Activities in Key West · Page 9

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Activities

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343 results

KeyWest Half-Day Inshore Fishing Private CharterFrom US$750
4.9 · 72 reviews 4 h

KeyWest Half-Day Inshore Fishing Private Charter

These trips are very customizable trips from all skill levels of charter fishing to just kicking it at the sandbar we are here to make this the best part of your vacation.

Small Group Key West Snorkel AdventureFrom US$75
4.5 · 33 reviews 4 h

Small Group Key West Snorkel Adventure

Experience the ultimate in personalized water adventures with our exclusive snorkeling excursions! Dive into the crystal-clear waters for a full two hours of exploration at not just one, but two incredible underwater destinations. Immerse yourself in the captivating world of vibrant sea life like never before! Please call Lost Reef Adventures 24 hours prior to tour date to confirm your reservation.

2 HR Key West Clear Kayak Rental – Discover Mangroves & Wildlife!From US$49.95
5.0 · 2 reviews 2 h

2 HR Key West Clear Kayak Rental – Discover Mangroves & Wildlife!

Enjoy the freedom and flexibility we offer—whether you want to paddle for just an hour or spend a full four hours exploring, you can do it all at your own pace. Our launch site gives you direct access to some of Key West’s most stunning and secluded mangrove tunnels, so you're in the heart of the adventure within minutes. No guided schedule, no rushing—just you, the water, and the wildlife. With high-quality gear, easy-to-follow route maps, and a laid-back local vibe, we make it simple to experience the best of Key West’s natural beauty, on your own terms.

Key West Shore Excursion: Hop-On Hop-Off Trolley TourFrom US$55.60
4.3 · 83 reviews 1 h 30 min

Key West Shore Excursion: Hop-On Hop-Off Trolley Tour

When you arrive in port in Key West, take an independent, hop-on hop-off trolley tour shore excursion for the best way to explore the island. While you’re off your cruise ship, simply sit back and relax while your expert tour guide turns back the pages of history to the days of Indians, pirates, wreckers and the Civil War. You’ll get a full picture of Key West during your limited time ashore.

Island Sandbar Tour Catamaran Cruise in Marathon FLFrom US$130
4.5 · 8 reviews 4 h

Island Sandbar Tour Catamaran Cruise in Marathon FL

Experience a classic Florida Keys sandbar adventure on a comfortable 53’ catamaran. Cruise through Boot Key Harbor and past scenic landmarks as your crew shares information about the local area and points out interesting sights along the way. Once you arrive at the sandbar, step into shallow turquoise water perfect for swimming, floating, and relaxing. Use the provided water floats and noodles, or simply unwind on deck and enjoy the sunshine and music. This relaxed and family-friendly tour offers plenty of space to move around the boat, shaded seating, onboard restrooms, and a cooler with ice, soda, and water. Ideal for couples, families, and groups, this experience lets you enjoy Marathon’s sandbars the way locals do—easygoing, fun, and surrounded by the natural beauty of the Keys.

Key West Schooner Backcountry Eco Tour Sail Snorkel and KayakFrom US$119
4.9 · 109 reviews 5 h

Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak

Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authentic sail experience on the way to Key West’s backcountry. Your day is spent exploring Key West’s uninhabited mangrove islands in the Key West National Wildlife Refuge. Keep an eye out for dolphins, sea turtles, manta rays and many other wildlife that call the Refuge home. Your captain knows where dolphins are frequently seen and will let you know if he spots any. Upon reaching the mangrove islands, the schooner anchors and your exploration begins. Your day is divided between guided kayaking tours and guided snorkeling tours. The warm, shallow water is calm, sheltered by the uninhabited mangroves, making kayaking a breeze. After your tours, come back aboard and wash off with our fresh water rinse, and relax on deck. Choose from plenty of complimentary cold drinks – frosty cold beer, wine, homemade sangria, chilled sodas and filtered water. This is the best of laid-back island living.

Reef Snorkel Adventure at Sombrero Key Light ReefFrom US$95.84
4.8 · 47 reviews 3 h

Reef Snorkel Adventure at Sombrero Key Light Reef

Discover the vibrant underwater ecosystem of the Florida Keys on a Reef Snorkel Adventure to the renowned Sombrero Key Light Reef. Aboard the luxurious Marathon Mermaid, glide through the crystal-clear waters for an unforgettable snorkeling experience. This 3-hour excursion invites all ages to explore the colorful coral and diverse marine life, guided by a knowledgeable crew dedicated to your safety and enjoyment. After your underwater exploration, relax on the return trip while savoring fresh fruit and refreshing beverages, reminiscing about the aquatic wonders you’ve encountered.

Robert the Doll After DarkFrom US$45
4.9 · 7 reviews 1 h

Robert the Doll After Dark

Are you brave enough to lock eyes with the world's most haunted object… in the dark? Don't get stuck on a crowded trolly, step behind the velvet rope with us and investigate Key West's greatest mysteries and darkest legends. Located within a museum named one of America’s 10 Most Haunted Destinations, join us at the historic Fort East Martello for an eerie evening centered around the chilling legend of Robert the Doll. This isn't just a story—it's an encounter. Your night begins with a 30-minute guided ghost tour through the shadows of the Civil War-era citadel, where you’ll learn the dark history of the site. Then, settle in for a 30-minute seated experience directly with Robert. We will separate the terrifying facts from the folklore and discuss the latest activity surrounding the doll.

The Original Key West Ghost Hunt - Ages 16 and upFrom US$45
4.6 · 110 reviews 1 h 30 min

The Original Key West Ghost Hunt - Ages 16 and up

We are the only locally owned haunted attraction with exclusive access to two locations. Our local experts provide Ghost Hunting equipment along with personal experience that can't be replicated. This tour is for guests ages 16 and up Children will not be admitted.

Key West Photo Shoot at Your Resort or BeachFrom US$350
4.9 · 38 reviews 45 min

Key West Photo Shoot at Your Resort or Beach

Whether you are visiting Key West for a special occasion, Anniversary, Romantic Getaway, Family Reunion. We can meet you at your Resort or one of Key West beaches to have a personal photo shoot We are at times available for Sunset timeframe and on weekends, so please email me for availability directly - This is priced for (1) couple or (1) family unit - not group extended family - please ask for pricing for larger groups.

Key West's Locals' Top Sandbar and Sailing ExperienceFrom US$169
4.3 · 16 reviews 5 h

Key West's Locals' Top Sandbar and Sailing Experience

Join us on Sebago's newest trip, designed to allow guests to experience the waters around Key West as so many locals do, visiting little known, breathtakingly beautiful spots with small groups of friends while enjoying great food and drinks in a relaxed and casual environment. No structured activities. Do as much or as little as you want. After all, you're on vacation! Step aboard Sebago Cubed, a spacious and luxurious sailing catamaran, for a day of sun, sailing and sangria!

Marathon to Key West Private Tour of Florida KeysFrom US$137
5.0 · 28 reviews 8 h

Marathon to Key West Private Tour of Florida Keys

Visit the one-and-only island city of KEY WEST! Enjoy a narrated tour on the way down, and island music on the way back. HIGHLIGHTS • See the sights in Key West • Stay for the Key West sunset • Plenty of Free Time • Designated Driver • Narrated Tour Do what you want in Key West! We're doing the driving! Sightsee, enjoy a happy hour, eat a nice dinner, check out Mallory Square at sunset, take a sunset sail, and more! Sit back & enjoy the scenery as we drive down to Key West. Learn the history, culture, and ecology of the Florida Keys & Key West from your friendly local guide. See the Southernmost Point, Hemingway's House, Mile Marker Zero, Sloppy Joe's, and Mallory Square It's more like a road trip than a tour - ask questions, point out wildlife, make new friends.