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

    Best results for Water Activities in Cudjoe Key, FL

    Showing 289-312 of 604 results
    Cruise a Sandbar for 5 Hours on a Boston Whaler
    Boat Tours

    Cruise a Sandbar for 5 Hours on a Boston Whaler

    Spend 5 hours hanging out at a sandbar with a captain and gear for up to 6 guests

    Spend 5 hours hanging out at a sandbar with a captain and gear for up to 6 guests
    5.0 • 181 reviews
    $769
    Sandbar & Lunch Boat Charter, 6-Hour
    Yacht Charters

    Sandbar & Lunch Boat Charter, 6-Hour

    Private 6-hour sandbar cruise with lunch for up to 6 guests

    Private 6-hour sandbar cruise with lunch for up to 6 guests
    5.0 • 181 reviews
    $953
    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 • 181 reviews
    $462
    Cruise on a 4-Hour Private Boston Whaler Charter
    Yacht Charters

    Cruise on a 4-Hour Private Boston Whaler Charter

    Private 4-hour Boston Whaler charter with captain for up to 6 guests

    Private 4-hour Boston Whaler charter with captain for up to 6 guests
    5.0 • 181 reviews
    $635
    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 • 181 reviews
    $488
    Sea Ray 250 SDX Charter in Key West
    Yacht Charters

    Sea Ray 250 SDX Charter in Key West

    Private captained day on the water with lunch, floats, and refreshments

    Private captained day on the water with lunch, floats, and refreshments
    5.0 • 181 reviews
    $1,304
    Key West 6-Hour Private Boat Charter
    Yacht Charters

    Key West 6-Hour Private Boat Charter

    Cruise Key West waters aboard a private captained Boston Whaler

    Cruise Key West waters aboard a private captained Boston Whaler
    5.0 • 181 reviews
    $900
    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 • 181 reviews
    $510
    Private 3-Hour Sailing Lesson in Key West
    Sailing

    Private 3-Hour Sailing Lesson in Key West

    Choose your boat and learn to sail with a private instructor in Key West

    Choose your boat and learn to sail with a private instructor in Key West
    4.9 • 49 reviews
    $143& up
    2-Hour Key West Swim Stop Cruise
    Boat Tours

    2-Hour Key West Swim Stop Cruise

    Cruise to a Gulf swim stop on a tiki boat

    Cruise to a Gulf swim stop on a tiki boat
    4.9 • 190 reviews
    $94/ person
    90-Minute Key West Tiki Sunset Cruise
    Boat Tours

    90-Minute Key West Tiki Sunset Cruise

    Cruise Key West Harbor on a tiki boat at sunset

    Cruise Key West Harbor on a tiki boat at sunset
    4.9 • 190 reviews
    $100/ person
    Swim Stop Cruise in Key West
    Boat Tours

    Swim Stop Cruise in Key West

    Cruise from Key West to a Gulf swim stop with a captain-led tiki boat ride

    Cruise from Key West to a Gulf swim stop with a captain-led tiki boat ride
    4.9 • 190 reviews
    $106/ person
    Key West Tiki Cruise
    Boat Tours

    Key West Tiki Cruise

    Cruise Key West's Historic Seaport past Sunset Pier and Mallory Square

    Cruise Key West's Historic Seaport past Sunset Pier and Mallory Square
    4.9 • 190 reviews
    $75/ 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 • 190 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 • 190 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 • 190 reviews
    $624
    Cruise the Key West Sandbar on an 8-Hour Charter
    Yacht Charters

    Cruise the Key West Sandbar on an 8-Hour Charter

    Private 8-hour sandbar charter for up to 6, with stops at Marvin Key and Snipes Key

    Private 8-hour sandbar charter for up to 6, with stops at Marvin Key and Snipes Key
    $1,362
    4-Hour Private Sandbar Charter in Key West
    Boat Tours

    4-Hour Private Sandbar Charter in Key West

    Private 4-hour sandbar charter for up to 6 in Key West

    Private 4-hour sandbar charter for up to 6 in Key West
    $908
    Swim & Relax on a 6-Hour Key West Sandbar Charter
    Boat Tours

    Swim & Relax on a 6-Hour Key West Sandbar Charter

    Private 6-hour sandbar charter for up to 6 people

    Private 6-hour sandbar charter for up to 6 people
    $1,135
    Explore Key West on a 23' Fishing Boat Rental
    Boat RentalsUp to 6

    Explore Key West on a 23' Fishing Boat Rental

    Rent a 23' center console and fish Key West your way

    Rent a 23' center console and fish Key West your way
    4.1 • 135 reviews
    $568/ boat
    21' Backcountry Boat Rental in Key West
    Boat Rentals2 to 8

    21' Backcountry Boat Rental in Key West

    Self-guided shallow-water fishing, snorkeling, and sandbar exploring

    Self-guided shallow-water fishing, snorkeling, and sandbar exploring
    4.1 • 135 reviews
    $568/ boat
    Key West Sandbar Boat Rental
    Boat Rentals2 to 8

    Key West Sandbar Boat Rental

    Explore Key West waters with onboard navigation and sandbar-ready comforts

    Explore Key West waters with onboard navigation and sandbar-ready comforts
    4.1 • 135 reviews
    $568/ boat
    Key West 23' Fishing Boat Rental
    Boat Rentals2 to 8

    Key West 23' Fishing Boat Rental

    Set your own course for fishing, snorkeling, and sandbars

    Set your own course for fishing, snorkeling, and sandbars
    4.1 • 135 reviews
    $568/ boat
    Houseboat Charter in Key West
    Boat RentalsUp to 6

    Houseboat Charter in Key West

    Charter a custom houseboat and relax on a remote Key West mooring

    Charter a custom houseboat and relax on a remote Key West mooring
    4.8 • 89 reviews
    $1,166& up
    1…121314…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.