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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 1,057-1,080 of 1,234 results
    Private Full-Day Sandbar & Island Charter in Big Pine Key

    Private Full-Day Sandbar & Island Charter in Big Pine Key

    Make the day your own with a flexible route through the Lower Keys

    $1,060
    Private Mangrove & Island Hopping Charter in Big Pine Key

    Private Mangrove & Island Hopping Charter in Big Pine Key

    Discover quiet islands reached at the right tide

    $848
    Private Memorial & Ash Scattering Charter in Big Pine Key

    Private Memorial & Ash Scattering Charter in Big Pine Key

    Honor a loved one with a farewell on the water, shaped around their memory

    $689
    3/4-Day Backcountry Fishing Charter in Key West

    3/4-Day Backcountry Fishing Charter in Key West

    Follow the tides for more variety in the Lower Keys backcountry

    $1,060
    3/4-Day Reef & Wreck Fishing Charter in Key West

    3/4-Day Reef & Wreck Fishing Charter in Key West

    Fish a wider mix of spots for snapper, grouper, cobia and more

    $1,166
    Key West Christmas Brunch Sail

    Key West Christmas Brunch Sail

    Sail Key West’s waters aboard a 105-foot schooner with Christmas brunch and drinks

    4.9 • 592 reviews
    $236/ person
    Snorkel & Sandbar Sunset Sail in Key West

    Snorkel & Sandbar Sunset Sail in Key West

    Snorkel the reef, visit a sandbar, and sail into sunset on a spacious catamaran

    5.0 • 1.7K reviews
    $124/ person
    Key West Sunset Snapper Fishing Trip

    Key West Sunset Snapper Fishing Trip

    Fish for snapper as twilight settles over Key West waters

    5.0 • 841 reviews
    $77/ person
    Bottomless Mimosa Brunch Sail & Swim in Key West

    Bottomless Mimosa Brunch Sail & Swim in Key West

    Brunch, drinks, and a swim stop aboard a Key West sail

    5.0 • 375 reviews
    $153/ person
    Christmas Brunch Sail in Key West

    Christmas Brunch Sail in Key West

    Sail into Christmas morning with brunch, mimosas, and Key West views

    5.0 • 375 reviews
    $227/ person
    Key West Lighted Boat Parade Cruise

    Key West Lighted Boat Parade Cruise

    Watch Key West’s holiday boat parade from a 75-foot catamaran with drinks and passed appetizers

    5.0 • 375 reviews
    $159/ person
    Key West Powerboat Races VIP Boat Charter
    Up to 12

    Key West Powerboat Races VIP Boat Charter

    Shape your own day on the water with spacious seating and upscale comfort

    5.0 • 188 reviews
    $1,272/ boat
    2-Hour Sandbar Boat Cruise

    2-Hour Sandbar Boat Cruise

    Cruise to JewFish Basin Sandbar or Mud Keys for a 2-hour hangout

    5.0 • 183 reviews
    $462
    Cruise Key West Backcountry Sandbars

    Cruise Key West Backcountry Sandbars

    Key West sandbar cruise for up to 6 guests with captain and drinks included

    5.0 • 183 reviews
    $488
    Key West 2-Hour Sandbar Charter

    Key West 2-Hour Sandbar Charter

    Cruise to a backcountry sandbar with a captain, cooler, and floats

    5.0 • 183 reviews
    $510
    Private Florida Keys Shelling & Snorkeling Charter

    Private Florida Keys Shelling & Snorkeling Charter

    Snorkel and shell with your private group in the Lower Keys

    5.0 • 136 reviews
    $1,120& up
    6-Hour Florida Keys Shelling & Snorkeling Tour

    6-Hour Florida Keys Shelling & Snorkeling Tour

    Explore secluded Florida Keys waters with guided shelling and shallow-water snorkeling

    5.0 • 136 reviews
    $392/ person
    Spearfishing Charter With Instruction

    Spearfishing Charter With Instruction

    Learn spearfishing with Captain Amy on a private charter

    5.0 • 115 reviews
    $848& up
    Key West Sunset Sail with Wine & Craft Beer

    Key West Sunset Sail with Wine & Craft Beer

    Sip fine wines and craft beers on an intimate schooner sail as the sun sets off Key West’s coastline

    4.9 • 5.9K reviews
    $148/ person
    Paddleboard Yoga Class in Key West for 2 Hours

    Paddleboard Yoga Class in Key West for 2 Hours

    Find balance and build core strength with yoga on a floating paddleboard

    4.9 • 8K reviews
    $42/ person
    Sombrero Reef Snorkel & Sandbar Cruise

    Sombrero Reef Snorkel & Sandbar Cruise

    Snorkel Sombrero Reef, then float and relax at Molasses Key Sandbar

    4.9 • 12.7K reviews
    $103/ person
    Key West Sunset Champagne Cruise

    Key West Sunset Champagne Cruise

    Toast Key West's sunset from a 45-foot catamaran with drinks included

    4.9 • 12.7K reviews
    $70/ person
    Key West Fantasy Fest Sandbar Sail on a Historic Schooner

    Key West Fantasy Fest Sandbar Sail on a Historic Schooner

    Take your Fantasy Fest day to the water with a sandbar stop and floating gear

    4.9 • 5.9K reviews
    $146/ person
    Key West Sunset Sail

    Key West Sunset Sail

    Sail Key West’s historic waterfront aboard a hand-built 86-foot schooner

    4.9 • 3K reviews
    $102/ person
    1…444546…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