Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences/
    2. All experiences/
    3. Water Activities

    Best results for Water Activities in Stock Island, FL

    Showing 145-168 of 234 results
    Kayak, Guided Snorkel & Morning Sail in Key West
    Snorkeling

    Kayak, Guided Snorkel & Morning Sail in Key West

    Paddle the mangroves and snorkel with a small group in the Key West National Wildlife Refuge

    Paddle the mangroves and snorkel with a small group in the Key West National Wildlife Refuge
    4.9 • 1.4K reviews
    $135/ person
    Snorkel & Sandbar Sunset Sail in Key West
    Snorkeling

    Snorkel & Sandbar Sunset Sail in Key West

    Snorkel the reef, visit a sandbar, and sail into sunset on a spacious catamaran

    Snorkel the reef, visit a sandbar, and sail into sunset on a spacious catamaran
    4.9 • 1.4K reviews
    $124/ person
    Guided 1.5-Hour Jet Ski Tour in Key West
    Jet Skiing

    Guided 1.5-Hour Jet Ski Tour in Key West

    Ride a jet ski around Key West with 5–6 scenic stops and a free shuttle

    Ride a jet ski around Key West with 5–6 scenic stops and a free shuttle
    4.8 • 22.4K reviews
    $182/ person
    Parasailing at Smathers Beach in Key West
    Parasailing

    Parasailing at Smathers Beach in Key West

    Parasail from Smathers Beach with a 10–12 minute flight and up to 1 hour on the boat

    Parasail from Smathers Beach with a 10–12 minute flight and up to 1 hour on the boat
    4.8 • 22.4K reviews
    $96/ person
    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 • 22.4K reviews
    $68/ 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 • 22.4K reviews
    $58/ 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 • 22.4K reviews
    $202
    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 • 22.4K reviews
    $153/ 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 • 22.4K reviews
    $68/ 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 • 22.4K reviews
    $170/ 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 • 22.4K reviews
    $91/ person
    Guided Key West Kayak Tour & Secluded Sandbar
    Kayaking Tours

    Guided Key West Kayak Tour & Secluded Sandbar

    Boat out to a remote sandbar, then kayak through Key West mangroves

    Boat out to a remote sandbar, then kayak through Key West mangroves
    4.8 • 22.4K reviews
    $153/ 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 • 22.4K reviews
    $57/ 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 • 22.4K reviews
    $159/ 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 • 22.4K reviews
    $74/ 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 • 22.4K reviews
    $113/ 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 • 22.4K reviews
    $204/ 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 • 22.4K reviews
    $102/ 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 • 22.4K reviews
    $68/ 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 • 22.4K reviews
    $851
    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 • 22.4K reviews
    $1,078
    Private Dolphin Watch & Snorkel Sail in Key West
    Snorkeling

    Private Dolphin Watch & Snorkel Sail in Key West

    Sail Key West and snorkel the backcountry on your own private boat

    Sail Key West and snorkel the backcountry on your own private boat
    4.8 • 373 reviews
    $959
    Sail & Swim Lilypad Private Charter in Key West
    Sailing

    Sail & Swim Lilypad Private Charter in Key West

    Private sail to a shallow-water anchorage with time to lounge on a Lilypad float

    Private sail to a shallow-water anchorage with time to lounge on a Lilypad float
    4.8 • 373 reviews
    $789
    Sail a Private Key West Harbor Sunset Charter
    Sailing

    Sail a Private Key West Harbor Sunset Charter

    Private 2-hour Key West sunset sail with captain and mate

    Private 2-hour Key West sunset sail with captain and mate
    4.8 • 373 reviews
    $732
    1…678…10