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

    Best results for Water Activities in Key West, FL

    Showing 121-144 of 589 results
    Parasailing in Key West: 10 Minute Flight
    Parasailing

    Parasailing in Key West: 10 Minute Flight

    Enjoy a high-flying 10–12 minute parasail ride with sweeping views of Key West

    Enjoy a high-flying 10–12 minute parasail ride with sweeping views of Key West
    4.8 • 24.1K reviews
    $74/ person
    Key West Reef Snorkel with Breakfast & Drinks
    Snorkeling

    Key West Reef Snorkel with Breakfast & Drinks

    Snorkel Key West’s vibrant reef aboard a fast catamaran with breakfast and post-trip drinks.

    Snorkel Key West’s vibrant reef aboard a fast catamaran with breakfast and post-trip drinks.
    4.8 • 24.1K reviews
    $57/ person
    Captain Your Boat to Hidden Sandbars & Mangroves
    Boat Tours

    Captain Your Boat to Hidden Sandbars & Mangroves

    Captain a two-person boat to secluded sandbars and mangrove islands.

    Captain a two-person boat to secluded sandbars and mangrove islands.
    4.8 • 24.1K reviews
    $219
    Key West Kayak Tour with Sandbar & Lunch
    Kayaking Tours

    Key West Kayak Tour with Sandbar & Lunch

    Paddle mangrove tunnels then relax on a secluded sandbar with lunch and unlimited drinks

    Paddle mangrove tunnels then relax on a secluded sandbar with lunch and unlimited drinks
    4.8 • 24.1K reviews
    $160/ person
    3-Hour Key West Two-Reef Snorkel & Sunset Cruise
    Snorkeling

    3-Hour Key West Two-Reef Snorkel & Sunset Cruise

    Snorkel two reef sites, then cruise back at sunset with drinks after your swim

    Snorkel two reef sites, then cruise back at sunset with drinks after your swim
    4.8 • 24.1K reviews
    $74/ person
    Ride 11-Activity Watersports Combo in Key West
    Boat Tours

    Ride 11-Activity Watersports Combo in Key West

    Spend 6 hours on the water with 11 activities, lunch, and draft beer on the cruise back

    Spend 6 hours on the water with 11 activities, lunch, and draft beer on the cruise back
    4.8 • 24.1K reviews
    $185/ person
    Parasail Over Key West Bight
    Parasailing

    Parasail Over Key West Bight

    Parasail from Casa Marina with an 8–15 minute flight and up to 1 hour on the boat

    Parasail from Casa Marina with an 8–15 minute flight and up to 1 hour on the boat
    4.8 • 24.1K reviews
    $98/ person
    Key West Guided Kayak Tour & Sandbar
    Kayaking Tours

    Key West Guided Kayak Tour & Sandbar

    Explore Key West’s remote backcountry with guided paddling and sandbar time

    Explore Key West’s remote backcountry with guided paddling and sandbar time
    4.8 • 24.1K reviews
    $160/ person
    3-Hour Afternoon Snorkel Cruise in Key West
    Snorkeling

    3-Hour Afternoon Snorkel Cruise in Key West

    Snorkel Key West’s reef, then sip from the open well bar

    Snorkel Key West’s reef, then sip from the open well bar
    4.8 • 24.1K reviews
    $62/ person
    Do 10 Watersports Activities in Key West
    Boat Tours

    Do 10 Watersports Activities in Key West

    6-hour Key West watersports combo with 10 activities plus lunch and drinks

    6-hour Key West watersports combo with 10 activities plus lunch and drinks
    4.8 • 24.1K reviews
    $172/ person
    Morning Dolphin Watching & Snorkel Cruise In Key West
    Snorkeling

    Morning Dolphin Watching & Snorkel Cruise In Key West

    Cruise to spot dolphins, then snorkel a Key West reef with drinks on the ride back

    Cruise to spot dolphins, then snorkel a Key West reef with drinks on the ride back
    4.8 • 24.1K reviews
    $86/ person
    Parasail & Watersports Day Pass at Smathers Beach
    Parasailing

    Parasail & Watersports Day Pass at Smathers Beach

    All-day Smathers Beach pass with parasail flight and unlimited watersports

    All-day Smathers Beach pass with parasail flight and unlimited watersports
    4.8 • 24.1K reviews
    $123/ person
    Key West Sandbar Cruise at Sunset
    Kayaking Tours

    Key West Sandbar Cruise at Sunset

    Guided mangrove kayaking, paddleboarding and dolphin watching in Key West

    Guided mangrove kayaking, paddleboarding and dolphin watching in Key West
    4.8 • 24.1K reviews
    $160/ person
    Guided Jet Ski Island Tour in Key West
    Jet Skiing

    Guided Jet Ski Island Tour in Key West

    Ride a jet ski around Key West with 5–6 guided stops

    Ride a jet ski around Key West with 5–6 guided stops
    4.8 • 24.1K reviews
    $222/ person
    Sunset Sailing Cruise in Key West With Live Music
    Sailing

    Sunset Sailing Cruise in Key West With Live Music

    Sip and sail into the Key West sunset with live music and an open well bar

    Sip and sail into the Key West sunset with live music and an open well bar
    4.8 • 24.1K reviews
    $65/ person
    Sunset Snorkel Cruise in Key West
    Snorkeling

    Sunset Snorkel Cruise in Key West

    Snorkel two reef sites, then sail back at sunset

    Snorkel two reef sites, then sail back at sunset
    4.8 • 24.1K reviews
    $55/ person
    4-Hour Private Boat Charter in Key West
    Boat RentalsUp to 6

    4-Hour Private Boat Charter in Key West

    Build your own Key West private boat charter with a licensed local captain

    Build your own Key West private boat charter with a licensed local captain
    4.8 • 24.1K reviews
    $924
    Full-Day Private Boat Charter In Key West
    Yacht Charters

    Full-Day Private Boat Charter In Key West

    Customize your Key West private charter with a captain and your choice of 3 activities

    Customize your Key West private charter with a captain and your choice of 3 activities
    4.8 • 24.1K reviews
    $1,170
    4-Hour Private Cruise Charter in Key West
    Yacht Charters

    4-Hour Private Cruise Charter in Key West

    Charter Cowfish for a 4-hour private cruise with any two water activities

    Charter Cowfish for a 4-hour private cruise with any two water activities
    4.9 • 414 reviews
    $847
    3-Hour Private Sunset Sail In Key West
    Sailing

    3-Hour Private Sunset Sail In Key West

    Private Key West sunset sail with your music and a flexible start time

    Private Key West sunset sail with your music and a flexible start time
    4.8 • 71 reviews
    $1,634& up
    Sail & Snorkel on a 4-Hour Key West Charter
    Sailing

    Sail & Snorkel on a 4-Hour Key West Charter

    Sail Key West waters on a private 4-hour charter for up to six guests

    Sail Key West waters on a private 4-hour charter for up to six guests
    4.8 • 71 reviews
    $1,907& up
    Sail the Florida Keys on a 12-Hour Charter
    Sailing

    Sail the Florida Keys on a 12-Hour Charter

    Spend a full day sailing from Key West with up to 6 guests

    Spend a full day sailing from Key West with up to 6 guests
    4.8 • 71 reviews
    $3,677& up
    Key West Full-Day Private Sailing Charter
    Sailing

    Key West Full-Day Private Sailing Charter

    Sail, snorkel, and explore Key West waters on your private catamaran

    Sail, snorkel, and explore Key West waters on your private catamaran
    4.8 • 71 reviews
    $2,452& up
    Private Kayak, Snorkel & Sail Charter in Key West
    Sailing

    Private Kayak, Snorkel & Sail Charter in Key West

    Sail, kayak, and snorkel Key West's shallow waters on a private cruise

    Sail, kayak, and snorkel Key West's shallow waters on a private cruise
    4.9 • 414 reviews
    $847
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    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.