Drink with the dead on this spine-chilling Key West pub crawl, where every sip comes with a story from beyond the grave. Start with spirits of both kinds, then wander past haunted landmarks like St. Paul’s Episcopal Church and the Dean-Lopez Funeral Home, where whispers follow your every step. Visit the Artist House, home of the infamous Robert the Doll, and feel the chill in the air of shipwreck…
★★★★★★★★★★4.4(115)Rated 4.4 out of 5 from 115 reviews2 hFree cancellation
The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, with a historical walking adventure retracing his steps on a "Bucket List" tour of Old Town. Our 4-hour guided experience stops at (6) locations, helping tell Hemingway’s story in Key West & Cuba. Each ticket includes guided entrance into his famed Key West home. Then eat, drink, and explore the island o…
★★★★★★★★★★4.8(74)Rated 4.8 out of 5 from 74 reviews4 hFree cancellation
One of the only Adult Only experiences offered in Key West, our excursions are top-notch, with the vessel, all equipment, food and beverage service being set to premium standards! We offer a more intimate experience with less crowded excursions for the comfort of all of our guests.
★★★★★★★★★★4.8(64)Rated 4.8 out of 5 from 64 reviews4 hFree cancellation
This isn’t a packed tourist boat — it’s a true small-group adventure with a maximum of 6 guests. You’re not watching dolphins from far away; you’re close enough to feel that electric moment when they swim right next to the boat. Our captains know the dolphin pods by territory and behavior, so you spend more time with them and less time searching. After the dolphin encounter, we take you to hand-p…
★★★★★★★★★★4.9(50)Rated 4.9 out of 5 from 50 reviews3 hFree cancellation
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.
★★★★★★★★★★4.3(85)Rated 4.3 out of 5 from 85 reviews1 h 30 minFree cancellation
Discover the natural beauty of Key West on our 2-Hour Guided Clear Kayak Eco Tour. Paddle through crystal-clear waters in a completely transparent bottom kayak, giving you a unique view of tropical fish, seagrass beds, and vibrant marine life beneath you. Along the way, your guide will share fascinating insights into the local ecosystem and hidden gems of the Florida Keys. Perfect for couples, fa…
★★★★★★★★★★4.5(54)Rated 4.5 out of 5 from 54 reviews2 hFree cancellation
When you arrive in port in Key West, take a Conch Tour Train shore excursion on your own; you’ll see the best of Key West on the tour that's been entertaining visitors to the Island City since 1958. You’ll hear legends and lore of this charming tropical paradise like stories about Henry Flagler's railroad, which arrived in Key West September 22, 1912, and forever changed the Island City.
★★★★★★★★★★4.5(44)Rated 4.5 out of 5 from 44 reviews1 h 30 minFree cancellation
Key West’s ONLY Happy Hour Sandbar Party & Sunset Cruise! Get ready for the ultimate Key West experience—the only Happy Hour at the Sandbar & Sunset Cruise! This exclusive trip takes you to a beautiful sandbar, where you can lounge on our floating lily pads while our crew turns into your personal bartenders, serving up unlimited draft beer, mimosas, wine, and champagne. For those looking to explo…
★★★★★★★★★★4.5(43)Rated 4.5 out of 5 from 43 reviews4 hFree cancellation
Short on time and want to do your own thing? Our supervised Freestyle Adventure is perfect for you. Our guide will take you to a secluded area where you can let loose and get your jet ski on. This jet ski rental is a great way to let loose and get your adrenaline fixed, or you just relax and chill if you prefer. It’s completely up to you. Some people don’t care for structured, guided tours. That’…
★★★★★★★★★★5.0(28)Rated 5.0 out of 5 from 28 reviews1 hFree cancellation
At SeaEO Luxury Boat Charters, our meticulous attention to detail, expert captains, and premium vessels set us apart, transforming every trip into your perfect day on the water and why we dominate other charter companies. There is a reason people stay at the Ritz-Carlton, though there is a Motel 6 right up the road, and that's the type of experience we aim to provide, at a value that can't be tou…
★★★★★★★★★★4.7(25)Rated 4.7 out of 5 from 25 reviews8 hFree cancellation
Explore the eerie streets of Key West with Southernmost Ghosts on a captivating hour-long walking tour that uncovers the city’s dark past. Led by passionate storytellers, you’ll wander through historic Old Town, where every corner hides a ghostly tale. As you walk under the moonlight, prepare to be captivated by chilling stories of spirits from Key West’s history. This tour visits nine to thirtee…
★★★★★★★★★★4.0(28)Rated 4.0 out of 5 from 28 reviews1 hFree cancellation
Explore the vibrant island of Key West with ease through our golf cart rentals. Perfect for couples, families & small groups, our 4 person golf carts are the ideal way to navigate the island's scenic roads without any hassles. Enjoy the convenience of gas included with your rental and flexible hourly or daily options, ensuring you can set your own pace for adventure. With a convenient downtown lo…
★★★★★★★★★★3.9(23)Rated 3.9 out of 5 from 23 reviews72 hFree cancellation
Make the most of your Key West vacation by exploring the island with Fury’s golf cart rentals. Forget the long walks and drive straight into the adventure! Cruise through the Conch Republic like a local with our gas-powered golf cart rentals. Feel the refreshing sea breeze as you effortlessly navigate Key West’s charming streets in our high-quality street-legal golf cart rentals. Experience the t…
★★★★★★★★★★3.8(20)Rated 3.8 out of 5 from 20 reviews24 hFree cancellation
Explore the beautiful waters of Key West with us, where the adventure includes snorkeling in crystal blue waters, lounging on secluded beaches, and witnessing stunning sunsets. This intimate charter accommodates up to 6 guests, ensuring a personalized experience. Choose from hourly, half-day, or full-day trips to tailor your Florida Keys getaway. Unwind and create unforgettable memories in paradi…
★★★★★★★★★★5.0(8)Rated 5.0 out of 5 from 8 reviews4 hFree cancellation
Imagine gliding over gentle waves aboard the Lazy Lady, a 53-foot, one of a kind tiki boat. Soak in the vibrant colors of an iconic Key West sunset - hues of orange, pink and purple. Sip on ice-cold beverages prepared by your friendly crew while the warm sea breeze carries the sounds of island music and laughter. The atmosphere is relaxed and festive, perfect for making new friends or sharing mom…
★★★★★★★★★★5.0(7)Rated 5.0 out of 5 from 7 reviews1 h 30 minFree cancellation
Go where other tours can't. Enter historic Fort East Martello after dark for an eerie encounter with Robert the Doll, one of Key West's most legendary paranormal figures. Your experience begins with a 30-minute guided ghost tour through the Civil War-era fort, exploring its dark history, unexplained activity and stories gathered over decades. Then you'll spend 30 minutes seated directly with Robe…
★★★★★★★★★★4.9(7)Rated 4.9 out of 5 from 7 reviews1 hFree cancellation
⭐ Top-Rated Vacation Photoshoots 2025 & 2026 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small team specialises in authentic, natural photography that truly reflects your trip. In Key West, we combine creativity with local knowledge to show you hidden gems, secret angl…
★★★★★★★★★★5.0(6)Rated 5.0 out of 5 from 6 reviews1 hFree cancellation
Key West is famous for stunning sunsets, and this dinner cruise offers the perfect way to enjoy them. Savor breathtaking views as the sky transforms, while indulging in a tropical buffet, live music, and incredible vibes. It’s an unforgettable evening on the water. Relax on a luxury catamaran with an open-air sundeck and fully air-conditioned lower cabin. Grab a drink from the open well bar as li…
★★★★★★★★★★4.3(6)Rated 4.3 out of 5 from 6 reviews2 hFree cancellation
The glass bottom kayaks is an amazing experience with your tour guides paddling in calm shallow waterways under the stars! Your tour guides will point out sea birds and various sea-life such as different fish species, shrimp, crabs, conch shells which will be well illuminated with your high powered underwater custom LED lights. We paddle along mangrove shorelines and canals so we sometimes even s…
★★★★★★★★★★5.0(1)Rated 5.0 out of 5 from 1 reviews1 h 15 minFree cancellation
Explore the stunning Dry Tortugas National Park with a private boat charter tailored just for you. Departing from Key West, enjoy a full-day offshore adventure that includes visiting historic Fort Jefferson and snorkeling in crystal-clear waters. This exclusive experience allows you to set your own itinerary, ensuring a flexible and customized journey without the crowds. Your adventure is aboard…
★★★★★★★★★★5.0(1)Rated 5.0 out of 5 from 1 reviews8 h
