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 97-120 of 1,234 results
    Private Dolphin Watch Charter in Key West

    Private Dolphin Watch Charter in Key West

    Shape a private Key West outing around wild dolphin watching, snorkeling, or refuge exploration

    5.0 • 175 reviews
    $741
    28-Mile Guided Jet Ski Tour of Key West

    28-Mile Guided Jet Ski Tour of Key West

    Circle Key West by jet ski with guided landmark stops and swim time

    5.0 • 86 reviews
    $237/ jet ski
    6-Hour Shared Fishing Charter in Key West

    6-Hour Shared Fishing Charter in Key West

    A social fishing trip with extra time on the water

    5.0 • 101 reviews
    $292/ person
    Key West 2-Hour Guided Jet Ski Tour

    Key West 2-Hour Guided Jet Ski Tour

    Circle Key West by jet ski with guided stops and free-ride time

    5.0 • 85 reviews
    $237/ jet ski
    Private Key West Reef Snorkeling & Sandbar Charter

    Private Key West Reef Snorkeling & Sandbar Charter

    Explore Key West’s living reef with snorkeling instruction and your own private boat

    5.0 • 96 reviews
    $819/ boat
    Key West Day Sail with Snorkel & Kayak Lunch

    Key West Day Sail with Snorkel & Kayak Lunch

    Sail Key West's clear waters, kayak mangrove islands, snorkel vibrant reefs, and refuel with a buffet lunch—all in one day.

    4.9 • 5.9K reviews
    $165/ person
    Glass Bottom Boat Reef Eco Tour in Key West

    Glass Bottom Boat Reef Eco Tour in Key West

    See Key West’s reef through glass viewing panels on an air-conditioned catamaran

    4.9 • 12.7K reviews
    $64/ person
    Key West Mangrove Paddleboard Eco Tour

    Key West Mangrove Paddleboard Eco Tour

    Relaxed paddling and a lesson through Key West's mangrove creeks

    4.9 • 8K reviews
    $79/ person
    Private Full-Day Captained Boat Charter in Key West

    Private Full-Day Captained Boat Charter in Key West

    Private captained day on the water with lunch, floats, and refreshments

    5.0 • 183 reviews
    $1,304
    Private Sailing Charter in Key West

    Private Sailing Charter in Key West

    Charter the 54-foot Schooner Valora for a private sail in Key West

    4.9 • 3K reviews
    $1,340
    Key West Private Sandbar Cruise

    Key West Private Sandbar Cruise

    Cruise to a Key West sandbar for swimming, walking, and time in the sun

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

    8-Hour Fishing Charter in Key West

    Fish Key West waters on an 8-hour charter for up to 4 anglers

    5.0 • 88 reviews
    $1,359
    Private Snorkeling Charter in Key West

    Private Snorkeling Charter in Key West

    Explore quieter, shallow-water reefs on a private outing shaped around your group

    5.0 • 175 reviews
    $741
    Freestyle Jet Ski Ride in Key West

    Freestyle Jet Ski Ride in Key West

    Open the throttle in Key West’s open-water freeride zones

    5.0 • 86 reviews
    $182/ jet ski
    4-Hour Fishing Charter in Key West

    4-Hour Fishing Charter in Key West

    Share a social fishing trip with gear, bait and licenses included

    5.0 • 101 reviews
    $265/ person
    Guided 28-Mile Jet Ski Tour Around Key West

    Guided 28-Mile Jet Ski Tour Around Key West

    Circle Key West by Yamaha WaveRunner with landmark and sandbar stops

    5.0 • 85 reviews
    $215/ jet ski
    Private Backcountry Sandbar Boat Tour in Key West

    Private Backcountry Sandbar Boat Tour in Key West

    Explore Key West backcountry sandbars on a private charter for up to 6

    5.0 • 76 reviews
    $875
    Private Sandbar & Snorkel Boat Charter in Key West
    Up to 6

    Private Sandbar & Snorkel Boat Charter in Key West

    Customize your Key West day on a private boat with snorkeling gear and sandbar stops included

    4.9 • 5.9K reviews
    $748
    Parasailing, Jet Ski & Ocean Waterpark Combo in Key West

    Parasailing, Jet Ski & Ocean Waterpark Combo in Key West

    Parasail, ride a Jet Ski, and play on Key West’s ocean waterpark in 3.5 or 6–6.5 hours

    4.9 • 12.7K reviews
    $146/ person
    2-Hour Kayak Rental in Key West

    2-Hour Kayak Rental in Key West

    Paddle mangrove creeks and calm coastal waters at your own pace

    4.9 • 8K reviews
    $45/ person
    Private Captained Boat Charter in Key West

    Private Captained Boat Charter in Key West

    Cruise Key West waters aboard a private captained Boston Whaler

    5.0 • 183 reviews
    $900
    Sail a Key West Champagne Sunset Cruise

    Sail a Key West Champagne Sunset Cruise

    Sail a Key West schooner at sunset with drinks, appetizers, and cocktails included

    4.9 • 3K reviews
    $125/ person
    10-Hour Dry Tortugas Snorkeling Cruise

    10-Hour Dry Tortugas Snorkeling Cruise

    Snorkel the Dry Tortugas and explore Fort Jefferson on Garden Key

    5.0 • 101 reviews
    $795/ person
    Custom Charter in Key West

    Custom Charter in Key West

    Build a private Key West day around sandbars, snorkeling, dolphins, and more

    5.0 • 74 reviews
    $1,479& up
    1…456…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