Key West Old Town walking tour with local treats

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This sweet walking tour offers a relaxed and flavorful way to experience the heart of Old Town Key West. The journey begins at the Key West Customs House, a striking historic building that offers insight into the island’s maritime and cultural past. From there, the route passes the original home of Pan Am Airlines, highlighting Key West’s surprising role in the early days of international air travel.As the walk continues through Old Town, you'll stop at Glazed Donuts, a local favourite known for fresh and creative doughnuts. Along the way, stories bring the island to life, from pirates and pioneers to the eccentric characters that helped shape Key West’s laid-back reputation. Landmarks such as Jimmy Buffett’s original recording studio and the lively seaport area add colour and context to the experience.No visit to Key West would be complete without sampling authentic Key lime pie, a signature island treat that reflects the region’s tropical flavours. The tour finishes with a unique tasting of Turkish sweets, offering a surprising and memorable contrast to the island classics.With engaging history, vibrant scenery, and a variety of sweet bites, this tour is an enjoyable way for families, friends, and curious travellers to experience Key West beyond the beach.
Highlights
- You'll start your tour at the historic Key West Customs House, an impressive red brick landmark in the heart of Old Town
- There's a tasting of fresh, creative doughnuts from a popular local shop
- You'll learn fascinating stories about pirates, pioneers and the colourful characters who shaped Key West's history
- A chance to sample authentic key lime pie, the island's signature dessert, is included
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Activity package
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Facilities
Free cancellation
mobile
a few seconds
Available in English
What's included
- Drinks
- Guided tour
- Food tasting
Not included
- Tips
Operated by
Underground Donut Tour
Important information
Know in advance:
* Arrive a few minutes early so the tour can start on time
* Come hungry, but not starving, as tastings are spaced throughout the walking
* Wear comfortable walking shoes since tours involve strolling through neighbourhoods
* Expect a relaxed pace with time to enjoy food, stories, and photos
* Tastings are enough to feel satisfied, but portion sizes vary by stop
* Dietary needs can be limited, so it’s best to ask ahead when booking
Remember to bring:
* Weather-appropriate clothing, as tours run rain or shine
* Camera to capture the delicious doughnuts and landmarks