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Book Your Midtown Key West Craft Cocktail Crawl
Join a curated sip-and-stroll that takes you off the beaten path in Key West, where you’ll visit five crafty bars and hidden local gems across Midtown and beyond, enjoying five local cocktails and two food tastings while your guide shares the iconic stories behind signature drinks like the Hemingway Daiquiri; travel past Duval Street into neighborhood bars favored by locals, sample asian cauliflower bites and a taco of your choice between tastings of four handcrafted cocktails and locally-made beer, and uncover the sights, sounds, and intoxicating flavors of the tiki era as each of the five stops reveals a new secret - groups are capped at 12 to ensure personal service and an engaging, social experience that introduces you to the true island life.
About this activity in Midtown
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Highlights
- Sip five locally crafted cocktails and sample two savory tastings across five neighborhood bars just off Duval Street in Midtown, Key West.
- Learn the stories behind iconic island drinks like the Hemingway Daiquiri while exploring tucked-away tiki-era spots and local favorites.
- Enjoy an intimate, upscale bar crawl designed for mingling - group size is limited to 12 for personalized service from an expert local guide.
- Taste small bites between drinks (including Asian cauliflower and a choice taco), plus a locally made beer, to get a true flavor of island life.
Important Information
- All taxes, fees, snacks and five craft beverages from locally loved Midtown Key West hotspots are included; transportation to/from the meeting point and gratuities are not.
- This experience is suitable for most fitness levels and involves a moderate amount of walking; please wear comfortable shoes, sun protection and dress for the tropical heat and possible rain.
- Minimum age is 21 and the tour is not recommended for pregnant travelers; wheelchair access is available and service animals are allowed.
- A minimum of four guests is required to operate the tour; if your dietary needs are specific, advise them in the special requirements field when booking.
Meeting Point
Meet at the Midtown, Key West meeting location shown on your booking confirmation - your guide will be waiting at the specified spot on your voucher to start the walk.
Includes
- All taxes, fees and handling charges are included for your Midtown, Key West booking.
- Enjoy alcoholic beverages as part of the experience in the area.
- Snacks are provided during the event.
- Savor tantalizing nibbles and historical tidbits to accompany your cocktails while you explore the neighborhood.
- Benefit from an expert and enthusiastic local guide who knows this destination well.
- Taste 5 craft beverages from locally-loved hot spots off the beaten path in Midtown; a great way to sample the region’s flavors.
Excludes
- Transportation to and from meeting locations is not included; please plan your arrival and departure in Midtown accordingly.
- Gratuities are not included and may be given at your discretion.
Other
- Wheelchair accessible - the venue accommodates mobility needs in this part of Key West.
- Service animals are allowed to accompany you.
- Public transportation options are available nearby for convenient access around the area.
- Not recommended for pregnant travelers; please consider this when booking.
- Suitable for all physical fitness levels, making it a good fit for diverse groups.
- Minimum age is 21 years; participants must meet the age requirement to join.
- A minimum of 4 people is required to run the tour; there is a possibility of cancellation after confirmation if the minimum is not met. If this occurs, you will be offered an alternative or a full refund.
- Operates in all weather conditions - please dress appropriately for the weather here.
- The tour is held in all weather conditions; ponchos are provided in case of rain.
- It is recommended you wear sun protection, a hat and sunglasses - Key West is extremely hot and humid, so plan accordingly.
- Comfortable walking shoes are recommended due to a moderate amount of walking involved around the neighborhood.
- Please advise of any dietary restrictions in the special requirements field at the time of booking so hosts can accommodate you.
Customer Reviews
10/10
Based on 10 Reviews
Summary:
Our guide Rose was excellent
He was knowledgeable and very funny
I’ve done the cocktail crawl twice and will do it every time I come back to key west
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Summary:
We thoroughly enjoyed the tour, with excellent locations, an outstanding tour guide, excellent entertainment, and engaging stories well told. We felt very comfortable and thoroughly enjoyed our time. We highly recommend this tour.
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Summary:
Craft cocktail tour was fun and informative. It was a great way to start your Key West adventures. Our guide (Rose) was amazing. He was fun and informative. Cocktails were excellent and an added bonus were the delicious bites we ate during the tour. Highly recommend this tour.
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Know more about Midtown
You’ll stroll through neighborhood bars off Duval Street to discover locally-loved spots, hear the iconic stories behind signature drinks like the Hemingway Daiquiri, and taste tiki-era flavors across five curated stops. The blend of craft cocktails, hidden gems, and historical tidbits showcases the authentic island bar scene and the lively culinary culture of Key West.
At each of the five stops, your guide reveals a new secret about the tiki era and the stories behind Key West’s signature drinks. You’ll learn how classic recipes and local lore shaped the flavors and atmosphere you experience while sampling the cocktails.
Expect a moderate amount of walking through local neighborhoods, so comfortable shoes are recommended. The tour operates in all weather conditions, so dress for Key West’s heat and humidity and bring sun protection like a hat and sunglasses.
You’ll enjoy five local craft beverages, including four handcrafted cocktails and a locally-made beer, alongside two food tastings such as Asian cauliflower bites and a taco of your choice. Each stop pairs a drink with savory nibbles to give you a well-rounded taste of the island.
Yes - the upscale bar crawl is curated for mingling and exploration, making it ideal for Group-Friendly outings, couples looking for a romantic evening, or anyone wanting an entertaining night out in Key West’s vibrant bar scene. Group size is intentionally limited to 12 people for a more personalized experience.
Absolutely - the tour specifically travels off Duval Street into neighborhood bars frequented by locals, giving you an authentic taste of Key West life and the chance to explore quieter, craft-focused venues away from the main tourist strip.
