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  • 12 Best Heritage Train Rides in America for Your Travel Bucket List
  • Best 1301

    things to do in Cudjoe Key, FL

    Showing 241-264 of 1,301 results
    17' Center Console Boat Rental in Cudjoe Key
    Up to 6

    17' Center Console Boat Rental in Cudjoe Key

    Take the helm of a GPS-equipped center console for daytime Keys boating

    5.0 • 58 reviews
    $511/ boat
    Cudjoe Key 24' Center Console Boat Rental
    Up to 8

    Cudjoe Key 24' Center Console Boat Rental

    GPS-guided center console for Keys exploration

    5.0 • 58 reviews
    $624/ boat
    18' Pontoon Boat Rental in Cudjoe Key

    18' Pontoon Boat Rental in Cudjoe Key

    GPS-equipped pontoon rental with boat delivery

    5.0 • 58 reviews
    $511/ boat
    Double Slide Pontoon Boat Rental in Cudjoe Key
    Up to 10

    Double Slide Pontoon Boat Rental in Cudjoe Key

    Cruise at your own pace with double slides and GPS-marked routes

    5.0 • 58 reviews
    $681/ boat
    Small-Group Dry Tortugas Boat Tour

    Small-Group Dry Tortugas Boat Tour

    Discover Fort Jefferson and Dry Tortugas waters by captained boat

    5.0 • 57 reviews
    $793/ person
    Dry Tortugas Private Boat Charter From Key West

    Dry Tortugas Private Boat Charter From Key West

    Ride a private charter to Dry Tortugas with a licensed captain

    5.0 • 57 reviews
    $2,836
    Sandbar & Snorkel Boat Charter in Key West

    Sandbar & Snorkel Boat Charter in Key West

    Cruise Key West backcountry, snorkel reefs, and relax at a sandbar on a private charter

    5.0 • 57 reviews
    $1,361/ boat
    4-Hour Sandbar Cruise in Key West

    4-Hour Sandbar Cruise in Key West

    Share a laid-back Key West sandbar outing with fellow travelers

    5.0 • 57 reviews
    $284/ person
    Key West Custom Boat Charter

    Key West Custom Boat Charter

    Build a private Key West day around snorkeling, fishing, sandbars, or Dry Tortugas

    5.0 • 57 reviews
    $1,020/ boat
    Key West Sunset Cruise

    Key West Sunset Cruise

    Set out on a shaded boat for a Key West sunset

    5.0 • 57 reviews
    $681& up
    Key West Light Tackle Fishing Charter

    Key West Light Tackle Fishing Charter

    Set out for Key West fishing with shade, coolers, and optional tackle

    5.0 • 57 reviews
    $1,270& up
    Catamaran Sandbar Tour in Marathon, Florida Keys

    Catamaran Sandbar Tour in Marathon, Florida Keys

    Swim, float, and relax at a local Florida Keys sandbar aboard a spacious catamaran

    4.9 • 237 reviews
    $113/ person
    Sunset Catamaran Cruise in Marathon

    Sunset Catamaran Cruise in Marathon

    Sail calm Florida Keys waters with seafood and a champagne toast

    4.9 • 237 reviews
    $80/ person
    Private Boot Key Harbor Sailing Charter in Marathon

    Private Boot Key Harbor Sailing Charter in Marathon

    Enjoy the Florida Keys with a sailboat all to yourselves

    5.0 • 56 reviews
    $530
    Private 50' Yacht Sunset Sail in Marathon, Florida Keys

    Private 50' Yacht Sunset Sail in Marathon, Florida Keys

    Unwind on the water with a sail reserved just for your group

    5.0 • 56 reviews
    $530
    Private Sandbar Boat Charter in Key West
    Up to 6

    Private Sandbar Boat Charter in Key West

    Private Key West sandbar charter for up to 6 guests on a 25 ft tritoon

    5.0 • 54 reviews
    $568& up
    Cruise to the Key West Sandbar on a Private Charter
    Up to 12

    Cruise to the Key West Sandbar on a Private Charter

    Private 25 ft tritoon sandbar charter for up to 12 guests

    5.0 • 54 reviews
    $795& up
    Reef, Bay & Wreck Fishing Charter in Cudjoe Key

    Reef, Bay & Wreck Fishing Charter in Cudjoe Key

    Fish reefs, bays, and wrecks from Cudjoe Key with Capt. Craig

    4.9 • 189 reviews
    $424& up
    Shark & Goliath Grouper Fishing Charter in Cudjoe Key

    Shark & Goliath Grouper Fishing Charter in Cudjoe Key

    Fight sharks and Goliath grouper with heavy tackle in the Lower Keys

    4.9 • 189 reviews
    $424& up
    Tarpon Fishing Charter in Cudjoe Key

    Tarpon Fishing Charter in Cudjoe Key

    Target tarpon with Capt. Craig on a 2–6 hour charter for up to 4 anglers

    4.9 • 189 reviews
    $424& up
    Fish an Inshore Patch Reef Charter in Cudjoe Key

    Fish an Inshore Patch Reef Charter in Cudjoe Key

    Fish an inshore patch reef charter in Cudjoe Key (2–6 hours, up to 4 fishermen)

    4.9 • 189 reviews
    $424& up
    Paddleboard Fishing Charter in Cudjoe Key

    Paddleboard Fishing Charter in Cudjoe Key

    Paddleboard fishing in Cudjoe Key with flexible 2–6 hour options

    4.9 • 189 reviews
    $371& up
    Island Eco Tour in Cudjoe Key, FL

    Island Eco Tour in Cudjoe Key, FL

    Choose a 2–6 hour island eco tour for up to 4 people in Cudjoe Key

    4.9 • 189 reviews
    $424& up
    2-Hour Key West Swim Stop Cruise

    2-Hour Key West Swim Stop Cruise

    Cruise to a Gulf swim stop on a tiki boat

    4.9 • 192 reviews
    $85/ person
    1…101112…55
    Fishing Charters270Boat Tours178Boat Rentals115Yacht Charters100Snorkeling99
    More
    • Sailing84
    • Scuba Diving74
    • Car Rentals60
    • Sunrise and Sunset Tours45
    • Bike Rentals34
    • Private Fishing Charters26
    • Dolphin Watching24
    • Kayaking Tours19
    • Jet Skiing17
    • Scooter Rentals13
    • Ghost and Haunted9
    • Scenic Flights9
    • Scavenger Hunts8
    • Dinner Cruises7
    • Bar and Pub Crawl6
    • Parasailing6
    • Private Boat Charters6
    • Helicopter Tours5
    • Historical Tours5
    • Paddleboarding5