⭐ Every Key West tour on GetYourGuide, compared in one place

Old Town Tours in Key West

Old Town is small and flat, which changes what a tour is for. The Old Town Trolley runs thirteen stops and the Conch Train drives a fixed loop; neither takes you anywhere you could not reach on foot in twenty minutes. What they buy is shade, a seat and a running commentary – which on a July afternoon is worth more than it sounds.

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  • ✓ Departs here not from the mainland

Top rated · Season 2026

The tours travellers book most

Ranked by the number of verified reviews – the closest thing there is to a count of people who actually went.

25 tours available · Sorted by number of verified reviews. Prices and availability come live from GetYourGuide.

Key West: Old Town Trolley 13-Stop Hop-On Hop-Off Tour

Key West: Old Town Trolley 13-Stop Hop-On Hop-Off Tour

· 4.6 (484)

Discover Key West's attractions at your own speed on this hop-on hop-off trolley bus tour. Hop off and explore at any of the 13 stops and get access to more than 100 points…

from €49 per person

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Key West Conch Train Tour
Bestseller

Key West Conch Train Tour

· 4.5 (266)

Climb aboard the Conch Train in Key West and delight to sights and legendary stories of the tropical paradise. Pass Hemingway’s home, learn about Mel Fisher’s lifelong search fo…

from €40 per person

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Key West: Guided Bicycle Tour with Key Lime Pie

Key West: Guided Bicycle Tour with Key Lime Pie

⏱ 2h 30m · 4.8 (221)

Discover the wonders of Key West by bike and see the sights of the city from a local’s perspective. Ride around the city’s historic Old Town and enjoy a slice of award winning k…

from €48 per person

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Key West: Ghosts & Gravestones Guided Trolley Tour

Key West: Ghosts & Gravestones Guided Trolley Tour

⏱ 1 hour · 4.2 (180)

Climb aboard the Trolley of the Doomed for a spooky evening tour of Key West's darker side. Led by a gravedigger guide, learn the strange and macabre past of America's s…

from €35 per person

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Key West: Cuban and Caribbean Food and Cultural Walking Tour

Key West: Cuban and Caribbean Food and Cultural Walking Tour

⏱ 3 hours · 4.8 (155)

Discover the Cuban and Caribbean influences on Key West food and culture. Enjoy a small-group tour with stops at 5 locations including tastings.

from €79 per person

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Key West: 2.5-Hour Duval Street Pub Crawl
Bestseller

Key West: 2.5-Hour Duval Street Pub Crawl

⏱ 2h 30m · 4.6 (66)

Party on the famous Duval Street in Key West. You'll visit 5 pubs with a cocktail scheduled at each stop, and will also receive a souvenir t-shirt to remember your experience.

from €38 per person

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Key West Aquarium Tickets

Key West Aquarium Tickets

· 3.9 (65)

Get a hands-on experience like never before as you see, feel and touch amazing animals in the Key West Aquarium. See sharks and turtles being fed, learn about the marine life of…

from €20 per person

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Key West: Truman Little White House Guided Tour Ticket

Key West: Truman Little White House Guided Tour Ticket

⏱ 1 hour · 4.8 (64)

Make your trip to Key West complete with a guided tour of the Harry S Truman Little White House. See where the former President stayed and worked during his time in office, taki…

from €23 per person

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Key West: Seafood and Seaport Walking Tour with 5 Tastings

Key West: Seafood and Seaport Walking Tour with 5 Tastings

⏱ 3 hours · 4.9 (56)

Discover the depth of Key West’s fresh seafood and explore the sights and vibrant flavors of the city through its charming Historic Seaport. Sample 5 local specialties on this i…

from €79 per person

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The Dark Side of Key West Adults-Only Walking Tour

The Dark Side of Key West Adults-Only Walking Tour

⏱ 1h 30m · 4.3 (48)

Dare to walk haunted Key West, where spirits linger. From River Street Sweets to the cursed Artist House and eerie St. Paul’s, something in the shadows is always watching…

from €31 per person

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Key West: Jimmy Buffett Walking Tour with Key Lime Pie

Key West: Jimmy Buffett Walking Tour with Key Lime Pie

⏱ 1h 30m · 4.7 (28)

Discover Jimmy Buffett's Key West on this guided walking tour. Uncover important locations from the life of the musician and enjoy a delicious slice of key lime pie and a so…

from €69 per person

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Key West Shipwreck Treasure Museum Tickets

Key West Shipwreck Treasure Museum Tickets

· 4.3 (27)

Go back in time on a family-friendly trip to the Key West Shipwreck Treasure Museum. Here, you can learn all about shipwrecks and salvaging, the industry that made Key West weal…

from €17 per person

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Key West: Old Town Food Tour with 5+ Tastings

Key West: Old Town Food Tour with 5+ Tastings

⏱ 3h 30m · 5.0 (27)

Explore Old Town Key West beyond Duval Street. Taste local favorites like conch fritters, Cuban bites, iced coffee, and Key lime pie — plus a delicious secret dish.

from €100 per person

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Key West: History and Culture Southernmost Walking Tour
Bestseller

Key West: History and Culture Southernmost Walking Tour

⏱ 1h 30m · 4.9 (26)

See Key West’s southernmost area through the eyes of a local as you visit some of the island’s most popular sites and learn how it was discovered and its rich history throughout…

from €44 per person

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Key West: Off-Duval Cocktail Crawl

Key West: Off-Duval Cocktail Crawl

⏱ 3 hours · 4.9 (18)

Discover 5 Key West hidden bars & sample fresh spins on old classics on this off-Duval pub crawl. Learn iconic stories behind the Hemingway Daiquiri, & explore the intoxicating…

from €79 per person

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Key West: Insider's Hemingway Experience

Key West: Insider's Hemingway Experience

⏱ 4 hours · 5.0 (16)

Maximize your time on the island with an All-in-One Adventure. Tour Hemingway's home & haunts on this Key West "bucket list" experience. Eat, drink, & explore Old Town throu…

from €166 per person

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Key West: Haunted Pub Crawl Walking Tour

Key West: Haunted Pub Crawl Walking Tour

⏱ 2 hours · 4.8 (11)

Explore Key West's haunted past on a walking pub crawl that showcases some of the more unusual histories of the area. Learn about the island’s demonic dolls and other spooky…

from €31 per person

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Key West: Ghosts of Key West Walking Tour

Key West: Ghosts of Key West Walking Tour

⏱ 1h 30m · 3.5 (7)

Explore haunted Key West on a spooky, family-friendly walk! Hear chilling tales at eerie landmarks—from River Street Sweets to Robert the Doll’s home. Fun, fright, and history a…

from €26 per person

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Key West: Hemingway's Life and Local Food Walking Tour

Key West: Hemingway's Life and Local Food Walking Tour

⏱ 2 hours · 5.0 (5)

Walk in the footsteps of Ernest Hemingway on this guided walking tour in Key West. See important landmarks from the author's life and indulge in some delicious local special…

from €87 per person

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Key West GPS Audio Tour: From Seaside Village to Micro State

Key West GPS Audio Tour: From Seaside Village to Micro State

⏱ 2 hours · 4.2 (5)

Discover the best points of interest in Old Town Key West with this GPS-enabled audio tour. Turn-by-turn directions keep you on track without looking at your phone, so you can f…

from €11 per person

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Historic Old Town Walking Tour & Mallory Square

Historic Old Town Walking Tour & Mallory Square

⏱ 1h 30m · 5.0 (1)

Explore Key West on a guided walking tour. Discover the island's history, see landmarks like the Truman Little White House, and end your tour at the iconic Mallory Square.

from €66 per person

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Florida Keys: Aquarium Encounters Day Tour with Lunch

Florida Keys: Aquarium Encounters Day Tour with Lunch

⏱ 7 hours 0

Discover the Florida Keys on a guided tour with a local guide. Visit the Florida Keys Aquarium Encounters and see marine life, enjoy a picnic lunch, and visit Bahia Honda State…

from €150 per person

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Key West Ghost Tours: Southernmost Shadows and Ghosts

Key West Ghost Tours: Southernmost Shadows and Ghosts

⏱ 1 hour 0

Experience the #1 ghost tour in Key West, where haunted stories come alive at Curry Mansion, Casa Antigua & Old Town Manor. Discover eerie sites, restless spirits & chilling isl…

from €21 per person

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Hemingway Tour

Hemingway Tour

⏱ 1h 5m 0

This nighttime tour will explore several of Ernest Hemingway‘s haunts around old town where he lived worked and played. You’ll hear incredible stories of history and lore about…

from €61 per person

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Key West: Key Lime Pie Tasting and Walking Tour

Key West: Key Lime Pie Tasting and Walking Tour

⏱ 1h 30m 0

Discover the flavors of Key West on a guided walking tour. Stroll through the historic seaport area, enjoy three Key Lime Pie tastings, and sip a refreshing Key Lime Cocktail.

from €61 per person

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Good to know: The two houses people actually go inside are the Hemingway Home, where around sixty six-toed cats have the run of the garden, and the Truman Little White House, which can only be seen on a guided tour of roughly an hour. The Southernmost Point buoy is free and needs no ticket – there is usually a queue for the photograph, and it moves faster early in the morning.

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Good to know

Frequently asked questions

Do I need a rental car in Key West?

Inside the island, almost never. Old Town is flat and about two kilometres across, and bicycles are what locals use. Parking is the reason: metered spaces in Old Town run around four to six dollars an hour, and the Old Town garage charges a day rate. A car earns its keep for the drive down the Overseas Highway, not once you are here.

How far is the reef, and can I snorkel from the beach?

The nearest reef sites are about ten to eleven kilometres offshore, so every reef trip means forty minutes to an hour under way each direction. The one place you can snorkel without a boat is the beach at Fort Zachary Taylor, where the shipping channel keeps the water clear. Bring footwear – it is crushed coral, not sand.

Is the Dry Tortugas trip worth a whole day?

Fort Jefferson sits about 110 kilometres west in open water and can only be reached from Key West, by ferry or seaplane. The ferry is roughly two and a half hours each way with around four hours at the island; the seaplane cuts the travel to about 45 minutes and costs several times more. If you have three days here, it takes one of them.

Do I have to pay to see the sunset?

No. The Sunset Celebration at Mallory Square is free and happens every evening of the year, starting about two hours before the sun goes down. A sunset sail buys you distance from several hundred people, a drink and a view back at the island. Check the departure time against the actual sunset for your date – it shifts by more than an hour across the year.

When is the best time to come?

December to April is dry, mild and busy – it is also when the cruise ships call and tours sell out. Hurricane season runs from June to the end of November, with September the wettest and stormiest month. Late October means Fantasy Fest and peak prices. April, May and early December are the quiet compromise.

Why do some Key West tours on other sites start in Miami?

Because Miami is a bigger market. „From Miami: Key West Day Trip" is a coach trip for people staying in Miami, three and a half hours and about 250 kilometres up the Overseas Highway. Those offers are filtered out here – everything on this site departs from Key West itself.

Key West tours from €43.39 · available today

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