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

    Water Activities in Vineyard Haven, MA

    Showing 97-120 of 120 results
    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
    3-Hour Wakeboarding Lesson in Nantucket

    3-Hour Wakeboarding Lesson in Nantucket

    A tailored on-water session for families and groups

    5.0 • 43 reviews
    $1,399& up
    Nantucket Whaling History Private Charter

    Nantucket Whaling History Private Charter

    Cruise Nantucket waters while uncovering the island's whaling-era landmarks

    4.7 • 91 reviews
    $1,060
    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
    Nantucket Sunset Harbor Cruise

    Nantucket Sunset Harbor Cruise

    Make Nantucket Harbor your private setting for an evening cruise timed for sunset

    4.7 • 91 reviews
    $1,908
    Advanced Women's Sailing Clinic in Nantucket

    Advanced Women's Sailing Clinic in Nantucket

    Refine your sailing technique and build confidence on the water

    5.0 • 2 reviews
    $143/ person
    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
    4-Hour Sea Kayaking Tour In Martha's Vineyard

    4-Hour Sea Kayaking Tour In Martha's Vineyard

    Paddle open-ocean routes to remote spots with guides on Martha’s Vineyard

    4.9 • 162 reviews
    $186/ kayak
    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
    17' Boat Rental in Oak Bluffs
    Up to 6

    17' Boat Rental in Oak Bluffs

    Take your group out on a 17-foot Boston Whaler

    4.5 • 52 reviews
    $347/ boat
    Sandwich Kayaking & Glassblowing Experience

    Sandwich Kayaking & Glassblowing Experience

    Paddle Scorton Creek and create your own blown-glass piece

    5.0 • 226 reviews
    $283/ person
    Paddleboard Scorton Creek Guided Tour

    Paddleboard Scorton Creek Guided Tour

    Stand-up paddleboard tour up Scorton Creek with an ACA Certified guide

    5.0 • 226 reviews
    $110/ person
    Sunrise Kayak & SUP Tour in Oak Bluffs

    Sunrise Kayak & SUP Tour in Oak Bluffs

    Paddle at sunrise with breakfast and coffee included

    4.9 • 162 reviews
    $64/ kayak
    Martha's Vineyard 19' Center Console Rental
    Up to 6

    Martha's Vineyard 19' Center Console Rental

    A fishing-ready center console with rod holders and a live well

    4.5 • 52 reviews
    $413/ boat
    2-Hour Stand-Up Paddleboard Tour on Popponesset River

    2-Hour Stand-Up Paddleboard Tour on Popponesset River

    Beginner stand-up paddleboard tour with ACA-certified guidance

    5.0 • 226 reviews
    $110/ person
    Kids Kayak Adventure Tour in Oak Bluffs

    Kids Kayak Adventure Tour in Oak Bluffs

    Build kayak skills with guided games and exploration for kids

    4.9 • 162 reviews
    $101/ person
    Private Kayak & Paddleboard Wildlife Tour in Oak Bluffs

    Private Kayak & Paddleboard Wildlife Tour in Oak Bluffs

    Paddle Sengekontacket Pond with a private guide tailored to your group

    4.9 • 162 reviews
    $318
    Martha's Vineyard 19' Center Console Boat Rental
    Up to 6

    Martha's Vineyard 19' Center Console Boat Rental

    Take the helm of a 19-foot center console with fishing-ready features

    4.5 • 52 reviews
    $423/ boat
    Full Moon Kayak Tour On Popponesset Bay

    Full Moon Kayak Tour On Popponesset Bay

    Paddle Popponesset Bay at sunset and into the full moonlight

    5.0 • 226 reviews
    $182/ kayak
    Self-Guided Kayak & Paddleboard Rental in Falmouth

    Self-Guided Kayak & Paddleboard Rental in Falmouth

    Paddle a Cape Cod inlet at your own pace

    5.0 • 226 reviews
    $85/ equipment
    Private Boat Charter in Martha's Vineyard

    Private Boat Charter in Martha's Vineyard

    Explore Martha’s Vineyard waters with your group

    4.5 • 52 reviews
    $411& up
    1-Hour Kayak & Paddleboard Rental in Falmouth

    1-Hour Kayak & Paddleboard Rental in Falmouth

    Paddle a Cape Cod inlet at your own pace

    5.0 • 226 reviews
    $57/ equipment
    Beginner Kayak Lesson in Sandwich

    Beginner Kayak Lesson in Sandwich

    Build foundational paddling skills with an ACA-certified guide

    5.0 • 226 reviews
    $110/ person
    2-Day Bike, Kayak & Paddleboard Rentals in Cape Cod

    2-Day Bike, Kayak & Paddleboard Rentals in Cape Cod

    Get Cape Cod gear delivered for two days of self-guided exploring

    5.0 • 226 reviews
    $74& up
    12345
    Vineyard Haven Things To Do
    Bike Rentals64Kayaking Tours21Sailing18Boat Rentals15Boat Tours13
    More
    • Guided Hikes13
    • Paddleboarding13
    • Stand Up Paddle Boarding13
    • Axe Throwing6
    • Bike Tours6
    • Water Skiing5
    • Fishing Charters4

    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.

    Bus Van and Limo Tours3
  • Private Fishing Charters3
  • Yacht Charters3