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

Exploring the Pontoon Pub Crawl in Winter Haven: A Relaxed Waterway Adventure

Imagine combining a laid-back boat ride with the lively atmosphere of visiting multiple lakeside pubs—all in about three hours. That’s exactly what the Pontoon Pub Crawl offers in the Winter Haven area. This tour is designed for those who enjoy good drinks, scenic water views, and a small, friendly group. It’s not a large party bus—rather, it’s a personalized journey that emphasizes comfort, local charm, and a little bit of adventure.

Two things we really love about this experience are how intimate and flexible it feels, thanks to the small group size, and how knowledgeable and engaging the guide, Captain Dave, is. Plus, the chance to soak up the scenery and maybe spot some wildlife—like alligators—is a real bonus.

On the flip side, one thing to consider is that, since the tour involves multiple stops and a boat ride, you’ll want to be comfortable with the water and outdoor conditions. It’s a tour that lends itself best to those who enjoy a relaxed, social vibe rather than fast-paced nightlife.

This tour is well-suited for couples, friends, or anyone looking for a different way to explore Winter Haven’s lakeside scene. Whether you’re celebrating a special occasion or just want to enjoy a memorable day on the water, it’s a fun choice.

Key Points

• Small group size: Guarantees a more personal, flexible experience.
• Beautiful scenery: Enjoy views of the Chain of Lakes and wildlife sightings.
• Expert guide: Captain Dave enhances the trip with local insights and great recommendations.
• Good value: For around $90, you get a fun tour that includes five stops and a scenic boat ride.
• Relaxed pace: You can sip drinks, enjoy the sunset, and socialize without feeling rushed.
• Weather-dependent: The tour relies on good weather; poor conditions may lead to cancellations or rescheduling.

An In-Depth Look at the Winter Haven Pontoon Pub Crawl

What is the Pontoon Pub Crawl all about?

This experience takes you out on a pontoon boat through Winter Haven’s Chain of Lakes, stopping at five popular lakeside pubs and restaurants. The idea is to enjoy a casual, social outing blending scenic water views with visits to local watering holes. The tour lasts about three hours, giving you enough time to relax, chat, and sample some bites and drinks at each stop (though you pay for your own at the venues).

The tour is run by Briscoe’s Ride Center Inc., and it’s limited to a maximum of 8 travelers, making it ideal for small groups. You’ll meet your friendly helmsman and guide at Tanners Lakeside Restaurant & Bar, which serves as your starting point.

What makes this experience special?

First, the waterborne aspect sets it apart from traditional pub crawls. Traveling by boat offers a different perspective—soaking in the lakeside scenery, watching wildlife, and enjoying the gentle sway of the water. Many reviews mention that the view of the sunset adds a magical touch to the evening, making it perfect for unwinding or celebrating.

Second, the personalized service shines through. Captain Dave is frequently praised for his knowledge, friendliness, and accommodating nature. He’s not just navigating; he’s engaging, sharing local stories and recommendations, which makes the whole experience more meaningful.

How does the itinerary unfold?

The tour begins at Tanners Lakeside Restaurant & Bar. From there, the boat glides through the lakes, giving you a relaxing ride with plenty of wildlife sightings—occasionally even spotting an alligator in its natural habitat, as some reviews note.

During the tour, you visit five different pubs/restaurants, each with its own charm. Reviews highlight that all stops are well-chosen and offer a range of atmospheres, from quirky local spots to more upscale eateries. Some travelers have raved about the delicious food and drinks recommended by Captain Dave, including gator bites, oysters, and crab cakes.

What’s the overall vibe?

Expect a laid-back, fun, and social atmosphere. Guests often mention that it’s suitable for couples, friends, or groups of friends wanting a stress-free day with good company. The boat provides plenty of space to relax, sip, and take in the views. Plus, there’s a sense of spontaneity—everyone’s in a small group, which encourages conversation and makes the experience feel exclusive.

The experience for the nature and wildlife enthusiast

Many reviews talk about the area’s natural beauty and wildlife. The chance to see local animals and enjoy the scenery adds a layer of appreciation for nature. If you love being on the water and spotting wildlife, this tour might just become a favorite.

Price and value

At $90 per person, this tour offers a good balance of value and experience. For that price, you’re getting a guided boat ride, multiple stops, and the chance to sample local flavors. Since you’re responsible for your own drinks and food at each stop, it’s best to bring a little extra cash. The reviews suggest that the stops are well-chosen and fun, making this a worthwhile spend, especially if you’re looking for a memorable, relaxed outing instead of a high-energy nightlife experience.

Who will love this tour?

If you’re someone who enjoys scenic water views, personalized guidance, and small-group adventures, this experience is a fantastic pick. It’s particularly suited for those seeking a stress-free day on the water with a friendly local guide, rather than a wild party scene. It’s also great for celebrating special occasions or just trying something different.

Who might find it less appealing?

Those looking for a rigid schedule or a lively party atmosphere may find this too mellow. Also, since the experience depends on good weather, if the forecast calls for rain or strong winds, it might be canceled or rescheduled. Prepare with appropriate clothing, especially for cooler evenings.

Final Thoughts: Is the Pontoon Pub Crawl Worth It?

This tour offers a refreshing twist on pub crawling, combining relaxation, scenic beauty, and a touch of local flavor. It’s a great value for the price considering the personalized experience, expert guide, and stunning water scenery. The small group size helps create an intimate atmosphere, perfect for meaningful conversations or just unwinding in a beautiful setting.

It’s best suited for travelers who want to escape the hustle of Orlando and enjoy a more laid-back, water-based outing. Whether celebrating a special event, planning a fun day with friends, or simply seeking a different way to explore the lakeside scene, this tour delivers on charm and comfort.

If you’re after a relaxed, scenic, and friendly experience that highlights Winter Haven’s natural beauty and local spots, this pontoon pub crawl is definitely worth considering.

FAQ

Is this tour suitable for children?
Since the experience involves a boat ride and alcohol consumption at the stops, it’s generally geared toward adults. It might not be ideal for children unless specifically allowed or arranged.

How long does the tour last?
The entire experience takes about 3 hours, giving enough time to visit five spots and enjoy the ride without feeling rushed.

Do I need to book in advance?
Yes, most travelers book around 23 days in advance. The tour is popular, especially during peak seasons, so planning ahead ensures you get a spot.

What is included in the price?
The $90 fee covers the boat ride and guide services. Drinks and food at the stops are purchased separately.

What should I wear?
Bring comfortable clothing suitable for outdoor water activities. A jacket for cooler evenings and sunglasses or hats for sun protection are recommended.

Are there any size restrictions?
The tour can accommodate up to 8 travelers per booking and individuals or groups up to 2400 lbs total.

What is the meeting point?
You’ll meet at Tanners Lakeside Restaurant & Bar, 1006 Lake Howard Dr SW in Winter Haven.

Can I cancel if the weather is bad?
Yes, cancellations are free if made 24 hours in advance. The tour is weather-dependent, and poor weather may lead to rescheduling or refunds.

Is there any entertainment or activities onboard?
The main focus is on the scenic boat ride and pub stops. Captain Dave is known for sharing local stories and making the trip lively, but it’s not a party boat.

If you’re craving a laid-back, scenic adventure with friends or a partner, this pontoon pub crawl in Winter Haven offers a chance to enjoy the water, good company, and great local spots—all in a cozy, small-group setting. Happy planning!