Chatham Boat Tours

The best out of 10 boat tours in Chatham - enter dates to check availability

Chatham Boat Tours

10 boats available

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Top Boat Tours in Chatham

Chatham: 10 boats available

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Listing image
Center console silhouette

32 ft

Up to 6 persons

Got Stryper’s Chatham Adventure Tours 

4.8
/5
(2 reviews)
5+ external reviews
Chatham
Did you know that Chatham, located on Cape Cod’s famous “Elbow,” is home to three iconic lighthouses, over 60 miles of breathtaking shoreline, and expansive sandbars perfect for exploring or relaxing? It’s also home to New England&

"We had a really nice time seeing Monmoy Island and learning about the sea life of Cape Cod." —⁠ Alison,
+4
Trips from
US $800
Trips from
US $800
Listing image
Center console silhouette

26 ft

Up to 4 persons

Got Stryper’s Chatham Eco Tours 

4.7
/5
(1 review)
85 external reviews
Chatham
Did you know that the world-famous “Elbow of Cape Cod” has three lighthouses, over 60 miles of shoreline, acres of pristine sand bars to explore or relax on, and is home to the largest grey seal colony in New England? Did you also know that Ch

"The sunset tour was amazing.  We saw the orange sun tuck itself away lighting the sky with color and the an orange moon rose in its place while the local coyotes howled." —⁠ Ames,
+4
Trips from
US $550
Trips from
US $550
Listing image
Deck boat silhouette

20 ft

Up to 6 persons

Pleasant Bay Boat Tours 

5.0
/5
(10 reviews)
Orleans (16 min drive from Chatham)
THANK YOU TO ALL THE SUMMER 2025 PASSENGERS. I ENJOYED SHARING THE BEAUTY OF CAPE COD FROM THE WATER.  I AM CLOSED FOR THE SEASON. SEE YOU NEXT YEAR! Welcome to your premier source for unforgettable boat charters.

"Our family (3 generations) had a fun adventure for all. Our 13 year old grandson rated Capt." —⁠ Diana,
Trips from
US $300
Trips from
US $300
Listing image
Center console silhouette

39 ft

Up to 6 persons

Finatic Fishing Charters 

5.0
/5
(1 review)
5 external reviews
Chatham
Finatic Fishing Charters is a 2020 Seavee 39 Z Center console based out of Chatham. It can take up to six guests. The boat is powered by three 400 HP gasoline outboard Mercury engines, offering a maximum cruising speed of 55 knots.

"Captain Ryan was amazing! He helped my son catch a huge striped bass and then took us out to find the whales!" —⁠ Misty,
Trips from
US $850
Trips from
US $850
Listing image
Pilothouse silhouette

26 ft

Up to 6 persons

Bass River Cruise, Harbor & Island Cruises 

5.0
/5
(4 reviews)
Dennis (23 min drive from Chatham)
Step aboard the Krista Mari, a 26′ Steigercraft Miami with Captain Jim, for a private 2-hour cruise along Bass River.

"We had a great day on the Bass River.  Captain Jim was very knowledgeable about the area and was very nice and accommodating." —⁠ Brian,
Trips from
US $400
Trips from
US $400
Listing image
Pilothouse silhouette

23 ft

Up to 6 persons

St. Pete Sport Fishing Boat Tours 

5.0
/5
(95 external reviews)
Dennis (25 min drive from Chatham)
A private boat excursion for up to 6 guests. Take an unforgettable adventure with St. Pete Sport Fishing aboard our 2016 Parker SC2320 Sport Cabin.
Trips from
US $375
Trips from
US $375
Listing image
Center console silhouette

26 ft

Up to 6 persons

Magnanimous Sportfishing 

5.0
/5
(1 review)
62 external reviews
Dennis (28 min drive from Chatham)
Magnanimous Sportfishing is a 2005 Sailfish 2660 Center console based out of Dennis. It can take up to six guests. The boat is powered by two 150 HP gasoline outboard Yamaha engines, offering a maximum cruising speed of 26 knots.

"Mark was a great captain, provided excellent music and the center console is beautiful." —⁠ Jack,
Trips from
US $300
Trips from
US $300
Listing image
Center console silhouette

25 ft

Up to 6 persons

Squid Row Charters and Boat Tours 

5.0
/5
(13 external reviews)
Mashpee (59 min drive from Chatham)
Squid Row Charters and Boat Tours is a highly-rated boat tour company that offers thoughtfully curated, on-the-water experiences along the iconic coastline of Cape Cod and Martha’s Vineyard.
+1
Trips from
US $200
Trips from
US $200
Listing image
Sailing silhouette

42 ft

Up to 6 persons

Martha’s Vineyard Charter Company 

5.0
/5
(2 reviews)
5+ external reviews
Martha's Vineyard (2 hr 3 min drive from Chatham)
Set sail around the scenic waters of Martha’s Vineyard aboard Our Passion, a beautifully maintained 1983 Pearson 422 Sailing Yacht operated by Martha’s Vineyard Charter Company.

"Captain Mason and First Mate Lynne offered a very convenient pick up point next to the draw bridge in Woods Hole." —⁠ Sridhar,
Trips from
US $850
Trips from
US $850
Listing image
Sportfishing silhouette

30 ft

Up to 6 persons

Bounty Hunter Shark Adventures 

Martha's Vineyard (2 hr 20 min drive from Chatham)
Our shark dive adventures are the culmination of many years in the waters we operate. We currently sail from S. Yarmouth, Martha’s Vineyard, and Nantucket. Our vessel Fins has been outfitted to run at speed with our super-strong, custom-built cage.
Trips from
US $750
Trips from
US $750

Top Activities in Chatham

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Frequently Asked Questions about Boat Tours in Chatham

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Frequently Asked Questions about Boat Tours in Chatham

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Boating in Chatham

Discover the magic of Chatham with a variety of Chatham Boat Tours available at your fingertips. Situated on the picturesque Cape Cod, Chatham offers an unforgettable experience for boating enthusiasts. Whether you're interested in exploring the area's scenic harbors, witnessing the majestic wildlife, or simply relaxing in a serene coastal setting, Chatham has something for everyone.

Enjoy a thrilling seal tour through the stunning waterways between North Beach and Chatham Light, where you can observe harbor seals and gray seals in their natural habitat. For a more immersive experience, consider a private charter or family-friendly cruise that caters to all ages. These excursions often include stops at iconic landmarks such as Stage Harbor Lighthouse and offer insights into the local marine life.

For those who enjoy fishing, Chatham provides an excellent opportunity with numerous fishing trips and lobstering excursions available. Imagine participating in the daily routine of a lobsterman or reeling in big catches off the Cape's renowned fishing spots. Additionally, whale watching tours offer a chance to witness humpback whales in action, making for an unforgettable experience.

Chatham also boasts breathtaking landscapes, from the sandy shores of North Beach Island to the historic Chatham Lighthouse. Whether you're looking for adventure, relaxation, or educational experiences, Chatham's diverse range of boat tours ensures a memorable visit to this charming coastal town.

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