Key West Craft Cocktail Crawl - Visiting Top-End Bars with a Local Flair

Key West Craft Cocktail Crawl

Discover Key West's best-kept secrets on a 3-hour craft cocktail and food tour, visiting six unique bars with expert guides and all drinks included.

Explore the vibrant bar scene of Key West, USA with the Key West Craft Cocktail Crawl, a highly-rated experience that offers a taste of both the city’s rich culture and inventive beverage scene. Priced at $93.68 per person, this 3-hour tour is perfect for those eager to uncover off-the-beaten-path venues while indulging in five craft cocktails and two gourmet food tastings. With an impressive 5.0 rating based on 477 reviews and a 98% recommendation rate, it’s clear that visitors find this tour both fun and insightful.

The tour departs from Mary Ellen’s Bar & Restaurant, with a mobile ticket that makes it easy to hop from one hidden gem to another. What makes this experience stand out is its focus on locally-approved bars, historical storytelling, and visits to landmarks like a historic mansion and a boutique hotel once used as a hospital. Guides are known for their knowledge, friendly style, and ability to reveal secrets that often go unnoticed by regular visitors, making it a great choice for those looking for a deeper, more authentic Key West experience.

Key Points

Key West Craft Cocktail Crawl - Key Points

  • Duration: About 3 hours of walking and tasting around Key West
  • Price: $93.68 per person, including all drinks and bites
  • Stops: Six unique venues, from Mary Ellen’s to Garbo’s Grill
  • Guides: Enthusiastic, knowledgeable locals who share stories and history
  • Food & Drink: Five craft cocktails and two gourmet food tastings included
  • Group Size: Small groups, limited to 12 people for an intimate experience
  • Weather: Operates in all weather conditions; ponchos provided if needed

Starting at Mary Ellen’s Bar & Restaurant

Key West Craft Cocktail Crawl - Starting at Mary Ellens Bar & Restaurant

The tour kicks off at Mary Ellen’s, a lively spot where guests check in 15 minutes early. It sets the tone with a fun, welcoming atmosphere, and the first tasting experience is included in the initial 30-minute stop. This venue is ideal for warming up and getting familiar with the local vibe before moving to more specialized venues.

Visiting Top-End Bars with a Local Flair

Key West Craft Cocktail Crawl - Visiting Top-End Bars with a Local Flair

Next, the guide leads guests through The Saint Hotel and First Flight Island Restaurant & Brewery, both known for their classy environments and inventive takes on classic drinks. These stops reveal the stories behind signature cocktails like the Hemingway Daiquiri and showcase tiki-era flavors. These venues are appreciated for their ambiance, and the guide enhances the experience with local folklore and historical tidbits.

Discovering Off-the-Beaten-Path Venues

Stops at General Horseplay and Tiki House focus on less touristy venues, emphasizing the tour’s goal of uncovering hidden gems. Guests can expect to sample creative cocktails in atmospheres that blend history with modern charm. The Tiki House in particular offers a chance to experience tiki-era flavors, making it a memorable part of the journey.

Food Tastings at Garbo’s Grill

Key West Craft Cocktail Crawl - Food Tastings at Garbo’s Grill

The final stop at Garbo’s Grill @ Hanks provides a satisfying conclusion with a delicious taco of choice from a featured spot known for appearing on Diners, Drive-ins, and Dives. These 15-minute bites perfectly complement the drinks, rounding out the experience with a flavorful, casual meal in a lively setting.

Expert and Friendly Guides

Key West Craft Cocktail Crawl - Expert and Friendly Guides

Guides like Rose, Keila, and Mike earn praise for their enthusiasm, local knowledge, and storytelling skills. They not only navigate the venues smoothly but also share fascinating insights about Key West’s history, architecture, and bar scene, enriching each stop. Their personable approaches ensure the tour feels engaging without feeling rushed, and they’re eager to answer questions, making each guest feel welcomed.

Logistics and Group Size

Key West Craft Cocktail Crawl - Logistics and Group Size

The meeting point at Mary Ellen’s is easily accessible, and the tour operates rain or shine—ponchos are provided in bad weather. The group size is kept small, with a maximum of 12 travelers, creating a more personalized atmosphere. Participants should wear comfortable walking shoes and prepare for moderate walking around the city’s streets.

Value and Booking Insights

Key West Craft Cocktail Crawl - Value and Booking Insights

The tour offers a great value considering the five craft cocktails and two gourmet food samples included in the $93.68 price. Reviews highlight the excellent guides, unique venues, and delicious drinks, with many guests returning to the bars afterward. The itinerary includes some off-the-beaten-path establishments that are often overlooked without local knowledge.

Considerations and Tips

Key West Craft Cocktail Crawl - Considerations and Tips

While the experience is suitable for most travelers over 21 years old, it requires moderate walking and involves standing or moving between venues. Since it operates in all weather conditions, guests should dress appropriately, wear sun protection, and bring sunglasses if needed. The tour is ideal for those interested in local history, craft cocktails, and enjoying a relaxed, social atmosphere in Key West.

Flexibility and Cancellation Policy

Guests can cancel free of charge up to 24 hours in advance for a full refund. Cancellations made less than 24 hours before the scheduled start are non-refundable. The tour’s weather policy offers guarantees of rescheduling or full refunds if canceled due to poor conditions.

The Unique Experience of the Key West Craft Cocktail Crawl

This tour appeals most to adults seeking an engaging way to explore Key West’s hidden bars while enjoying expertly crafted beverages. The small group size and local guides ensure an intimate, educational, and fun outing. The combination of historical storytelling, offbeat venues, and delicious drinks makes it a memorable activity that captures the essence of Key West’s lively spirit.

While the tour doesn’t include transportation, its walkable route through key neighborhoods makes it easy to join and enjoy at a leisurely pace. Perfect for first-time visitors or seasoned regulars, this experience offers an authentic glimpse into the city’s bar culture and storytelling charm.

✨ Book This Experience

Key West Craft Cocktail Crawl



5.0

(477 reviews)

95% 5-star

“Great guide, fun conversations & lots of local folklore. This is a definite good time to see the local history of key west”

— Darla B, May 2025

Frequently Asked Questions

What is included in the tour price?
The price covers five craft cocktails, two gourmet food tastings, all taxes and fees, and guiding services.

Where does the tour start and end?
It begins at Mary Ellen’s Bar & Restaurant and ends at Garbo’s Grill @ Hanks on 409 Caroline St.

Is the tour suitable for vegetarians or those with dietary restrictions?
Guests should specify any dietary restrictions during booking. The tour includes snacks and food tastings, but for specific needs, it’s best to mention these in advance.

How physically demanding is this tour?
It involves moderate walking around Key West, with some standing and moving between venues. Comfortable shoes are recommended.

Can I cancel or reschedule if my plans change?
Yes, full cancellation is available if canceled more than 24 hours in advance. Cancellations less than 24 hours are non-refundable.

Is the tour weather dependent?
The tour operates in all weather conditions, with ponchos provided if needed. If canceled due to severe weather, a full refund or alternative date is offered.

Are minors allowed on this tour?
No, the minimum age is 21 years due to the alcoholic beverages served.

How many people typically participate?
The tour hosts up to 12 travelers, ensuring a personalized experience.

This Key West Craft Cocktail Crawl offers an engaging way to discover secret bars, enjoy unique cocktails, and learn about the city’s history and culture. With excellent guides, a well-curated route, and inclusive tastings, it’s a top choice for anyone wanting to experience Key West’s lively bar scene beyond the usual tourist spots.