Key West
Neighborhood Tours

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Our most recommended Key West 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 exclu...

    Awesome activity and a great way to sample some different restaurants when you first arrive for vacation. Kaiya combined interesting food preparation comments along with a little history of the owners and their restaurant. In addition, your guide will point out some of the interesting landmarks along the route. While the individual portions are not large, collectively they add up to a large meal so it is advisable that you do not eat breakfast beforehand.

  • 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 ...

    Megan was an excellent guide ! Food and drinks were great ! Perfect way to combine a walk with good food and local history.

  • 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 ...

Other Sightseeing Options in Key West

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What people are saying about Key West

Overall rating

2.5 / 5

based on 2 reviews

Awesome activity and a great way to sample some different restaurants when you first arrive for vacation. Kaiya combined interesting food preparation comments along with a little history of the owners and their restaurant. In addition, your guide will point out some of the interesting landmarks along the route. While the individual portions are not large, collectively they add up to a large meal so it is advisable that you do not eat breakfast beforehand.

Meredith was fantastic. The food, tour, history of Key West was simply outstanding! I would highly recommend booking a good tour. Meredith has awesome recommendations for restaurants and other activities to do in Key West. Many thanks!

The tour and food was excellent. Our tour guide was first generation Key Western and was great on neighborhood info. He made the tour!

Megan was an excellent guide ! Food and drinks were great ! Perfect way to combine a walk with good food and local history.

The food was great. Our tour guide Jasmine was very informative. Loved the Lobster Mac and cheese at Bagatelle