Touring Key West’s food scene is wonderfully efficient through organized walking tours. Two standouts deserve special mention: The Southernmost Food & Cultural Walking Tour packs four excellent tastings into a manageable 1.2-mile walk, while the Historic Seaport Food & Walking Tour delivers five stops featuring the best local seafood and Cuban specialties. These intimate tours run about 3 hours, led by local experts who share both food knowledge and historical context. We especially love these tours for combining generous portions with authentic neighborhood exploration. Let’s explore our favorite food tours in detail.
Key Points
- The Southernmost Food & Cultural Walking Tour with a 98% recommendation rate offers a comprehensive 1.2-mile culinary experience featuring seafood, Cuban cuisine, and key lime pie.
- The Historic Seaport Food & Walking Tour provides tastings at five locations, including seafood dishes and Cuban sandwiches, though it may not cater to vegetarians/vegans.
- Key West Culinary Tours offer a range of options, including a highly-rated Secret Food Tour, a Caribbean Food Walking Tour, and a Key West Walking Food Tour focusing on local specialties.
- Food tours in Key West emphasize the culinary influences of Cuban and Caribbean cuisines, showcasing local seafood delicacies like conch fritters and grilled chicken street tacos.
- Participants consistently praise the informative and pleasant guides, the overall value, and the immersive experiences that combine food pairings with cultural narratives.
Southernmost Food & Cultural Walking Tour by Key West Food Tours
The Southernmost Food & Cultural Walking Tour by Key West Food Tours allows visitors to explore the vibrant culinary and cultural landscape of Key West’s Old Town.
With over 1,320 reviews and a 98% recommendation rate, this small-group walking tour explores the city’s local eateries and traditions, offering tastings of seafood, Cuban cuisine, and key lime pie.
The 1.2-mile journey covers 30 minutes at each of the four food stops, including a family-owned Cuban restaurant, an island backyard bistro, and a café for fresh roasted Cuban coffee.
Along the way, an informative guide shares insights into Key West’s history and architecture, making this tour a well-rounded experience.
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Key West: Sunset Sailing Trip With Open Bar, Food and Music
Set out on a captivating sunset sailing adventure in Key West aboard the Sandie Cat catamaran. This 2-hour excursion offers unobstructed sunset views from the sea, complemented by an unlimited open bar and a selection of appetizers.
Enjoy the lively atmosphere with live music and dancing on the upper deck. Add to the experience by helping raise the sails and taking photos at the helm.
With a starting price of $69.95 per person and a capacity of up to 149 passengers, this sunset sailing trip is a must-try for those seeking an unforgettable evening in the Florida Keys.
The 4.5/5 rating from 225 reviews highlights the crew, drinks, food, and overall value of this popular activity.
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Historic Seaport Food & Walking Tour by Key West Food Tours
Key West Food Tours’ Historic Seaport Food & Walking Tour provides visitors with an immersive culinary experience, showcasing the unique flavors and rich history of the island city.
The tour includes food and drink tastings at five locations, led by a knowledgeable local guide. Highlights include seafood dishes, Cuban sandwiches, and the iconic Key lime pie.
While the tour isn’t suitable for vegetarians or vegans, it can accommodate various dietary restrictions.
With a maximum of 12 travelers, the tour offers a personalized and engaging experience, praised for its knowledgeable guides and delicious offerings.
The tour is accessible, wheelchair-friendly, and allows free cancellation and rescheduling up to 24 hours in advance.
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Key West: Hemingways Life and Local Food Walking Tour
For visitors eager to enjoy the vibrant culture and literary history of Key West, the Key West: Hemingway’s Life and Local Food Walking Tour offers an unparalleled experience.
This guided 2-hour walking tour focuses on the life and times of Ernest Hemingway, allowing participants to explore the iconic author’s former residence, the places he wrote, fished, and boxed, as well as his favorite local haunt, Sloppy Joe’s.
Along the way, guests savor a sampling of Key West’s renowned cuisine, including grilled chicken street tacos, conch fritters, and key lime pie.
With an enthusiastic English-speaking guide, entry tickets, and three food tastings, this tour provides an engaging and comprehensive look into Hemingway’s legacy and the unique flavor of Key West.
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Hemingway Food and Walking Tour
Immersed in the literary legacy of Ernest Hemingway, the Hemingway Food and Walking Tour takes visitors on a captivating exploration of the iconic author’s life and the vibrant culinary scene in Key West.
Praised by 92% of travelers, the tour offers an engaging experience led by knowledgeable guides who share personal anecdotes and historical insights about Hemingway.
The tour includes a delectable lunch featuring local specialties like chicken street tacos and conch fritters, as well as dessert highlights like the famous Key lime pie.
With a moderate fitness level required, the 2-hour tour covers approximately 2 miles, providing an opportunity to discover the charming streets and landmarks of this Florida island.
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Key West: Old Town Secret Food Tour
Amid the lively atmosphere of Key West’s Old Town, the Secret Food Tour offers an immersive culinary journey that takes visitors beyond the typical tourist traps.
Over the course of 3 hours, this small-group tour (limited to 10 participants) explores the island’s diverse cuisine, led by a passionate local guide.
Highlights include a classic Key West breakfast, an introduction to Cuban dishes, a unique “secret” dish, a rum tasting, and the iconic conch fritters.
The tour culminates with the indulgence of chocolate-covered Key lime pie.
With an overall rating of 4.9/5 and high praise for the guide and value for money, this tour promises an authentic and satisfying experience.
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Key West Walking Food Tour With Secret Food Tours
The Key West Walking Food Tour with Secret Food Tours offers an engaging culinary exploration of the island’s diverse flavors. Rated 95% recommended by travelers, this tour showcases a range of local specialties, from Cuban dishes to conch fritters and chocolate-dipped key lime pie.
Guests will visit lesser-known eateries and neighborhoods, providing a glimpse into the city’s vibrant culture. The tour includes generous portions at multiple locations, with guides praised for their enthusiasm and knowledge.
While the experience may lack extensive historical context, it delivers a satisfying sampling of Key West’s gastronomic delights. Travelers should plan accordingly, as the tour isn’t wheelchair accessible and requires a moderate fitness level.
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Key West: Caribbean Food Walking Tour
A vibrant culinary adventure awaits visitors on the Key West: Caribbean Food Walking Tour. This 2.5-hour guided tour takes participants on a mouthwatering journey through the island’s diverse food scene.
Guests will sample a variety of authentic Caribbean dishes, from spicy jerk chicken to savory empanadas, while learning about the rich cultural influences that shape the local cuisine.
The tour includes stops at several carefully selected eateries, offering a well-rounded perspective on the flavors that define Key West’s unique gastronomic identity.
With knowledgeable guides and a delectable lineup of dishes, this tour provides an immersive and flavorful way to explore the culinary heart of this tropical paradise.
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Key West: Hemingway Tour With 3 Food Tastings & 3 Cocktails
Immersing visitors in the captivating legacy of Ernest Hemingway, the Key West: Hemingway Tour with 3 Food Tastings & 3 Cocktails provides an enriching exploration of the author’s time in this tropical locale.
Over 4 hours, the tour takes guests to 6 key locations tied to Hemingway’s life, including his former home and a family-run cigar factory. Along the way, participants enjoy 3 ample food tastings and 3 cocktails, including the writer’s signature drink made with premium rum.
Led by knowledgeable guides, the tour covers approximately 1.5 miles and is suitable for adults. Participants also receive an e-guide, exclusive recipes, and shopping/dining coupons, ensuring an immersive and memorable experience.
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Key West: Schooner Sunset Sail With Food & Drinks
Embarking on a captivating sunset sail, the Key West: Schooner Sunset Sail With Food & Drinks invites visitors to experience the natural beauty of this tropical paradise.
Aboard the 105-foot schooner America 2.0, guests can witness the “Green Flash” phenomenon at sunset and spot dolphins, sea turtles, and water birds.
The 2-hour tour offers scenic views of local landmarks and complimentary drinks and hors d’oeuvres. Priced from $116.11 per person, the tour provides free cancellation up to 24 hours in advance.
With an impressive 4.9/5 rating from 277 reviews, the experience is praised for its peaceful atmosphere and exceptional staff.
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Key West: Food Tasting and Cultural Walking Tour
Visitors to Key West can indulge in a culinary exploration through the Key West: Seafood and Seaport Walking Tour with 6 Tastings. This 3-hour guided tour takes participants on a 1.5-mile journey, showcasing the island’s seafood specialties and cultural heritage.
Guests will sample 6 local delicacies, including the renowned conch, while learning about the history and culinary gems of Key West. Led by a knowledgeable guide, the small-group experience (limited to 7 participants) offers exceptional value at $90.19 per person.
Customers praise the tour’s informative and pleasant guide, ideal group size, and enjoyable food paired with cultural insights. The tour also provides an e-guide, recipe collection, and exclusive dining privileges, making it a comprehensive and memorable culinary adventure.
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Key West: Southernmost Food and Cultural Walking Tour
Foodies visiting Key West can experience an engaging culinary exploration through the Southernmost Food and Cultural Walking Tour.
This 3-hour walking tour takes guests on a journey through Key West’s historic neighborhoods, offering five tastings of local dishes like conch fritters, fish tacos, and key lime pie.
Led by knowledgeable local guides, the tour provides insights into the city’s rich Cuban and Caribbean influences. Participants also receive an e-guide booklet with dining recommendations and a signature recipe collection.
With a limited group size of 7, the tour offers a personalized experience. Costing $90.19 per person, the tour is praised for its value, knowledgeable guides, and culture.
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Recap
Key West offers an array of food tours that allow visitors to explore the city’s culinary and cultural heritage. From sunset sails with food and drinks to guided walking tours highlighting local cuisine and Hemingway’s life, there’s a tour to suit every palate. Whether you’re a foodie or history buff, these tours provide a unique and delightful way to experience the best of Key West.