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

    Best results for Water Activities in Sugarloaf Key, FL

    Showing 601-624 of 654 results
    Private Charter or Rental in San Jose
    Boat Rentals

    Private Charter or Rental in San Jose

    Customize a private outing for up to 9 people

    Customize a private outing for up to 9 people
    5.0 • 29 reviews
    $850& up
    3-Hour Charter in San Jose
    Yacht Charters

    3-Hour Charter in San Jose

    Shape a private boat outing around your group's interests

    Shape a private boat outing around your group's interests
    5.0 • 29 reviews
    $737
    20' Boat Rental in Key West
    Boat RentalsUp to 5

    20' Boat Rental in Key West

    Chart your own Key West day aboard a 20-foot Sea Fox Viper

    Chart your own Key West day aboard a 20-foot Sea Fox Viper
    4.7 • 21 reviews
    $397/ boat
    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
    6-Hour Wakeboarding & Tubing Charter in Key West
    Water Skiing

    6-Hour Wakeboarding & Tubing Charter in Key West

    Plan a private day on the water with wakeboarding, tubing, and room to relax

    Plan a private day on the water with wakeboarding, tubing, and room to relax
    $1,006
    4-Hour Wakeboarding & Tubing Charter in Key West
    Tubing

    4-Hour Wakeboarding & Tubing Charter in Key West

    Set your own pace on a private Key West boat day with wakeboarding and tubing

    Set your own pace on a private Key West boat day with wakeboarding and tubing
    $794
    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 • 1K reviews
    $1,305
    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 Sandbar Boat Cruise
    Boat Tours

    2-Hour Sandbar Boat Cruise

    Cruise to JewFish Basin Sandbar or Mud Keys for a 2-hour hangout

    Cruise to JewFish Basin Sandbar or Mud Keys for a 2-hour hangout
    5.0 • 183 reviews
    $462
    Cruise Key West Backcountry Sandbars
    Boat Tours

    Cruise Key West Backcountry Sandbars

    Key West sandbar cruise for up to 6 guests with captain and drinks included

    Key West sandbar cruise for up to 6 guests with captain and drinks included
    5.0 • 183 reviews
    $488
    Key West 2-Hour Sandbar Charter
    Boat Tours

    Key West 2-Hour Sandbar Charter

    Cruise to a backcountry sandbar with a captain, cooler, and floats

    Cruise to a backcountry sandbar with a captain, cooler, and floats
    5.0 • 183 reviews
    $510
    2-Hour Key West Seaport Cruise
    Boat Tours

    2-Hour Key West Seaport Cruise

    Cruise Key West’s seaport by tiki boat with captain-guided local stories

    Cruise Key West’s seaport by tiki boat with captain-guided local stories
    4.9 • 192 reviews
    $94/ 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 • 51 reviews
    $48/ person
    6-Hour Private Charter in Key West
    Yacht Charters

    6-Hour Private Charter in Key West

    Customize your day on Key West’s waters with snorkeling, fishing, or island exploring

    Customize your day on Key West’s waters with snorkeling, fishing, or island exploring
    5.0 • 199 reviews
    $965
    4-Hour Private Charter in Key West
    Yacht Charters

    4-Hour Private Charter in Key West

    Customize your time on the water with snorkeling, fishing, island stops, or a sunset cruise

    Customize your time on the water with snorkeling, fishing, island stops, or a sunset cruise
    5.0 • 199 reviews
    $738
    3-Hour Private Charter in Key West
    Boat Tours

    3-Hour Private Charter in Key West

    Customize a private boat outing with snorkeling, fishing, island stops, and sunset cruising

    Customize a private boat outing with snorkeling, fishing, island stops, and sunset cruising
    5.0 • 199 reviews
    $624
    Key West Sunset Charter
    Yacht Charters

    Key West Sunset Charter

    Cruise the Historic Seaport as the sun sets

    Cruise the Historic Seaport as the sun sets
    5.0 • 34 reviews
    $448
    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 • 782 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
    Key West Sunset Snapper Fishing Trip
    Fishing Charters

    Key West Sunset Snapper Fishing Trip

    Fish for snapper as twilight settles over Key West waters

    Fish for snapper as twilight settles over Key West waters
    5.0 • 841 reviews
    $77/ person
    Men's Sailing Cruise in Key West
    Sailing

    Men's Sailing Cruise in Key West

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

    A clothing-optional all-male sailing trip with snorkeling, sandbar, or kayaking
    4.9 • 414 reviews
    $146/ person
    Kayak, Guided Snorkel & Morning Sail in Key West
    Snorkeling

    Kayak, Guided Snorkel & Morning Sail in Key West

    Paddle the mangroves and snorkel with a small group in the Key West National Wildlife Refuge

    Paddle the mangroves and snorkel with a small group in the Key West National Wildlife Refuge
    5.0 • 1.7K reviews
    $154/ person
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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.