Tours in Key West

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 queue and use our private, door-to-door 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 and we will track your flight. We offer Door-to-door service. There is no hidden charges and we have clean cars and professional drivers

Join us on a 2-hour private, exclusive walking tour through the dark and untold stories of Key West. Our tour will begin at St. Paul’s Episcopal Church, where we will share stories of its haunted past and the intriguing legend of Robert the Doll. Next, visit The Artist House, where we will delve into the bizarre true story of Carl and Elena, followed by Dean-Lopez Funeral Home and Crowne Plaza Key West-La Concha, which have a dark and chilling past. At Marrero’s Guest Mansion, explore the eerie story of Enriquetta and other ghostly legends associated with this haunted yet historic mansion. Moving on to 322 Duval St, uncover the mysteries of Captain Watlington’s Haunted House and share bone-chilling stories of the haunted past and present of Key West. Our journey concludes at the Audubon House & Tropical Gardens and the infamous Capt Tony’s Saloon, discovering their dark histories and encounters with the paranormal.

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 queues and use our private, door to door 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

The USCGC INGHAM was the longest continually serving, most decorated ship in Coast Guard History. Serving in active duty from 1936 to 1988. Only remaining American ship afloat to have fought in the Battle of the Atlantic. Command ship for several Philippines landings including General Douglas MacArthur's return to Corrigedor, he was aboard during this action. First allied vessel into Chinese waters at wars end. Two Presidential Unit Citations for support missions in Viet Nam. Also part of the Mariel Boatlift, when tens of thousands of Cuban refugees left their island home seeking refuge in the U.S. Now a National Historic Landmark and Coast Guard National Memorial to Guardsmen that have lost their lives in World War Two and Viet Nam. The Ingham also offers one of the best sunset views in Key West.

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 tour. Guided from any smart phone, teams make their way among well known and overlooked gems of the city, solving clues and completing challenges while learning local history.

Embark on an engaging scavenger hunt through the historic streets of Key West, Florida! Explore the quaint and beautiful historic downtown. See the historic sights like The Little White House, Sloppy Joe’s Bar, Southernmost Point of the United States, and much more. Explore and see the many unique shops, restaurants and galleries. Go at your own pace and see the best of what Key West has to offer. Ready to discover Key West in a whole new way? Let the adventure begin!

This self-guided audio tour takes you through the Key West Cemetery, a unique graveyard filled with characters that shaped the island's bohemian past. Join Frank Everhart, a nearly 30-year Key West resident, on a walking tour where you'll uncover the secrets of legendary figures, millionaires, and families. As you stroll among crumbling graves, spot descendants of Cuban cockfighting roosters and sun-bleached iguanas. Hear stories of the 1846 hurricane, the Freemasons, and the USS Maine Memorial, whose victims' deaths sparked the Spanish-American War. The 75-minute tour starts at the main entrance, passing through the Jewish B'Nai Zion Cemetery, where you'll learn to decipher gravestone symbols.

Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse aboard Schooner America 2.0! Back in the day, pirate ships from afar often ran aground on Sand Key Reef, nine miles off the southern coast of Key West. When all the sailors in Key West heard there was booty to be had, they'd get in their boats and race each other out to the reef. The first one there could claim the ship's cargo. Today, we celebrate it with the firing of the canon to start the race, and all of the schooners of Key West are on their way in a one-way race to Sand Key Lighthouse! The boat that gets there first, "wins"!

Join us for an immersive walking tour of the Key West Historic District, where each step reveals captivating stories and hidden gems. We’ll explore iconic buildings with unique histories, uncovering tales of colorful figures who shaped the island, from renowned writers to influential locals. As we stroll through beautifully preserved architecture, you’ll gain insights into the significance of each site, connecting with the spirit of Key West. This tour offers a chance to experience the essence of the island through its rich stories, creating an unforgettable adventure filled with intrigue and nostalgia. Don’t miss out on this magical journey!

You may have heard the island of Key West called many different things – America’s Caribbean Island, Margaritaville or The Conch Republic. But you know what we locals call it? Paradise!! And I bet by the end of our tour you will agree with me. Go at your own pace. This is a smartphone guided tour that uses GPS to direct you step by step on a hands free adventure.

Embark on an eerie adventure through Key West's Old Town in a cozy pedicab, where the island's haunted past comes to life. As we roll through the narrow, historic streets, you'll hear chilling tales of ghostly encounters, from restless spirits who never left to eerie legends passed down through generations. We’ll pass by the famous haunted landmarks, including the Key West Cemetery, where some say the dead still walk at night, and the eerie corners of Old Town, known for their strange, unexplainable occurrences. With the breeze in your hair and the moonlight casting long shadows, prepare for a spine-tingling ride into the heart of Key West’s most mysterious and supernatural stories. Buckle up, it's going to be a night you won't forget!

Explore the stunning waterways of the Florida Keys with our kayak and stand-up paddleboard rentals. Perfect for all ages and skill levels, this self-guided adventure allows you to navigate through beautiful mangrove tunnels and trails at your own pace. Enjoy a 2-hour rental with the option to extend and receive all necessary safety equipment, paddle instruction, and a satellite view map of the area. - Choose from single kayaks, tandem kayaks, or paddleboards - Discover the unique ecosystem of the Florida Keys - Perfect for both beginners and experienced paddlers - All rentals include safety equipment and instructional guidance

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 through the Southernmost District and continue onto the neighborhood where the historic "Bahama Village" remains. Your experience will be provided by a fifth generation native of Key West and will include the history, folklore and architecture of traditional Key West.

Embark on an unforgettable journey through Florida's diverse landscapes with our Florida Self-Guided Audio Tour Bundle! Cruise the iconic Overseas Highway to Key West, uncovering hidden gems and local lore along the way . Explore the vast wetlands of Everglades National Park, encountering unique wildlife and ecosystems . Delve into the rich history and biodiversity of Big Cypress National Preserve . Finally, discover the underwater wonders of Biscayne National Park, from coral reefs to mangrove forests . With GPS-triggered narration, offline maps, and expert storytelling, enjoy the freedom to explore at your own pace without the constraints of group tours. Join thousands of travelers who have transformed their Florida road trips into enriching experiences—download now and let the Sunshine State's natural beauty and history captivate you!

Uncover the secrets of Key West through a thrilling pirate-themed adventure! Step into the shoes of a clever detective on a sun-soaked island full of hidden clues, local legends, and centuries-old mysteries. Follow a trail of riddles and story-driven challenges as you explore Key West’s colorful streets. Using your smartphone, you'll unlock new parts of the narrative with each solved clue, learning about the island's rich maritime past and the treasure hunters who made it famous. You’ll be chasing down stolen pirate booty—but in a light-hearted, family-friendly adventure. It blends real-world discovery with digital storytelling to turn Key West into your personal game board. This isn’t just sightseeing—it’s an experience you’ll talk about long after it ends. Perfect for curious minds, puzzle lovers, couples, and families, this quest offers the freedom to play at your own pace and soak in the atmosphere of one of America’s most iconic coastal towns.

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-than-life characters, including author Ernest Hemingway, singer Jimmy Buffet, and treasure hunter Mel Fisher. On this walking tour, you’ll hear about the legendary people the island has attracted over the years and see where they made history. Your guide is none other than Frank Everhart, the Schooner Wharf Bar’s very own comedic magician, whose tales are as captivating as the history they’re woven from. Frank, with his intimate knowledge and personal anecdotes, will show you the museums, bars and often-overlooked corners where treasure hunters, eccentrics, and unforgettable locals left their mark. You’ll even see Jimmy Buffet’s first home and his Key West recording studio, Shrimpboat Sound Studio.

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 fearless 'wreckers'. Led by the eccentric Captain William Shade, the ghost of an 1800s pirate, you'll navigate from Mallory Square to the Key West Shipwreck Museum. Duck into El Meson de Pepe's for rum-fueled revelry (drinks are not included in the price of the tour), explore Capt Tony's Saloon's ghostly history, visit the Oldest House Museum, and dive into Mel Fisher's Maritime Museum for tales of daring underwater heists. Encounter the wild past at Audubon House, and stand before the Custom House where customs agents once tamed the Key West tides. This is no ordinary stroll; it's a spirited awakening of history, where every step reveals the legends that shaped this island city. Best times for the tour are either early mornings or just before sunset, where the temperature can be a bit more pleasant.

Key West is famous as mainland America’s Caribbean resort town. Here, time slows down as the island vibes take over. But, as you’ll soon find out on this walking tour, there’s more to this island than umbrella drinks and warm breezes. On this tour, travel writer and tour guide Gregg Squeglia will share stories of some of the island’s more famous residents and some lesser-known tales that have given Key West its unique place in American culture and history. He'll tell you about Key West’s incredible history, from its origins as a maritime village that profited heavily from salvaging wrecked ships along the Great Florida Reef to the hilarious creation of the ‘Conch Republic’. You’ll also find out how, soon after its creation, this micro-state declared war on the United States for a full minute. On this self-paced tour, you’ll also visit the island’s major landmarks and lesser-known treasures.

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.

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 lime pie. This tour not only satisfies your taste buds but also immerses you in the rich cultural and historical backdrop of each dish. Led by expert guides, you'll uncover the fascinating stories behind the flavors and traditions that define Key West. Perfect for food enthusiasts and history buffs, this unique experience promises an unforgettable blend of culinary delights and cultural exploration.

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, shopping, and fantastic food. Knowing like the beautiful scenery, while experiencing the thrill of a chance to catch species such as Bonefish, Tarpon, Snook and the hard fighting Permit. Your tour is guided by a licensed Captain in a modern skiff or also called a flats boat. 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.

This is the only private yacht charter in Key West that blends multi-day luxury with personalized adventure, offering comfort and exploration across the entire Florida Keys. ✅ Explore the Keys at your own pace — from Key West to Key Largo ✅ Private yacht with deluxe overnight accommodations for 4 guests ✅ Flexible itinerary: snorkeling, sandbars, fine dining & island tours ✅ Visit iconic spots like Islamorada, Marathon & hidden mangroves ✅ Guided by a professional, USCG-licensed captain for safety & comfort Enjoy the perfect balance of luxury and discovery — a Florida Keys yacht experience unlike any other.

Escape the crowded Key West tourist boats on this exclusive, private snorkeling charter tailored entirely for your group (up to 6 guests). Discover the true magic of the Florida Keys with a USCG-certified captain leading the way Unlike crowded snorkel boats, ours gives you freedom, space, and comfort to explore at your own pace. Glide through crystal-clear waters as schools of tropical fish shimmer around you, spot graceful rays, and watch for sea turtles surfacing nearby. The reefs off Key West are home to a kaleidoscope of colors—corals, sponges, and fascinating sea creatures that create a one-of-a-kind underwater landscape. For many, the highlight is discovering secluded spots where it feels like you have the ocean to yourselves. With personalized service, flexible itineraries, and the expertise of local captains, this is more than just a snorkeling trip—it’s an exclusive Key West adventure tailored entirely to you.

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 creative challenges, playful clues, and memorable moments. Connect with your group and the colorful island spirit as you solve tasks, capture fun photos, interact with locals, and discover hidden stories of Key West. This is an imaginative, lighthearted experience—perfect for all ages and backgrounds, whether you’re an explorer or an artist at heart. No bars or drinking stops, just teamwork, laughter, and discovery. Celebrate your unique journey together after the hunt! Bring your curiosity, and let Key West surprise you.