Need help? We're here.
Text or call 1-877-GREET-WELL
Ask AIAI
Ask AIAI
We're with you beyond the booking.

Great Experiences, Carefully Selected

Discover memorable tours and activities from local experts who know their destinations best.

Real People, Real Support

Our concierge team is here to help before, during, and after your experience.

Go Beyond the Ordinary

From hidden gems to unforgettable adventures, find experiences worth traveling for.

Book with Confidence

Easy reservations, no added booking fees, and free cancellation on most experiences.

Greetwell

Experiences that stay with you long after the trip

Discover incredible tours, activities, and local adventures in 500+ destinations. With personal concierge support every step of the way, Greetwell makes it easier to explore with confidence.

About

  • Our Story
  • For Experience Providers
  • For Hospitality Partners
  • For Developers

Resources

  • Travel Guides
  • Destinations
  • Categories
  • Experience Gift Cards
  • Help Center
[email protected]1-877-GREET-WELL

Safe & Secure Payments

© 2026 Greetwell, Inc. All rights reserved.
Privacy PolicyTerms
Need help? We're here.
Text or call 1-877-GREET-WELL
Ask AIAI
Ask AIAI

Explore Greetwell

Explore extraordinary experiences in 500+ destinations

What's trending

  • St. Augustine Nights of Lights
  • Halloween Ghost Tours
  • Fall & Holiday Experiences
  • Broadway Shows in NYC
  • Universal Orlando Tickets
  • Legoland California Tickets

Popular Destinations

Florida

·Orlando·Miami·Key West·St. Augustine·Destin·Panama City Beach

Hawaii

·Maui·Honolulu

California

·San Diego·Los Angeles·San Francisco

Southeast

·Charleston·Savannah·Hilton Head·Myrtle Beach·Nashville

Gulf South

·New Orleans

Northeast & Midwest

·New York·Boston·Chicago

West & Mountain

·Seattle·Las Vegas·Sedona·Denver

Caribbean

·San Juan

Browse by Experience

Tours & Sightseeing

  • Boat Tours
  • Ghost Tours
  • Train Tours
  • Food Tours
  • City Tours
  • Day Trips

On the Water

  • Snorkeling
  • Whale Watching
  • Sunset Cruises
  • Dinner Cruises
  • Jet Skiing
  • Dolphin Watching

Adventure & Active

  • Kayaking Tours
  • Parasailing
  • Zip Lining
  • Horseback Riding
  • ATV Tours
  • Hot Air Ballooning

Fun & Attractions

  • Theme Park Tickets
  • Escape Games
  • Axe Throwing
  • Bar Crawls

Food & Drink

  • Wine Tours
  • Cooking Classes

Rentals & Charters

  • Boat Rentals
  • Bike Rentals
  • Yacht Charters

Questions? We're here to help.Real people, 7 days a week.

[email protected]1-877-GREET-WELL
  • How to Budget for Yacht Charter Costs
  • Best 1234

    things to do in Sugarloaf Key, FL

    Showing 1-24 of 1,234 results
    Key West Guided Night Kayak Tour

    Key West Guided Night Kayak Tour

    Light up the sea floor on a guided kayak paddle beneath the stars

    4.8 • 996 reviews
    $93/ kayak
    Climb Key West Lighthouse & Visit Keeper's Quarters

    Climb Key West Lighthouse & Visit Keeper's Quarters

    Climb 88 steps for panoramic island views and explore the Keeper’s Quarters Museum

    4.6 • 508 reviews
    $17/ person
    4-Hour Sandbar Cruise in Key West

    4-Hour Sandbar Cruise in Key West

    Cruise to a Key West sandbar for swimming, relaxing, and wildlife watching

    $596
    Sombrero Reef Snorkeling Tour from Marathon

    Sombrero Reef Snorkeling Tour from Marathon

    Snorkel Sombrero Reef with gear included on the Marathon Mermaid

    5.0 • 4K reviews
    $88/ person
    5-Hour Reef Fishing Trip in Key West

    5-Hour Reef Fishing Trip in Key West

    Reef fishing for snapper and grouper, with bait and tackle included

    5.0 • 841 reviews
    $89/ person
    Key West 2-Hour Private Sandbar Charter

    Key West 2-Hour Private Sandbar Charter

    Set your own pace at remote Key West sandbars and beaches

    5.0 • 175 reviews
    $371
    Key West Parasailing with Dry Take-Offs & Landings

    Key West Parasailing with Dry Take-Offs & Landings

    Parasail above Key West on a 12-passenger boat with tandem flight options

    4.9 • 12.7K reviews
    $74/ person
    Key West Sandbar & Sunset Cruise

    Key West Sandbar & Sunset Cruise

    Lunch, water activities, and a sunset cruise in one Key West afternoon

    4.9 • 1K reviews
    $148/ person
    Dive 2-Tank Private Charter in Key West

    Dive 2-Tank Private Charter in Key West

    Charter a private 2-tank dive with an in-water dive master

    4.9 • 330 reviews
    $1,192
    Key West Tiki Boat Cruise Around the Historic Seaport

    Key West Tiki Boat Cruise Around the Historic Seaport

    Bring your own drinks and set the soundtrack for a tiki-style cruise

    4.9 • 192 reviews
    $68/ person
    1.5-Hour Key West Parasailing Adventure

    1.5-Hour Key West Parasailing Adventure

    See Key West and the Florida Keys from above the water

    5.0 • 31 reviews
    $64/ person
    Parasail & Water Sports Day Pass at Smathers Beach

    Parasail & Water Sports Day Pass at Smathers Beach

    All-day Smathers Beach pass with parasail flight and unlimited watersports

    4.8 • 24.1K reviews
    $113/ person
    Private Deep Sea Fishing Charter in Key West

    Private Deep Sea Fishing Charter in Key West

    Charter the Linda D V for up to 6 anglers on a 4–8 hour Key West trip

    4.8 • 280 reviews
    $1,166& up
    8-Passenger Gas Golf Cart Rental in Key West

    8-Passenger Gas Golf Cart Rental in Key West

    Explore Key West by gas cart with phone-based keyless access

    5.0 • 10 reviews
    $170/ golf cart
    Adults-Only Ghost Hunt with Equipment in Key West

    Adults-Only Ghost Hunt with Equipment in Key West

    Explore Key West's haunted past with local ghost-hunting experts

    4.6 • 161 reviews
    $51/ person
    Golf Simulator Session in Key West

    Golf Simulator Session in Key West

    Play 1,700+ virtual courses with real-time swing data

    4.5 • 657 reviews
    $51/ person
    4-Seater Golf Cart Rental in Key West

    4-Seater Golf Cart Rental in Key West

    Take the wheel in Key West

    $112/ cart
    Marathon Sunset Cruise

    Marathon Sunset Cruise

    An evening cruise with champagne, music, and sunset views from the water

    5.0 • 4K reviews
    $82/ person
    Dolphin Watch & Guided Snorkel Tour in Key West

    Dolphin Watch & Guided Snorkel Tour in Key West

    Dolphin watch, snorkel, and visit a sandbar on a small-group Key West tour

    5.0 • 1.7K reviews
    $124/ person
    Clear Kayak Mangrove Tour in Sugarloaf Key Near Key West

    Clear Kayak Mangrove Tour in Sugarloaf Key Near Key West

    Paddle clear waters and mangrove tunnels with an eco-guide

    5.0 • 1.3K reviews
    $81/ person
    Key West Donut & Sweet Treats Walking Tour

    Key West Donut & Sweet Treats Walking Tour

    Taste island sweets while exploring Old Town with a local guide

    5.0 • 1.4K reviews
    $69/ person
    Lifted Gas Golf Cart Rental in Key West

    Lifted Gas Golf Cart Rental in Key West

    Seats six with free delivery and pick-up

    5.0 • 1.2K reviews
    $208/ cart
    Key West Sunset Harbor Charter

    Key West Sunset Harbor Charter

    Cruise Key West's calm harbor channels on a private sunset charter

    5.0 • 841 reviews
    $802
    Private Dry Tortugas Boat Charter from Key West

    Private Dry Tortugas Boat Charter from Key West

    Cruise to Fort Jefferson and swim in Dry Tortugas waters

    5.0 • 379 reviews
    $2,120
    12345…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