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Explore Greetwell

Explore extraordinary experiences in 500+ destinations

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  • Yacht Charters

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  • How to Budget for Yacht Charter Costs
  • Best 1234

    things to do in Sugarloaf Key, FL

    Showing 769-792 of 1,234 results
    Reef & Wreck Fishing Charter in Key West

    Reef & Wreck Fishing Charter in Key West

    Target Grouper and Snapper on reef and wreck fishing grounds

    5.0 • 1 reviews
    $1,060& up
    Offshore Fishing Charter in Key West

    Offshore Fishing Charter in Key West

    Chase mahi, tuna, and wahoo in deep Atlantic waters

    5.0 • 1 reviews
    $1,590& up
    Key West Sailfish Fishing Charter

    Key West Sailfish Fishing Charter

    Target Atlantic sailfish with specialized kite-fishing techniques

    5.0 • 1 reviews
    $1,060& up
    Fish Key West on a Half-Day to Full-Day Charter

    Fish Key West on a Half-Day to Full-Day Charter

    Charter The Coolwater for a Key West–style fishing trip for up to 6 people

    5.0 • 1 reviews
    $1,696
    8-Hour Fishing Charter to the Dry Tortugas

    8-Hour Fishing Charter to the Dry Tortugas

    Fish the remote, clear waters of the Dry Tortugas from Key West

    5.0 • 1 reviews
    $3,710
    8-Hour Swordfish Fishing Charter in Key West

    8-Hour Swordfish Fishing Charter in Key West

    Target swordfish in Atlantic waters more than 1,500 feet deep

    5.0 • 1 reviews
    $3,074
    Key West Sunset Cruise

    Key West Sunset Cruise

    Watch the sun set over Key West's backcountry waters

    5.0 • 1 reviews
    $689
    Private Fishing Charter to Dry Tortugas From Key West

    Private Fishing Charter to Dry Tortugas From Key West

    Fish the remote, crystal-clear waters of the Dry Tortugas

    5.0 • 1 reviews
    $3,498
    Night Cubera Snapper Fishing Charter in Key West

    Night Cubera Snapper Fishing Charter in Key West

    Target trophy-class cubera snapper on an offshore night trip

    5.0 • 1 reviews
    $2,120
    Deep Drop Fishing Charter to Pulley Ridge

    Deep Drop Fishing Charter to Pulley Ridge

    Reach remote Gulf waters for deep-water snapper fishing

    5.0 • 1 reviews
    $7,420
    Key West 36' Fishing Charter

    Key West 36' Fishing Charter

    Fish Key West's shallow backcountry channels aboard a 36-foot boat

    5.0 • 1 reviews
    $1,060& up
    Shared Deep Sea Fishing Charter in Key West

    Shared Deep Sea Fishing Charter in Key West

    Fish offshore with expert crew support, gear, and space to relax

    5.0 • 1 reviews
    $249/ person
    Dine-In Jimmy Buffett Tribute Show in Key West

    Dine-In Jimmy Buffett Tribute Show in Key West

    Revisit 1970s Key West through Jimmy Buffett's songs and stories

    5.0 • 1 reviews
    $57/ person
    Air-Conditioned Yacht Fishing Charter in Key West

    Air-Conditioned Yacht Fishing Charter in Key West

    Troll for Mahi or Wahoo with yacht comforts close at hand

    5.0 • 1 reviews
    $1,131& up
    Key West Fishing, Snorkel & Sandbar Charter on a 29' Boat

    Key West Fishing, Snorkel & Sandbar Charter on a 29' Boat

    Choose your kind of day on the water

    5.0 • 1 reviews
    $792
    Night Bully Net Fishing Charter in Key West

    Night Bully Net Fishing Charter in Key West

    Fish for lobsters by bully net on a small-group Key West night charter

    4.5 • 16 reviews
    $636
    Lily Pad Float Rental in Marathon

    Lily Pad Float Rental in Marathon

    Enjoy a durable floating water mat for family time on the water

    4.5 • 95 reviews
    $89
    Private Sandbar Boat Charter in Key West on a 28' Jetboat

    Private Sandbar Boat Charter in Key West on a 28' Jetboat

    Private charter with local captains and flexible sandbar stops

    $689& up
    Private 3-Hour Sailing Cruise in Key West

    Private 3-Hour Sailing Cruise in Key West

    Sail the Florida Keys privately aboard a classic sailboat

    $635
    Private eFoil Charter in Stock Island

    Private eFoil Charter in Stock Island

    Ride eFoils with an instructor, then unwind at a sandbar or snorkel a reef

    $954& up
    Private Eco Cruise From Stock Island

    Private Eco Cruise From Stock Island

    Make your day on the water your own with reef, sandbar, and mangrove options

    $636
    3-Hour eFoil Lesson in Big Coppitt Key

    3-Hour eFoil Lesson in Big Coppitt Key

    Build eFoil riding skills together with coaching for your group

    $928
    Dual eFoil Lesson in Stock Island

    Dual eFoil Lesson in Stock Island

    Learn eFoil fundamentals side by side with a coach

    $663
    Private eFoil Lesson in Stock Island

    Private eFoil Lesson in Stock Island

    Build eFoil skills with one-on-one coaching

    $371/ person
    1…323334…52
    Fishing Charters226Boat Tours178Boat Rentals108Yacht Charters100Snorkeling99
    More
    • Sailing83
    • Scuba Diving74
    • Car Rentals52
    • Sunrise and Sunset Tours45
    • Bike Rentals34
    • Private Fishing Charters25
    • Dolphin Watching24
    • Kayaking Tours18
    • Jet Skiing17
    • Scooter Rentals12
    • Ghost and Haunted9
    • Scavenger Hunts8
    • Dinner Cruises7
    • Scenic Flights7
    • Bar and Pub Crawl6
    • Parasailing6
    • Private Boat Charters6
    • Helicopter Tours5
    • Historical Tours5
    • Paddleboarding5