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  • 13 Stunning Beaches in Florida With Clear Water You Need to Visit
  • Best results for

    Water Activities in Key West, FL

    Showing 145-168 of 842 results
    Private Key West Sunset Sailing Charter

    Private Key West Sunset Sailing Charter

    Private 2-hour sunset sail for up to 30, with wine, beer, and hors d'oeuvres included

    4.9 • 5.9K reviews
    $3,500
    Private Spearfishing Charter in Key West

    Private Spearfishing Charter in Key West

    Hunt reef fish alongside a professional divemaster and refine your underwater skills.

    4.9 • 330 reviews
    $1,113
    Key West Private Sailing Charter

    Key West Private Sailing Charter

    Sail, snorkel, and seek sandbars aboard a private catamaran

    4.9 • 635 reviews
    $1,470& up
    Key West Patch Reef Fishing Charter

    Key West Patch Reef Fishing Charter

    Private light-tackle fishing aboard a 30-foot Jeanneau with a licensed captain

    5.0 • 74 reviews
    $1,479& up
    Shared Party Boat Fishing Charter in Key West

    Shared Party Boat Fishing Charter in Key West

    Split a 4-hour party fishing charter with up to 14 people

    4.9 • 287 reviews
    $101/ person
    Dolphin Watch & Backcountry Snorkel Tour in Key West

    Dolphin Watch & Backcountry Snorkel Tour in Key West

    Dolphin watch and backcountry snorkel with complimentary drinks

    4.9 • 12.7K reviews
    $73/ person
    Key West Full-Day Snorkel & Sandbar Charter

    Key West Full-Day Snorkel & Sandbar Charter

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

    5.0 • 59 reviews
    $1,362
    Small-Group Dry Tortugas Boat Tour

    Small-Group Dry Tortugas Boat Tour

    Discover Fort Jefferson and Dry Tortugas waters by captained boat

    5.0 • 55 reviews
    $793/ person
    22' Tritoon Boat Rental in Cudjoe Key
    Up to 12

    22' Tritoon Boat Rental in Cudjoe Key

    GPS-guided Tri Toon cruising with delivery to eligible properties

    5.0 • 58 reviews
    $624/ boat
    Men's Sailing Cruise in Key West

    Men's Sailing Cruise in Key West

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

    4.9 • 421 reviews
    $146/ person
    Private Sandbar Boat Charter in Key West
    Up to 6

    Private Sandbar Boat Charter in Key West

    Private Key West sandbar charter for up to 6 guests on a 25 ft tritoon

    5.0 • 54 reviews
    $568& up
    Half-Day Private Snorkeling Charter in Key West

    Half-Day Private Snorkeling Charter in Key West

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

    4.9 • 384 reviews
    $1,020
    Sandbar, Snorkel & Sunset Schooner Sail in Key West

    Sandbar, Snorkel & Sunset Schooner Sail in Key West

    Relax on a schooner with snorkeling, sandbar time, snacks, and drinks

    4.9 • 5.9K reviews
    $132/ person
    Private 10-Hour Dry Tortugas Snorkel & Dive Charter

    Private 10-Hour Dry Tortugas Snorkel & Dive Charter

    Ride in comfort on the gyro-stabilized Park Shark to Dry Tortugas

    4.9 • 330 reviews
    $3,971
    Key West Private Day Sailing Charter

    Key West Private Day Sailing Charter

    Private Key West sailing with snorkeling, sandbars, and dolphin searches

    4.9 • 635 reviews
    $1,356& up
    Private Bachelor & Bachelorette Sandbar Charter in Key West

    Private Bachelor & Bachelorette Sandbar Charter in Key West

    Build a private Key West celebration around your group's ideal day on the water

    5.0 • 74 reviews
    $1,479& up
    Shared 3/4-Day Fishing Charter in Key West

    Shared 3/4-Day Fishing Charter in Key West

    Share a captain-led fishing trip tailored to the day’s bite

    4.9 • 287 reviews
    $292/ person
    2-Stop Coral Reef Snorkel Trip in Key West

    2-Stop Coral Reef Snorkel Trip in Key West

    Snorkel two reef sites on a fast catamaran with drinks after the swim

    4.9 • 12.7K reviews
    $73/ person
    Key West Reef Snorkeling Charter

    Key West Reef Snorkeling Charter

    Snorkel coral reefs and relax at a Key West sandbar

    5.0 • 59 reviews
    $169/ person
    Dry Tortugas Private Boat Charter From Key West

    Dry Tortugas Private Boat Charter From Key West

    Ride a private charter to Dry Tortugas with a licensed captain

    5.0 • 55 reviews
    $2,836
    20' Deck Boat Rental in Cudjoe Key
    Up to 10

    20' Deck Boat Rental in Cudjoe Key

    Cruise local waters with GPS guidance and convenient delivery

    5.0 • 58 reviews
    $568/ boat
    2-Hour Key West Swim Stop Cruise

    2-Hour Key West Swim Stop Cruise

    Cruise to a Gulf swim stop on a tiki boat

    4.9 • 192 reviews
    $85/ person
    Cruise to the Key West Sandbar on a Private Charter
    Up to 12

    Cruise to the Key West Sandbar on a Private Charter

    Private 25 ft tritoon sandbar charter for up to 12 guests

    5.0 • 54 reviews
    $795& up
    3-Hour Morning Snorkel Cruise in Key West

    3-Hour Morning Snorkel Cruise in Key West

    Morning catamaran snorkel trip with gear and drinks

    4.9 • 12.7K reviews
    $46/ person
    1…678…36
    Key West Things To Do
    Fishing Charters199Boat Tours170Yacht Charters99Snorkeling87Sailing81
    More
    • Boat Rentals68
    • Scuba Diving58
    • Car Rentals48
    • Sunrise and Sunset Tours39
    • Bike Rentals34
    • Private Fishing Charters25
    • Dolphin Watching24

    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.

    Kayaking Tours
    15
  • Jet Skiing14
  • Scooter Rentals12
  • Ghost and Haunted9
  • Scavenger Hunts8
  • Scenic Flights7
  • Bar and Pub Crawl6
  • Dinner Cruises6
  • Parasailing6
  • Private Boat Charters6
  • Helicopter Tours5
  • Historical Tours5
  • Bike Tours4