Orlando’s drinking tours offer efficient ways to discover the city’s best watering holes. The Pontoon Pub Crawl provides a refreshing lake-based experience, connecting visitors to 5 waterfront establishments across Winter Haven’s Chain of Lakes – an excellent choice for hot Florida days. Downtown’s Hidden Bars and Speakeasies Tour stands out for its expertly crafted cocktails and exclusive access to hard-to-find venues. History buffs will appreciate the Boos and Booze Haunted Pub Crawl, which pairs local ghost stories with carefully selected drinking spots. Let’s explore Orlando’s most worthwhile drinking tours.

Good To Know

  1. The Pontoon Pub Crawl offers a unique small-group experience to explore the Chain of Lakes in Winter Haven, with a 4.8-star rating and flexible cancellation policy.

  2. The Orlando Haunts Boos and Booze Tour provides a 2-hour guided tour of 7 historic haunted locations, including 4 haunted pubs, suitable for those 21 and older.

  3. The Hidden Bars and Speakeasies Tour in downtown Orlando offers a 3-hour exploration of exclusive venues with skilled mixologists, though it has mixed reviews.

  4. Most drinking tours in Orlando require participants to be 21 or older and have varying accessibility, so reservations are recommended to ensure availability.

  5. Participants should consider potential weather conditions and bring cash for additional purchases at the venues during the drinking tours in Orlando.

Pontoon Pub Crawl, 5 Lakeside Pubs and Restaurants Visit by Boat

Pontoon Pub Crawl, 5 Lakeside Pubs and Restaurants Visit by Boat

Frequently, travelers embark on the Pontoon Pub Crawl, a unique tour that whisks them across the picturesque Chain of Lakes in Winter Haven. This small-group experience, capped at 8 participants, allows visitors to explore 5 lakeside pubs and restaurants by boat.

At $90 per person, the tour offers excellent value, with a 4.8-star rating from 72 reviews and a 96% recommendation rate.

The tour departs and returns to Tanners Lakeside Restaurant & Bar, ensuring easy accessibility for guests. Along the way, travelers enjoy scenic boat rides, stunning sunset views, and a social atmosphere, with opportunities to meet fellow participants.

The knowledgeable and entertaining Captain Dave is widely praised for enhancing the experience. While drinks and bites at each stop are at guests’ own expense, a cooler and ice are available upon request.

The tour’s flexible cancellation policy provides peace of mind, allowing for free cancellation and unlimited rescheduling up to 24 hours before the start.

Read our full review: Pontoon Pub Crawl, 5 Lakeside Pubs and Restaurants Visit by Boat Review
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Orlando Haunts Boos and Booze Haunted Pub Crawl

Orlando Haunts Boos and Booze Haunted Pub Crawl

The Orlando Haunts Boos and Booze Haunted Pub Crawl offers a spine-tingling twist on the traditional pub crawl. For $35 per person, this 2-hour tour takes adventurous guests to 7 historic haunted locations, including 4 pubs.

Led by a knowledgeable guide in a black US Ghost Adventures t-shirt and armed with a lantern, visitors will hear authentic local ghost stories, from tales of aliens to the tragic fires that haunt the city.

Highlights include sipping drinks near the courthouse where notorious serial killer Ted Bundy was tried, and searching for UFOs at the Kress Building. Guests can also enjoy local brews and cocktails at the Halloween-themed pub Cocktails and Screams, though drinks aren’t included in the tour price.

The experience promises an engaging and spine-tingling atmosphere, with the guide’s stories enhancing the eerie setting. While not suitable for those under 21 or with mobility issues, the Orlando Haunts Boos and Booze Haunted Pub Crawl offers a unique way to explore the darker side of Orlando’s history.

Read our full review: Orlando Haunts Boos and Booze Haunted Pub Crawl Review
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Orlando: Crawl Hidden Bars and Speakeasies Tour in Downtown

Orlando: Crawl Hidden Bars and Speakeasies Tour in Downtown

Visitors can often discover a side of downtown Orlando that few travelers experience on the Orlando: Crawl Hidden Bars and Speakeasies Tour. Priced from $35 per person, this 3-hour English-language tour takes participants on a journey through the city’s hidden gems, where skilled mixologists craft handcrafted cocktails.

The tour includes a complimentary welcome drink and access to exclusive spots, as well as insights into the history and stories behind each venue.

However, the tour has received mixed reviews, with an overall rating of 1.8 out of 5 based on 5 reviews. Common complaints include the guide’s absence, lack of communication, and difficulty contacting support.

Participants must be 21 or older, and should bring a passport or ID card, comfortable shoes, and cash. The tour is wheelchair accessible but not recommended for pregnant women or those with a cold.

Read our full review: Orlando: Crawl Hidden Bars and Speakeasies Tour in Downtown Review
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Frequently Asked Questions

Do the Tours Provide Transportation to and From the Venues?

Many drinking tours do provide transportation to and from the venues. This can be a convenient feature, allowing guests to fully enjoy the experience without having to worry about driving. The tours often include pickup and drop-off at a central location.

Are the Tours Suitable for Individuals With Mobility Issues?

The tours may not be suitable for individuals with mobility issues, as they often involve walking between venues. However, some companies may offer modified tours or transportation options to accommodate guests with accessibility needs. It’s best to inquire about specific accommodations when booking.

Can the Tours Accommodate Groups of Different Sizes?

The tours can typically accommodate groups of various sizes, from small intimate gatherings to larger celebrations. Most operators offer flexible booking options to ensure the experience matches the group’s needs and preferences.

What Is the Minimum Age Requirement for the Drinking Tours?

The minimum age requirement for the drinking tours is typically 21 years old. Most tours won’t allow anyone under the legal drinking age to participate, as they aim to provide a safe and enjoyable experience for all their adult guests.

Are There Any Discounts or Package Deals Available for the Tours?

Many drinking tour companies offer discounts and package deals to customers. Travelers can find group rates, multi-tour packages, and occasionally student or senior discounts. It’s best to check with each operator about their current promotions and savings opportunities.

The Sum Up

Orlando’s drinking tours offer a unique and engaging way to explore the city’s vibrant nightlife. From the Pontoon Pub Crawl’s scenic boat ride to the spooky Orlando Haunts Boos and Booze Haunted Pub Crawl, there’s something for all. The Orlando: Crawl Hidden Bars and Speakeasies Tour in Downtown provides a chance to discover the city’s most exclusive watering holes. These tours are a must-try for both locals and visitors looking to make the most of Orlando’s lively drinking scene.