Florida Keys
Neighborhood Tours

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Our most recommended Florida Keys Neighborhood Tours

Key West: Southernmost Food and Cultural Walking Tour

1. Key West: Southernmost Food and Cultural Walking Tour

Celebrating the Cuban and Caribbean influences on both food and culture, enjoy a 3-hour guided small group experience. Visit 5 different locations, carefully chosen to help you check off those "must try" dishes that Key West is known for. Enough for a hearty lunch, tastings are served from locally adored eateries, unique "hole in the walls", and family-owned ethnic restaurants. Discover the spots that the locals frequent to eat, drink and discover the island. Between tastings, explore the island’s different cultural neighborhoods and rich history through the generations. Your knowledgable local guide will share stories of the local industry, Key West's colorful past, and historical landmarks. After the tour, explore Old Town with confidence and take advantage of recommendations on restaurants, attractions, entertainment, and cultural offerings. You'll also receive a collection of exclusive recipes, ensuring that you can enjoy memories from this tour for many years to come.

Key West: Food Tasting and Cultural Walking Tour

2. Key West: Food Tasting and Cultural Walking Tour

Celebrate Key West's diverse and abundant local fruits of the sea. This 3-hour guided small-group experience stops at 6 tasting locations, each carefully chosen to give you an eclectic view of Key West's best restaurants along the historic seaport. Enough for a hearty lunch, tastings are served from adored local eateries, tucked-away hidden gems, and a fisherman-owned seafood market. This tour will allow you to bypass the Duval Street tourist traps and go straight to the spots that the locals frequent to eat, drink, and discover the island. As you stroll the charming side streets and docks, you will experience the island’s seaport, as well as the rich industrial history which has transformed through the generations. Your friendly and knowledgable local guides will share stories of local industry, including the colorful past and historical landmarks. Following the tour, you can explore Old Town with confidence and take advantage of recommendations on restaurants, attractions, entertainment, and cultural offerings. You'll also receive a collection of exclusive recipes, ensuring that you can enjoy memories from this tour for many years to come.

Key West: Off-Duval Cocktail Crawl

3. Key West: Off-Duval Cocktail Crawl

This craft cocktail crawl leads you through the side streets of Key West visiting a fun variety of locally-loved watering holes. Sample fun craft cocktails and tasty gourmet bites on this 3-hour upscale pub crawl. Visit over 5 establishments, ranging from a sleek bar within a historic hospital, a microbrewery inside the birthplace of PanAm, a tiki bar, and more. This tour veers vacationing drinkers off the infamous Duval Street into some of the city’s best and most locally-loved bars to sample fresh spins on old classics. Discover the iconic stories behind Key West’s signature drinks, like the Hemingway Daiquiri, and explore the sights, sounds, and “intoxicating” flavors of the tiki era. This bar hop is about getting off the touristy Duval Street and into more local lounges. Between tastings, you will stroll the charming side streets alongside Duval with protected, wild chickens. Your fun and friendly local guides will share bits of the town's colorful past and historical landmarks. Explore Old Town with recommendations on restaurants, attractions, and entertainment. Return home with exclusive recipes, ensuring that you can enjoy memories from this tour for many years to come.

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What people are saying about Florida Keys

Take this food tour, it is great! My friend and I were only in Key West for one full day and this was the perfect way to experience the town. We got to try a much wider variety of food than we would have otherwise during our short trip. The food (and rum) was great, but the walking component was possibly my favorite part. Our guide, Maxwell, was fantastic. He grew up in Key West and was personable and full of stories. He took us all through the historic part of town, which I wouldn't have known to visit if I hadn't done the tour. Maxwell also gave great recommendations for restaurants and bars, so you'll continue to benefit even after the tour is over! I also felt that the price was very reasonable for the amount of food and time (remember to bring cash for a tip, they deserve it!)

Briana was excellent. She had so much knowledge about Key West and a wonderful sense of humor. There was so much food that we elected to share one piece of Key Lime Pie at the last place we visited. The pie was excellent but we were too full!! Here's why..a mahi taco, a Cuban sandwich, lobster Mac and cheese, shrimp with a few sips of wine!! All this while learning all about the history of Key West.

Great variety of local food and drinks! Easy walk and fun experience to add to our KW trip!

Great experience, great food. Amy was fun, knowledgeable and added to a great experience.

Fun way to learn so Key West history as you sample delicious food and drink