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    1. Local experiences
    2. /All experiences
    3. /Water Activities

    Best results for Water Activities in Fairfield, CT

    Showing 1-24 of 24 results
    2-Hour Sunset Bay Cruise in Santa Rosa Beach
    Boat Tours

    2-Hour Sunset Bay Cruise in Santa Rosa Beach

    Cruise the bay at sunset and spot local wildlife

    Cruise the bay at sunset and spot local wildlife
    5.0 • 52 reviews
    $424
    Cruise Santa Rosa Beach Bay on a 4-Hour Charter
    Boat Tours

    Cruise Santa Rosa Beach Bay on a 4-Hour Charter

    Relax on a 4-hour bay cruise with chances to spot local wildlife

    Relax on a 4-hour bay cruise with chances to spot local wildlife
    5.0 • 52 reviews
    $636
    3-Hour Bay Cruise in Santa Rosa Beach
    Boat Tours

    3-Hour Bay Cruise in Santa Rosa Beach

    Cruise around the bay and watch for local wildlife

    Cruise around the bay and watch for local wildlife
    5.0 • 52 reviews
    $477
    Cruise the Bay in Santa Rosa Beach
    Boat Tours

    Cruise the Bay in Santa Rosa Beach

    Cruise the bay for 2 hours and look for dolphins and other local wildlife

    Cruise the bay for 2 hours and look for dolphins and other local wildlife
    5.0 • 52 reviews
    $371
    2-Hour Schooner Sail in Port Jefferson
    Sailing

    2-Hour Schooner Sail in Port Jefferson

    Help raise the sails or take the helm aboard a traditional tall ship

    Help raise the sails or take the helm aboard a traditional tall ship
    5.0 • 19 reviews
    $63/ person
    Sunset Sail in Port Jefferson
    Sailing

    Sunset Sail in Port Jefferson

    Sail into sunset aboard a traditionally rigged schooner

    Sail into sunset aboard a traditionally rigged schooner
    5.0 • 19 reviews
    $79/ person
    Sunset Cruise in Oyster Bay Harbor
    Sailing

    Sunset Cruise in Oyster Bay Harbor

    Cruise Oyster Bay Harbor as the sun sets

    Cruise Oyster Bay Harbor as the sun sets
    4.5 • 62 reviews
    $64/ person
    Team Racing Sailing Series on Long Island Sound
    Sailing

    Team Racing Sailing Series on Long Island Sound

    Build team racing skills and strategy on Long Island Sound

    Build team racing skills and strategy on Long Island Sound
    4.5 • 62 reviews
    $53& up
    Community Sailing Session in Oyster Bay
    Sailing

    Community Sailing Session in Oyster Bay

    Build your sailing skills with instructor-guided time on Oyster Bay Harbor

    Build your sailing skills with instructor-guided time on Oyster Bay Harbor
    4.5 • 62 reviews
    $90/ person
    Oyster Bay 2-Hour Historic Harbor Sail
    Sailing

    Oyster Bay 2-Hour Historic Harbor Sail

    Step aboard CHRISTEEN to see harbor sights and learn its story

    Step aboard CHRISTEEN to see harbor sights and learn its story
    4.5 • 62 reviews
    $53/ person
    Oyster Bay Single Kayak Rental
    Kayaking Tours

    Oyster Bay Single Kayak Rental

    Paddle protected Oyster Bay waters and explore the National Wildlife Refuge

    Paddle protected Oyster Bay waters and explore the National Wildlife Refuge
    4.5 • 62 reviews
    $37/ kayak
    Double Kayak Rental in Oyster Bay
    Kayaking Tours

    Double Kayak Rental in Oyster Bay

    Paddle Oyster Bay’s protected waters in a stable tandem kayak

    Paddle Oyster Bay’s protected waters in a stable tandem kayak
    4.5 • 62 reviews
    $46/ kayak
    Oyster Bay Stand-Up Paddleboard Rental
    Stand Up Paddle Boarding

    Oyster Bay Stand-Up Paddleboard Rental

    Glide through Oyster Bay’s protected waters on a stable paddleboard

    Glide through Oyster Bay’s protected waters on a stable paddleboard
    4.5 • 62 reviews
    $40/ paddleboard
    90-Min Guided Paddleboard Tour of Oyster Bay Harbor
    Stand Up Paddle Boarding

    90-Min Guided Paddleboard Tour of Oyster Bay Harbor

    Build balance and paddling skills on Oyster Bay Harbor

    Build balance and paddling skills on Oyster Bay Harbor
    4.5 • 62 reviews
    $53/ person
    Oyster Bay 23' Sonar Sailboat Rental
    Boat RentalsUp to 4

    Oyster Bay 23' Sonar Sailboat Rental

    Sail Oyster Bay’s protected waters with friends and family

    Sail Oyster Bay’s protected waters with friends and family
    4.5 • 62 reviews
    $172/ boat
    Thimble Islands Live-Narrated Cruise
    Boat Tours

    Thimble Islands Live-Narrated Cruise

    See the Thimble Islands from open decks with live narration

    See the Thimble Islands from open decks with live narration
    4.8 • 437 reviews
    $21/ person
    Thimble Islands 45-Minute Narrated Cruise
    Boat Tours

    Thimble Islands 45-Minute Narrated Cruise

    Explore island history and local legends from the water

    Explore island history and local legends from the water
    4.7 • 159 reviews
    $19/ person
    Stony Creek Sunset Cruise Charter
    Boat Tours

    Stony Creek Sunset Cruise Charter

    Private sunset cruise with space for your food, drinks, and playlist

    Private sunset cruise with space for your food, drinks, and playlist
    4.7 • 159 reviews
    $583
    Bay Shore Sunset Cruise
    Boat Tours

    Bay Shore Sunset Cruise

    Sip cocktails and enjoy live music while cruising the Great South Bay

    Sip cocktails and enjoy live music while cruising the Great South Bay
    4.8 • 31 reviews
    $95/ person
    Fish a Private Long Island Sound Charter
    Fishing Charters

    Fish a Private Long Island Sound Charter

    Customize your private IDA MAY fishing charter on the Long Island Sound

    Customize your private IDA MAY fishing charter on the Long Island Sound
    4.5 • 62 reviews
    $86/ person
    Private Oyster Sloop Charter on CHRISTEEN
    Sailing

    Private Oyster Sloop Charter on CHRISTEEN

    Charter the 60-foot Oyster Sloop CHRISTEEN for a private cruise

    Charter the 60-foot Oyster Sloop CHRISTEEN for a private cruise
    4.5 • 62 reviews
    $1,146
    Private Sailboat Cruise Around Oyster Bay
    Sailing

    Private Sailboat Cruise Around Oyster Bay

    Charter the Ida May for a private sail with up to 44 guests

    Charter the Ida May for a private sail with up to 44 guests
    4.5 • 62 reviews
    $1,484& up
    2-Hour Sailing Lesson in Oyster Bay Harbor
    Sailing

    2-Hour Sailing Lesson in Oyster Bay Harbor

    Learn the basics aboard a relaxed harbor sail led by a certified instructor

    Learn the basics aboard a relaxed harbor sail led by a certified instructor
    4.5 • 62 reviews
    $159
    Oyster Bay Sunset Cruise
    Boat Tours

    Oyster Bay Sunset Cruise

    Cruise Oyster Bay Harbor as the sun sets over Long Island

    Cruise Oyster Bay Harbor as the sun sets over Long Island
    4.5 • 62 reviews
    $64/ person

    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.