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

    Best results for Water Activities in Big Pine Key, FL

    Showing 337-360 of 697 results
    4-Hour Private Boat Charter in Key West Backcountry
    Yacht Charters

    4-Hour Private Boat Charter in Key West Backcountry

    Customize a 4-hour private tri-toon cruise with a licensed captain in Key West’s backcountry

    Customize a 4-hour private tri-toon cruise with a licensed captain in Key West’s backcountry
    4.8 • 996 reviews
    $523
    Cruise Key West on a Private 8-Hour Boat Charter
    Yacht Charters

    Cruise Key West on a Private 8-Hour Boat Charter

    Customize your Key West backcountry day on a captained tri-toon with a swim deck

    Customize your Key West backcountry day on a captained tri-toon with a swim deck
    4.8 • 996 reviews
    $1,161
    6-Hour Private Boat Charter in Key West
    Boat RentalsUp to 10

    6-Hour Private Boat Charter in Key West

    Customize a 6-hour captained Manitou tri-toon cruise for up to 10 in Key West

    Customize a 6-hour captained Manitou tri-toon cruise for up to 10 in Key West
    4.8 • 996 reviews
    $784
    Guided Sunset Jet Ski Tour in Key West
    Jet Skiing

    Guided Sunset Jet Ski Tour in Key West

    Ride a small-group jet ski at sunset and escape the Mallory Square crowds

    Ride a small-group jet ski at sunset and escape the Mallory Square crowds
    4.8 • 996 reviews
    $197
    Guided 1.5-Hour Jet Ski Tour in Key West
    Jet Skiing

    Guided 1.5-Hour Jet Ski Tour in Key West

    Ride a jet ski around Key West with scenic stops along the way

    Ride a jet ski around Key West with scenic stops along the way
    4.8 • 996 reviews
    $209
    Guided 2-Hour Paddleboard Eco Tour in Key West
    Paddleboarding

    Guided 2-Hour Paddleboard Eco Tour in Key West

    Paddle through Key West mangroves with a guide on this 2-hour eco tour

    Paddle through Key West mangroves with a guide on this 2-hour eco tour
    4.8 • 996 reviews
    $70/ person
    Self-Guided Paddleboard Rental in Key West, 2-Hour
    Paddleboarding

    Self-Guided Paddleboard Rental in Key West, 2-Hour

    Paddle at your own pace with a 2-hour self-guided paddleboard rental

    Paddle at your own pace with a 2-hour self-guided paddleboard rental
    4.8 • 996 reviews
    $46/ person
    Ride a Jet Ski on a 1-Hour Freestyle Tour in Key West
    Jet Skiing

    Ride a Jet Ski on a 1-Hour Freestyle Tour in Key West

    Pilot a jet ski in a supervised open-water area, ideal for beginners

    Pilot a jet ski in a supervised open-water area, ideal for beginners
    4.8 • 996 reviews
    $197/ jet ski
    Key West Adults-Only Sandbar Cruise
    Boat Tours

    Key West Adults-Only Sandbar Cruise

    An adults-only sandbar outing with lunch, drinks and water toys

    An adults-only sandbar outing with lunch, drinks and water toys
    4.9 • 968 reviews
    $169/ person
    4-Hour Key West Sandbar Cruise
    Boat Tours

    4-Hour Key West Sandbar Cruise

    Paddle, float, and relax at Snipes Key Sandbar with lunch and drinks included

    Paddle, float, and relax at Snipes Key Sandbar with lunch and drinks included
    4.9 • 968 reviews
    $156/ person
    Key West Sandbar & Sunset Cruise
    Boat Tours

    Key West Sandbar & Sunset Cruise

    Lunch, water activities, and a sunset cruise in one Key West afternoon

    Lunch, water activities, and a sunset cruise in one Key West afternoon
    4.9 • 968 reviews
    $162/ person
    Private Sunset Cruise in Key West
    Yacht Charters

    Private Sunset Cruise in Key West

    Design a Key West charter around your group’s occasion

    Design a Key West charter around your group’s occasion
    4.9 • 968 reviews
    $3,519& up
    Private Boat Charter in Key West
    Yacht Charters

    Private Boat Charter in Key West

    Customize a private day on the water with lunch, drinks and watersports

    Customize a private day on the water with lunch, drinks and watersports
    4.9 • 968 reviews
    $3,519/ boat
    Private Snorkeling Charter in Key West
    Snorkeling

    Private Snorkeling Charter in Key West

    Learn to snorkel with an experienced captain in the Florida Keys

    Learn to snorkel with an experienced captain in the Florida Keys
    5.0 • 9 reviews
    $583& up
    2-Hour Key West Island & Harbor Cruise
    Boat Tours

    2-Hour Key West Island & Harbor Cruise

    See Key West sights and local history from the water without getting wet

    See Key West sights and local history from the water without getting wet
    5.0 • 9 reviews
    $424
    Private Sandbar Charter in Key West
    Yacht Charters

    Private Sandbar Charter in Key West

    Reach Key West sandbars for soft white sand and clear water

    Reach Key West sandbars for soft white sand and clear water
    5.0 • 9 reviews
    $636& up
    Lobstering & Spearfishing Charter
    Private Fishing Charters

    Lobstering & Spearfishing Charter

    Catch lobster by hand with 3–8 hour charter options for up to 6 people

    Catch lobster by hand with 3–8 hour charter options for up to 6 people
    5.0 • 6 reviews
    $507& up
    Key West Fishing & Snorkeling Charter
    Fishing Charters

    Key West Fishing & Snorkeling Charter

    Pair reef exploration with fishing, lobstering, and sandbar time

    Pair reef exploration with fishing, lobstering, and sandbar time
    5.0 • 6 reviews
    $507& up
    Marquesas Keys Charter From Key West
    Yacht Charters

    Marquesas Keys Charter From Key West

    Explore remote islands, patch corals, and shipwrecks by charter

    Explore remote islands, patch corals, and shipwrecks by charter
    5.0 • 6 reviews
    $1,129& up
    Key West Sandbar & Snorkel Charter
    Snorkeling

    Key West Sandbar & Snorkel Charter

    Explore Florida Keys sandbars and mangrove mazes by boat

    Explore Florida Keys sandbars and mangrove mazes by boat
    5.0 • 6 reviews
    $337& up
    Key West Offshore Fishing Charter
    Fishing Charters

    Key West Offshore Fishing Charter

    Light-Tackle Reef and Wreck Fishing for Families and Beginners

    Light-Tackle Reef and Wreck Fishing for Families and Beginners
    5.0 • 6 reviews
    $678& up
    4-Hour Private Fishing Charter in Key West
    Private Fishing Charters

    4-Hour Private Fishing Charter in Key West

    Fish or relax on a private 4-hour charter with a local captain

    Fish or relax on a private 4-hour charter with a local captain
    5.0 • 2 reviews
    $954
    6-Hour Private Fishing Charter in Key West
    Private Fishing Charters

    6-Hour Private Fishing Charter in Key West

    Private 6-hour fishing charter for up to 4 anglers

    Private 6-hour fishing charter for up to 4 anglers
    5.0 • 2 reviews
    $1,113
    8-Hour Private Fishing Charter in Key West
    Private Fishing Charters

    8-Hour Private Fishing Charter in Key West

    Spend 8 hours on the water with a private captain and gear for up to 4 anglers

    Spend 8 hours on the water with a private captain and gear for up to 4 anglers
    5.0 • 2 reviews
    $1,272
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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.