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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 49-72 of 1,234 results
    4-Hour Wakeboarding & Tubing Charter in Key West

    4-Hour Wakeboarding & Tubing Charter in Key West

    Set your own pace on a private Key West boat day with wakeboarding and tubing

    5.0 • 175 reviews
    $794
    Private Full-Day Boat Charter in Key West

    Private Full-Day Boat Charter in Key West

    Spend a day on the water with just your group

    5.0 • 136 reviews
    $1,022
    Morning Mimosa Swim Tour in Marathon

    Morning Mimosa Swim Tour in Marathon

    Cruise Marathon waters, swim for sand dollars, and enjoy a morning mimosa

    5.0 • 281 reviews
    $83/ person
    3-Hour Key West Private Boat Charter

    3-Hour Key West Private Boat Charter

    Choose one Key West water activity on a private 3-hour express charter

    5.0 • 278 reviews
    $689
    Private Key West Island Hopping & Snorkel Boat Charter

    Private Key West Island Hopping & Snorkel Boat Charter

    Customize your time on the water with snorkeling, fishing, island stops, or a sunset cruise

    5.0 • 199 reviews
    $738
    Explore Key West Sandbars Private Charter

    Explore Key West Sandbars Private Charter

    Choose a 3–6 hour private sandbar charter with floats, snorkel gear, and shade

    5.0 • 115 reviews
    $530& up
    Kayak, Guided Snorkel & Morning Sail in Key West

    Kayak, Guided Snorkel & Morning Sail in Key West

    Paddle the mangroves and snorkel with a small group in the Key West National Wildlife Refuge

    5.0 • 1.7K reviews
    $135/ person
    Private Half-Day Sandbar Boat Charter in Key West

    Private Half-Day Sandbar Boat Charter in Key West

    Cruise Key West on a 32' Belzona to relax at the sandbar

    5.0 • 188 reviews
    $1,272
    Cruise a Sandbar for 5 Hours on a Boston Whaler

    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

    5.0 • 183 reviews
    $794
    Backpack Cooler Rental

    Backpack Cooler Rental

    Keep your drinks cool with an 8-hour to multiday backpack cooler rental

    5.0 • 1.2K reviews
    $11& up
    Captained 36' Center Console Charter Near Key West

    Captained 36' Center Console Charter Near Key West

    Leave the helm to your captain and head out on the water

    5.0 • 112 reviews
    $819& up
    8-Hour Deep Sea Fishing Charter in Key West

    8-Hour Deep Sea Fishing Charter in Key West

    Private 8-hour fishing charter for up to 6, with captain, gear, and fuel included

    5.0 • 379 reviews
    $1,855
    Key West Sandbar Charter

    Key West Sandbar Charter

    Shape your own private day on Key West's remote sandbars and beaches

    5.0 • 175 reviews
    $741
    Private Half-Day Charter in Key West

    Private Half-Day Charter in Key West

    Unwind outdoors on a charter reserved for your group

    5.0 • 136 reviews
    $680
    Private Dog-Friendly Dolphin & Snorkel Tour in Key West

    Private Dog-Friendly Dolphin & Snorkel Tour in Key West

    Share a private day on the water with your dog, with pup-friendly gear provided

    5.0 • 106 reviews
    $789/ boat
    6-Hour Key West Private Charter With Snorkeling

    6-Hour Key West Private Charter With Snorkeling

    Customize your 6-hour Key West private boat charter for snorkeling, beach time, and more

    5.0 • 278 reviews
    $1,087
    3-Hour Private Charter in Key West

    3-Hour Private Charter in Key West

    Customize a private boat outing with snorkeling, fishing, island stops, and sunset cruising

    5.0 • 199 reviews
    $624
    Choose-Your-Activities Private Charter

    Choose-Your-Activities Private Charter

    Build your own private boat day with snorkeling, sandbar time, or sightseeing

    5.0 • 115 reviews
    $742& up
    Key West Sunset Dolphin Watching Sail

    Key West Sunset Dolphin Watching Sail

    Sail into a Key West sunset while searching for bottlenose dolphins

    5.0 • 1.7K reviews
    $101/ person
    Key West Sunset Cruise

    Key West Sunset Cruise

    Cruise out for Key West sunset views on Still Dreamin’

    5.0 • 188 reviews
    $636
    Sandbar & Lunch Boat Charter, 6-Hour

    Sandbar & Lunch Boat Charter, 6-Hour

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

    5.0 • 183 reviews
    $953
    Beach Chair Rental

    Beach Chair Rental

    Flexible rentals from 8 hours to 9 days so you can relax comfortably on the beach

    5.0 • 1.2K reviews
    $6& up
    Explore Dry Tortugas From Key West on a 10-Hour Charter

    Explore Dry Tortugas From Key West on a 10-Hour Charter

    Cruise by private boat from Key West to Dry Tortugas and tour Fort Jefferson

    5.0 • 101 reviews
    $3,074
    Private Key West Snorkel, Fishing & Sandbar Boat Charter

    Private Key West Snorkel, Fishing & Sandbar Boat Charter

    Private 2-hour Key West charter with a captain and flexible itinerary options

    5.0 • 379 reviews
    $530
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    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