chatham boat tours chatham ma 02633

THE 10 BEST Chatham Boat Rides & Cruises

Boat rides & cruises in chatham.

• Fishing Charters & Tours
• Kayaking & Canoeing
• Dolphin & Whale Watching
• Stand-Up Paddleboarding
• Boat Rentals
• 5.0 of 5 bubbles
• Good for Kids
• Good for Couples
• Good for Adrenaline Seekers
• Hidden Gems
• Adventurous
• Budget-friendly
• Honeymoon spot
• Good for Big Groups
• Good for a Rainy Day
• Things to do ranked using Tripadvisor data including reviews, ratings, photos, and popularity.

1. Monomoy Sportfishing

2. Beachcomber Tours

3. Capeshores Charters

4. Chatham Boat Tours

5. Chatham Sailboat Rentals

6. Chatham Kayak Company - Guided Tours

7. Chatham Sport Fishing

8. Abdow's Magic charters

9. Got Stryper Charters

10. Chatham Classic Yacht Charters

11. Outermost Harbor Marine

12. Atlantic White Shark Conservancy Ecotours

13. Finatic Fishing Charters

14. Zen Charters

15. Fish Chatham Charters

16. BlueWater Entertainment

17. Cape Cod Fishing Charters on The Headhunter

18. Monomoy Fishing Charters

19. Tuna Whisperer Charter & Fishing Travels

20. Son Of A Sailor

21. Sea Charters Sportfishing

22. Atsakeepa

23. captain dale tripp.

24. John Fernandes

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Chatham Boat Tours

There are many ways to appreciate and experience the beautiful waters that surround Cape Cod . Whether you’re traveling here for a first visit or come year after year, there’s something enchanting about the coastline that makes it an adventure every time you’re out on the waves. Booking a trip with Chatham Boat Tours is a great way to not only see the sights Cape Cod has to offer but try something new alongside an experienced captain and Cape Cod local.

Take to the Water like a Local With Chatham Boat Tours

Booking a trip with Chatham Boat Tours is an experience on the water with Captain Tom unlike any other! This customized experience is made to match every guest’s specific requests as Captain Tom takes you on a trip that includes breathtaking sights and opportunities to see and even catch some incredible creatures along the way. Those looking for a leisurely experience can request a cruise around the barrier islands and the Chatham Islands that include a chance to view the beautiful lighthouses that dot the shoreline. Those that are excited to see, and encounter wildlife will be thrilled with a nature-based boat tour that takes you towards areas where seals and birds thrive in a vibrant and watery ecosystem.

Moving away from leisure and towards boat-based activities designed to inform and engage, Chatham Boat Tours can also be booked with a focus on observing or helping Captain Tom check lobster pots and harvest shellfish. Those that choose this type of tour will get an insightful look into one of the most lucrative industries specific to Cape Cod. Photographers will adore a Chatham Boat Tour with options to customize the boat tours Massachusetts  sailing route in order to capture the perfect picture. While daytime tours are highly-popular, there’s always a possibility of adding a bit of romance into the equation by booking a sunset cruise with the one you love most. Prepared to be amazed as you glide along the waves and the colors are streaking across the horizon. Whatever type of tour you choose, a Chatham Boat Tour is guaranteed to be a wonderful and customized experience on Cape Cod from start to finish.

A Stay to Remember

When you’re visiting Cape Cod to get out on the water with boat tours Massachusetts , make sure you’ve got a land-based vacation rental booked with New England Vacation Rentals . Our team will make sure you are set up in a property that provides the ultimate in luxury and waterfront comfort. Contact us today to begin planning your Cape Cod getaway, or look into our other seaside locations like our West Barnstable Cape Cod MA Vacation Rentals .

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• Massachusetts

Beachcomber Boat Tours

174 Crowell Rd, Chatham , Massachusetts 02633 USA

• Independent

Learn more about this business on Yelp .

Enjoy Chatham's seals, sandy beaches and picturesque harbors aboard one of the Bright Yellow BEACHCOMBER Boats. Offering exciting Seal Tours along the beautiful Chatham Harbor waterways between North Beach, Chatham Light and the Break.

Reviewed by Chantel Z.

Beachcomber exceeded our expectations more than I could ever say. Having gone whale watching in the past, my boyfriend and I booked this thinking we'd get a small glimpse of the seals here and... Read more

Reviewed by Dawn B.

Went on a fantastic seal tour with my family. The captain is very knowledgeable about the seals in the area - what type of seals visit, where they like to hang out, differences between them, etc.... Read more

Reviewed by Susan B.

Today, I had a totally wonderful experience thanks to Beachcomber Boat Tours! Our boat ride out to see the seals and the beauty the area was so refreshing. Our captain Burt was knowledgeable... Read more

View 21 reviews on

• Sun - Sat: 8:00 am - 6:00 pm

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• Terms and Conditions

(774) 994-0637

Come Sail away

Explore cape cod's stage harbor and nantucket sound aboard our j/97 sailboat or our 22' angler powerboat, call us & book your experience:  (774)994-0637.

Please Note: Scheduling our sailboat charters is heavily dependent on the tide in Stage Harbor. Due to the weather patterns and currents in the area, the channel to the Sound has become shallower and our sailboat can only make it out of the harbor at specific times.

Why Choose Us?

Over 20 years of boating experience, united states coast guard licensed captain, flexible availability, including nights and weekends, our services.

Half Day Sail

Full Day Sail

Sunset Sail

Sunset Harbor Tour

Day-time Harbor Tour

Additional Charter Hours

* Charter pricing is available on the Services page.

"If you are in the Chatham area, do yourself a favor and charter a trip with Son of a Sailor. A sailing cruise with Drew and Katie is a great way to see the Cape from a unique perspective. We thoroughly enjoyed our trip and plan to book another this season. Highly recommended!"

charlie & Kelley

Contact us to book your charter.

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SAILBOAT, KAYAK & PADDLEBOARD RENTALS  |  TOURS & LESSONS  |  SNACK BAR & STORE

Ridgevale beach, ma  |  cape cod, chatham   sail.

PRIVATE SAILING, SUP & KAYAK EXPERIENCES

Chatham Sailboat Rentals is your go-to beachfront watersports destination for the perfect day in the sun. Let our experts show you the ropes with sailing lessons, available for all ages and experience levels.

Looking for a more relaxing day on Cape Cod's waters?

Let us do all the work. Private tours are available for sailing,

kayaking and stand-up paddleboarding.

TOURS & LESSONS

EXPLORE CAPE COD

Experience the beauty of Cape Cod's waterways with private sailing tours of Chatham on the Nantucket Sound. Cruise over to Monomoy Island, catch a glimpse of the local seals, and have your camera handy for the most picturesque views of Chatham during a spectacular sightseeing tour on our Hobie Getaway sailboat.

A memorable experience for the whole family.

SAILING TOURS

Approximately 1.5 hours

Up to five (5) people

Tours are given on  our Hobie Getaway catamaran

* Contact us to make a reservation. We recommend booking at least one week prior during peak summer months.

LEARN & DISCOVER

Whether you’re a beginner looking to learn the fundamentals, a rusty former expert looking to brush up on your knowledge, or a thrill seeker looking to haul with an experienced teacher, our team will provide friendly, personalized sailing lessons for each future sailor.

SAILING LESSONS

Lessons are given on  our Hobie Getaway catamaran

* Contact us to make a reservation or to learn about scheduling multiple lessons.

We recommend booking at least one week prior during peak summer months.

GREAT FOR GROUPS, FAMILIES & FRIENDS

For a calm, breezy day on the water, take a guided stand-up paddleboard or kayak tour of Bucks Creek, Nantucket Sound and Taylor's Pond. Get acquainted with local wildlife and enjoy an active outdoor experience that’s great for kids, families and teams of all ages.

Launch right from the beach or creek.

We'll handle all of the heavy lifting, setup and lifejackets.

Y ou bring the fun!

$125 for tour guide

+hourly rate for each kayak/paddleboard

Approximately 1 hour

Contact us ​  for reservations

*We recommend booking at least one week prior during peak summer months

PADDLE & KAYAK TOURS

For questions about large private groups or multi-day lessons, please contact us by phone or email

Beachcomber Boat Tours

• 174 Crowell Road Chatham MA 02633
• (508) 945-5265

Blue Claw Boat Tours, LLC

Family Friendly Harbor Cruises from Orleans to Chatham Harbor. Private Cruises are Our Specialty. Seals, Lighthouse, Nat'l Seashore, Beachcombing and Sunsets. Three USCG certified boats and Captains

• 69 Barley Neck Road at the Orleans Town Landing ORLEANS MA 02653
• (508) 240-5783

Chatham Harbor Tours LLC

• Fish Pier Chatham MA 02633
• (617) 892-5053

Freedom Cruise Line, Inc.

• 731 Route 28 Harwich Port MA 02646
• (508) 432-8999

Monomoy Island Excursions

• (508) 430-7772

Outermost Harbor Marine

Full Service Marina also offering Seal Tours, Great White Shark Tours, Beach Shuttles, Beach Drop-Offs and Fishing Charters

• 83 Seagull Rd Chatham MA 02663
• (508) 945-2030

Striker Charters and Guide Service

• 185 Indian Hill Road Chatham Massachusetts 02633
• (508) 237-2483

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