Activities in Key West · Page 27
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Activities
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347 results
From US$1,3956hr Offshore Big Game Fishing Adventure
Set sail for a thrilling morning on the Atlantic with this shorter offshore fishing trip. Departing at 8 AM, you'll head into the deep blue, fishing in depths exceeding 1500 feet. This adventure targets popular species like Mahi Mahi, Tuna, Wahoo, and Sailfish, allowing you to cast your line in some of the best fishing grounds in the state. Plus, if you land a trophy catch, arrangements can be made to have it beautifully mounted for display.
From US$379Miami Key West Day Tour With Private Driver & Guide
Explore the charming streets of historic Key West at your own pace. Enjoy a personalized experience as you visit iconic sites like the Hemingway House, famous for its feline residents, and the stunning views from the Key West Lighthouse. Relax at Smather's Beach and indulge in a unique alligator snack. Capture memories at the 90 Mile to Cuba buoy and discover the Truman White House. With private vehicle transport and flexible itinerary, this tour is perfect for those who value freedom and personal choice. - Private vehicle for a comfortable, no-crowd journey - Tailor your own itinerary to explore Key West's highlights - Visit memorable spots like the Hemingway House and Smather's Beach - Pickup and drop-off at your hotel for convenience
From US$750Key West: Nautic Star 21 Ft Speed Boat 21ft 115 Horse Power Speedboat-6 Pass
Have a blast on the half day boat rental a 21ft Nautic Star speed boat. The boat holds up to 6 passengers. You can cruise in the the ocean or the bay at key west, it is only 90 miles from Cuba. Tan in the sun, dock at a sand bar. The boat is equipped with 60 horse power, a Bimini Top, Radio and Comfortable Seats. Remember to bring your bathing suits, sun glasses, sunscreen, towel, hats and favorite beverages.
From US$600Key West Boat Rentals from Hilton Resort
Comfort is where Still Dreamin’ truly shines. The ride is smooth, stable, and confidence-inspiring, thanks to Belzona’s refined hull design, which minimizes chop and keeps the boat level and predictable. Whether we’re cruising across open water or idling into a calm anchorage, guests consistently remark on how quiet and comfortable the experience feels. It’s a boat that lets you enjoy the journey just as much as the destination.
From US$1,295Key West Private Tiki Bar Crawl by Boat
This private Key West tiki bar crawl travels by boat rather than on foot. Your group enjoys scenic waterfront cruising and direct dock access to participating venues when available. The itinerary is flexible, but the captain selects the safe route and adjusts stops according to venue access, timing, weather, marine traffic, and operating conditions.
From US$30Southernmost Key West Historical Tour in Small Group
Travel The Keys is a guided tour and concierge company based in Key West, Florida. We offer unique historical tours in Key West, presented by a 5th generation local. Our tours present a collection of lesser known historical events and explore the cultural legacies of the Southernmost District and surrounding areas of Key West.
From US$1,500Marathon Offshore Fishing Charter
Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and fantastic food. View the beautiful scenery, while experiencing the thrill of a chance to catch species such as Sailfish, Wahoo, Mahi Mahi, Tuna, Snapper, Grouper, King Mackerel, and Shark. Your tour is guided by a licensed Captain in a 30” open fishing style boat with t-top for shade. All the fishing rods and reels, right and left-handed and all the tackle you need, as well as all other necessities including safety equipment. Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.
From US$1,200Full Day Backcountry Fishing Charter in Key West
Our full-day backcountry charter gives you the time and range to dive deeper into the fishing opportunities surrounding Key West. With 8 hours on the water, we can go beyond the usual grounds—working the flats, channels, and mangrove edges at your pace, with the flexibility to follow the bite wherever it’s best. Depending on conditions, we may even venture west toward the remote Marquesas Keys, known for their rich marine life and pristine beauty. Our captain is a lifelong angler and Army veteran who brings both local knowledge and a steady, thoughtful approach. There’s no set route or rigid schedule—just a focus on giving you the best possible day on the water. With a max of four guests, you’ll fish comfortably and get personalized insight into the backcountry’s changing tides and seasonal patterns. It’s a full day built for anglers who want to go further and get more from their time on the water.
From US$112.12Private Transfer from Key West hotels to Key West Cruise Port
Book your Private Transfer from Key West city hotels or any address to Key West Cruise Port. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door-to-door city/port transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. Meeting with a Nameplate. Door-to-door Service. No Hidden Charges. Clean cars & Professional drivers.
From US$110.94Private Transfer from Key West Port to Key West Airport (EYW)
Book your Private Transfer from Key West Cruise Port to Key West Int Airport (EYW). Don't go through all the hassle of waiting in a long taxi or shared shuttle queues and use our private, door-to-door port/airport transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. • Meeting with a Nameplate • We track your Flight • Door-to-door Service • No Hidden Charges • Clean cars & Professional drivers
From US$771.87Vitamin Sea Dolphin Safari: Private Key West Charter
Escape the crowds and experience the best of Key West on your own terms with the Vitamin Sea Dolphin Safari. Designed for couples, families, or small groups of up to 6 guests, this 4-hour journey offers a perfect mix of adventure, relaxation, and natural beauty — all with your own captain and guide. Cruise through crystal-clear waters, spot playful dolphins in the wild, snorkel above vibrant reefs, and unwind on a remote sandbar that few ever get to see. Whether you're looking for marine life, island serenity, or picture-perfect moments, this tour delivers unforgettable coastal magic.
From US$20Petals and Vines Boutique Craft Café
Unlike traditional art classes, here you choose your own creative adventure. Located inside a charming boutique at The Shops at Mallory Square, this one-of-a-kind experience combines crafting, shopping, and the relaxed atmosphere of Key West. Guests can select from a rotating menu of hands-on projects, including pressed floral bookmarks, decoupage teacups and saucers, decorative birdhouses, seasonal crafts, and more. No two visits are the same. With new projects introduced regularly, there's always something fresh to create.