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

Imagine sipping your favorite drink while gently cruising across a chain of scenic lakes, stopping at lively pubs along the water’s edge. That’s essentially what this Pontoon Pub Crawl offers—a chance to unwind, socialize, and take in some beautiful Florida scenery all in one relaxed trip. Based on high praise from recent travelers, this experience has quickly become a favorite for those seeking a fun, authentic way to explore Winter Haven’s lakeside scene.

What makes this tour stand out? First, the personalized touch of a small group means you won’t be lost in the crowd, and the guide’s local knowledge adds flavor to each stop. Second, the chance to enjoy scenic views and wildlife—possibly even spotting an alligator—alongside your drinks makes for a memorable adventure.

The only potential drawback? Since drinks are at your own expense, those looking for an all-inclusive package might find this a bit more casual than other guided tours. Nonetheless, for those who appreciate flexibility and a relaxed pace, this tour hits the right notes. It’s ideal for couples, friends, or small groups wanting a fun, water-based outing that’s more about the experience than just ticking boxes.

Who will love this? If you’re after a low-key day of exploring with scenic views, a touch of wildlife, and a fun social vibe, this tour is perfect. It’s especially suited for people who enjoy a relaxed pace, like small-group intimacy, and local recommendations. It’s also great for celebrating special occasions or simply escaping the usual Florida theme park hustle.

Key Points

• Unique experience: A pub crawl by boat on Winter Haven’s lakes offers an unforgettable way to see the area.
• Small group size: Ensures personalized attention and flexibility.
• Scenic views: You’ll soak up the beauty of the Chain of Lakes, perfect for wildlife spotting and sunset photos.
• Relaxed pace: Sit back, sip, and enjoy the ride with minimal stress.
• Local insights: Guides share stories and recommendations that enrich your visit.
• Cost considerations: Drinks and bites are at your own expense, so plan accordingly.

A Detailed Look at the Tour

Introduction to the Experience

This pontoon pub crawl is quite unlike your typical bar hop. It combines the laid-back vibe of lakeside drinking with the scenic appeal of Florida’s famous Chain of Lakes. The tour lasts about three hours, making it a perfect afternoon or early evening activity that doesn’t overcommit your day.

Booking in advance is recommended, with most travelers scheduling their trip about 25 days ahead—indicating strong demand and popularity. The tour operates with a maximum of 8 travelers, which guarantees a personal feel and the chance for everyone to get to know the guide and each other.

Starting Point: Tanners Lakeside Restaurant & Bar

The journey begins at Tanners Lakeside Restaurant & Bar—an unassuming but welcoming spot on Lake Howard. This is where you’ll meet your guide, Captain Dave, who’s been praised for his engaging storytelling and local expertise. Once everyone’s gathered, you’ll enjoy your first drink and set out onto the water.

From here, the boat gently glides through the Winter Haven Chain of Lakes. Most reviews highlight how the scenery is a major highlight—abundant wildlife, calm waters, and the possibility of spotting an alligator or two make the trip more than just a pub crawl.

The Route and Stops

The boat will visit five popular pubs/restaurants located along the lakeshore. Each stop offers a chance to stretch your legs, order drinks, and sample local bites—all at your own expense. The stops are carefully chosen for their ambience, views, and local flavor, making each one a highlight in its own right.

While specific details about each bar aren’t provided, reviews suggest that each location offers something unique. One reviewer mentioned that Captain Dave’s recommendations for food and drinks consistently hit the mark, so you’re likely to enjoy a variety of local specialties and beverages at each stop.

Wildlife and Scenery

One of the unexpected joys of this trip is the wildlife viewing. Travelers report seeing various waterfowl and, occasionally, alligators in their natural environment. With the boat gliding quietly across the water, it’s easy to appreciate nature’s peaceful side. Sunset views are especially praised, making the experience perfect for photographers or romantics.

The Experience with the Guide

The reviews consistently praise Captain Dave for his knowledge, friendliness, and ability to keep the group engaged. Comments like “Very engaging and accommodating,” and “Made this more interesting,” show that the guide’s personality makes a big difference. Some review highlights include singing karaoke and sharing stories that entertain and inform.

Duration and Group Size

The three-hour duration is just enough to visit five stops comfortably, without feeling rushed. The small group size (up to 8 travelers) ensures everyone gets attention and can participate actively. This intimacy fosters a friendly, relaxed atmosphere that’s often missing in larger tours.

Pricing and Value

At $90 per person, this experience offers a different kind of value. You’re paying primarily for the boat transportation, guide service, and access to lakeside stops—drinks and food are separate. Compared to other guided tours, the price is reasonable given the personalized experience, scenic views, and wildlife encounters.

Weather and Cancellation

Weather can be a factor—this tour requires good weather for a safe and enjoyable trip. Fortunately, if canceled due to poor conditions, a full refund is available, or you can reschedule. Booking comes with free cancellation up to 24 hours in advance, adding flexibility for travelers.

Authentic, Fun, and Unpretentious

This tour isn’t about luxury or high-end dining—it’s about the relaxed joy of floating on lakes, enjoying good company, and sampling local spots. The casual vibe is clearly a hit, especially considering the enthusiastic reviews praising the guide’s friendliness and local knowledge.

Final Thoughts on the Experience

In short, if you’re looking for a laid-back, scenic alternative to traditional pub hopping—one that combines natural beauty with casual drinks—this pontoon pub crawl is hard to beat. You’ll love the views, wildlife, and local recommendations that make each stop memorable.

It’s particularly suited for small groups or couples who want an easygoing day on the water with plenty of opportunities to chat, relax, and enjoy Florida’s lakeside charm. If you prefer a structured, all-inclusive tour, this might not be your best choice. But if you’re happy to pay for drinks as you go and enjoy a flexible, friendly atmosphere, this tour delivers genuine, authentic fun.

FAQs

How many people are in each group?
The tour has a maximum of 8 travelers, ensuring a small, intimate experience.

Is this tour suitable for all ages?
Most travelers can participate, and service animals are allowed. However, since it involves alcohol at stops, it’s geared toward adults.

How long does the tour last?
The entire experience lasts about three hours, including traveling between stops and time at each pub.

Where does the tour start?
It begins at Tanners Lakeside Restaurant & Bar on Lake Howard in Winter Haven.

Do I need to bring my own drinks or food?
Drinks and bites are purchased at each stop and are at your own expense.

Can I cancel if the weather is bad?
Yes, if canceled due to poor weather, you’ll be offered a different date or a full refund. Cancellations are free if made at least 24 hours in advance.

Is it necessary to book in advance?
Yes, most travelers book about 25 days ahead, confirming the high demand for this unique experience.

This pontoon pub crawl offers a wonderful way to see Winter Haven’s lakeside beauty, enjoy local pubs, and meet fellow travelers in a relaxed, friendly setting. Whether celebrating a special occasion or just looking for a fun escape, you’ll leave with great memories—and possibly a few karaoke skills!