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

    Best results for Water Activities in Key West, FL

    Showing 313-336 of 589 results
    Sunrise & Sunset Catamaran Charter in Key West
    Sailing

    Sunrise & Sunset Catamaran Charter in Key West

    Sail Key West waters on a private catamaran timed for sunrise or sunset

    Sail Key West waters on a private catamaran timed for sunrise or sunset
    $1,375
    42' Sailing Catamaran Charter in Key West
    Sailing

    42' Sailing Catamaran Charter in Key West

    Sail the ocean on a private catamaran with a full bathroom and kitchen

    Sail the ocean on a private catamaran with a full bathroom and kitchen
    $1,693
    4-Hour Boat Charter in Key West
    Yacht Charters

    4-Hour Boat Charter in Key West

    Shallow-draft sandbar hopping with dolphin and turtle watching

    Shallow-draft sandbar hopping with dolphin and turtle watching
    $1,219
    Private Sailing Catamaran Charter in Key West
    Sailing

    Private Sailing Catamaran Charter in Key West

    Spend the day sailing Key West waters aboard a private catamaran

    Spend the day sailing Key West waters aboard a private catamaran
    $2,567
    8-Hour Private Sailing Catamaran Charter in Key West
    Sailing

    8-Hour Private Sailing Catamaran Charter in Key West

    Private sailing, ocean scenery, and a setting built around your comfort

    Private sailing, ocean scenery, and a setting built around your comfort
    5.0 • 4 reviews
    $1,855
    Sandbar Charter in Key West
    Yacht Charters

    Sandbar Charter in Key West

    Cruise shallow waters with sandbar stops and onboard comforts

    Cruise shallow waters with sandbar stops and onboard comforts
    5.0 • 4 reviews
    $1,219
    4-Hour Charter in Key West
    Boat Tours

    4-Hour Charter in Key West

    Choose a sandbar or reef outing, weather permitting

    Choose a sandbar or reef outing, weather permitting
    5.0 • 4 reviews
    $371/ person
    Key West Sunrise or Sunset Catamaran Charter
    Sailing

    Key West Sunrise or Sunset Catamaran Charter

    Private catamaran sailing for sunrise or sunset ocean views

    Private catamaran sailing for sunrise or sunset ocean views
    5.0 • 4 reviews
    $1,007
    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 • 4 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 • 4 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 • 4 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 • 4 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 • 4 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 • 4 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 • 4 reviews
    $1,855
    Key West Inshore Fishing Charter
    Fishing Charters

    Key West Inshore Fishing Charter

    Fish Key West’s shallow waters with light tackle and local expertise

    Fish Key West’s shallow waters with light tackle and local expertise
    5.0 • 18 reviews
    $1,022& up
    Sandbar Fishing Charter in Key West
    Fishing Charters

    Sandbar Fishing Charter in Key West

    Fish and relax at Florida Keys sandbars with light tackle and live bait

    Fish and relax at Florida Keys sandbars with light tackle and live bait
    5.0 • 18 reviews
    $851& up
    Offshore Tuna Fishing Charter in Key West
    Fishing Charters

    Offshore Tuna Fishing Charter in Key West

    Chase seasonal offshore species with live bait and light tackle

    Chase seasonal offshore species with live bait and light tackle
    5.0 • 18 reviews
    $1,022& up
    Private Sandbar Charter in Key West
    Yacht Charters

    Private Sandbar Charter in Key West

    Private Key West sandbar charter with snorkel gear, drinks, and snacks

    Private Key West sandbar charter with snorkel gear, drinks, and snacks
    4.9 • 384 reviews
    $856
    Private Snorkeling Charter in Key West
    Snorkeling

    Private Snorkeling Charter in Key West

    Build your own 3–3.5 hour private boat charter with snorkeling gear, snacks, and drinks

    Build your own 3–3.5 hour private boat charter with snorkeling gear, snacks, and drinks
    4.9 • 384 reviews
    $922
    Half-Day Private Snorkeling Charter in Key West
    Snorkeling

    Half-Day Private Snorkeling Charter in Key West

    Customize your private Key West water charter with snorkeling gear, drinks, and snacks included

    Customize your private Key West water charter with snorkeling gear, drinks, and snacks included
    4.9 • 384 reviews
    $1,107
    Private Sunset Cruise in Key West
    Boat Tours

    Private Sunset Cruise in Key West

    Sail turquoise waters as Key West’s sunset colors emerge

    Sail turquoise waters as Key West’s sunset colors emerge
    5.0 • 278 reviews
    $477/ boat
    Key West Private Boat Charter with Snorkeling
    Private Boat ChartersUp to 6

    Key West Private Boat Charter with Snorkeling

    Create your perfect four-hour Key West boat charter with snorkeling, dolphins, fishing, or beach time.

    Create your perfect four-hour Key West boat charter with snorkeling, dolphins, fishing, or beach time.
    5.0 • 278 reviews
    $795
    1…131415…25

    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.