Discover amazing Key West activities and premium in-home experiences.
Key West is a coastal destination in Central Florida, where you'll find sun-soaked beach days, fun for families. Whether you're seeking relaxation, exploration, or local flavor, this vibrant spot has something for everyone.
Enjoy a private six-hour cruise with captain, mate, fuel, and gear provided
Customize your private 4-hour cruise for up to 6 guests with crew, fuel, and gear included
Enjoy a four-hour private cruise to mangrove sandbars with snorkeling, paddle boards, and a catered Cuban lunch.
Discover mangrove islands and pristine sandbars on a comfortable 25-ft Sea Ray with captain and fuel included
Enjoy a customizable cruise through Florida Keys sandbars with snorkel gear and coolers included.
Spot playful dolphins and snorkel vibrant reefs on a small-group Key West cruise
Taste Key West favorites and trace Hemingway’s footsteps on a guided 2-hour stroll
Follow Buffett's story through Old Key West with local guides, pie, and drinks
Explore Hemingway's Key West haunts while savoring local food, cigars, and rum on a four-hour guided walk
Circle Key West on new jet skis with 5–6 scenic stops and lively guide insights.
Soar up to 300 feet above Key West on a 10–12 minute parasail flight guided by a USCG-certified crew
Snorkel Key West’s vibrant reef aboard a fast catamaran with breakfast and post-trip drinks.
Captain a two-person boat to secluded sandbars and mangrove islands.
Swim at a secluded sandbar and watch playful wild dolphins up close, with lunch and unlimited beer and wine included.
Paddle mangrove tunnels then relax on a secluded sandbar with lunch and unlimited drinks
Enjoy unlimited drinks, appetizers, and live music aboard a catamaran while you watch the famous Key West sunset.
Sail past Key West landmarks on a 105-ft schooner while enjoying complimentary soft drinks and expert crew narration.
Sip complimentary champagne as you watch a legendary Key West sunset aboard the elegant Schooner America 2.0.
Explore Key West's iconic landmarks with a local guide on two wheels
Pedal at your own pace with convenient delivery, locks, and lights included.
Explore Key West’s most haunted sites with expert guides and real ghost-hunting gear.
Sail Key West's clear waters, kayak mangrove islands, snorkel vibrant reefs, and refuel with a buffet lunch—all in one day.
Sip fine wines and craft beers on an intimate schooner sail as the sun sets off Key West’s coastline
Customize your Key West day on a private boat with snorkeling gear and sandbar stops included
Paddle serene mangrove waterways with an expert guide and spot vibrant marine life.
Glide across illuminated waters and spot vibrant marine life on a 1.5-hour guided night kayak tour
Paddle at your own pace through serene mangroves and discover Key West’s vibrant marine life.
Watch the Key West sunset from a private boat while enjoying music and drinks.
Create your perfect four-hour Key West boat charter with snorkeling, dolphins, fishing, or beach time.
Choose snorkeling, dolphin searching, or an eco tour on a private 3-hour trip
Explore historic shipwrecks guided by a dive master for an unforgettable 4-hour underwater adventure.
Hunt reef fish alongside a professional divemaster and refine your underwater skills.
Paddle crystal-clear waters in a transparent kayak to spot marine life and mangrove tunnels near Key West.
Circle Key West in 90 minutes on a thrilling 26-mile guided jet ski ride.
Enjoy a high-flying 10–12 minute parasail ride with sweeping views of Key West
Snorkel two vibrant reefs, then unwind with unlimited drinks aboard a sunset catamaran
Key West is the southernmost point in the continental U.S., where turquoise waters, pastel architecture, and a quirky, laid-back vibe create one of Florida’s most iconic destinations. It’s a place where history, art, and ocean adventure blend seamlessly into every block and every sunset.
Start your day with Cuban coffee and a bike ride past colorful conch houses and banyan trees. Tour Hemingway’s house, snorkel at Fort Zachary Taylor, or set out on a boat for a day of reef diving. As the sun sets, Mallory Square comes alive with street performers and live music, followed by fresh seafood, craft cocktails, and dancing under the stars.
Greetwell guests in Key West can enjoy private sunset sails, in-home chef experiences featuring island flavors, or wellness services like massage and guided mindfulness walks along the beach. Whether you’re here for the parties or the peace, Key West lets you do island life your way.