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Southernmost Food & Cultural Walking Tour by Key West Food Tours
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Key Highlights
Explore the flavors and history of Key West on the Southernmost Food & Cultural Walking Tour by Key West Food Tours. Over a relaxed three hours, you’ll stroll through charming Old Town neighborhoods with a local guide. You’ll sample five locally beloved tastings — from authentic Cuban fare and conch fritters to tangy Key Lime pie — paired with a refreshing alcoholic drink.
Each stop feels like a discovery. You’ll visit family-run “mom-and-pop” spots and hidden gems locals love. As you walk, your guide shares fascinating stories about architecture, food traditions, and Key West’s vibrant Cuban influence. This isn’t just a food tour — it’s a cultural journey.
With a small group (maximum 14 people), the tour stays personal and engaging. You’ll enjoy the cuisine, soak in the island’s atmosphere, and learn the secrets behind Key West’s culinary soul. Whether you’re a first-time visitor or a seasoned traveler, this tour delivers a hearty lunch, warm conversation, and a deeper taste of Key West’s heart.

Eat your way around Key West on a food tour of “mom and pop” eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and delicious key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city’s food, architecture, and history along the way. Tastings are enough for a hearty lunch.
Read more about – Southernmost Food & Cultural Walking Tour by Key West Food Tours

What to Expect
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Learn about Key West’s history and architecture from a guide
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Receive personalized attention on an intimate small-group tour
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Includes 5 food tastings, an alcoholic drink, and water at every stop
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Choose from several morning or afternoon tours to suit your schedule

Your food walking tour starts at a central location in Key West. Meet your guide and head off-the-beaten-path to less-visited neighborhoods where locals dine at favorite restaurants and other food venues.
Places you visit include an island backyard bistro with local jerked fish, a family-owned Cuban restaurant, a café known for its fresh roasted Cuban coffee (where we will also taste classic key lime pie), and an old speakeasy with rum cocktails. In between tastings, stroll along the quieter streets of Key West, taking in the lush trees and other vegetation and listening to insights from your guide about the city’s history and stories.
Admire the island’s architecture and the leisurely pace of daily life, and receive tips about other places to visit in Key West during your trip. Your tour ends not far from the starting point.
➢ El Siboney Restaurant
30 minutes • Admission Ticket Free
➢ 1117 Duval St
20 minutes • Admission Ticket Free
➢ Mangoes Restaurant
20 minutes • Admission Ticket Free

✅ 5 Food tastings & 1 alcoholic beverage – totaling a hearty lunch
✅ Walking tour of Key West’s Old Town covering 1.2 miles
✅ Exclusive in-store coupons
❌ Gratuities
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