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Dennis Boat Tours

The best out of 28 boat tours in Dennis - enter dates to check availability

Dennis Boat Tours

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Top Boat Tours in Dennis

Dennis: 28 boats available

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    • Sunset

    Step aboard the Krista Mari, a 26′ Steigercraft Miami with Captain Jim, for a private 2-hour cruise along Bass River.

    "Captain Jim was great- lots of info -very comfortable trip!" —⁠ Jean,

    trips from
    US $400

    St. Pete Sport Fishing Boat Tours

    Dennis
    5.0
    /5
    (101 external reviews)

    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

    Salt Reaper charters

    Dennis
    5.0
    /5
    (71 external reviews)
    +3

    Salt Reaper Charters offers an unforgettable private boating experience aboard a 2021 Conch Boats 27 Walkaround, based in Dennis, MA, and departing from Sesuit Harbor.

    trips from
    US $700

    Magnanimous Sportfishing

    Dennis
    4.9
    /5
    (82 external reviews)

    Come and enjoy a beautiful Sunset on Cape Cod Bay on the Magnanimous   She is a 2005 Sailfish 2660 Center console based out of Dennis. It can take up to six guests.

    "Mark and Ryan were amazing. We wanted to get out on the water but our boys too young to make fishing trip work." —⁠ Michael,

    trips from
    US $300

    In The Net Sportfishing

    Barnstable: 12.9 miles from Dennis
    4.9
    /5
    (50 external reviews)
    +3

    Step aboard In The Net Sportfishing, a 2021 Grady-White Fisherman 257 center console designed for speed, comfort, and serious on-the-water adventure out of Barnstable.

    "We had a non-fishing expedition with Captain Benjamin, and he did a wonderful job keeping my non-water-friendly mother happy and calm as we toured the bay." —⁠ Susanna,

    trips from
    US $400

    Got Stryper’s Chatham Eco Tours

    Chatham: 27 min drive from Dennis
    5.0
    /5
    (114 external reviews)
    +4

    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

    "Such an amazing trip with our granddaughter! Captain Jason is THE BEST." —⁠ Angie,

    trips from
    US $600

    Got Stryper’s Chatham Adventure Tours

    Chatham: 27 min drive from Dennis
    5+ external reviews
    +4

    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,

    trips from
    US $850

    Heleh H Offshore – Starfish

    Barnstable: 5.8 miles from Dennis
    4.9
    /5
    (10 external reviews)
    +4

    Set out from Barnstable Harbor and explore Cape Cod Bay aboard the 42’ F/V Starfish, a comfortable private charter vessel designed for memorable days on the water.

    trips from
    US $880

    Popponesset Bay Tours & Sunset Cruises

    Mashpee: 43 min drive from Dennis
    5.0
    /5
    (34 external reviews)
    +1

    Experience the beauty of Cape Cod from the water with our scenic boat tours and sunset cruises through the pristine waters of Popponesset Bay in Mashpee, Massachusetts.

    "Enjoyed a 2 hour sunset cruise with Chris and Bri, they were wonderful!" —⁠ Anita,

    trips from
    US $300
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See all 28 boats in Dennis

Frequently Asked Questions about Boat Tours in Dennis

According to customer reviews, some of the most popular boat tours in Dennis, Massachusetts are:
Full list of top boat tours in Dennis
According to customer reviews, some of the most popular boat tours in Dennis, Massachusetts are:
Full list of top boat tours in Dennis
The average Dennis boat trip price for a 4 hour private trip is US $350 based on prices on BoatBooker.com.
The average Dennis boat trip price for a 4 hour private trip is US $350 based on prices on BoatBooker.com.
The top 5 boating-related activities in Dennis are:
The top 5 boating-related activities in Dennis are:
The top 5 most popular boat types you can rent in Dennis, by number of boats available are:
The top 5 most popular boat types you can rent in Dennis, by number of boats available are:
The top 5 most popular boat categories you can rent in Dennis, by number of boats available are:
The top 5 most popular boat categories you can rent in Dennis, by number of boats available are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Dennis are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Dennis are:
The average price of boat tours in Dennis is:
  • 2-hour boating trips – US $365
  • 3-hour boating trips – US $450
  • 4-hour boating trips – US $733
  • 6-hour boating trips – US $1,450
  • 8-hour boating trips – US $1,800
The average price of boat tours in Dennis is:
  • 2-hour boating trips – US $365
  • 3-hour boating trips – US $450
  • 4-hour boating trips – US $733
  • 6-hour boating trips – US $1,450
  • 8-hour boating trips – US $1,800
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Boating in Dennis

Plan your next coastal escape with Dennis boating charters and explore one of Cape Cod's most versatile waterfronts. With a north shore on Cape Cod Bay and a south shore on Nantucket Sound, Dennis offers calm, scenic cruises on the bay side and breezier open-water adventures to the south—ideal conditions for sightseeing, family outings, and private celebrations on the water.

Launch from Sesuit Harbor in East Dennis to glide past sandy beaches and broad tidal flats, where clear summer days deliver wide horizons and unforgettable sunsets. On the south side, routes along Bass River and out into Nantucket Sound offer sheltered stretches perfect for leisurely tours, wildlife spotting along the estuary, and relaxed time at anchor near classic Cape shoreline.

Dennis boating charters can be tailored to your day: serene morning cruises along the bay, afternoon explorations of the river's winding channels, or golden-hour rides with postcard views of historic coastal landmarks. Skippers familiar with local tides and shoals help you make the most of changing conditions, suggesting smooth water options when breeze picks up or steering you toward quiet coves when you want to slow down.

Whether you're planning a short cruise or a full day on the water, Dennis delivers quintessential Cape Cod scenery, convenient harbors, and varied routes—all in one destination.

How people rated boat trips in Dennis

  • Magnanimous Sportfishing
    Magnanimous Sportfishing
    Boat rentals in Dennis
    5.0
    /5
    (2 Hour Trip – Sunset Cruise)

    Great sunset cruise!

    Mark and Ryan were amazing. We wanted to get out on the water but our boys too young to make fishing trip work. They kept us up to date on weather conditions, made everything seamless, boat was well equipped and spacious and Captain Ryan chatted with our boys throughout the ride. And our small pup was welcome on the boat. Perfect length of time for our young boys and amazing sunset!
    Michael C.
    Michael C.
    Reviewed on Jul 11, 2026
  • Magnanimous Sportfishing
    Magnanimous Sportfishing
    Boat rentals in Dennis
    5.0
    /5
    (2 Hour Trip – Sunset Cruise)

    Sunset cruise, dog friendly

    Captain & son were friendly, knowledgeable and great hosts. My dog and I had a great cruise.
    Shelley G.
    Shelley G.
    Reviewed on May 12, 2026
  • Magnanimous Sportfishing
    Magnanimous Sportfishing
    Boat rentals in Dennis
    5.0
    /5
    (2 Hour Trip – Sunset Cruise)

    Sunset Cruise

    Mark was a great captain, provided excellent music and the center console is beautiful. Would recommend Magnanimous Sport fishing for a sunset cruise or if your looking to get a good fishing day on the water!
    Jack W.
    Jack W.
    Reviewed on Sep 10, 2025
  • Bass River Cruise, Harbor & Island Cruises
    Bass River Cruise, Harbor & Island Cruises
    Boat rentals in Dennis
    5.0
    /5
    (2 Hour – Bass River Boat Cruise)

    Captain Jim is the best

    We had a great day on the Bass River. Captain Jim was very knowledgeable about the area and was very nice and accommodating. 1000% recommend this trip to everyone!
    Brian C.
    Brian C.
    Reviewed on Jul 4, 2025