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

    Best results for Water Activities in Cudjoe Key, FL

    Showing 577-592 of 592 results
    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
    Discover Scuba Resort Course in Key West
    Scuba Diving

    Discover Scuba Resort Course in Key West

    Learn scuba basics and make two guided reef dives in one day

    Learn scuba basics and make two guided reef dives in one day
    4.6 • 303 reviews
    $284/ person
    Key West 1.5-Hour Classic Day Sailing Cruise
    Sailing

    Key West 1.5-Hour Classic Day Sailing Cruise

    Sail Key West on Schooner America 2.0 with complimentary soft drinks

    Sail Key West on Schooner America 2.0 with complimentary soft drinks
    4.9 • 593 reviews
    Contact for pricing
    Sail Key West on a 2-Hour Champagne Sunset Cruise
    Sailing

    Sail Key West on a 2-Hour Champagne Sunset Cruise

    Sail into the Key West sunset with drinks and hors d'oeuvres included

    Sail into the Key West sunset with drinks and hors d'oeuvres included
    4.9 • 593 reviews
    $123/ person
    Private Historic Schooner Sail in Key West
    Sailing

    Private Historic Schooner Sail in Key West

    Sail a 1939 wooden schooner and take a turn at the helm

    Sail a 1939 wooden schooner and take a turn at the helm
    4.8 • 377 reviews
    $1,345
    Key West Sunset Schooner Cruise
    Sailing

    Key West Sunset Schooner Cruise

    Sail a 1930 schooner into the Key West sunset

    Sail a 1930 schooner into the Key West sunset
    4.8 • 377 reviews
    $124/ person
    Sunset Sail Charter in Key West
    Sailing

    Sunset Sail Charter in Key West

    Sail Key West aboard a 1939 wooden schooner with captain and crew

    Sail Key West aboard a 1939 wooden schooner with captain and crew
    4.8 • 377 reviews
    $2,474
    Lower Keys Guided Mangrove Paddle & Key Deer Tour
    Kayaking Tours

    Lower Keys Guided Mangrove Paddle & Key Deer Tour

    Paddle mangrove tunnels, enjoy a picnic, and look for Key Deer

    Paddle mangrove tunnels, enjoy a picnic, and look for Key Deer
    $192/ person
    Key West Backcountry Fishing Charter
    Fishing Charters

    Key West Backcountry Fishing Charter

    Fish Key West’s shallow backcountry waters from a stable, low-draft boat

    Fish Key West’s shallow backcountry waters from a stable, low-draft boat
    5.0 • 168 reviews
    $742& up
    4-Hour Key West Sandbar & Snorkel Boat Charter
    Boat Tours

    4-Hour Key West Sandbar & Snorkel Boat Charter

    Customize your Downtime on a tritoon charter for just 6 guests

    Customize your Downtime on a tritoon charter for just 6 guests
    5.0 • 1 reviews
    $158/ person
    Private Guided Sandbar Trip in Key West
    Private Boat ChartersUp to 10

    Private Guided Sandbar Trip in Key West

    Swim and snorkel at Key West sandbars with a licensed captain and included gear

    Swim and snorkel at Key West sandbars with a licensed captain and included gear
    5.0 • 3 reviews
    $597& up
    Captained Sandbar Boat Rental in Key West
    Boat RentalsUp to 10

    Captained Sandbar Boat Rental in Key West

    Cruise Key West sandbars with a local captain; includes snorkel gear, floats, and room for up to 10

    Cruise Key West sandbars with a local captain; includes snorkel gear, floats, and room for up to 10
    5.0 • 3 reviews
    $851
    21' SeaChaser Boat Rental in Marathon
    Boat RentalsUp to 7

    21' SeaChaser Boat Rental in Marathon

    Fish, dive, and explore the Florida Keys with onboard navigation and water access

    Fish, dive, and explore the Florida Keys with onboard navigation and water access
    3.7 • 120 reviews
    $965/ boat
    Marathon 24' Boston Whaler Boat Rental
    Boat RentalsUp to 8

    Marathon 24' Boston Whaler Boat Rental

    Twin-engine power, fishing features, and free delivery for your time on the water

    Twin-engine power, fishing features, and free delivery for your time on the water
    3.7 • 120 reviews
    $1,816/ boat
    25' Boat Rental in Marathon
    Boat RentalsUp to 8

    25' Boat Rental in Marathon

    Cruise, fish, snorkel, or dive with easy water access

    Cruise, fish, snorkel, or dive with easy water access
    3.7 • 120 reviews
    $1,362/ boat
    27' Boat Rental in Marathon
    Boat Rentals

    27' Boat Rental in Marathon

    Offshore-ready weekly boat rental with twin Yamaha power

    Offshore-ready weekly boat rental with twin Yamaha power
    3.7 • 120 reviews
    $2,270/ boat
    1…2122232425

    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.