Best Key West Walking Tours in 2025

Key West , Florida

From $ 40.00

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.

Key West , Florida

From $ 32.20

Unleash your inner ghost hunter! Embark on a spine-tingling 2-hour haunted walking tour through Bone Island's Old Town Key West. You'll first receive your commemorative T-shirt, then delve into the shadows to explore a mansion steeped in tragedy and the island's historic morgue. At each haunted pub stop, you can purchase your preferred "spirits" to calm your nerves as our Ghost Host recounts chilling local legends. Capture the eerie atmosphere – an unforgettable night of spooky stories awaits!

Key West , Florida

From $ 34.99

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.

Key West , Florida

From $ 42.95

For the quintessential Key West adventure, don't miss the 'Duval Crawl' pub crawl! Immerse yourself in the island's iconic and buzzing bar culture. Join the original Key West Pub Crawl, a local favorite since 2002. Your ticket includes five refreshing drinks and a memorable souvenir T-shirt – the perfect way to experience Duval Street after dark!

Key West , Florida

From $ 46.99

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.

Key West , Florida

From $ 29.99

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.

Key West , Florida

From $ 39.99

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!

Key West , Florida

From $ 28.00

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.

Key West , Florida

From $ 34.99

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 storms near the ghostly La Concha. Cap it all off with a drink at Captain Tony’s—where the walls hold the names of the dead and the bar sits above a former morgue. Cheers... if you dare.

Key West , Florida

From $ 59.99

Go beyond all of the Bars and drunk people to learn the “WHY” on how Key West became the home to many counter culture icons! Papa Hemingway, Jimmy Buffett, Tennessee Williams and more! This is Key West’s ONLY guided Art History Tour!!

Key West , Florida

From $ 57.08

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.

Key West , Florida

From $ 14.99

See Key West’s top attractions from the Lighthouse to the Little White House at your own pace with this affordable walking tour. • Find out how the town nearly went bankrupt before reinventing itself as ‘The Conch Republic’ in the 1900s • Hear from producer Ed Owen, a seasoned Key West traveller and tour guide • Do it all in 90 minutes or linger at stops along the way with complete control over when you start and finish • Get unlimited use before your booking date and after it • Use the virtual tour option at home • This tour does not enter or include entry to any of the attractions mentioned en route Once you’ve booked, you’ll receive a ticket with instructions and a unique code listed under “Before You Go”. Then simply install the VoiceMap app and enter your code. The app displays directions to the starting point, and when you’re in the right place, just pop in your headphones and tap start. VoiceMap has automatic GPS playback, with turn-by-turn directions. It also works offline.

Key West , Florida

From $ 35.00

Discover Key West’s best live music with a local guide. Visit 4 music venues in two hours. The Ticket includes, drink discounts, digital guide for upcoming events, digital download of local artists music, and historical overviews of the venues and artists who have left their mark on the island. Learn from a local about the diverse music scene and creative island life that continues to inspire so many.

Key West , Florida

From $ 9.99

Explore beautiful coastlines, wild history, and fascinating wildlife with this self-guided walking tour of Key West. Get to know famed author Ernest Hemingway and the island’s influence on his work. Hear stories of pirates, shipwrecks, and disasters and marvel at lush tropical gardens and coastline. Then stroll along Duval Street, the bustling heart of Key West, and savor the rich culture of this one-of-a-kind island. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. Buy once, use for one year! Ideal for extended visits and return trips over the next 12 months. This isn't an entrance ticket. Check opening hours before your visit.

Key West , Florida

From $ 69.00

You will begin this 65 minute nighttime guided walking tour by meeting your tour guide at Capt. Tony's Saloon outside front doors (428 Greene Street). You will then be taken to several of Ernest Hemingway's haunts around Old Town where he worked and played. You'll hear incredible stories of history and lore about Hemingway and Key West. ​