History Key

Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the narrow, dark streets of Old Town and hear stories from your guide about the island’s haunted history. This ghost and gravestone tour of Key West offers you an in-depth look into the strange and gloomy past of the Southernmost City.

The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. 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 on this Old Town trolley tour. FREE ADMISSSION TO THE SAILS TO RAILS MUSUEM INCLUDED WITH TICKET!

The 15-hour day trip from Miami to Key West by bus is a mesmerizing trip not to be missed. No visit to South Florida is complete without a journey to Key West! There are plenty of ways to enjoy your time on this culturally and history-rich island. Bus transportation begins in Miami, from there you can take it slow with a leisurely day soaking up Key West's laid-back atmosphere, quaint shops and outdoor cafés or if you are looking for more activity, there are upgrades available. Get out on the water on a glass-bottom boat ride, snorkeling cruise or parasailing adventure, or see the attractions on dry land on the Hop-on Hop-off Trolley Tour or with a ride on the Conch Train.

Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining visitors to the ‘Island City’ for decades. Learn about the history of the train, a tribute to Henry Flagler's engineering miracle when he brought the railroad to Key West in 1912, and explore this charming tropical paradise on a leisurely train ride around the island! FREE Admission to the Sails to Rails Museum included with ticket!

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.

Dare to walk the haunted heart of Key West—where the veil between the living and the dead is razor-thin. Your journey begins sweetly enough at River Street Sweets… but don’t let your guard down. From the cursed corridors of The Artist House—once home to the infamous Robert the Doll—to the haunted grounds of St. Paul’s Episcopal Church, something watches from the shadows. At Dean-Lopez Funeral Home, the air grows heavier with every step, while La Concha Hotel and Marrero’s Guest Mansion echo with screams that never made it into the history books. You'll pass on to the ghost-infested Oldest House, and the lush but sinister Audubon House, where spirits cling to the past. Your final stop? Captain Tony’s Saloon—built on bones, soaked in legend, and still home to the dead. This is not just a tour… it’s a test of courage.

Our accredited tour guides will help you discover historical Jerome as we visit key landmarks and trace the blueprint of Jerome’s history from tent city to booming mine town. We are recognized and supported by the Jerome Historical Society for our excellence and accurate information obtained through the JHS archives and one on one sessions with the archives manager. Family friendly tour.

Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritime history through delicious seafood (or tasty non-seafood options) cuban sandwich & key lime pie tastings. Sample classic ingredients like Key West pink shrimp, Caribbean warm-water lobster, and fresh fish. Sip white wine after walking through the tropical neighborhood streets. This small-group tour is limited to 12 people, and you'll leave with a greater understanding of the industries that shaped our island and culture. Joining a fish lover, but not one yourself? No problem, we’ve got you covered with equally delicious substitutions.

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 our planet’s alluring oceans. The aquarium features a wide variety of sea life, including eels, parrotfish, groupers, sharks, alligators and much more.

With your friendly & knowledgeable tour guide, this 4 Hour VIP Tour of the South Keys promises to amaze you. En route, you’ll learn the history, culture, and ecology of the Florida Keys, listen to island music, & enjoy the breathtaking scenery! Feel free to ask questions, share your experiences, and point out wildlife. * We drive you from island-to-island on the iconic Overseas Highway, about 45 miles from Key West & over 20 bridges * Revel in the scenery as we drive over the iconic 7-Mile Bridge – twice! * Experience world-famous Bahia Honda State Park: dip your toes in the Gulf of Mexico AND the Atlantic Ocean, walk on a historic railroad bridge for spectacular views, and more! * Photograph endangered Key Deer on Big Pine Key on our world-famous Key Deer Safari * Visit the Blue Hole to check for alligators and other native wildlife You'll love this tour so much, you'll book it again next year! We sanitize our tour vehicles before each tour in accordance with CDC recommendations.

Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just “going places.” You crave experience and discovery, not just monuments and museums. You want to understand what’s behind the touristic façade that most people never penetrate. That’s why the Southernmost Walking Tour is the best way to immerse you into the history and culture of Key West! When you’re on foot, the world can’t slide past you faster than you can absorb it. You’ll have time – and proximity – to get up close to the region’s culture and natural history. Start your tour at the famous Cuban sandal factory – Kino Sandals before heading off toward the Southernmost Point of the continental United States. Along the way, our incredibly knowledgeable and well-connected local guides will show you the most popular landmarks and introduce you to local culture. By the time you’re finished, you’ll have a uniquely fun perspective of our tiny island!

Discover why Key West is one of the most haunted locations in the country on this 90 minute walking tour that starts at the corner of Duval and Caroline Streets, and led by your experienced guide and storyteller. Walk down hidden lanes and discover Key West's often bizarre history and hear tales of our most colorful ghosts. You will listen to the strange tale of Count Von Cosel, see where the enchanted Robert the Doll lived and hear his story, and be captivated by the strange tale about The Watcher, and the ghost at La Concha. You will go inside the former residence of a prominent Key West family, now turned restaurant, and hear the chilling tale of the spirit that now inhabits that space. You will learn terminology used for various ghost forms and how to take pictures on your camera. Interactive and spooky fun for the whole family!

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. Go back in time to the 19th century, when excavating shipwrecks off Key West was a thriving industry. You’ll learn from interactive displays, watch informative video presentations and see real artifacts salvaged from these vessels.

Experience Historic Key West With A Small-Group Walking Tour Ever wondered how the island of Key West was discovered and became so rich? Explore Key West’s history, lore, and legends from the ground up with an intimate walking tour. Whether you want to learn more about the island’s first industries such as shipwrecking and cigarmaking, are curious about local history, or are looking for a fun-filled walk, Key West’s Historic Districts are waiting for you! This small-group walking tour offers both an educational experience and unparalleled delight for the lovers of history and culture. Our experienced local tour guides will lead you on an impressive stroll through the scenic streets of the Old Town where you can connect with the culture of a historic city. This unique experience is enjoyed by visitors from across the world and is a must-do while in Key West! What to bring and to wear: Comfortable clothing and shoes, sunscreen, hat, sunglasses, water.

Don't miss a thing as the GuideAlong Audio Driving Tour takes you on an incredible self-guided journey on one of the most classic US road trips, the Overseas Highway. Along the way, you'll be guided to all of the famous highlights as well as lessor known gems including the country's first undersea park, Seven Mile Bridge, and Key West. Download and discover more on your Florida Keys road trip with fascinating behind-the-scenes stories, local tips, and directions that play automatically along the drive. You'll have the freedom to explore offline at your own pace. Spend more time at places that interest you, and bypass any that don’t. ✅ Tours operate northbound and southbound ✅ Stories, tips and directions play automatically based on your location ✅ Travel at your own pace ✅ Tour offline using GPS, no cell service or WiFi needed ✅ Suggested itineraries for half, full or multi day use ✅ Buy once, use forever! No expiry, includes free updates Purchase one tour per vehicle.

Where is the Best Key Lime Pie? YOU decide! Experience the allure of the finest Key Lime Pie in Key West as you embark on a flavorful stroll along the historic waterfront harbor in Old Town Key West. Delight your palate with three enticing variations of Key Lime Pie at select local establishments, complemented by a refreshing Key Lime Cocktail of the Day. Immerse yourself in the vibrant history of Key West and its signature dessert as we wander through the charming streets, absorbing tales of the city's colorful past.

Get ready for a fun and fright-filled evening as we explore the haunted history of Key West! Starting at the charming River Street Sweets, we’ll stroll beneath the moonlight to some of the island’s most legendary landmarks. Hear spine-tingling tales at St. Paul’s Episcopal Church and Old Town Manor, then uncover the eerie secrets of The Artist House—home to the famous Robert the Doll. Discover ghostly legends at Casa Antigua and the beautifully haunted Curry Mansion Inn. Explore the shadowy past of the Audubon House, step into history at The Oldest House, and feel the chills at La Concha Hotel and Marrero’s Guest Mansion. Perfect for brave kids and curious adults, this walking tour is a spooky adventure the whole family will never forget! If you have 10 or more guests in one group, please get in touch with the private & group sales coordinator with Ghost City Tours.

Tour and snorkel Beautiful and Historic Egmont Key! This runs on Bad Dog boat! We offer a fun educational experience the entire family can enjoy. Captain will give you a history narration of the island when we approach the island. Snorkel the ruins or grass flats, they both have unique differences (SNORKELING GEAR INCLUDED). Excellent customer service. Our boats are nice!!, Our Captain's specialize in encouraging the Dolphin to jump behind the boat. This is not a guarantee to see wild dolphin however we almost always see them. Other wildlife is prevalent in the era, MANATEES, sea turtles, fish, land turtles, and of course birds. All of our tours are semi-private to private group charters. Awesome location with better quality equipment than our competitors. Minium requirement is 4 tickets.

Our 'Key to the City Scavenger Hunt' is not just an activity, it's an unforgettable adventure that takes you through the heart of the city, allowing you to discover its hidden gems and historical landmarks in a fun and engaging way. This is not your typical sightseeing tour. You'll be solving clues, completing challenges, and working as a team, which adds an exciting competitive element to the experience. It's a fantastic way to bond with friends, family, or colleagues, and you'll learn a lot about the city in the process. What sets us apart is our commitment to making each scavenger hunt unique and personalized. We carefully design our routes to ensure that you're not just visiting tourist hotspots, but also exploring lesser-known areas that are rich in history and local culture.

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.