Key West Ghost Tours: Southernmost Shadows and Ghosts
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 storytelle...
350 bookable on GetYourGuide, page 3 of 3. Prices checked 2026-09-06.
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For the operators we researched and recommend, see our food tours and cooking classes in Key West, or the experiences overview.
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 storytelle...
Learn about an important part of Florida’s history at the Key West Shipwreck Treasure Museum. Explore the wreckage of Spanish galleons and the remnants of cargo ships....
Turn Key West into a giant game board with this fun scavenger hunt adventure! This challenge combines the excitement of the Amazing Race with a 3-hour city walking tou...
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 thro...
Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island vibes take over. But there is more to this island than umbrella dri...
We invite you to take an exclusive cocktail & food taste tour on the Waterfront in Downtown Key West! Our seasoned local guide will dive into the history of Old Fish...
Soar up to 300ft above Key West for stunning panoramic views Enjoying a thrilling 10-15 minute parasailing experience Parasail with friends with the double, or tri...
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...
See more and spend less with a Go City All-Inclusive Pass - the best Miami pass for flexibility and savings. Enjoy unlimited access to 25+ popular Miami attractions ...
Discover the intriguing world of the ocean with a visit to the Key West Aquarium. Explore the different sections of the aquarium and gain a thorough understanding of o...
Want to discover Hemingway's story in Key West? This tour is outside (no tickets to the Hemingway house) See the many sites he's linked to? Stop in his favorite bars f...
Embark on a personalized gourmet journey through the lively streets of Key West, where you'll savor a diverse range of street foods from succulent shrimp to iconic Key...
27 Miles and 90 Minutes of pure exhilarating watersports bliss. Your Key West Island Jet-ski Tour starts in the shallow cove, The Ibis Bay Resort dock area. From the ...
What a fun day in the sun with a 10am checkin and 11am departure to a 3 hours snorkeling and Dolphin watching adventure. At 4:45pm get ready for the Keywest sunset, di...
Why stress waiting for unreliable taxis or shuttle services from the Key West Airport? Ensure peace of mind with a private transfer too Key West, Marathon Key or Littl...
Our 6-passenger golf cart rental offers a fun, private, and convenient way for families and groups to explore Key West together. Instead of splitting up or relying on ...
Highlights: Explore the world's 3rd largest coral reef, teaming with life Receive expert snorkel instruction, with all gear provided Perfect for beginners and e...
A fun full day of water activities and fun. On the do it all adventure you will enjoy 12 different watersport activities including jetskis, parasailing, snorkeling, ba...
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. O...
Have a blast on the half day boat rental a Premier 22 foot Pontoon 115 HorsePower. The boat holds up to 10 passengers. You can cruise in the the ocean or the bay at ke...
Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and e...
Explore the vibrant waters of Key West on this 4-hour dolphin watch and snorkeling tour aboard a luxurious catamaran. Encounter playful dolphins in their natural habit...
Explore the vibrant sights of Key West with the Old Town Trolley, Aquarium, and Shipwreck Museum package. This tour offers unlimited hop-on, hop-off access to 13 conve...
Key West Water Fun with Snorkeling, Sunset Cruise, Dinner, Live Music and open Bar. Enjoy a bright and early morning snorkel Catamaran cruise departing 9 am for a ful...
If Your Flying Into or Out Of The City, Allow The Chiefton Group To Meet You There or Get You There… Get Curbside Pick Up / Drop Off Service. Enjoy The Scenic Ride Fro...
This combo tour offers two experiences in one: a peaceful sandbar visit and an exciting snorkeling session. Unlike standard trips, you’ll enjoy a well-planned itinerar...
Sail from Key West Bight aboard Papa’s Cat, a 48-ft catamaran inspired by Hemingway’s island spirit. Dive vibrant reefs, drift over sugar-white sandbars, and sip fresh...
We make your first dive unforgettable with small groups, expert PADI instructors, and the best gear on the market - SCUBAPRO. We start you off in the pool to help buil...
Experience Key West’s top-rated haunted pub crawl, where chilling ghost stories, historic bars, and island cocktails come together for a night of spooky fun in the hea...
A Sunset Cruise with a Twist aboard the Island Pearl Wrap up your perfect day in the Keys aboard the Island Pearl, a 50-foot classic vessel with modern comforts and a...
Book your Private Transfer from Key West Int Airport (EYW) to Key West Cruise Port. Don't go through all the hassle of waiting in a long taxi or shared shuttle queue...
Tours will begin at the corridor of the Southernmost District near the Key West Lighthouse and the home of the infamous author Ernest Hemingway. We will proceed throug...
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 ...
Experience the magic of a Key West sunset from the water on this elegant 2-hour sailing cruise departing from the historic Key West Seaport. As the sails are raised an...
Witness the vibrant hues of a Florida Keys sunset on a 90-minute cruise along the stunning Seven Mile Bridge. This intimate experience aboard a 31’ motorized catamaran...
The Experience: Don't miss your chance to experience a luxury charter in the Florida Keys, versatile enough for any on-water activity you can envision. Whether you're ...
This snorkeling adventure goes beyond the ordinary by offering crystal-clear waters, vibrant coral reefs, and an incredible variety of marine life—all in a serene, pic...
Unlike standard snorkeling trips, this activity offers expert guidance and access to prime reef spots known for their rich marine biodiversity. With a focus on safety ...
Slip into Jimmy Buffett and Hemingway’s sandals and see iconic island sights on this self-guided audio tour. Key West’s quirky island lifestyle has attracted larger-...
Step into vibrant Key West for a scavenger hunt like no other! Guided by Tara, your upbeat game show host, you’ll embark on an interactive adventure filled with creati...
Explore the vibrant waters of Key West on this exciting Dolphin Watch & Snorkel Tour. Enjoy a family-friendly adventure as you snorkel in the beautiful backcountry wat...
Double Decker Pontoon Boat with slides for up to 14 passenger Rental in sunny Key West, Florida. Want a stress-free day? Hire a captain and let them handle the navigat...
Fun in the sun when you make it over to Smathers Beachand have the best day with unlimited use of water activities. Go kayaking, paddle boarding, sailing or just seat ...
This private Florida Keys yacht charter combines daytime exploration with an overnight stay aboard a Jeanneau NC 895 Weekender. The preferred itinerary can include cru...
Journey through Key West's history on this self-guided adventure featuring swashbuckling pirate legends and maritime mysteries. Your smartphone transforms a regular wa...
Early Bird Snorkel gets you to the Worlds 3rd largest living coral reef as we sail towards our destination enjoy breakfast, draft beer & unlimited mimosas. As you retu...
This private combination charter lets your group prioritize several Key West experiences in one booking rather than choosing a fixed group tour. Depending on duration ...
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 exceedin...
If you want a professional photoshoot, with top photographers, in the most romantic city and beach at sunset? this is the right place!. Golden Hour, ocean views, old ...
Boudoir photography is a photographic style featuring intimate, sensual, romantic, and sensual images of its subjects in a photographic studio, bedroom or private dres...
Head out to sea or stay close to land around Key West and the various other island. Led by your experienced captain and owner this charter offers a chance to catch a v...
Turn your trip into something unforgettable with a Polaris Slingshot rental from Keys Vacation Supply Rentals. This open-air ride lets you feel the ocean breeze, soak ...
Download GuideAlong’s self-guided audio tour bundle to make the most of your Eastern USA road trips. As you drive, hear stories play automatically as you explore sceni...
Embark on a self-guided audio adventure through Key West's storied Old Town, where the sun-soaked streets echo with the daring tales of pirates, treasure hunters, and ...
Experience the true beauty of the Florida Keys backcountry, gorgeous shallow flats, and abundance of fish. Marathon the hub for fishing in the Keys, great beaches, sho...
Book your Private Round-Trip Transfer from Key West Int Airport (EYW) to Key West hotels and return. Don't go through all the hassle of waiting in a long taxi or shar...
Explore the vibrant underwater world around Marathon on this snorkeling adventure. Begin by diving into North America's only living coral reef at Sombrero Reef, where ...
Discover the best of the Florida Keys with a thrilling snorkeling and sandbar adventure from Marathon Mermaid. Begin at the stunning Sombrero Reef, where vibrant coral...
Hop On Hop Off in Key West for one full day of an adventure. Enjoy a early morning or afternoon 3 hour Snorkel trip on a catamaran. Explore the world’s 3rd largest liv...
Book your private arrival transfer from Key West Int Airport (EYW) to Key West hotels. Avoid the hassle of waiting in long taxi or shared shuttle queues and use our p...
Book your private transfer from Key West Int Airport (EYW) to Key West hotels and return. Avoid the hassle of waiting in long taxis or shared shuttle queues and use o...
Experience the ultimate adventure aboard our 25' Cobia Center Console with twin engines, designed for power, stability, and comfort. Perfect for fishing trips, sandbar...
Book your Private Arrival Transfer from Key West Int Airport (EYW) to Key West hotels. Don't go through all the hassle of waiting in a long taxi or shared shuttles qu...
Climb on Key West’s newest jetskis for the best tour around the island. This trip includes a free second rider. Join us for the best deal in Key West
Explore the vibrant history of Key West on this engaging bike tour. Pedal through charming streets as you uncover the stories behind the island's notable landmarks and...
Create your own adventure: fish, snorkel, paddleboard, or just cruise in style! The newest fleet in town! Our spacious pontoons provide plenty of space and shade while...
Explore an island paradise 70 miles west of Key West. Visit Fort Jefferson, a massive 19th-century coastal fort, and walk its brick walls while hearing stories about s...
Explore the vibrant spirit of the Florida Keys with the Key West Conch and Hemingway Walk. This self-guided adventure immerses you in the rich tapestry of island lif...
Book your private departure transfer from Key West hotels to Key West Int Airport (EYW). Avoid the hassle of waiting in long taxi or shared shuttle queues and use our...
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...
Key West is a small island with a big personality, and the only way to truly experience it is on your own terms. Island Safari Rentals Rentals gives you a reliable, co...
This private patch reef charter offers accessible Key West fishing without requiring a long offshore run. The trip can accommodate up to six passengers, with a maximum...
This private clothing-optional Key West charter combines sandbar relaxation, snorkeling, paddleboarding, and wildlife viewing with clear privacy protections. It is a r...
The Marquesas Keys offer one of the most remote private boat experiences available from Key West. This full-day charter gives your group time to prioritize snorkeling,...
This 90-minute guided tour covers 26 miles around Key West, offering a longer and more complete riding experience than a one-hour freestyle ride while requiring less t...
Spend the afternoon exploring the crystal-clear waters of the Florida Keys before ending your day with an unforgettable Key West sunset. We'll cruise to one of Key We...
Set sail for adventure with our Tiki Party Boat rental, cruising the breathtaking waters! Whether you're soaking up the sun, spotting local marine life, or enjoying re...
This experience combines the thrill of fishing with a relaxed, fun atmosphere. You’ll be guided by a seasoned captain who knows the best local fishing spots—hidden hon...
Join us for the best walking tour in Key West! You will be amazed by how much history and culture our small island has! Local Guide will take you on a time travel ad...
Create your own adventure: fish, snorkel, paddleboard, or just cruise in style! The newest fleet in town! Our spacious pontoons provide plenty of space and shade while...
The 24' Hurricane Sundeck stands out as the ultimate choice for families and groups looking for comfort and versatility on the water. Its spacious design and thoughtfu...
The 21' Hurricane Sundeck is the perfect blend of comfort, versatility, and performance, making it a top choice for adventurers and families alike. Whether you’re fish...
This private eco boat tour focuses on the Key West National Wildlife Refuge and its mangroves, islands, flats, and coastal habitats. Your group can prioritize wildlife...
Book your Private Transfer from Key West Cruise Port to Key West city hotels or any address. Don't go through all the hassle of waiting in a long taxi or shared shut...
Escape to paradise and say “I do” with a romantic one-hour Key West elopement. Enjoy a personalized ceremony led by a local officiant at a picturesque beach or waterfr...
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...
Explore the beautiful mangrove tunnels and seagrass beds of Key West with convenient kayak rentals. Perfect for adventure seekers, you can set your own pace while padd...
What makes our Craft Café unique is that it combines creativity, shopping, and the charm of Key West all in one experience. Located inside at the Shops at Mallory Squa...
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 ...
We take the time to review YOUR vision for this special moment in life via a conference call - we offer suggestions and then send a full confirmation with map or diagr...
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 k...
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 shutt...
You will be cruising the near shore waters of Key West and the Florida Keys on a custom Tiki Bar Boat. Your US Coast Guard Certified Captain is extremely knowledgeable...
We are able to meet your vision - whether your vision is romantic, motherly, excitement or studio art. This activity can be upgraded to studio.
Discover the unparalleled joy of exploring Key West waters aboard this center console! Our fleet boasts the newest, most luxurious vessels, fully equipped with top-tie...
Book your private departure transfer from Key West hotels to Key West Int Airport (EYW). Don't go through all the hassle of waiting in a long taxi or shared shuttle q...
Climb aboard and let the tropical breeze set the tone as we cruise past working marinas, colorful houseboats, and mangrove-lined shores where dolphins often play in ou...
This private sunset cruise is the perfect way to enjoy a romantic evening or spend quality time with loved ones in the stunning surroundings of Key West. With everythi...
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 w...
Our 4-passenger golf cart rentals are the perfect blend of convenience, fun, and flexibility for exploring Key West. With a smaller footprint than larger carts, thes...
This private Key West bachelorette boat charter is reserved for your group rather than shared with strangers. Celebrate aboard a Jeanneau NC 895 Weekender and tailor t...
Fun Rentals Key West bicycle rentals stand out because we combine high-quality bikes, local expertise, and a hassle-free rental experience designed specifically for ex...
Dive into adventure, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge ...
Leave the crowds behind and spend the day at one of Key West's beautiful sandbars with a maximum of just 6 guests onboard. Your local captain will choose the best loca...
Snorkeling in Key West is a must-do on any vacation. The Florida Keys are home to the only living coral reef in the continental United States—but it’s offshore, so the...
Fun Rentals Key West bicycle rentals stand out because we combine high-quality bikes, local expertise, and a hassle-free rental experience designed specifically for ex...
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 an...
Private Offshore Fishing on Sanctuary – 47 ft Hatteras Experience the thrill of offshore fishing in Key West aboard Sanctuary, our 47 ft Hatteras. Led by an expert Cap...
Step into the world of rum and discover the art of crafting exquisite cocktails at a hands-on masterclass. Whether you're a novice or a seasoned mixologist, this class...
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 i...