Dennis Boat Tours

The best out of 11 boat tours in Dennis - enter dates to check availability

Dennis Boat Tours

11 boats available

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Top Boat Tours in Dennis

Dennis: 11 boats available

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Listing image
Pilothouse silhouette

26 ft

Up to 6 persons

Bass River Cruise, Harbor & Island Cruises 

5.0
/5
(4 reviews)
Dennis
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
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Pilothouse silhouette

23 ft

Up to 6 persons

St. Pete Sport Fishing Boat Tours 

5.0
/5
(95 external reviews)
Dennis
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
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Center console silhouette

26 ft

Up to 6 persons

Magnanimous Sportfishing 

5.0
/5
(1 review)
62 external reviews
Dennis
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
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Deck boat silhouette

20 ft

Up to 6 persons

Pleasant Bay Boat Tours 

5.0
/5
(10 reviews)
Orleans (26 min drive from Dennis)
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
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Center console silhouette

32 ft

Up to 6 persons

Got Stryper’s Chatham Adventure Tours 

4.8
/5
(2 reviews)
5+ external reviews
Chatham (27 min drive from Dennis)
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
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Center console silhouette

26 ft

Up to 4 persons

Got Stryper’s Chatham Eco Tours 

4.7
/5
(1 review)
85 external reviews
Chatham (27 min drive from Dennis)
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
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Center console silhouette

25 ft

Up to 6 persons

Squid Row Charters and Boat Tours 

5.0
/5
(13 external reviews)
Mashpee (43 min drive from Dennis)
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
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Sailing silhouette

42 ft

Up to 6 persons

Martha’s Vineyard Charter Company 

5.0
/5
(2 reviews)
5+ external reviews
Martha's Vineyard (1 hr 49 min drive from Dennis)
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
Center console silhouette

39 ft

Up to 6 persons

Finatic Fishing Charters 

5.0
/5
(1 review)
5 external reviews
Chatham (28 min drive from Dennis)
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
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Walkaround silhouette

25 ft

Up to 6 persons

ON THE EDGE 

Fairhaven (1 hr 2 min drive from Dennis)
ON THE EDGE – Your Ultimate Luxury Family Adventure Machine, Fully-Restored Grady-White Gulfstream 232 Walkaround.
+3
Trips from
US $450
Trips from
US $450

Top Activities in Dennis

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Frequently Asked Questions about Boat Tours in Dennis

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Frequently Asked Questions about Boat Tours in Dennis

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Boating in Dennis

Discover the serene beauty of Dennis, a charming destination on Cape Cod, renowned for its tranquil waters and picturesque shoreline. Dennis boat tours offer a unique way to experience the natural splendor of this coastal town. Whether you're looking to unwind on a sunset cruise, explore the scenic coastline, or enjoy a lobster dinner cruise, Dennis has options to suit every taste.

Take in the breathtaking views of Cape Cod Bay while enjoying live music or a delicious meal on board. Many Dennis boat tours include amenities such as cash bars, fine dining options, and live music concerts, making them perfect for special occasions or family outings.

For those interested in exploring the area's rich marine life, nearby options like whale watching excursions are available, though these might not depart directly from Dennis. However, the scenic lighthouse tours and leisurely cruises around Lewis Bay and Hyannis Harbor are just a short trip away, providing a comprehensive coastal experience.

Plan your visit to Dennis today and create unforgettable memories aboard one of the many Dennis boat tours. With its stunning natural scenery and vibrant marine activities, this charming town is a must-visit destination for boating enthusiasts and tourists alike.

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