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

    Best results for Water Activities in Big Pine Key, FL

    Showing 649-672 of 685 results
    Historic Harbor Cruise in Key West
    Boat Tours

    Historic Harbor Cruise in Key West

    Cruise Key West’s waterfront with local history narrated by a licensed captain

    Cruise Key West’s waterfront with local history narrated by a licensed captain
    5.0 • 69 reviews
    $1,055
    Sandbar & Sunset Cruise in Key West
    Boat Tours

    Sandbar & Sunset Cruise in Key West

    Private 5-hour sandbar and sunset cruise with snorkel gear and music

    Private 5-hour sandbar and sunset cruise with snorkel gear and music
    5.0 • 51 reviews
    $795
    5-Hour Key West Sandbar & Snorkel Private Charter
    Snorkeling

    5-Hour Key West Sandbar & Snorkel Private Charter

    Snorkel the reef, then cruise to a remote Key West sandbar

    Snorkel the reef, then cruise to a remote Key West sandbar
    5.0 • 51 reviews
    $795
    Snorkel & Sunset Cruise In Key West
    Snorkeling

    Snorkel & Sunset Cruise In Key West

    Private 5-hour snorkel and sunset cruise for all ages

    Private 5-hour snorkel and sunset cruise for all ages
    5.0 • 51 reviews
    $795
    Cruise Dry Tortugas On A Private Charter From Key West
    Yacht Charters

    Cruise Dry Tortugas On A Private Charter From Key West

    Private Dry Tortugas charter with breakfast, picnic lunch, and snacks included

    Private Dry Tortugas charter with breakfast, picnic lunch, and snacks included
    5.0 • 51 reviews
    $3,859
    Key West 4-Hour Private Sandbar Charter
    Boat Tours

    Key West 4-Hour Private Sandbar Charter

    Private access to Key West sandbars, beaches, and mangroves

    Private access to Key West sandbars, beaches, and mangroves
    5.0 • 51 reviews
    $681
    5-Hour Key West Sandbar Charter
    Boat Tours

    5-Hour Key West Sandbar Charter

    Private boat time for sandbars, mangroves, and beach picnics

    Private boat time for sandbars, mangroves, and beach picnics
    5.0 • 51 reviews
    $795
    6-Hour Sandbar Charter in Key West
    Yacht Charters

    6-Hour Sandbar Charter in Key West

    Explore secluded sandbars, mangroves, and private beaches by boat

    Explore secluded sandbars, mangroves, and private beaches by boat
    5.0 • 51 reviews
    $908
    4-Hour Snorkel Charter in Key West
    Snorkeling

    4-Hour Snorkel Charter in Key West

    Reef or sandbar snorkeling with your private group

    Reef or sandbar snorkeling with your private group
    5.0 • 51 reviews
    $681
    8-Hour Key West Sandbar Charter
    Yacht Charters

    8-Hour Key West Sandbar Charter

    Build a flexible day of sandbars, mangroves, and island stops

    Build a flexible day of sandbars, mangroves, and island stops
    5.0 • 76 reviews
    $1,272
    Private Reef Snorkeling Charter in Key West
    Snorkeling

    Private Reef Snorkeling Charter in Key West

    Sail to a Key West reef aboard a private 60-foot schooner

    Sail to a Key West reef aboard a private 60-foot schooner
    $1,362
    Sunset Fishing Charter in Key West
    Fishing Charters

    Sunset Fishing Charter in Key West

    Fish Key West’s evening bite for snapper and grouper under the stars

    Fish Key West’s evening bite for snapper and grouper under the stars
    4.8 • 991 reviews
    $1,305
    8-Hour Private Fishing Charter in Key West
    Fishing Charters

    8-Hour Private Fishing Charter in Key West

    Spend 8 hours on a private Key West fishing charter tailored to your target species

    Spend 8 hours on a private Key West fishing charter tailored to your target species
    5.0 • 96 reviews
    $1,590
    10-Hour Private Fishing Charter in Key West
    Fishing Charters

    10-Hour Private Fishing Charter in Key West

    Fish for a full day on a private 10-hour Key West charter

    Fish for a full day on a private 10-hour Key West charter
    5.0 • 96 reviews
    $1,802
    6-Hour Shared Fishing Charter in Key West
    Fishing Charters

    6-Hour Shared Fishing Charter in Key West

    A social fishing trip with extra time on the water

    A social fishing trip with extra time on the water
    5.0 • 96 reviews
    $292/ person
    4-Hour Fishing Charter in Key West
    Fishing Charters

    4-Hour Fishing Charter in Key West

    Share a social fishing trip with gear, bait and licenses included

    Share a social fishing trip with gear, bait and licenses included
    5.0 • 96 reviews
    $265/ person
    Key West Private 3-Hour Bottom Fishing Charter
    Fishing Charters

    Key West Private 3-Hour Bottom Fishing Charter

    Private inshore fishing with captain guidance tailored to your group

    Private inshore fishing with captain guidance tailored to your group
    5.0 • 96 reviews
    $848
    6-Hour Fishing Charter in Key West
    Fishing Charters

    6-Hour Fishing Charter in Key West

    Flexible fishing from offshore waters to the reef

    Flexible fishing from offshore waters to the reef
    5.0 • 96 reviews
    $1,378
    Private Fishing Charter in Key West
    Fishing Charters

    Private Fishing Charter in Key West

    Set your own fishing pace with a private captain

    Set your own fishing pace with a private captain
    5.0 • 96 reviews
    $1,060
    Night Fishing Party Boat Trip in Key West
    Fishing Charters

    Night Fishing Party Boat Trip in Key West

    Fish Key West at night on a 5.5-hour party boat trip

    Fish Key West at night on a 5.5-hour party boat trip
    4.8 • 1.7K reviews
    $89/ person
    2-Hour Beginner Sailing Lesson in Key West
    Sailing

    2-Hour Beginner Sailing Lesson in Key West

    Learn sailing fundamentals aboard Hobie Wave catamarans

    Learn sailing fundamentals aboard Hobie Wave catamarans
    4.9 • 49 reviews
    $48/ person
    Key West Jet Ski Tour: 26-Mile Island Circle
    Jet Skiing

    Key West Jet Ski Tour: 26-Mile Island Circle

    Circle Key West in 90 minutes on a thrilling 26-mile guided jet ski ride.

    Circle Key West in 90 minutes on a thrilling 26-mile guided jet ski ride.
    4.8 • 777 reviews
    $170
    Full-Day Backcountry Fishing Charter in Key West
    Fishing Charters

    Full-Day Backcountry Fishing Charter in Key West

    Spend 8 hours fishing deeper into Key West’s backcountry waters

    Spend 8 hours fishing deeper into Key West’s backcountry waters
    5.0 • 59 reviews
    $1,166
    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
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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.