12 Fantastic Drinking Tours In Orlando

Orlando isn’t just theme parks and sunshine; it’s also a lively city with a surprising variety of drinking tours for those who want to explore the local scene with a twist. Whether you’re into boating pub crawls, haunted bar hunts, or craft beer strolls, Orlando offers experiences that go beyond the typical bar hop.

We particularly like the Pontoon Pub Crawl because it combines scenic water views with laid-back bar stops, making it a memorable way to celebrate with friends or family.

Meanwhile, the Haunted Pub Crawl taps into Orlando’s spooky side, perfect for those who enjoy a good ghost story with their drink.

For craft beer lovers, the Sanford’s Craft Beer and History Tour offers a delightful blend of local history and fresh brews. Each experience provides its own unique flavor—literally and figuratively.

Why Orlando is great for Drinking Tours? The city’s diverse neighborhoods, lakeside scenery, and rich history make it an ideal spot for themed tours. The water-based Pontoon Pub Crawl takes advantage of Winter Haven’s Chain of Lakes, giving a relaxing, scenic backdrop for drinking and socializing.

For a more eerie experience, the A Toast to the Ghost Haunted Pub Crawl explores Downtown Orlando’s haunted pubs, adding a spooky twist to your evening.

And for craft beer enthusiasts, the Sanford’s Craft Beer and History Tour offers both learning and tasting, all led by a certified judge. Whatever your taste, Orlando’s drinking tours promise a fun, authentic experience.

Quick Overview

This list covers a variety of drinking tours in Orlando, from boat pub crawls and haunted pub adventures to brewery and distillery tours.

Expect options that include scenic water experiences (Pontoon Pub Crawl), spooky stories (Haunted Pub Crawl), craft beer explorations (Sanford’s Craft Beer and History Tour), and even sushi-making classes with a drink (Sushi Making Class). Each offers something different, whether you’re seeking relaxation, thrills, or a taste of local flavor.

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

At number 1, the Pontoon Pub Crawl takes you on a three-hour cruise through Winter Haven’s Chain of Lakes—an area known for its natural beauty and plentiful wildlife.

This tour includes meeting your helmsman guide at the first stop, then hopping on a small-group pontoon boat to visit four popular lakeside pubs and restaurants. You can order drinks and bites at each stop, all while soaking up the scenery and enjoying the sunset over the water.

The personal attention from your guide makes this experience flexible and relaxing, perfect for celebrating or simply enjoying the water.

The reviews highlight the engaging captain, Capt Dave, and the wildlife sightings, including glimpses of alligators—an authentic Florida touch.

This tour is ideal for those who want a stress-free, scenic drinking experience with a small group, emphasizing laid-back fun and natural beauty. The price ($90 per person) offers good value considering the unique combination of water, wildlife, and socializing. Expect memorable moments with friends, wildlife sightings, and a relaxed vibe that’s hard to match.

Bottom Line: A perfect choice for water lovers and those seeking a stress-free, scenic pub crawl with personalized service.

2. Paddle and Brew Adventure in Tavares with Beer Flight Tasting

Number 2 on our list is the Paddle and Brew Adventure in Tavares, combining nature, wildlife, and craft beer in a three-hour guided tour. Paddle through the scenic Dora Canal, one of Lake County’s most picturesque waterways, and encounter abundant wildlife, including birds, turtles, and alligators.

This tour is led by Katrina, whose expertise ensures you won’t miss a thing—her knowledge of the ecosystem, history, and wildlife makes it more than just a paddle.

After exploring the wetlands, relax at BRÜ Tap House, where you can enjoy a flight of 30 craft beers and learn about the brews’ stories.

Guests consistently praise Katrina’s warmth and knowledge, noting how the experience felt both educational and relaxing. The combination of natural Florida beauty with beer tasting makes this tour stand out. It’s ideal for nature lovers who also appreciate a good local brew. The inclusion of wildlife sightings and a tasting at the end offers a well-rounded experience.

Bottom Line: A top pick for those wanting to explore Florida’s wetlands with a craft beer reward at the end.

3. Orlando Haunts Boos and Booze Haunted Pub Crawl

Next up, the Haunted Pub Crawl invites you to explore Downtown Orlando’s spooky side over two hours. This tour blends ghost stories and local legends with visits to lively bars in the Central Business District. You’ll hear tales of aliens, fires, and haunting spirits, while enjoying drinks and quick bites.

The guide uses tools like K2 meters to sense spirits, adding a fun, interactive element amid the lively bar scene. The stops vary depending on group requests, making each tour unique.

While reviews are limited, the concept appeals to visitors interested in ghost stories and haunted history. It’s ideal for those who like their drinks with a side of spooky tales and a vibrant city atmosphere. Expect a memorable, slightly eerie night that combines storytelling with social drinking.

Bottom Line: A fun, spooky alternative for those who enjoy ghost stories with their evening drinks, perfect for history and horror fans.

4. Sanford’s Craft Beer and History Tour

In number 4, the Sanford’s Craft Beer and History Tour offers a 1 hour 45-minute walk through Sanford’s streets, focusing on its prohibition-era past and craft breweries. Led by a BJCP Certified Beer Judge, the tour visits three local breweries: the Sanford Homebrew Shop, Sanford Brewing Company, and Wops’ Hops Brewing.

You’ll sample a variety of beers while hearing stories about Sanford’s historic landmarks and the city’s journey through Prohibition.

Guests emphasize the tour’s intimate setting and the opportunity to ask questions about brewing. The small-group format makes it perfect for beer enthusiasts wanting an in-depth experience. The tour also includes a visit to a homebrew shop, adding a behind-the-scenes look at craft beer.

Value for money is good considering the expert guidance and quality tastings. It’s best suited for beer lovers interested in local history and brewing techniques. The only potential drawback is the short duration, which might leave some wanting more.

Bottom Line: An excellent choice for craft beer fans who also want a slice of Sanford’s past.

5. Orlando: 2-Hour Sushi Making Class at a Local Brewery

Number 5 combines culinary skills with local brews in a two-hour, interactive sushi class at a local brewery. You’ll learn how to prepare sushi rice, sharpen your knife skills, and roll three classic sushi types—California, veggie, and spicy tuna—guided by a talented chef. While cooking, you’ll enjoy a local craft beer, making it a relaxed, fun experience perfect for dates or groups.

Though less focused on drinking and more on food preparation, the pairing with local beers enhances the social aspect. It’s ideal for travelers who want an active, hands-on experience that ends with delicious sushi and drinks in hand. Practical, beginner-friendly, and engaging, it offers a different but worthwhile way to enjoy Orlando’s craft beer scene.

Bottom Line: Great for foodies and those who prefer a hands-on activity paired with local brews.

6. Orlando: Brews and Bites Brewery Walking Tour

Number 6 takes you on a 3-hour walk around Orlando’s Mills50 and Ivanhoe Village districts, focusing on craft beer and small bites. Visiting two breweries and two bars, this tour combines tastings with insights into Orlando’s brewing process. Expect to sample eight beers and enjoy local snacks, gaining a behind-the-scenes look at the city’s vibrant craft scene.

Reviews are not available, but the tour’s structure appeals to those wanting a relaxed, social experience with a focus on local flavor. It’s suited for active explorers who enjoy tasting multiple beers and learning about brewing from a guide.

Bottom Line: Perfect for beer enthusiasts looking for a leisurely, informative walking experience.

7. A Toast to the Ghost Haunted Pub Crawl in Downtown Orlando

Number 7 offers a 2-hour haunted pub crawl in Orlando’s downtown, led by a Ghost Ambassador. The tour’s focus is on spooky stories and haunted pubs, with stops at the most haunted bars and venues. You’ll hear tales of paranormal encounters while enjoying drink specials and small appetizers. The tour uses tools like K2 meters to sense spirits, adding an interactive twist.

While reviews are limited, the tour is a fun mix of ghost stories and local nightlife. It’s suitable for those interested in haunted history and a lively social atmosphere, making it an engaging way to experience Orlando’s darker side.

Bottom Line: An entertaining choice for fans of ghost stories who want to combine history with social drinking.

8. Ghost Tour and Pub Crawl

The Ghost Tour and Pub Crawl in Winter Haven blends ghost stories with pub visits in a 3-hour evening. Starting with a brief historic intro, it takes you through various haunted locations, including the Ritz Theater and Grove stories. The tour combines storytelling, drinks, and exploring murals and local lore, creating a lively, spooky atmosphere.

Though reviews are sparse, the tour offers a well-rounded experience for those intrigued by paranormal tales combined with local culture. It’s best suited for curious travelers wanting a mix of history and supernatural tales in a casual setting.

Bottom Line: Ideal for those who want a spooky, story-rich evening with a social twist.

9. Orlando Bar Crawl: Orlando’s Magical Nightlife Bar Crawl

Number 9 is a quick, app-led 1.5-hour bar crawl exploring Orlando’s nightlife. It’s designed for those who want a fast-paced, social experience, challenging you with trivia and puzzles as you visit several bars. This experience emphasizes discovery and team fun, making it great for spontaneous groups or special occasions.

Reviews aren’t available, but the format suits adventurers who enjoy interactive challenges and the convenience of an organized, mobile-based experience. Perfect for a lively, casual outing without a huge time commitment.

Bottom Line: A quick, fun way to explore Orlando’s nightlife with friends.

10. Sanford’s Haunted Brewery Tour

In number 10, this haunted brewery tour starts at 8:30 PM, taking you through Sanford’s haunted historic breweries. Led by the BJCP Certified Beer Judge Gary Holmes, the tour visits three breweries, including the Sanford Homebrew Shop, Dees Brothers Brewery, and Deviant Wolfe Brewery. You’ll sample local craft beers while hearing stories about Sanford’s haunted past.

This tour is tailored for beer lovers with an interest in local legends. It’s not a ghost-hunting expedition but offers a chance to enjoy delicious craft beer while hearing spooky tales that add an eerie touch to your evening.

Bottom Line: An excellent pick for beer fans interested in local ghost stories and history.

11. Sushi Making Cooking Class at a Local Brewery in Orlando

Number 11 offers a hands-on sushi-making experience at a local brewery. Over two hours, you’ll learn to prepare three types of sushi, guided step-by-step, while sipping on craft beers. It’s a fun, engaging activity perfect for groups, couples, or solo travelers wanting a culinary adventure.

While not primarily focused on drinking, the included beers complement the experience and make it a relaxed, social activity. Beginners and sushi lovers alike will find it approachable and satisfying.

Bottom Line: Ideal for foodies wanting to combine culinary skills with local beers in Orlando.

12. Happy Hour Downtown Pub Crawl

Finally, the Happy Hour Downtown Pub Crawl is a three-hour walking tour through Winter Haven’s downtown area, featuring food and drink tastings at several venues. You’ll sample pizza, burgers, craft beers, sushi, sake, whiskey, and cocktails—all during happy hour. It’s designed for smaller groups (up to 10), providing a more personal and relaxed experience.

This tour is perfect for foodies who want to experience multiple cuisines and drinks in one evening. It combines history, local flavor, and socializing, making it a well-rounded choice.

Bottom Line: Great for those who want a leisurely, diverse tasting experience in Winter Haven.

How to Choose the Right Drinking Tour in Orlando

Picking the best tour depends on your interests and pace. If water and scenery appeal, the Pontoon Pub Crawl (see details) promises a relaxing day on the lakes with drinks. For a spooky twist, the Haunted Pub Crawl (more info) offers a lively, ghostly adventure.

Craft beer fans should consider Sanford’s Craft Beer and History Tour (check it out) or the Haunted Brewery Tour (see here) for a historical twist.

For those interested in culinary experiences, the Sushi Making Class (details) blends cooking with drinks, while the Brewery Walking Tour (info) offers a relaxed tasting walk. Budget-conscious travelers might prefer the quick Orlando Bar Crawl (see more), while those wanting a unique water-based experience could opt for the Pontoon Pub Crawl.

Booking early is always wise, especially for popular options, and consider the duration—whether you want a quick outing or a full evening of fun.

Final Thoughts

Orlando’s drinking tours offer something for every taste: scenic boat rides, spooky ghost stories, craft beer explorations, or hands-on culinary classes.

Whether you’re after a relaxing water cruise, a haunted pub adventure, or a craft beer crawl through historic Sanford, the city provides memorable ways to enjoy its local flavor. For a laid-back day, the Pontoon Pub Crawl is unbeatable; for a spooky night, try the A Toast to the Ghost tour.

Beer lovers should not miss the Sanford’s Craft Beer and History Tour, while foodies can indulge in the sushi-making class.

Remember to book early, especially for the popular experiences, and choose a tour that matches your pace and interests. Whatever your style, these tours promise an authentic taste of Orlando’s lively, flavorful side—cheers!