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

    Best results for Water Activities in Cudjoe Key, FL

    Showing 145-168 of 618 results
    Key West Captain's Choice Fishing Charter
    Fishing Charters

    Key West Captain's Choice Fishing Charter

    Fish hidden Key West backwaters with a captain-led plan

    Fish hidden Key West backwaters with a captain-led plan
    $1,325
    Key West Shallow Reef Snorkeling Charter
    Snorkeling

    Key West Shallow Reef Snorkeling Charter

    Private snorkeling tailored to your day in Key West’s shallow waters

    Private snorkeling tailored to your day in Key West’s shallow waters
    4.9 • 133 reviews
    $742& up
    Snorkeling Charter in Key West
    Snorkeling

    Snorkeling Charter in Key West

    Explore a coral reef just 7 miles from Key West by private boat

    Explore a coral reef just 7 miles from Key West by private boat
    5.0 • 46 reviews
    $742& up
    Stock Island Inshore Fishing Charter
    Fishing Charters

    Stock Island Inshore Fishing Charter

    Cast for reef and wreck fish with guidance for every skill level

    Cast for reef and wreck fish with guidance for every skill level
    5.0 • 273 reviews
    $795& up
    Key West Sunset Charter
    Boat Tours

    Key West Sunset Charter

    Explore a sandbar, watch for dolphins, and cruise into the Key West sunset

    Explore a sandbar, watch for dolphins, and cruise into the Key West sunset
    5.0 • 273 reviews
    $583
    Dry Tortugas Snorkeling Charter From Key West
    Snorkeling

    Dry Tortugas Snorkeling Charter From Key West

    Cruise to Fort Jefferson, shipwreck snorkeling, and Loggerhead Key

    Cruise to Fort Jefferson, shipwreck snorkeling, and Loggerhead Key
    4.9 • 62 reviews
    $635/ person
    Spearfishing Charter in Key West
    Fishing Charters

    Spearfishing Charter in Key West

    Free-dive or scuba dive, with seasonal lobstering included

    Free-dive or scuba dive, with seasonal lobstering included
    4.9 • 62 reviews
    $1,483& up
    Private Dry Tortugas Charter From Key West
    Boat Tours

    Private Dry Tortugas Charter From Key West

    Explore Fort Jefferson, shipwreck snorkeling, and Loggerhead Key by private boat

    Explore Fort Jefferson, shipwreck snorkeling, and Loggerhead Key by private boat
    4.9 • 62 reviews
    $2,755
    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 • 62 reviews
    $3,497
    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 • 133 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 • 133 reviews
    $636& 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
    4.8 • 357 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
    4.8 • 357 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
    4.8 • 357 reviews
    $1,107
    Fishing Charter on a 39' Yellowfin in Key West
    Fishing Charters

    Fishing Charter on a 39' Yellowfin in Key West

    Reef, offshore, and island adventures aboard a private Yellowfin charter

    Reef, offshore, and island adventures aboard a private Yellowfin charter
    4.5 • 1.7K reviews
    $1,006& up
    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 • 19 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 • 19 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 • 19 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 • 23 reviews
    $907
    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 • 1 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 • 23 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 • 23 reviews
    $1,815& up
    1…678…26

    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.