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

    Resources

    • Travel Guides
    • Experience Gift Cards
    • 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 529-552 of 589 results
    4-Hour Backcountry Fishing Charter in Key West
    Fishing Charters

    4-Hour Backcountry Fishing Charter in Key West

    Fish Key West backcountry waters on a 4-hour charter

    Fish Key West backcountry waters on a 4-hour charter
    5.0 • 59 reviews
    $742
    Key West Sunset Snapper Fishing Trip
    Fishing Charters

    Key West Sunset Snapper Fishing Trip

    Fish for snapper as twilight settles over Key West waters

    Fish for snapper as twilight settles over Key West waters
    5.0 • 841 reviews
    $77/ person
    Men's Sailing Cruise in Key West
    Sailing

    Men's Sailing Cruise in Key West

    A clothing-optional all-male sailing trip with snorkeling, sandbar, or kayaking

    A clothing-optional all-male sailing trip with snorkeling, sandbar, or kayaking
    4.9 • 414 reviews
    $146/ person
    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
    5.0 • 1.7K reviews
    $154/ 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
    5.0 • 1.7K reviews
    $141/ person
    Key West 1.5-Hour Classic Day Sailing Cruise
    Sailing

    Key West 1.5-Hour Classic Day Sailing Cruise

    Sail Key West on Schooner America 2.0 with complimentary soft drinks

    Sail Key West on Schooner America 2.0 with complimentary soft drinks
    4.9 • 593 reviews
    Contact for pricing
    Sail Key West on a 2-Hour Champagne Sunset Cruise
    Sailing

    Sail Key West on a 2-Hour Champagne Sunset Cruise

    Sail into the Key West sunset with drinks and hors d'oeuvres included

    Sail into the Key West sunset with drinks and hors d'oeuvres included
    4.9 • 593 reviews
    $127/ person
    Private Historic Schooner Sail in Key West
    Sailing

    Private Historic Schooner Sail in Key West

    Sail a 1939 wooden schooner and take a turn at the helm

    Sail a 1939 wooden schooner and take a turn at the helm
    4.8 • 376 reviews
    $1,345
    Key West Sunset Schooner Cruise
    Sailing

    Key West Sunset Schooner Cruise

    Sail a 1930 schooner into the Key West sunset

    Sail a 1930 schooner into the Key West sunset
    4.8 • 376 reviews
    $124/ person
    Sunset Sail Charter in Key West
    Sailing

    Sunset Sail Charter in Key West

    Sail Key West aboard a 1939 wooden schooner with captain and crew

    Sail Key West aboard a 1939 wooden schooner with captain and crew
    4.8 • 376 reviews
    $2,474
    Lower Keys Guided Mangrove Paddle & Key Deer Tour
    Kayaking Tours

    Lower Keys Guided Mangrove Paddle & Key Deer Tour

    Paddle mangrove tunnels, enjoy a picnic, and look for Key Deer

    Paddle mangrove tunnels, enjoy a picnic, and look for Key Deer
    $192/ person
    Key West Full Moon Sailing Cruise
    Sailing

    Key West Full Moon Sailing Cruise

    Sail Key West's night waters beneath the full moon aboard a 105-foot schooner

    Sail Key West's night waters beneath the full moon aboard a 105-foot schooner
    4.9 • 593 reviews
    $73/ person
    Historic Schooner Sail in Key West
    Sailing

    Historic Schooner Sail in Key West

    Sail Key West aboard a 1939 wooden schooner built for General George S. Patton

    Sail Key West aboard a 1939 wooden schooner built for General George S. Patton
    4.8 • 376 reviews
    $85/ person
    Key West Christmas Brunch Sail
    Sailing

    Key West Christmas Brunch Sail

    Sail Key West’s waters aboard a 105-foot schooner with Christmas brunch and drinks

    Sail Key West’s waters aboard a 105-foot schooner with Christmas brunch and drinks
    4.9 • 593 reviews
    $236/ person
    Key West Sunset Schooner Cruise
    Sailing

    Key West Sunset Schooner Cruise

    Sail Key West’s Atlantic coast at sunset aboard a historic schooner

    Sail Key West’s Atlantic coast at sunset aboard a historic schooner
    4.8 • 376 reviews
    $124/ person
    Private Florida Keys Backcountry Fishing Charter
    Private Fishing Charters

    Private Florida Keys Backcountry Fishing Charter

    Book a private Florida Keys backcountry and flats fishing charter

    Book a private Florida Keys backcountry and flats fishing charter
    $583& up
    Key West Sunset Sail
    Sailing

    Key West Sunset Sail

    Sail Key West’s historic waterfront aboard a hand-built 86-foot schooner

    Sail Key West’s historic waterfront aboard a hand-built 86-foot schooner
    4.9 • 3K reviews
    $98/ person
    Key West Champagne Sunset Sail
    Sailing

    Key West Champagne Sunset Sail

    Sail into Key West’s sunset with complimentary drinks on board

    Sail into Key West’s sunset with complimentary drinks on board
    4.7 • 8.1K reviews
    $63/ person
    4.5-Hour Key West Sandbar Cruise
    Boat Tours

    4.5-Hour Key West Sandbar Cruise

    Float, wade, and unwind at Key West’s shallow-water sandbars

    Float, wade, and unwind at Key West’s shallow-water sandbars
    4.7 • 8.1K reviews
    $202/ person
    Key West Culinary Snorkel Sail
    Snorkeling

    Key West Culinary Snorkel Sail

    Snorkel Key West’s barrier reef, then enjoy a Cajun seafood boil and open bar

    Snorkel Key West’s barrier reef, then enjoy a Cajun seafood boil and open bar
    4.7 • 8.1K reviews
    $89/ person
    4-Hour Key West Sandbar & Snorkel Boat Charter
    Boat Tours

    4-Hour Key West Sandbar & Snorkel Boat Charter

    Customize your Downtime on a tritoon charter for just 6 guests

    Customize your Downtime on a tritoon charter for just 6 guests
    5.0 • 1 reviews
    $158/ person
    Private Guided Sandbar Trip in Key West
    Private Boat ChartersUp to 10

    Private Guided Sandbar Trip in Key West

    Swim and snorkel at Key West sandbars with a licensed captain and included gear

    Swim and snorkel at Key West sandbars with a licensed captain and included gear
    5.0 • 2 reviews
    $597& up
    Captained Sandbar Boat Rental in Key West
    Boat RentalsUp to 10

    Captained Sandbar Boat Rental in Key West

    Cruise Key West sandbars with a local captain; includes snorkel gear, floats, and room for up to 10

    Cruise Key West sandbars with a local captain; includes snorkel gear, floats, and room for up to 10
    5.0 • 2 reviews
    $851
    Key West Sunday Brunch Sail
    Sailing

    Key West Sunday Brunch Sail

    Sunday sailing with brunch bites and bottomless mimosas

    Sunday sailing with brunch bites and bottomless mimosas
    5.0 • 375 reviews
    $124/ person
    1…2122232425

    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.