sunset boat cruise puerto rico

🌅The 6 Best Puerto Rico Sunset Sailing [2024 Reviews]

Enjoy sailing around puerto rico at sunset with one of these sailing cruises.

San Juan, Puerto Rico is one of the hottest vacation destinations for people around the world. Not only is it conveniently-located for those who live in North America, it’s full of rich culture, delicious food, colorful architecture, and beautiful  naturaleza. 

If you’re going to see all of the beauty San Juan has to offer, we have the perfect tours for you: the best sunset sailing tours! These take place out on the water, where the rich oranges and reds reflect perfectly – offering an unmatchable view that is best enjoyed on a sailboat.

We’ve done the “hard” part for you, making sure you are getting the best bang for your buck, and a sailing experience that you’ll want to take over and over again.

Be sure to see our reviews of Puerto Rico Kayaking Tours , El Yunque Rainforest Tours and Puerto Rico ATV Tours .

Best Sunset Sailing Cruises From San Juan

Quick answer: the 6 best sunset sailing cruises in puerto rico.

• San Juan Catamaran Sunset Sail
• SUNSET SAIL aboard PRIVATE SAIL YACHT in Fajardo
• Janise Sailing Afternoon Charter in Fajardo, Puerto Rico
• Sunset Sail by San Juan Historical Bay
• Sunset Harbor Boat Ride in San Juan
• Private Sunset Sail on the East Coast of Puerto Rico

San Juan Sunset Sailing Reviews

1. san juan catamaran sunset sail.

• Duration: 2 hours
• Departure:  482 Av. Manuel Fernández Juncos, San Juan, 00901
• Departure Time: 5:00 PM
• Includes:  Professional captain and guide, beverages

Let’s start things off with the beautiful San Juan Catamaran Sunset Sail . This 2-hour sail is the perfect way to lead you from the warm day into a refreshing evening.

While sailing on just about any bay will make for a picturesque moment, the San Juan Bay and port have a rich history and various landmarks that make this tour particularly special. You’ll meet up with the rest of your group/guides at Slip A72 on the main dock at San Juan Bay Marina.

The crew makes this process seamless, so everyone can get acquainted, go through safety information, and focus on the incredible view and having fun! The captain and crew are so warm and friendly, and really make the entire experience pleasant from the beginning.

Start off at La Puerta de San Juan, or “San Juan Port”. This landmark is very important in the history of the country. Founded all the way back in the early 1500’s by Ponce de Leon, it has become a major seaport for the country in culture, manufacturing, tourism, and more.

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While a lot has changed in so many hundreds of years, a lot has stayed the same, which makes it such a tourist hot spot.

You’ll then spend the rest of the tour sailing around the bay, catching up-close views of the castle “Castillo San Felipe del Morro”, and the fort, “La Fortaleza – Palacio de Santa Catalina” from the water.

The captain and crew are very experienced and will tell you all about these crucial pieces of history that will only make the adventure that much more interesting!

Tour Information & Booking

100% refund for cancellations within 24 hours of tour experience, other puerto rico experiences you may enjoy:, 2. sunset sail aboard private sail yacht in fajardo.

• Duration: 2.5 hours
• Departure:  4900 State Road 3 Km. 51.4, Fajardo, 00738, Slip 1089
• Departure Time: Contact tour operator
• Includes:  Coffee and/or tea, bottled water, soda, alcoholic beverages, snacks

Are you looking for a captivating cruise in Puerto Rico, but one that offers style and luxury? If so, then look no further than the Sunset Sail Aboard Private Sail Yacht in Fajardo ! This 2.5-hour cruise simply offers the best seat in the house for appreciating all that this beautiful country and city has to naturally offer.

Start off by meeting with the captain and crew, and board the private yacht. Before you get to sailing around the sparkly azure seas, they’ll brief you on sailing basics and safety precautions to take so that all the fun is to be had.

Sit down on the ample seating aboard, and get ready to just relax and take it all in. According to the weather, the captain will take the best route possible so that you’ll comfortably get to see all around the islands and cays on the eastern coast of the country.

Meanwhile, enjoy some delicious fresh fruit platters and/or platters of cold cuts and cheeses! Wash it all down with up to 2 hard liquor drinks, sparkling wine, mojitos, or sangria!

Something else that really makes this tour stand out is the way that the staff makes an effort in ensuring you have the best experience possible. This isn’t a cookie-cutter tour. Nope, they will offer you planning assistance in your tour to make sure you (realistically) can see everything you want to on board.

While the tour is by default around 2.5 hours, you can add extra hours, photos, video edits, or even make special accommodations for occasions like birthdays, proposals, and more.

Search For San Juan Experiences You May Enjoy:

3. janise sailing afternoon charter in fajardo, puerto rico.

• Duration: 3 hours
• Departure: Puerto Del Rey Marina, 00735
• Departure Time: 2:30 PM
• Includes:  Romantic sailing with a beautiful sunset backdrop, alcoholic beverages, soft drinks

Are you looking for a tour that lasts a bit longer? Then check out the Janise Sailing Afternoon Charter in Fajardo, Puerto Rico . There are various start times to choose from, from the afternoon until the evening so you can choose what works best for you and the rest of your group!

Your tour will take place aboard the Janise Lagoon 380, which is a stunning charter that offers comfortable seating with excellent views of the island and surrounding seas.

No matter if you’re looking for a fun time with friends or a romantic evening with your significant other, this is sure to be one of the best ways to spend 3 hours in Fajardo.

Your voyage will go all around the shores and secluded islands of the eastern coastline, which feel almost like you have them all to yourself. This is definitely one of the top activities to take if you want something away from the hustle-and-bustle of crowds and touristy spots.

After sailing for a nice amount of time, the captain and crew will drop anchor on the coastline, where you’ll be able to select your next activity. You can either take a refreshing dip in the ocean, kick your feet up in the catamaran, or enjoy some mouth-watering snacks and beverages; all while watching the electric sunset.

There are all kinds of snack options on board, along with water, sodas, beer, wine, sangria, and more. If this sounds like a good time to you, then hurry and make your reservation for one of the top-rated San Juan sunset cruises around!

4. Sunset Sail by San Juan Historical Bay

• Departure: 480 Av. Manuel Fernández Juncos, San Juan, 00907
• Includes: Refreshments, beverages, bottled water, snacks, unlimited beer, wine and soft drinks, alcoholic beverages

Are you on the hunt for a tour that combines sportsmanship, history, and exploration all into one adventure-packed activity? Then get yourself ready for the Sunset Sail by San Juan Historical Bay tour!

On this tour, you’ll not only get to see the natural beauty of San Juan, but also learn all about it and its iconic landmarks!

Meet up with the captain and crew to board the awesome 30-foot racing boat! This boat seats 6, which means it’s great for intimate groups, personalized attention, learning, and of course high speeds!

If you have a need for speed, then this is one of the best tours to take, but rest assured the captain will always make sure you’re okay with going that fast beforehand. With his clear competence, you can feel confident that you’re in good hands.

Of course, not everything is about getting the adrenaline pumping. You’ll sail very close to important landmarks such as the Castillo San Felipe del Morro, La Fortaleza – Palacio de Santa Catalina, and San Juan Bay.

El Castillo San Felipe del Morro has been around for hundreds of years, and currently is the governor’s mansion. “El Morro” is very impressive to look at, and was built on the orders of King Charles V of Spain. “La Fortaleza” has been around since 1846 and is the oldest executive mansion in continuous use in the New World.

San Juan Bay also has an interesting commercial history, with notoriously flat waters. While you learn, try to keep an eye out for dolphins playing around the boat while watching the sun set over the pristine Caribbean.

5. Sunset Harbor Boat Ride in San Juan

• Duration: 1.5 hours
• Departure:  482 Cll Guamani, San Juan, 00901
• Includes:  Bottled water, local beers, sodas, appetizers

Say you’re tight on time or simply want to pack in as many activities as possible into your day, but still want to partake in a sunset tour. If so, then the Sunset Harbor Boat Ride in San Juan is just for you! This 1.5-hour tour may be a bit compact but it sure is full of fun!

With a pickup from select hotels, the entire experience is streamlined so you can make the most of your time and don’t have to worry about finding a meetup point or transportation

. As with the other tours, the captain and crew are very friendly and knowledgeable about the area, ensuring everyone has a great time.

Take a seat on the relaxing boat ride while enjoying some snacks, soft drinks, and alcoholic beverages. This makes for an excellent precursor to a full dinner on shore while also learning new things and enjoying some fresh air and breathtaking nature.

Partake in some grapes, cheese, chips, and other snacks and beverages. This tour will take you by all kinds of island highlights, such as the Paseo de La Princesa, La Fortaleza, the San Juan City Walls, El Morro, and more!

The excursion involves commentary by the onboard tour guide who knows all about the history of these landmarks, giving you a perspective into colonial times to present-day.

If that weren’t enough, with the sun setting it makes for an even more magical time, illuminating the centuries-old buildings and seas. It makes you feel almost like you’re transported back to “the olden days”.

6. Private Sunset Sail on the East Coast of Puerto Rico

• Duration: 2.5 hrs
• Departure:  Puerto Del Rey Marina, 00735
• Departure Time: 4:30 PM
• Includes: Snacks, alcoholic beverages, water, soft drinks

Are you looking for a perfectly romantic way to spend an evening with your special someone? Maybe you’re just looking for a relaxing tour to enjoy San Juan’s naturaleza ? If that sounds like something up your alley, take a good look at the Private Sunset Sail on The East Coast of Puerto Rico .

Lasting 2.5 hours, this tour is an excellent way to break up the common stress of scheduling in as much as possible or navigating crowds. Here, you’re going to relax and let any tension melt away while you sip on delicious cocktails, munch on some appetizers, and enjoy the picturesque Costa Rican sunset on the water.

You can choose to sit inside or outside on the deck – whatever you prefer. Seating up to just 6 people, the private sail is meant to be personal. This is also a great way to ask your onboard guide and crew any questions that you may have about the area, the sea, or anything else relating to San Juan.

They’re all very knowledgeable and will provide you with an educational commentary on the area on the landmarks.

Start out by sailing from the marina to the private islands on the eastern coast of Puerto Rico. Once the captain finds the perfect spot, they’ll drop anchor so you can just enjoy all kinds of cocktails and eats while watching the sun set.

This is also the ideal time to take some videos or photos, should you like. You may even see some dolphins or other sea critters, if you’re lucky!

Tour Guides

The San Juan Catamaran Sunset Sail is our Editor's Choice so the top sailing cruise in Puerto Rico

Robert Baker

Related articles, the 7 best el yunque rainforest tours [2024 reviews], the 7 best puerto rico ziplines [2024 reviews], the 6 best puerto rico atv tours [2024 reviews], the 4 best puerto rico bioluminescent kayak tours [2024 reviews].

5 Best Sunset Sailing in Puerto Rico Tours

Travel Guides , Puerto Rico

Going sunset sailing in Puerto Rico is one of the best things to do in Old San Juan , you can enjoy the stunning coastline and snorkel with vibrant marine life. Watching the sun dip below the horizon, especially when you’re on the water, sails billowing in the Caribbean breeze, is the perfect way to practice mindfulness, or spend a moment in gratitude. Whether you’re looking to celebrate a special occasion, looking for something to do before you head to one of the many Old San Juan bars , these sunset sailing tours in Puerto Rico promise to make your vacation unforgettable.

Summary of the top Sunset Sailing in Puerto Rico Tours

Table of Contents

1. san juan historical bay sunset sailing tour.

Imagine gliding along the waters of San Juan, the setting sun casting a golden glow over the historic Castillo San Cristobal and Castillo San Felipe del Morro that stand guard over the bay. The San Juan Historical Bay Sunset Sailing Tour takes you on a two-hour journey into the heart of Puerto Rico’s past, all while enjoying the modern-day luxuries of complimentary drinks and captivating stories shared by your captain. With a small group setting, it feels like your own private viewing of San Juan’s majestic beauty as day turns into night.

• Duration: 2 hours
• Meeting point: 482 Av. Manuel Fernández Juncos, San Juan
• Start time: 05:00 PM
• Price: From $119

2. San Juan Catamaran Sunset Sail

What better way to enjoy sunset sailing in Puerto Rico, then on a Catamaran, overlooking Old San Juan with a drink in hand. There really is something about being on a catamaran, feeling the sway of the waves and the salt on your skin, that says ‘this is the life’. The San Juan Catamaran Sunset Sail embraces this vibe, offering a blissful two-hour escape that’s perfect for a romantic getaway. Enjoy some rum punches or sparkling wine as you watch the coastline drift by, and the sunset skies setting in.

• Meeting point: On the dock behind Qué PezCa’o, San Juan
• Start time: ~05:00 – 5:30 PM
• Price: From $109

3. Full day private La Parguera Snorkeling and Bio Bay Sunset Tour

Want to go on a longer trip that includes a sunset sailing in Puerto Rico experience? Enjoy an all-day adventure with the Private La Parguera Snorkeling and Bio Bay Sunset Tour . Visit the small islands on the southern coast of Puerto Rico, enjoy snorkeling in the clear waters, and enjoy a breathtaking sunset experience. At the end of the day you will also get to witness the natural wonder of bioluminescent waters!

• Duration: 8 hours
• Meeting point: San Juan Marriott Resort & Stellaris Casino
• Start time: Multiple options
• Price: From $799.99

4. Sailing Afternoon Charter in Fajardo

Want a private sunset sailing in Puerto Rico experience? The Janise Sailing Afternoon Charter in Fajardo offers a personalized experience, whisking you away from the crowds into the serene beauty of the Caribbean Sea. As the sunset hues fill the sky, you can enjoy the luxury of having a vessel all to yourselves, complete with amazing service. It’s perfect for marking a special occasion or simply indulging in the luxury of the moment.

• Duration: 3 hours
• Meeting point: Puerto Del Rey Marina, Fajardo
• Start time: ~2:30 PM
• Price: From $229

5. Private Scenic Excursion from San Juan

Want to choose your own adventure? Sail around the bay on a Private Scenic Excursion from San Juan with Captain Jimbo and crew. You can bring your own drinks, go snorkeling if weather permits, and enjoy the scenes of the Old San Juan harbour, beaches and bay.

• Duration: 2-3 hours depending on tour
• Start time: Multiple time slots
• Price: From $595

Not a fan of sailing? Here’s a great Old San Juan sunset boat cruise option.

San Juan Sunset Boat Ride

For those who prefer to soak in the urban skyline with a touch of sea breeze, the San Juan Sunset Harbor Boat Ride offers a front-row seat to the evening spectacle of Old San Juan. As the city lights begin to twinkle, you’ll enjoy panoramic views of landmarks like Paseo De La Princesa and La Fortaleza. Refreshments and friendly banter with the crew add to the experience, making it a perfect casual yet captivating evening activity.

• Duration: 1.5 hours
• Meeting point: San Juan Bay Marina, or pick up from select hotels
• Start time: ~05:00-5:30 PM

Looking for more information on Puerto Rico?

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San Juan Harbor Sunset Cruise

Quick Details

• Hour Glass Duration: 2 Hours
• Users Ages: All Ages
• Tags Occupancy: Up to 6 People
• Info Category: Boat Tour

Sunset Cruise in San Juan, Puerto Rico

Our charters are designed for you to relax and take in the sights of the beautiful World Heritage Site Old San Juan and its protected bay. Enjoy a scenic cruise of the San Juan Bay, the largest harbor on the island. Enjoy one of the most unique views of your entire stay in Puerto Rico as you see the sun setting behind the Islet that lies across the world-class historic site El Morro, The Governor’s Mansion, the Gate of San Juan, and the Bacardi Distillery.

Charter Includes:

• Water, sodas
• One bottle of house wine — the option of red, white, or sparkling

Additional Services

• Private car service
• Open bar (top-shelf liquor)
• Enhanced pre-fixed menu options
• Professional photographer
• Combine the sunset cruise with other top activities: stand-up paddleboards (SUP), kayaks, private wave-runners/jet-ski tour, helicopter tours

Meeting Location:  San Juan Bay Marina

Related Tours

• Most Popular
• Info Boat Tour
• Tags Up to 44 People
• Users Ages 4+
• Hour Glass 5.5 hrs

Catamaran Day Trip (Icacos Island)

Book our most popular adventure and enjoy a half-day charter full of leisure and white sand beaches as you sail on our catamaran and enjoy world-class snorkeling!

• Info Fishing Tour
• Tags Up to 6 People
• Hour Glass Half-Day, Full-Day

Deep Sea Fishing Charter

Enjoy the best deep sea fishing in Blue Marlin Alley when you book our deep sea fishing charter! We offer 4, 6, and 8-hour charters.

Sunset Cruises

Sunset cruise in puerto rico.

Whether you like shopping, water sports, beautiful beaches, or you’re just seeking a relaxing vacation, Puerto Rico has it all. From the charm of Old San Juan, the upmarket scene of Calle Fortaleza, the nightlife of Condado or the rustic beauty of Culebra, Puerto Rico has everything tied together in one place. That's why it is one of the most charming destinations of the Caribbean. Sunset viewing is one of the best ways to end your days on a private charter in or around Puerto Rico.

Best Places in Puerto Rico for Sunset Watching

Puerto Rico has a diverse landscape – from mountains, cityscapes, beaches to the ocean. It just depends on you how you want to spend your time during the evening. There are numerous places in Puerto Rico where the sunsets will leave you in awe.Here are the best places where you can catch a glimpse of the sunsets with your loved ones aboard a luxury yacht or boat.

• What about the British Virgin Islands? The best places to see the sunset are Sunset Loop at Peter Island, BananaKeet Café, Virgin Gorda'sMahoeBay, Cane Garden Bay on Tortola and Anegada.

Sunset Yacht Charters For a Magical Trip

Beautiful, breath taking sunsets and a private charter make a perfect combination for a memorable experience in Puerto Rico.

At Yachts Puerto Rico Charters, we provide sunset tours for all group sizes, including private romantic charters as well as group sunset charters. We have luxury yachts and boats that will take you to the most beautiful spots of Puerto Rico for sunset watching. Our luxury charters start about 2-3 hours prior to the sunset. You will be welcomed by our crew with champagne, wine and any other select drink that you like. Our chef prepares hors d'oeuvre as you take in the beautiful sights of the setting sun in the sparkling waters of the Caribbean ocean. The cost of your sunset yacht charter is determined by various factors including the size of the vessel, group size, any specific request, or other unique requirements. Sunset tours are normally 4 hours, but you can customize it per your needs. To learn more about our sunset charters, please inquire via phone at +1 (702) 816-6667 or email at [email protected]

Check out our Most Popular Tour! Click Here and Book Today!

AFTERNOON SAIL & SUNSET

Quick Details

Hour Glass Duration: 4 hours (makes 2 stops beach and coral reef for snorkeling)

Users Ages:  All ages

Checkmark Inclusions:  Snack variety, rum cocktails and soft drinks, floatation belts, snorkeling equipment

Checkmark Available at Dock:  Beach essentials available for purchase at the dock (towels, sunscreen, etc. please call to confirm availability)

Enjoy a Relaxing Sunset Sail From Fajardo

Our sunset sail is a unique and enjoyable experience for everyone who visits us in sunny Puerto Rico! Enjoy the warm sunshine while at the beach followed by the beautiful sights of an ocean sailed sunset. Our afternoon and sunset tour takes you to one of the most stunning islands and coral reefs on the eastern coast of Puerto Rico. It’s truly an experience you don’t want to miss!

Transportation:

Roundtrip transportation is available from most locations in Metro San Juan and hotels at an additional cost of $50 per person. Transportation requires a minimum of 6 passengers in total in order to operate. MUST be arranged 48 hours prior to the scheduled trip or transportation is not guaranteed.

Islands That We Visit:

Destination will be determined by our captain on the day of the experience. The destination is determined based on the weather and water conditions of the day. 

Isla de Palominos

Located some 3.5 nautical miles east of Fajardo, it has a size of approximately 104 acres. It is one of a few private islands that exist throughout Puerto Rico. Part of the island is on lease to El Conquistador Hotel to be used as the hotel’s beach. About a quarter-mile south of Palominos island lies Cayo Palominitos, which is a one-acre sandy key with tropical vegetation perfect for swimming or snorkeling.

Isla de Lobos

Located some 1.5 nautical miles east of Cayo Icacos, it has a size of approximately five acres. It is also one of a few private islands throughout Puerto Rico. In the early ’60s, the island hosted a very exclusive hotel, which ran into financial difficulties and was abandoned for a great part of the ’70s and ’80s until it was bought by a local family and converted into a paradise vacation home. Surrounded by small keys and coral reefs, it is great for snorkeling.

Cayo Icacos

Located some four nautical miles northeast of Fajardo, it has a size of approximately 163 acres. It is part of a chain of small islands, keys, and coral reefs known as La Reserva Natural de la Cordillera. The island hosts a fairly large amount of marine life, coral reefs, birds, and land iguanas. It is the perfect setting for snorkeling, swimming, diving, and beachcombing. It gets its name from the large number of Icacos bushes on the island. The Icacos is a small sour fruit, which grows to about the size of a key lime. When ready to be picked, they are pale yellow in color and come off the bush quite easily. The best way to eat them is cooked in heavy syrup.

Cancellation Policy:

Customers will receive a full refund within 48 hours of notice of cancellation to scheduled reservation . Must call to make any changes. THIS CANCELLATION POLICY DOES NOT APPLY TO GROUPS, COUPONS, SPECIAL OFFERS, OR PRIVATE CHARTERS. Customers will also receive a full refund in case of operator cancellation due to weather or other unforeseen circumstances. All reservation changes must be made by phone. No-shows will be charged the full price.

Related Sails

• Most Popular!
• Users All Ages
• Hour Glass 5.5 Hours

DAY SAIL & SNORKEL

Take a fun-filled day sail around some of Puerto Rico’s most amazing, unspoiled islands like Isla de Palominos, Isla de Lobos, and or Cayo Icacos.

• 787-823-7245

We want you to have a blast on the Katarina!

We are completely in love with Rincón, its people, the ocean, and the island’s natural beauty, so we decided to make it our home and share it with everyone.

At Katarina Sail Charters we strive to make your sailing experience unique, as we would like for you to see and experience what we live every single day.  If this is your first visit to Rincón, or you’re a seasoned veteran or local, don’t miss a sail on the Katarina. Every trip has its charms. Locals and travelers agree it is the best, most affordable, and unique experience that Rincón has to offer. The Katarina is a 32ft catamaran that can carry up to seventeen (17) passengers and two (2) crew members. With twin Hulls for great stability, you will have smooth sailing with a 36ft mast and 4’ draft. We are Coast Guard Certified and Documented Vessel and also USCG Certified Captain and experienced Mate.

Morning Snorkel Sail

Afternoon Sunset Sail

Testimonials.

We had a great time on the Sea Reina private charter! Our family of four adults and two kids-the boat was super spacious. Captain Scott brought us to 2 killer snorkeling areas, and then showed us all the surf breaks on the north shore of Rincon. His wife even made us lunch, which was an extra bonus.🤙 highly recommend this charter!

— Amanda K.

We had an amazing time sailing around the coast and watching the sunset. Capt. Brian and Shane were a fantastic crew. The drinks were fabulous. DJ Brian brought his A Game with the playlist and whale facts. Shane’s snacks and service were top notch. The views were amazing. We can’t wait to come back next year and do it again! Thanks for a fabulous night!

Incredible experience! The crew is great and the food is fantastic. Charted complete catamaran for my daughter’s 16th birthday. She and her guests loved it. Rincón’s coast and beaches are beautiful. Geraldine was so helpful with the details and her crew is outstanding. 100% recommended.

— Ricardo R.