Best Key West Walking Tours in 2026

Key West , Florida

From $ 33.00

This isn’t your average ghost tour. Key West Ghost and Mysteries is a locally owned and operated family business offering a small, intimate experience that lets you hear every story, ask questions, and truly connect with your guide. Along the way, you’ll not only hear eerie ghost tales but also discover fascinating Key West history and colorful local lore that bring the island’s haunted past to life.

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 $ 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 $ 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 $ 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. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

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 $ 45.00

True crime in Key West? Bold, bizarre, and unforgettable, this new innovative tour walks you into the island’s real-life scandals — smuggling, gambling, murder, and shocking history exposed where it happened. More thrilling than a ghost tour and more revealing than a history tour, Key West’s underworld comes alive, Key West-style. Be the next eyewitness. We're bringing crime to the streets!

Key West , Florida

From $ 9.75

Go at your own pace and schedule. You'll see Key West's most haunted spots and hear their ghostly stories on spooky solo walking tour on the WalknTours App. 1 purchase works on 2 smartphones. BOGO! Avoid large tour groups. Hear every word. Optionally read the dialogue. Once you unlock the tour it does not expire and can be taken anytime. This offers spooky narration, theatrically crafted and music infused tour you can take anytime. Contactless and social distance friendly. It's recommended to listen on headphones or earbuds. Also you can Listen on a bluetooth speakers or your phone speaker. What makes this tour special? -The spooky narrator is one of a kind. -This is not a fact dumping tour. It's a spooky adventure. -Go anytime. Go at your own pace -Great bang for your buck. Get the adventure for a fraction of the price of other tours.

Key West , Florida

From $ 38.00

Visit the only Breadfruit Grove in Continental United States! While here, discover the rich history of Grimal Grove and its legendary founder, Adolf Grimal, on a 75–90-minute tropical fruit hunting tour. This engaging experience takes you through the grove where you'll learn about its 70+ year journey of restoration and resilience. Depending on the season, guests may even have the chance to pick ripe fruits directly from the trees. The tour includes a scenic walking exploration, followed by a delightful tasting session in an outdoor tasting room featuring prepared exotic fruits. - 75–90-minute tour revealing the history of Grimal Grove - Guided walking tour with opportunities to pick fruit (seasonal) - Outdoor tasting experience with a variety of exotic fruits - Learn about the 70+ years of restoration and resilience at the grove

Key West , Florida

From $ 9.75

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.