We're here to help
    Book online or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

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

    Concierge Support

    • Help Center
    concierge@greetwell.com(650) 414-7338

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    We're here to help
    Book online or call (650) 414-7338
    Ask AIAI
    Ask AIAI

    Best results for Key West FL

    Showing 73-96 of 399 results
    Key West Sunset Catamaran Cruise with Open Bar
    Dinner Cruises

    Key West Sunset Catamaran Cruise with Open Bar

    Enjoy unlimited drinks, appetizers, and live music aboard a catamaran while you watch the famous Key West sunset.

    Enjoy unlimited drinks, appetizers, and live music aboard a catamaran while you watch the famous Key West sunset.
    4.8 • 20.8K reviews
    $102/ person
    Key West Sushi and Sunset Cruise
    Boat Tours

    Key West Sushi and Sunset Cruise

    Savor fresh sushi and drinks as you glide past Key West landmarks at sunset

    Savor fresh sushi and drinks as you glide past Key West landmarks at sunset
    4.7 • 727 reviews
    $108/ person
    45' Offshore Fishing Charter in Key West
    Private Fishing ChartersUp to 6

    45' Offshore Fishing Charter in Key West

    Enjoy cold A/C, a smooth ride, and comfortable deep-sea fishing for all levels

    Enjoy cold A/C, a smooth ride, and comfortable deep-sea fishing for all levels
    4.8 • 834 reviews
    $1,305& up
    Private Charter Sail, Snorkel and Kayak in Key West
    Private Boat ChartersUp to 22

    Private Charter Sail, Snorkel and Kayak in Key West

    Sail a historic schooner with snorkeling, kayaking, and drinks for up to 22

    Sail a historic schooner with snorkeling, kayaking, and drinks for up to 22
    4.9 • 5.6K reviews
    $2,579
    Key West Wind & Wine Sunset Sail
    Sailing

    Key West Wind & Wine Sunset Sail

    Sip fine wines on a relaxed schooner sail at sunset with craft beers and gourmet bites

    Sip fine wines on a relaxed schooner sail at sunset with craft beers and gourmet bites
    4.9 • 5.6K reviews
    $148/ person
    Key West Glass Bottom Boat Reef Eco Tour
    Boat Tours

    Key West Glass Bottom Boat Reef Eco Tour

    See coral reef life through glass viewing windows from an air-conditioned catamaran

    See coral reef life through glass viewing windows from an air-conditioned catamaran
    4.9 • 10.7K reviews
    $89/ guest
    Key West 90-Minute Jet Ski Tour from 0 Duval Street
    Jet Skiing

    Key West 90-Minute Jet Ski Tour from 0 Duval Street

    Ride a guided 28-mile loop past Mallory Square and the Southernmost Point

    Ride a guided 28-mile loop past Mallory Square and the Southernmost Point
    4.9 • 10.7K reviews
    $179
    Key West Double Dip Snorkel Adventure
    Snorkeling

    Key West Double Dip Snorkel Adventure

    Snorkel two reef sites on a fast catamaran with gear and drinks included

    Snorkel two reef sites on a fast catamaran with gear and drinks included
    4.9 • 10.7K reviews
    $101/ person
    Key West Morning Reef Snorkel Catamaran
    Snorkeling

    Key West Morning Reef Snorkel Catamaran

    Snorkel North America’s only living coral reef with gear, instruction, and drinks included

    Snorkel North America’s only living coral reef with gear, instruction, and drinks included
    4.9 • 10.7K reviews
    $70/ person
    Key West Snorkel and Sunset Sail with Rum and Reggae
    Snorkeling

    Key West Snorkel and Sunset Sail with Rum and Reggae

    Snorkel North America’s only living coral reef, then enjoy a sunset sail with reggae and complimentary drinks

    Snorkel North America’s only living coral reef, then enjoy a sunset sail with reggae and complimentary drinks
    4.9 • 10.7K reviews
    $76/ person
    Key West Party Boat Fishing Trip at 10 AM
    Fishing Charters

    Key West Party Boat Fishing Trip at 10 AM

    Fish the reefs for snapper and grouper with bait, tackle, license, and a helpful crew included

    Fish the reefs for snapper and grouper with bait, tackle, license, and a helpful crew included
    4.8 • 1.6K reviews
    $85/ person
    Key West Lighthouse & Keeper's Quarters
    Museum Tours

    Key West Lighthouse & Keeper's Quarters

    Climb 88 steps for panoramic island views and explore the historic keeper's quarters

    Climb 88 steps for panoramic island views and explore the historic keeper's quarters
    4.6 • 496 reviews
    $17/ person
    Key West Lighthouse Sunset Experience
    Sunrise and Sunset Tours

    Key West Lighthouse Sunset Experience

    Enjoy exclusive sunset access and sweeping 360-degree views from the historic Key West Lighthouse

    Enjoy exclusive sunset access and sweeping 360-degree views from the historic Key West Lighthouse
    4.6 • 496 reviews
    $355& up
    Key West Two-Stop Snorkel and Seafood Boil
    Snorkeling

    Key West Two-Stop Snorkel and Seafood Boil

    Snorkel two reef sites, then enjoy an all-you-can-eat Low Country seafood boil with premium open bar

    Snorkel two reef sites, then enjoy an all-you-can-eat Low Country seafood boil with premium open bar
    4.7 • 8K reviews
    $81/ person
    Key West Sandbar Safari on a 53-Foot Tiki Boat
    Boat Tours

    Key West Sandbar Safari on a 53-Foot Tiki Boat

    Cruise to an iconic sandbar aboard a spacious tiki boat for 3.5 hours

    Cruise to an iconic sandbar aboard a spacious tiki boat for 3.5 hours
    4.7 • 8K reviews
    $127/ person
    Fish Key West on a 34' Light Tackle Charter
    Fishing Charters

    Fish Key West on a 34' Light Tackle Charter

    Ride a fast 34’ center console for light tackle fishing inshore or offshore

    Ride a fast 34’ center console for light tackle fishing inshore or offshore
    Contact for pricing
    4.5-Hour Sail, Snorkel & Kayak Tour in Key West
    Snorkeling

    4.5-Hour Sail, Snorkel & Kayak Tour in Key West

    Sail, snorkel, and kayak on a historic schooner with drinks and snacks included

    Sail, snorkel, and kayak on a historic schooner with drinks and snacks included
    Contact for pricing
    Private 1.5-Hour Schooner Sailing Charter in Key West
    Sailing

    Private 1.5-Hour Schooner Sailing Charter in Key West

    Charter a private historic schooner sail with drinks and snacks included

    Charter a private historic schooner sail with drinks and snacks included
    Contact for pricing
    Sail, Snorkel & Kayak Key West Sunset Cruise
    Sailing

    Sail, Snorkel & Kayak Key West Sunset Cruise

    Sail a historic schooner, snorkel and kayak, then cruise into the Key West sunset

    Sail a historic schooner, snorkel and kayak, then cruise into the Key West sunset
    Contact for pricing
    Private Key West Sunset Sailing Charter
    Sailing

    Private Key West Sunset Sailing Charter

    Private 2-hour sunset sail for up to 30, with wine, beer, and hors d'oeuvres included

    Private 2-hour sunset sail for up to 30, with wine, beer, and hors d'oeuvres included
    Contact for pricing
    Cruise Key West On A 2-Hour Private Sunset Charter
    Sunrise and Sunset Tours

    Cruise Key West On A 2-Hour Private Sunset Charter

    Private 2-hour Key West sunset cruise for up to 6, with captain and Bluetooth music

    Private 2-hour Key West sunset cruise for up to 6, with captain and Bluetooth music
    Contact for pricing
    Dry Tortugas Private Snorkel & Dive Charter From Key West
    Scuba Diving

    Dry Tortugas Private Snorkel & Dive Charter From Key West

    Spend 10 hours exploring Fort Jefferson and snorkel or dive Dry Tortugas sites

    Spend 10 hours exploring Fort Jefferson and snorkel or dive Dry Tortugas sites
    Contact for pricing
    Guided 2-Tank Reef Dive in Key West
    Scuba Diving

    Guided 2-Tank Reef Dive in Key West

    Do two guided reef dives with an in-water divemaster

    Do two guided reef dives with an in-water divemaster
    Contact for pricing
    Guided 2-Tank Wreck & Reef Dive in Key West
    Scuba Diving

    Guided 2-Tank Wreck & Reef Dive in Key West

    Dive a guided wreck and shallow reef combo in Key West

    Dive a guided wreck and shallow reef combo in Key West
    Contact for pricing
    1…345…17