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

    Best results for Water Activities in Big Pine Key, FL

    Showing 289-312 of 697 results
    4-Hour Sailing Catamaran Charter in Key West
    Sailing

    4-Hour Sailing Catamaran Charter in Key West

    Private sailing with an onboard bathroom and kitchen

    Private sailing with an onboard bathroom and kitchen
    5.0 • 1 reviews
    $1,219
    6-Hour Private Sailing Charter in Key West
    Sailing

    6-Hour Private Sailing Charter in Key West

    Private catamaran sailing with ocean serenity

    Private catamaran sailing with ocean serenity
    5.0 • 1 reviews
    $1,590
    4-Hour Sandbar or Reef Charter in Key West
    Boat Tours

    4-Hour Sandbar or Reef Charter in Key West

    Bring your own drinks for a shared ocean charter to a weather-dependent sandbar or reef

    Bring your own drinks for a shared ocean charter to a weather-dependent sandbar or reef
    5.0 • 1 reviews
    $371/ person
    Sunrise & Sunset Catamaran Charter in Key West
    Yacht Charters

    Sunrise & Sunset Catamaran Charter in Key West

    Enjoy a private catamaran outing in a clothing-optional setting at your comfort level

    Enjoy a private catamaran outing in a clothing-optional setting at your comfort level
    5.0 • 1 reviews
    $1,007
    4-Hour Sailing Catamaran Charter in Key West
    Sailing

    4-Hour Sailing Catamaran Charter in Key West

    Private catamaran sailing with a full bathroom and kitchen

    Private catamaran sailing with a full bathroom and kitchen
    5.0 • 1 reviews
    $1,219
    Key West Sandbar Boat Charter
    Boat Tours

    Key West Sandbar Boat Charter

    Private charter with local captains and flexible sandbar stops

    Private charter with local captains and flexible sandbar stops
    $689& up
    Naturist Sailing Catamaran Charter in Key West
    Sailing

    Naturist Sailing Catamaran Charter in Key West

    Sail privately in a clothing-optional setting shaped around your comfort

    Sail privately in a clothing-optional setting shaped around your comfort
    5.0 • 1 reviews
    $1,590
    Naturist Catamaran Charter in Key West
    Sailing

    Naturist Catamaran Charter in Key West

    Spend a private day on a clothing-optional sailing catamaran

    Spend a private day on a clothing-optional sailing catamaran
    5.0 • 1 reviews
    $1,855
    Private 8-Hour Yacht Charter in Key West
    Yacht Charters

    Private 8-Hour Yacht Charter in Key West

    Charter a private sailing catamaran or power yacht for 8 hours of snorkeling and island stops

    Charter a private sailing catamaran or power yacht for 8 hours of snorkeling and island stops
    4.9 • 54 reviews
    $6,867
    Customize a 4-Hour Private Yacht Charter
    Yacht Charters

    Customize a 4-Hour Private Yacht Charter

    Charter a private yacht for 4 hours with snorkeling or sailing options

    Charter a private yacht for 4 hours with snorkeling or sailing options
    4.9 • 54 reviews
    $4,029
    Half-Day Key West Snorkel & Sandbar Charter
    Snorkeling

    Half-Day Key West Snorkel & Sandbar Charter

    See reefs below the surface and relax at a Key West sandbar

    See reefs below the surface and relax at a Key West sandbar
    5.0 • 52 reviews
    $793
    Key West Full-Day Snorkel & Sandbar Charter
    Snorkeling

    Key West Full-Day Snorkel & Sandbar Charter

    Design your own reef and sandbar escape aboard a glass-bottom boat

    Design your own reef and sandbar escape aboard a glass-bottom boat
    5.0 • 52 reviews
    $1,362
    Key West Reef Snorkeling Charter
    Snorkeling

    Key West Reef Snorkeling Charter

    Snorkel coral reefs and relax at a Key West sandbar

    Snorkel coral reefs and relax at a Key West sandbar
    5.0 • 52 reviews
    $169/ person
    Fishing Charter on a 39' Yellowfin in Key West
    Fishing Charters

    Fishing Charter on a 39' Yellowfin in Key West

    Reef, offshore, and island adventures aboard a private Yellowfin charter

    Reef, offshore, and island adventures aboard a private Yellowfin charter
    4.5 • 1.7K reviews
    $1,006& up
    Key West Naturist Boat Charter
    Boat Tours

    Key West Naturist Boat Charter

    Private fast-boat access to shallow waters, sandbars, and a clothing-optional escape

    Private fast-boat access to shallow waters, sandbars, and a clothing-optional escape
    $1,375
    Naturist Sailing Charter in Key West
    Sailing

    Naturist Sailing Charter in Key West

    Private clothing-optional sailing with a licensed captain and crew

    Private clothing-optional sailing with a licensed captain and crew
    $2,011
    Naturist Sailing Charter in Key West
    Sailing

    Naturist Sailing Charter in Key West

    Private sailing with a captain, crew, paddle gear, and refreshments

    Private sailing with a captain, crew, paddle gear, and refreshments
    $2,647
    Key West 2-Hour Guided Jet Ski Tour
    Jet Skiing

    Key West 2-Hour Guided Jet Ski Tour

    Circle Key West by jet ski with guided stops and free-ride time

    Circle Key West by jet ski with guided stops and free-ride time
    $237/ jet ski
    90-Minute Key West Jet Ski Tour
    Jet Skiing

    90-Minute Key West Jet Ski Tour

    Circle Key West by Yamaha WaveRunner with landmark and sandbar stops

    Circle Key West by Yamaha WaveRunner with landmark and sandbar stops
    $215/ jet ski
    Custom Charter in Key West
    Yacht Charters

    Custom Charter in Key West

    Build a private Key West day around sandbars, snorkeling, dolphins, and more

    Build a private Key West day around sandbars, snorkeling, dolphins, and more
    5.0 • 69 reviews
    $1,479& up
    Key West Private Sunset Cruise
    Boat Tours

    Key West Private Sunset Cruise

    A private evening on the water for toasts, music and horizon views

    A private evening on the water for toasts, music and horizon views
    5.0 • 69 reviews
    $1,055
    Key West 4-Hour Private Sandbar Charter
    Yacht Charters

    Key West 4-Hour Private Sandbar Charter

    Trade crowded boat routes for secluded Lower Keys sandbars

    Trade crowded boat routes for secluded Lower Keys sandbars
    5.0 • 69 reviews
    $1,267
    4-Hour Key West Reef Snorkel Charter
    Snorkeling

    4-Hour Key West Reef Snorkel Charter

    Private reef time aboard a 30-foot Jeanneau yacht

    Private reef time aboard a 30-foot Jeanneau yacht
    5.0 • 69 reviews
    $1,267
    Marquesas Keys Private Charter
    Yacht Charters

    Marquesas Keys Private Charter

    Cruise 30 miles offshore to snorkel, explore sandbars, and shape your own day

    Cruise 30 miles offshore to snorkel, explore sandbars, and shape your own day
    5.0 • 69 reviews
    $2,761& up
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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.