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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 289-312 of 1,301 results
    Dolphin Watching & Island History Boat Tour in Key West

    Dolphin Watching & Island History Boat Tour in Key West

    Take a relaxed island cruise with a chance to spot bottlenose dolphins

    5.0 • 50 reviews
    $454
    Boca Grande Sandbar & Sand Key Snorkel Trip from Key West

    Boca Grande Sandbar & Sand Key Snorkel Trip from Key West

    Pair underwater exploration with a relaxing sandbar stop

    5.0 • 50 reviews
    $681& up
    Laid-Back Key West Sunset Cruise with Music

    Laid-Back Key West Sunset Cruise with Music

    Ease into the evening on the water around Key West

    5.0 • 50 reviews
    $397
    Shallow-Water Spiny Lobster Dive Trip in Key West

    Shallow-Water Spiny Lobster Dive Trip in Key West

    Search for spiny lobster with Captain Kenaro

    5.0 • 50 reviews
    $795& up
    Snorkeling Charter in Key West

    Snorkeling Charter in Key West

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

    5.0 • 49 reviews
    $742& up
    Key West Dolphin Watch Cruise

    Key West Dolphin Watch Cruise

    Watch Key West’s resident dolphins from a private boat

    5.0 • 49 reviews
    $530
    Key West Sandbar Charter

    Key West Sandbar Charter

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

    5.0 • 49 reviews
    $742& up
    Key West Sunset Cruise

    Key West Sunset Cruise

    See Key West's sunset from the water on a private boat trip

    5.0 • 49 reviews
    $448
    Key West Light Tackle Fishing Charter

    Key West Light Tackle Fishing Charter

    Fish light tackle with bait, gear, licensing, and catch filleting included

    5.0 • 49 reviews
    $742
    Custom Key West Charter

    Custom Key West Charter

    Shape a private Key West outing around the activities you want to do

    5.0 • 49 reviews
    $742& up
    Private Key West Fishing Charter on 36' Contender

    Private Key West Fishing Charter on 36' Contender

    Fish off Key West on a charter tailored to your group

    5.0 • 49 reviews
    $1,166
    Private Fishing Charter in Key West on 36' Contender

    Private Fishing Charter in Key West on 36' Contender

    Fish your way with captains who know the waters off Key West

    5.0 • 49 reviews
    $1,484
    Private Full-Day Fishing Charter in Key West

    Private Full-Day Fishing Charter in Key West

    Fish with captains who know Key West's waters on a charter tailored to your group

    5.0 • 49 reviews
    $1,908
    Private Lake Tahoe Boat Charter with Captain & Crew

    Private Lake Tahoe Boat Charter with Captain & Crew

    Make Lake Tahoe your playground on a customizable private charter

    5.0 • 49 reviews
    $3,396
    Full-Day Fort Jefferson & Dry Tortugas Charter

    Full-Day Fort Jefferson & Dry Tortugas Charter

    Cruise privately to Fort Jefferson for flexible exploring, snorkeling, and beach time

    4.9 • 155 reviews
    $3,392
    Florida Keys Night Fishing Charter

    Florida Keys Night Fishing Charter

    Fish Florida Keys waters after dark aboard a private, fully equipped boat

    4.9 • 155 reviews
    $1,484& up
    Private Captain for Your Own Boat in the Florida Keys

    Private Captain for Your Own Boat in the Florida Keys

    Put a licensed captain at the helm of your Florida Keys boat

    4.9 • 155 reviews
    $848& up
    Deep-Drop Swordfish Fishing Charter in Cudjoe Key

    Deep-Drop Swordfish Fishing Charter in Cudjoe Key

    Target daytime swordfish and deepwater species on a private Florida Keys charter

    4.9 • 155 reviews
    $2,544& up
    Florida Keys Spiny Lobster Hunting Charter

    Florida Keys Spiny Lobster Hunting Charter

    Snorkel shallow Florida Keys reefs for spiny lobster with local guidance

    4.9 • 155 reviews
    $954
    Offshore & Deep Drop Fishing Charter in the Florida Keys

    Offshore & Deep Drop Fishing Charter in the Florida Keys

    Chase pelagic fish and deep-water species aboard a private Florida Keys charter

    4.9 • 155 reviews
    $1,802& up
    Florida Keys Freedive Spearfishing Charter

    Florida Keys Freedive Spearfishing Charter

    Target reef fish on a private Florida Keys freedive hunt

    4.9 • 155 reviews
    $1,484& up
    Reef & Wreck Fishing Charter in Cudjoe Key & Key West

    Reef & Wreck Fishing Charter in Cudjoe Key & Key West

    Fish coral reefs and historic wrecks with gear and guidance included

    4.9 • 155 reviews
    $1,272& up
    Sunset Cruise in the Florida Keys

    Sunset Cruise in the Florida Keys

    Watch the Florida Keys sunset from a private, amenity-equipped boat

    4.9 • 155 reviews
    $493
    Private 32' Fishing Charter in Cudjoe Key

    Private 32' Fishing Charter in Cudjoe Key

    Choose your fishing style aboard a SeaVee with a private restroom

    4.9 • 155 reviews
    $1,272& up
    1…121314…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