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  • 13 Stunning Beaches in Florida With Clear Water You Need to Visit
  • Best results for

    Water Activities in South Dennis, MA

    Showing 97-120 of 163 results
    20' Center Console Fishing Boat Rental in Wareham
    Up to 6

    20' Center Console Fishing Boat Rental in Wareham

    Take the helm with fishing-ready features and quiet Suzuki power

    4.3 • 114 reviews
    $365/ boat
    Nantucket 22' Center Console Boat Rental
    Up to 8

    Nantucket 22' Center Console Boat Rental

    Cruise, fish, and relax aboard a spacious 200hp Whaler

    4.2 • 30 reviews
    $1,179/ boat
    4-Hour Private Boat Charter in Provincetown

    4-Hour Private Boat Charter in Provincetown

    Choose your beach and use the boat as your home base for swimming and relaxing

    4.9 • 179 reviews
    $843
    Nantucket Sunset Harbor Cruise

    Nantucket Sunset Harbor Cruise

    Bring your favorite food and drinks for an evening on Nantucket Harbor

    4.7 • 91 reviews
    $186/ person
    Nantucket 3-Hour Wing Foiling Lesson

    Nantucket 3-Hour Wing Foiling Lesson

    Build wing-foiling skills with tailored instruction and boat support

    5.0 • 43 reviews
    $770& up
    Kayak & Paddleboard Rental on Lawrence Pond

    Kayak & Paddleboard Rental on Lawrence Pond

    Paddle Lawrence Pond your way with a 1-hour kayak or paddleboard rental

    5.0 • 226 reviews
    $54/ kayak
    2-Hour Kids Sea Creature Cruise in Provincetown

    2-Hour Kids Sea Creature Cruise in Provincetown

    Cruise for seals, fish, and lobster traps with the kids

    4.9 • 179 reviews
    $604
    Oak Bluffs Family Banana Boat Ride

    Oak Bluffs Family Banana Boat Ride

    Ride a banana boat along State Beach with daily half-hour departures

    4.5 • 52 reviews
    $214/ person
    1-Hour Kayak & Paddleboard Rental in Mashpee

    1-Hour Kayak & Paddleboard Rental in Mashpee

    Paddle Popponesset Bay at your own pace with included gear

    5.0 • 226 reviews
    $57
    4-Hour Kayak & Paddleboard Rental in Oak Bluffs

    4-Hour Kayak & Paddleboard Rental in Oak Bluffs

    Rent a kayak or paddle board and explore Oak Bluffs from the water

    4.9 • 162 reviews
    $90/ kayak
    Kids Kayak & Paddleboard Tour Series in Oak Bluffs

    Kids Kayak & Paddleboard Tour Series in Oak Bluffs

    Build kayaking and paddleboard skills on a 4-day kids series at Sengekontacket Pond

    4.9 • 162 reviews
    $345/ person
    Sunset Harbor Cruise in Nantucket

    Sunset Harbor Cruise in Nantucket

    Take in Nantucket Harbor views as the day turns toward sunset

    5.0 • 43 reviews
    $933
    Cape Cod Ash Scattering Memorial Charter

    Cape Cod Ash Scattering Memorial Charter

    Honor a loved one with an End of Watch tribute at sea

    4.8 • 140 reviews
    $1,425& up
    Private Shark Watching Tour in Harwich

    Private Shark Watching Tour in Harwich

    Explore Shark Alley by private motorboat with expert guidance and aerial spotting

    4.8 • 140 reviews
    $2,150& up
    Provincetown Seal & Lighthouse Cruise

    Provincetown Seal & Lighthouse Cruise

    See seals and three historic lighthouses from Provincetown Harbor

    4.9 • 179 reviews
    $551
    Nantucket Whaling History Cruise

    Nantucket Whaling History Cruise

    See Nantucket's whaling-era landmarks from the water before the day gets busy

    4.7 • 91 reviews
    $90/ person
    3-Hour Kiteboarding Lesson in Nantucket

    3-Hour Kiteboarding Lesson in Nantucket

    Build kiteboarding skills with tailored instruction and boat support

    5.0 • 43 reviews
    $770/ person
    Women’s Sailing Clinic in Nantucket

    Women’s Sailing Clinic in Nantucket

    Build sailing confidence with instruction tailored to your experience

    5.0 • 2 reviews
    $90/ person
    20' Walk-Around Boat Rental in Wareham, MA
    Up to 6

    20' Walk-Around Boat Rental in Wareham, MA

    Take the helm with a quiet Suzuki engine and shelter on board

    4.3 • 114 reviews
    $365/ boat
    17' Boat Rental in Martha's Vineyard
    Up to 6

    17' Boat Rental in Martha's Vineyard

    Get out on the water aboard a 17-foot Boston Whaler

    4.5 • 52 reviews
    $347/ boat
    Private 1.5-Hour Cape Cod Family Kayak Tour

    Private 1.5-Hour Cape Cod Family Kayak Tour

    Private family kayak lesson with ACA (American Canoe Association) certified guides

    5.0 • 226 reviews
    $149/ kayak
    Nantucket 24' Boston Whaler Boat Rental

    Nantucket 24' Boston Whaler Boat Rental

    Explore Nantucket waters on a spacious 275-hp boat for up to 9 people

    4.2 • 30 reviews
    $1,330/ boat
    Oak Bluffs 1.5-Hour Private Kayak Lesson

    Oak Bluffs 1.5-Hour Private Kayak Lesson

    Build paddling skills at any level with a private lesson

    4.9 • 162 reviews
    $159/ kayak
    8-Hour Kayak & Paddleboard Rental in Mashpee

    8-Hour Kayak & Paddleboard Rental in Mashpee

    Set out on a self-guided paddle through Popponesset Bay

    5.0 • 226 reviews
    $96/ equipment
    1234567
    South Dennis Things To Do
    Bike Rentals57Boat Tours29Sailing23Kayaking Tours21Boat Rentals15
    More
    • Guided Hikes13
    • Paddleboarding13
    • Stand Up Paddle Boarding13
    • Fishing Charters9
    • Private Fishing Charters8
    • Yacht Charters7
    • Sunrise and Sunset Tours5

    Travel guides for Water Activities

    13 Stunning Beaches in Florida With Clear Water You Need to Visit
    Best of Florida • 2026

    13 Stunning Beaches in Florida With Clear Water You Need to Visit

    Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide
    Best of Florida • 2026

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide

    Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.

  • Water Skiing5
  • Whale Watching5
  • Bus Van and Limo Tours3
  • Kiteboarding3
  • Scenic Flights3