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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 385-408 of 842 results
    Private Key West Sailing Charter with Giant Lily Pad Float

    Private Key West Sailing Charter with Giant Lily Pad Float

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

    4.8 • 376 reviews
    $789
    Sail a Private Key West Harbor Sunset Charter

    Sail a Private Key West Harbor Sunset Charter

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

    4.8 • 376 reviews
    $732
    Private 1939 Patton Schooner Day Sail in Key West

    Private 1939 Patton Schooner Day Sail in Key West

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

    4.8 • 376 reviews
    $1,345
    Key West Sunset Snorkel Cruise

    Key West Sunset Snorkel Cruise

    Sail, snorkel and watch the Key West sunset from your private boat

    4.8 • 376 reviews
    $1,129
    Sail Key West Harbor on a 90-Minute Private Charter

    Sail Key West Harbor on a 90-Minute Private Charter

    Private Key West harbor sail with time at the helm

    4.8 • 376 reviews
    $448
    Sunset Sail Charter in Key West

    Sunset Sail Charter in Key West

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

    4.8 • 376 reviews
    $2,474
    Historic Schooner Sail in Key West

    Historic Schooner Sail in Key West

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

    4.8 • 376 reviews
    $85/ person
    Key West Sunset Schooner Cruise

    Key West Sunset Schooner Cruise

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

    4.8 • 376 reviews
    $124/ person
    Private Snorkel, Boca Grande & Sunset Charter in Key West

    Private Snorkel, Boca Grande & Sunset Charter in Key West

    Private 4-hour snorkel and Boca Grande cruise with sunset finish

    5.0 • 26 reviews
    $1,108
    Key West 4-Hour Lunch Cruise & Sandbar Stop

    Key West 4-Hour Lunch Cruise & Sandbar Stop

    Cruise Key West, grab dockside lunch, and cool off at a nearby sandbar

    5.0 • 26 reviews
    $874
    Snorkel & Sunset Cruise in Key West

    Snorkel & Sunset Cruise in Key West

    Private 3–4 hour snorkel charter with two stops and a sunset finish

    5.0 • 26 reviews
    $757
    Private Key West Boat Charter with Tiki Bar & Sandbar Stop

    Private Key West Boat Charter with Tiki Bar & Sandbar Stop

    Private Key West cruise with a Tiki Bar stop and sandbar swim

    5.0 • 26 reviews
    $875
    Private Coral Reef Snorkeling Charter in Key West

    Private Coral Reef Snorkeling Charter in Key West

    Explore two living coral reefs with snorkeling gear included

    5.0 • 26 reviews
    $583
    Key West Snorkeling & Dolphin Watching Charter

    Key West Snorkeling & Dolphin Watching Charter

    Explore a live reef, relax on Boca Grand sandbar, and look for dolphins

    5.0 • 26 reviews
    $933
    Key West Sandbar Private Charter

    Key West Sandbar Private Charter

    Swim, paddle, and relax at a secluded Key West island or sandbar

    5.0 • 26 reviews
    $758
    Key West Sunset Sandbar Charter

    Key West Sunset Sandbar Charter

    Explore a secluded sandbar, paddleboard, and end the day with sunset views

    5.0 • 26 reviews
    $933
    Key West Sunset Sandbar Private Charter

    Key West Sunset Sandbar Private Charter

    Set out for sandbar time, island sightseeing, and sunset views on a private Key West boat trip

    5.0 • 26 reviews
    $1,750
    Private American Shoals Lighthouse Snorkel Tour

    Private American Shoals Lighthouse Snorkel Tour

    Explore shallow coral heads or enjoy lighthouse views from your private boat

    5.0 • 26 reviews
    $470
    Private Snorkel & Sandbar Boat Charter in Cudjoe Key

    Private Snorkel & Sandbar Boat Charter in Cudjoe Key

    Make the day your own, from snorkeling to a sunset cruise

    5.0 • 26 reviews
    $580/ boat
    Private Backcountry Sandbar Boat Tour in Key West

    Private Backcountry Sandbar Boat Tour in Key West

    Cruise to Key West sandbars on a private charter for up to 6 guests

    4.8 • 284 reviews
    $540& up
    Rent a 23' SeaCraft Boat in Key West
    Up to 6

    Rent a 23' SeaCraft Boat in Key West

    Take the helm on a 23 ft SeaCraft—set up for fishing and day cruising

    4.8 • 284 reviews
    $578/ boat
    Double-Decker Pontoon Boat Rental in Key West
    Up to 13

    Double-Decker Pontoon Boat Rental in Key West

    A two-level pontoon with a slide for your time on the water

    4.8 • 284 reviews
    $642/ boat
    Key West Custom Boat Charter for Up to 6

    Key West Custom Boat Charter for Up to 6

    Design a private Key West day on the water with your captain

    4.8 • 284 reviews
    $540& up
    Key West 26' Deck Boat Rental
    Up to 9

    Key West 26' Deck Boat Rental

    Set your own course on a Yamaha-powered Key West deck boat

    4.8 • 284 reviews
    $578/ boat
    1…161718…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