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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 73-96 of 1,234 results
    Private Key West Sandbar Charter

    Private Key West Sandbar Charter

    Shape your own day on a private boat to remote Key West sandbars and beaches

    5.0 • 175 reviews
    $953
    Private Sandbar Swim & Snorkel Charter in Key West

    Private Sandbar Swim & Snorkel Charter in Key West

    Unwind or celebrate with friends and family on a Lower Keys sandbar

    5.0 • 100 reviews
    $774/ boat
    8-Hour Private Fishing Charter in Key West

    8-Hour Private Fishing Charter in Key West

    Spend 8 hours on a private Key West fishing charter tailored to your target species

    5.0 • 101 reviews
    $1,696
    Stock Island Inshore Fishing Charter

    Stock Island Inshore Fishing Charter

    Cast for reef and wreck fish with guidance for every skill level

    5.0 • 278 reviews
    $795& up
    Private Boca Grande Island Snorkel Charter From Key West

    Private Boca Grande Island Snorkel Charter From Key West

    Leave phone service behind for secluded shores and a charter tailored to you

    5.0 • 96 reviews
    $873/ boat
    Great White Heron Refuge Eco Charter

    Great White Heron Refuge Eco Charter

    Cruise mangroves, snorkel shallow waters, and explore sandbars in the Lower Keys

    5.0 • 115 reviews
    $742& up
    Private Sunset Cruise Near Key West

    Private Sunset Cruise Near Key West

    Unwind with a sunset outing tailored to you

    5.0 • 90 reviews
    $490
    Private Full-Day Sandbar & Snorkel Boat Trip in Key West

    Private Full-Day Sandbar & Snorkel Boat Trip in Key West

    Cruise the Florida Keys for snorkel time and a sandbar stop on a 32' Belzona

    5.0 • 188 reviews
    $1,590
    Cruise on a 4-Hour Private Boston Whaler Charter

    Cruise on a 4-Hour Private Boston Whaler Charter

    Private 4-hour Boston Whaler charter with captain for up to 6 guests

    5.0 • 183 reviews
    $688
    Lifted Gas Golf Cart Rental in Key West

    Lifted Gas Golf Cart Rental in Key West

    Cruise with four in comfort with Bluetooth sound and storage

    5.0 • 1.2K reviews
    $147/ cart
    Customize Your Key West Private Boat Charter

    Customize Your Key West Private Boat Charter

    Build your own private Key West day on the water for up to 6 guests

    5.0 • 101 reviews
    $1,007& up
    4-Hour Private Fishing Charter in Key West

    4-Hour Private Fishing Charter in Key West

    Fish Key West on a fully equipped 24 ft bay boat—ideal for first-time anglers

    5.0 • 88 reviews
    $793
    Private Sunset Cruise in Key West

    Private Sunset Cruise in Key West

    Toast Key West's sunset from the comfort of your own private boat

    5.0 • 175 reviews
    $371
    Key West Reef Snorkel Charter

    Key West Reef Snorkel Charter

    Learn snorkeling basics and explore Key West’s coral reef and sea life

    5.0 • 100 reviews
    $827& up
    10-Hour Private Fishing Charter in Key West

    10-Hour Private Fishing Charter in Key West

    Fish for a full day on a private 10-hour Key West charter

    5.0 • 101 reviews
    $1,908
    Key West Sunset Charter

    Key West Sunset Charter

    Explore a sandbar, watch for dolphins, and cruise into the Key West sunset

    5.0 • 278 reviews
    $583
    Private Key West Sandbar Hopping Charter to Snipes Point

    Private Key West Sandbar Hopping Charter to Snipes Point

    Explore hidden sandbars with a boat reserved just for your party

    5.0 • 96 reviews
    $764& up
    Shared Sandbar Charter with Snorkeling in Key West

    Shared Sandbar Charter with Snorkeling in Key West

    Share a relaxed sandbar outing with water gear, shade, and ice-cold water included

    5.0 • 115 reviews
    $142/ person
    Private Sandbar & Snorkel Boat Charter Near Key West

    Private Sandbar & Snorkel Boat Charter Near Key West

    Relax on a private boat trip customized around your interests

    5.0 • 90 reviews
    $839& up
    Luxury Center Console Boat Rental in Key West
    Up to 12

    Luxury Center Console Boat Rental in Key West

    Shape your Key West day around sandbars, snorkeling, and time on the water

    5.0 • 188 reviews
    $1,272& up
    5-Hour Key West Sandbar Charter

    5-Hour Key West Sandbar Charter

    Relax at Key West sandbars with lunch, drinks, and a captain

    5.0 • 183 reviews
    $847
    6-Passenger Cart Rental Key West

    6-Passenger Cart Rental Key West

    Lower-riding cart with free delivery and pickup

    5.0 • 1.2K reviews
    $208/ cart
    Key West 4-Hour Fishing Charter

    Key West 4-Hour Fishing Charter

    Fish Key West your way with a charter tailored to your preferred style

    5.0 • 101 reviews
    $954& up
    6-Hour Private Fishing Charter In Key West

    6-Hour Private Fishing Charter In Key West

    Fish longer on a 6-hour private charter to reach less-pressured spots

    5.0 • 88 reviews
    $1,019
    1…345…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