida Keys aboard Key Largo's only pirate ship! Make great memories. Book your cruise now! Skip to content. Call Us Today! ... Slip # 70 99701 Overseas Highway Key Largo, Florida 33037. Mobile: +1 305-451-7057. FIND US.
Islamorada Boat Tours, Snorkeling, Sunset Cruise
KeyZ Charters offers private Boat Tours, Sightseeing Tours, Eco-Tours, Sunset Cruises, Snorkeling, Island Exploring in the Florida Keys and Islamorada. 305-393-1394 [email protected]
Tiki Boat Tours Sunset & Dinner Cruises Florida Keys Gulf Of Mexico
Welcome to Tiki Boat Tours, your premier destination for unforgettable sunset and dinner cruises in the USA. Step aboard our enchanting Tiki boat and embark on an extraordinary aquatic adventure that will leave you with cherished memories to last a lifetime. Picture yourself surrounded by breathtaking panoramic views of the sparkling waters as ...
Sunset Watersports
Sunset Watersports only selects the island's best experiences to provide to guests. Each trip or tour has been hand-selected and uniquely designed to offer the absolute best value at the island's best prices. Featuring the Key West's best sandbar charters, reef snorkeling, parasailing, sunset cruises, jetski tours, dinner cruises, boat ...
Fun Boat Tours
941.400.2763. Book Siesta Key! We support our military; please call for pricing. Our Fun Boat Tours Siesta Key location offers daily dolphin tours, sandbar trips, sunset cruises, and private charters that are built to suit your group's needs. Cruising along the waters of Siesta Key, you'll watch the wildlife along Lido Key, Long Boat Key, and ...
Fun Boat Tours
941.400.2763. We support our military please call for pricing. Book Siesta Key! Book Anna Maria! Fun Boat Tours offers dolphin tours, sandbar trips, sunset cruises, and private custom charters from two convenient locations. Our original location is in Siesta Key Marina servicing Siesta Key and Sarasota Florida.
Sunset Cocktail Cruise in Siesta Key, FL
This is a 4 hour boat tour departs from Casey Key taking you through the water ways and sand bars, and tiki bars of the Sarasota and Venice areas. You will get a chance to see some amazing mansions while touring the calm intercostal water ways. While being driven by one of our u.s. coast guard licensed captains.
Perfect outdoor adventures in The Florida Keys
Dry Tortugas National Park is the most obvious answer. Located about 70 miles west of Key West, this 70-island archipelago includes the incomplete 19th-century Fort Jefferson, the largest brick masonry structure in the Americas, and a long list of isolated, excellent snorkeling spots. In the Upper Keys, the most varied island landscapes can be ...
GREAT DAY BOAT TOURS
Specialties: We make every day a Great Day! With Great Day Boat Tours. Enjoy the beautiful coast of Venice, Florida. We will take up to 6 guests out on a relaxing cruise, watch the sunset, view wildlife like dolphin, manatee, and birds or create your own unique experience to celebrate a birthday, anniversary, celebration of life or special event. Our standard cruises are 2 and 3 hours long or ...
Your Guide to a Florida Keys Road Trip: Key Largo to Key West
Key Largo. Mile marker: 108-90. The first of the Florida Keys you'll hit after driving about an hour south from Miami en route from Key Largo to Key West is, well, Key Largo. Often referred to ...

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