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

    Best results for Water Activities in Sugarloaf Key, FL

    Showing 145-168 of 654 results
    Full-Day Dry Tortugas Spearfishing Charter
    Fishing Charters

    Full-Day Dry Tortugas Spearfishing Charter

    Fish remote reefs beyond Dry Tortugas park boundaries

    Fish remote reefs beyond Dry Tortugas park boundaries
    4.9 • 63 reviews
    $3,497
    Key West Backcountry & Offshore Fishing Charter
    Fishing Charters

    Key West Backcountry & Offshore Fishing Charter

    Target reef or backcountry species with fishing gear and licenses included

    Target reef or backcountry species with fishing gear and licenses included
    5.0 • 19 reviews
    $1,060& up
    Key West Snorkeling & Sandbar Charter
    Snorkeling

    Key West Snorkeling & Sandbar Charter

    Design your Key West day around snorkeling, sandbars, mangroves, and fishing

    Design your Key West day around snorkeling, sandbars, mangroves, and fishing
    5.0 • 19 reviews
    $1,166& up
    Florida Keys Backcountry Nature Cruise
    Boat Tours

    Florida Keys Backcountry Nature Cruise

    Cruise shallow Florida Keys waters for mangrove views, wildlife watching, and optional fishing

    Cruise shallow Florida Keys waters for mangrove views, wildlife watching, and optional fishing
    5.0 • 19 reviews
    $1,060& up
    Key West Private Boat Navigation Charter
    Fishing Charters

    Key West Private Boat Navigation Charter

    Learn Key West waterways from a local captain aboard your own boat

    Learn Key West waterways from a local captain aboard your own boat
    5.0 • 19 reviews
    $530& up
    Stock Island Private Boat Charter
    Yacht Charters

    Stock Island Private Boat Charter

    Create a private day on the water tailored to your interests

    Create a private day on the water tailored to your interests
    4.9 • 137 reviews
    $742& up
    Private Sandbar Charter in Stock Island
    Boat Tours

    Private Sandbar Charter in Stock Island

    Plan your own day of sandbars, beaches and calm-water cruising

    Plan your own day of sandbars, beaches and calm-water cruising
    4.9 • 137 reviews
    $636& up
    Key West Sandbar Charter
    Boat Tours

    Key West Sandbar Charter

    Explore Key West sandbars with music, snorkeling, and time on the water

    Explore Key West sandbars with music, snorkeling, and time on the water
    5.0 • 46 reviews
    $742& up
    Private eFoil Charter in Stock Island
    Flyboarding

    Private eFoil Charter in Stock Island

    Ride eFoils with an instructor, then unwind at a sandbar or snorkel a reef

    Ride eFoils with an instructor, then unwind at a sandbar or snorkel a reef
    $954& up
    Private Sandbar Charter in Key West
    Yacht Charters

    Private Sandbar Charter in Key West

    Private Key West sandbar charter with snorkel gear, drinks, and snacks

    Private Key West sandbar charter with snorkel gear, drinks, and snacks
    4.9 • 384 reviews
    $856
    Private Snorkeling Charter in Key West
    Snorkeling

    Private Snorkeling Charter in Key West

    Build your own 3–3.5 hour private boat charter with snorkeling gear, snacks, and drinks

    Build your own 3–3.5 hour private boat charter with snorkeling gear, snacks, and drinks
    4.9 • 384 reviews
    $922
    Half-Day Private Snorkeling Charter in Key West
    Snorkeling

    Half-Day Private Snorkeling Charter in Key West

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

    Customize your private Key West water charter with snorkeling gear, drinks, and snacks included
    4.9 • 384 reviews
    $1,107
    Key West Inshore Fishing Charter
    Fishing Charters

    Key West Inshore Fishing Charter

    Fish Key West’s shallow waters with light tackle and local expertise

    Fish Key West’s shallow waters with light tackle and local expertise
    5.0 • 18 reviews
    $1,022& up
    Sandbar Fishing Charter in Key West
    Fishing Charters

    Sandbar Fishing Charter in Key West

    Fish and relax at Florida Keys sandbars with light tackle and live bait

    Fish and relax at Florida Keys sandbars with light tackle and live bait
    5.0 • 18 reviews
    $851& up
    Offshore Tuna Fishing Charter in Key West
    Fishing Charters

    Offshore Tuna Fishing Charter in Key West

    Chase seasonal offshore species with live bait and light tackle

    Chase seasonal offshore species with live bait and light tackle
    5.0 • 18 reviews
    $1,022& up
    Key West Sunset Sail
    Sailing

    Key West Sunset Sail

    Sail past Key West landmarks and relax on a private catamaran cruise at sunset

    Sail past Key West landmarks and relax on a private catamaran cruise at sunset
    5.0 • 26 reviews
    $907
    Key West Private Boat Charter
    Boat Tours

    Key West Private Boat Charter

    Swim, snorkel, or relax on a private Key West boat

    Swim, snorkel, or relax on a private Key West boat
    $429& up
    Key West 3-Hour Boat Charter
    Yacht Charters

    Key West 3-Hour Boat Charter

    Speed across Key West waters for sandbars, swings and wildlife watching

    Speed across Key West waters for sandbars, swings and wildlife watching
    $1,375
    Key West Naturist Charter
    Yacht Charters

    Key West Naturist Charter

    Private sandbar charter with dolphin and turtle watching

    Private sandbar charter with dolphin and turtle watching
    5.0 • 4 reviews
    $1,219
    Cruise Key West Sandbar Or Reef Shared Charter
    Boat Tours

    Cruise Key West Sandbar Or Reef Shared Charter

    4-hour Key West shared charter to the sandbar or reef with snacks and water

    4-hour Key West shared charter to the sandbar or reef with snacks and water
    $398/ person
    Key West Private Half-Day Sail
    Sailing

    Key West Private Half-Day Sail

    Sail Key West waters your way with snorkeling, kayaking, fishing, and time to unwind

    Sail Key West waters your way with snorkeling, kayaking, fishing, and time to unwind
    5.0 • 26 reviews
    $1,134& up
    Key West Full-Day Private Sailing Charter
    Sailing

    Key West Full-Day Private Sailing Charter

    Sail beyond Key West for snorkeling, kayaking, fishing and lunch

    Sail beyond Key West for snorkeling, kayaking, fishing and lunch
    5.0 • 26 reviews
    $1,815& up
    Key West Sandbar Private Charter
    Yacht Charters

    Key West Sandbar Private Charter

    Ride a 60-knot Freeman for sandbars and wildlife watching

    Ride a 60-knot Freeman for sandbars and wildlife watching
    $2,329
    Sandbar Charter in Key West
    Yacht Charters

    Sandbar Charter in Key West

    Reach sandbars quickly on a private Freeman charter

    Reach sandbars quickly on a private Freeman charter
    $2,965
    1…678…28

    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.