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Taste key lime pie while walking Old Town after dark and hear ghost stories tied to Key West’s maritime past. This 2-hour family-friendly tour blends sweet stops with spine-tingling island lore.
Taste key lime pie while walking Old Town after dark and hear ghost stories tied to Key West’s maritime past. This 2-hour family-friendly tour blends sweet stops with spine-tingling island lore.
Book with Underground Donut Tour
Verified experiences and guided adventures in the surrounding area.
Operated by Underground Donut Tour · Key West, Florida
On warm evenings in Key West, the Old Town grid flips from sunbaked siesta to a low-lit stage where history and rumor trade barbs. This haunted food walk threads through the island's most storied blocks in Key West, Florida, beginning at Key West Key Lime Pie Co., 511 Greene St., and ending at Kermit's Key Lime Pie Shop, 335 Duval St. That short stretch of Greene and Duval crosses the core of Old Town — coral-limestone sidewalks, iron-wrought balconies, and a mix of Victorian clapboard and Spanish-influenced masonry — and gives you a taste of the place in more than one sense.
The tour's four stops pair tangible treats with oral history. At Key West Key Lime Pie Co. you’ll get the first tangy slice while your guide lays out an opening ghost story. A visit to George's Cafe inside the grand Curry Mansion brings dessert in a setting that amplifies the island’s old money and oddities. Pass the glowing La Concha Hotel on the way to Mattheessen's Candy Kitchen and let tales of shipwrecks, sailors, and island characters fill the alleyways. The final stop at Kermit’s, adjacent to the Oldest House Museum and St. Paul’s Church, stitches culinary pleasure to the neighborhood’s long civic memory.
Key features here are architectural and atmospheric rather than alpine or aquatic: Duval Street’s neon and foot traffic, Greene Street’s quieter residential cut, the Curry Mansion’s rooms, and the persistent presence of the sea — visible in glimpses between buildings and in the palms and sea grape that edge many yards. Geologically Key West rises from ancient coral and oolite limestone; that flattened, calcium-rich base affects everything from yard walls to the salt-scoured patina on doors.
This experience is special because it balances accessible, family-friendly snacks with genuinely local lore. Guides cap groups at 20, and the route is stroller- and wheelchair-accessible, so it’s a way to share Key West’s crooked legends with multiple generations. In a town known for sunsets and parties, this walk surfaces a quieter strand: the island’s maritime past, its run-ins with hurricanes and wreckers, and the neighborhood haunts that locals still whisper about.
Practical notes: the walk lasts roughly two hours, moves at a slow urban pace, and involves short street crossings and standing at kiosks. Bring comfortable shoes, a small umbrella if storms are forecast, and an appetite for key lime pie. For first-time visitors, this is an efficient, delicious primer on Old Town after dark. Tours run many evenings throughout the week; meet your guide near the Key West Key Lime Pie Co. (511 Greene St.) wearing a donut tour t-shirt or sweatshirt, and expect to finish at Kermit's Key Lime Pie Shop (335 Duval St.).
About two hours from the meeting point at Key West Key Lime Pie Co. to the final stop at Kermit's.
Yes. The tour is described as stroller- and wheelchair-accessible; notify the operator if you need additional assistance.
Family-friendly and appropriate for older children; consider the length and sweet-focused stops for very young kids.
The structured description notes a 100% refund within 24 hours of the tour; check booking details for the operator's exact policy.
Stops include tastings at the featured pie and candy shops as part of the experience; verify with the operator if specific items are excluded.
Meet at Key West Key Lime Pie Co., 511 Greene St.; the tour finishes at Kermit's Key Lime Pie Shop, 335 Duval St.
Underground Donut Tour is a walking food tour company that leads two-hour culinary adventures in cities across North America, the United Kingdom and Ireland. Specializing in donuts, doughnuts, beignets and related pastries, the company partners with local bakeries, cafes and pastry shops to curate tasting routes that highlight regional flavors, seasonal specialties and neighborhood history. Each tour includes four to six expertly chosen stops with hot, fresh donuts and usually a small coffee pairing; most experiences are described as two-hour strolls combining tastings and storytelling. Guides are local experts who share historical context, neighborhood anecdotes and recommendations for further exploring the area. Routes range from iconic city-center walks that visit landmarks and markets to themed holiday editions with seasonal flavors and festive decorations. Trips cover a wide range of neighborhoods — from downtown cores and waterfronts to markets, university squares, and historic districts — and include both family-friendly options and small-group experiences. The Underground Donut Tour emphasizes safe, accessible routes and partnerships with established local vendors. Reviews and press highlights note the tour’s mix of culinary discovery and cultural context, and the company was recently voted one of TripAdvisor’s top food tours in the United States. Booking options include public scheduled departures, private groups and seasonal special events. The tour is suitable for visitors, locals, and food-focused groups seeking a concise, flavorful introduction to a city’s pastry scene with expert guides and freshly made treats. Health-conscious alternatives and vegetarian options are available on select routes for diverse diets and allergies.
Book with Underground Donut Tour