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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 1-24 of 163 results
    Kayak & Paddleboard Rental in East Sandwich

    Kayak & Paddleboard Rental in East Sandwich

    Pick up a kayak or paddleboard at Scorton Creek and explore at your own pace

    5.0 • 226 reviews
    $84/ kayak
    Private Half-Day Striped Bass Fishing Charter on Cape Cod

    Private Half-Day Striped Bass Fishing Charter on Cape Cod

    Fish Cape Cod waters on a 4.5-hour private charter for up to 6

    5.0 • 67 reviews
    $786& up
    24-Hour Kayak Rental at State Beach, Oak Bluffs

    24-Hour Kayak Rental at State Beach, Oak Bluffs

    Reserve your kayak online and enjoy a full day on the water with included gear and basic instruction

    4.9 • 162 reviews
    $90/ kayak
    Stand Up Paddle Board Rental on Buzzards Bay

    Stand Up Paddle Board Rental on Buzzards Bay

    Get on the water with a stable, easy-to-use paddle board

    4.9 • 90 reviews
    $55/ board
    Tandem Kayak Rental

    Tandem Kayak Rental

    Rent a 2-person kayak for 24 hours to 1 month

    4.8 • 70 reviews
    $89/ kayak
    Fall Tautog Fishing Trip in Falmouth

    Fall Tautog Fishing Trip in Falmouth

    Target tautog with fishing gear and green crab bait provided

    4.6 • 161 reviews
    $134/ person
    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
    21' Boston Whaler Boat Rental in Nantucket
    Up to 8

    21' Boston Whaler Boat Rental in Nantucket

    Rent a 21 ft Boston Whaler for cruising or fishing in Nantucket

    4.2 • 30 reviews
    $1,108/ boat
    2-Hour Scorton Creek Guided Kayak Nature Tour

    2-Hour Scorton Creek Guided Kayak Nature Tour

    Paddle Scorton Creek with an ACA-certified guide, with routes picked for the tides

    5.0 • 226 reviews
    $149/ kayak
    Cruise Monomoy for Seals & Seabirds

    Cruise Monomoy for Seals & Seabirds

    See Monomoy seals up close on a small-group harbor cruise

    5.0 • 67 reviews
    $337& up
    Get Kayak Delivery & Pick Up in Oak Bluffs

    Get Kayak Delivery & Pick Up in Oak Bluffs

    Schedule island-wide kayak delivery and pick up

    4.9 • 162 reviews
    $27/ delivery
    Take-Home Canoe Rental in Hyannis, Cape Cod

    Take-Home Canoe Rental in Hyannis, Cape Cod

    Rent a canoe for 24 hours to 1 month and get on the water

    4.8 • 70 reviews
    $89/ canoe
    8-Hour East Sandwich Kayak & Paddleboard Rental

    8-Hour East Sandwich Kayak & Paddleboard Rental

    Pick up at Scorton Creek and paddle Cape Cod at your own pace

    5.0 • 226 reviews
    $88/ kayak
    Full-Day Cape Cod Striper Fishing Charter

    Full-Day Cape Cod Striper Fishing Charter

    Fish Cape Cod waters on an 8-hour private striper charter for up to 6

    5.0 • 67 reviews
    $1,347
    24-Hour Paddleboard Rental in Oak Bluffs

    24-Hour Paddleboard Rental in Oak Bluffs

    Rent a paddleboard for 24 hours at State Beach in Oak Bluffs

    4.9 • 162 reviews
    $84/ SUP
    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
    Stand-Up Paddleboard Rental in Cape Cod

    Stand-Up Paddleboard Rental in Cape Cod

    Rent a stand-up paddleboard for 24 hours to 1 month

    4.8 • 70 reviews
    $89& up
    20' Center Console Boat Rental in Nantucket

    20' Center Console Boat Rental in Nantucket

    Get out on the water in a Boston Whaler

    4.2 • 30 reviews
    $1,010/ boat
    22' Mako Boat Rental with Fish Finder in Wareham
    Up to 6

    22' Mako Boat Rental with Fish Finder in Wareham

    Take the helm with GPS and a fish finder on board

    4.3 • 114 reviews
    $393/ boat
    3-Hour Private Great White Shark Tour on Cape Cod

    3-Hour Private Great White Shark Tour on Cape Cod

    Cruise Cape Cod’s outer beaches with a spotter pilot to look for great white sharks

    $1,908
    Private Inshore, Tuna & Canyon Fishing Charter in Falmouth

    Private Inshore, Tuna & Canyon Fishing Charter in Falmouth

    Find your fishing adventure, from coastal waters to overnight canyon trips

    $1,684& up
    Monthly Kayak & Paddle Board Rental in Oak Bluffs

    Monthly Kayak & Paddle Board Rental in Oak Bluffs

    Rent a kayak or paddle board for 1–3 months with free delivery

    4.9 • 162 reviews
    $421/ kayak
    Hyannis Recreational Kayak Rental

    Hyannis Recreational Kayak Rental

    Explore the water your way in a single recreational kayak

    4.8 • 70 reviews
    $77/ kayak
    Private Falmouth Boat Charter with Sunset & Island Trips

    Private Falmouth Boat Charter with Sunset & Island Trips

    Choose your pace, from a relaxed coastal cruise to an island day trip

    $1,347& up
    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