St. Petersburg, Florida, offers a surprisingly diverse array of drinking tours that cater to all kinds of travelers. Whether you’re into relaxed boat cruises or lively pub crawls, this city’s waterfront and mural-filled streets provide perfect backdrops.
We especially like the Tiki Boat because it combines the fun of a boat ride with the laid-back vibe of a tiki bar, all while offering water views of the iconic St. Pete Pier. It’s a great way to sip your favorite drinks while cruising past the city skyline.
For those who prefer a little pedal power, the Trolley Pub Party Bike provides an energetic way to hop between bars, with murals and street art serving as colorful scenery. Each of these experiences offers a different way to enjoy the city’s lively social scene.
In this guide, we’ll explore five standout drinking tours in St. Petersburg, from scenic sunset cruises to private bar-hopping adventures. Each has its unique appeal, whether you’re looking for a relaxed water experience or a more active pub crawl. Read on to find out which one matches your style and how to make the most of your visit.
Quick Overview
Our list of the best drinking tours in St. Petersburg includes options for every taste and budget. You’ll find unique boat cruises like the Tiki Boat, which combines floating fun with a bar setting. For a more energetic day, the Trolley Pub Party Bike takes you through murals and local bar stops on a bicycle-trolley hybrid.
We also include scenic sunset cruises, private party boats, and exclusive bar-hopping experiences, all designed to give you a taste of St. Pete’s vibrant drinking culture.
Below, we’ll dive into each tour, highlighting what makes them special and who they’re best suited for.
- Quick Overview
- 1. Tiki Boat – St. Pete Pier – The Only Authentic Floating Tiki Bar
- 2. Trolley Pub Party Bike through St. Pete with Bar+Mural Stops
- 3. Scenic Sunset Cruise from Historic Johns Pass, Free Beer and Wine
- 4. Private Bar Hopping Tour (for 8-15 people) on a Party Bike
- 5. Private Trolley Pub w/ Bar+Mural Stops: up to 15ppl
- How to Choose Your Drinking Tour in St. Petersburg
- Final Thoughts
1. Tiki Boat – St. Pete Pier – The Only Authentic Floating Tiki Bar

At number 1 on our list, the Tiki Boat offers a one-of-a-kind experience that combines boat cruising with a bar atmosphere. This part-bar, part-boat adventure is perfect for anyone wanting to enjoy the water and scenery in a relaxed, fun setting.
The boat itself is a floating tiki bar that can hold up to six people, so it’s ideal for small groups. It’s also a fully captained vessel, with a Coast Guard-licensed captain guiding you along the St. Pete Pier.
What makes this tour stand out is the ability to bring your own food and drinks—up to five others can join you. Plus, the boat’s Bluetooth speaker allows you to play your favorite tunes, creating a personalized party. You’ll cruise past the city’s skyscrapers, capturing photos of the skyline and waterfront. Dolphins and stingrays sometimes make surprise appearances, adding to the thrill.
The reviews are glowing, with a perfect 5/5 rating, and people rave about the fun atmosphere and knowledgeable captain Vinny, who shares insights about the ecosystem and waterway.
Bottom Line: This experience is perfect for small groups who want a private, flexible, and fun water-based bar outing. The price is reasonable at $59.95 per person for 1.5 hours of floating fun.
2. Trolley Pub Party Bike through St. Pete with Bar+Mural Stops

Next, the Trolley Pub Party Bike combines cycling, bar hopping, and public art in one lively tour. For around $39 per person, you get approximately two hours of pedaling from bar to bar, with stops at four popular spots. What makes this tour unique is its mix of light exercise and social drinking, making it a great choice for active groups or friends who want to combine fun and some movement.
Starting at The Dog Bar, you can play with dogs while enjoying your drink, which makes for a memorable start. You’ll then visit Ferg’s Sports Bar & Grill, 3 Daughters Brewing, and Pinellas Ale Works Brewery & Tap Room.
Each stop offers something special, from sports to craft beer to outdoor patio drinking. The tour includes a stereo system on the trolley, so you can play your own music while cruising.
Reviewers love the energy and local color, with comments like “peddling through murals and local shops was so much fun,” and “Josh, our guide, was hilarious and laid-back.” The only downside some note is the bike’s age, but that adds to the charm.
Bottom Line: Perfect for groups wanting a laid-back, active pub crawl with great street art scenery. It’s especially suited for those who enjoy craft beers and socializing outdoors.
3. Scenic Sunset Cruise from Historic Johns Pass, Free Beer and Wine

For those wanting a more relaxed yet spectacular drinking experience, the Sunset Cruise from Johns Pass offers a gentle ride through protected bay waters. This 1.5-hour cruise is known for its beautiful sunset views, with the boat gliding along the Gulf Coast as the sky transforms into shades of orange and pink.
Included in the ticket price of $49 is free beer and wine, making this an easy, no-hassle way to unwind after a day of sightseeing. The itinerary includes a stop at Johns Pass Village, where you can explore shops and grab a bite before or after the cruise.
On the way back, you get a front-row seat to the sunset, with stunning views of beach hotels and Gulf waters. The captain shares insights about wildlife and local history, adding an educational touch to the cruise.
While some reviews mention unpredictable weather, most visitors find this cruise a peaceful, scenic way to enjoy the Florida coast with a drink in hand. It’s best suited for those who want a quiet, picturesque way to toast the evening.
Bottom Line: Ideal for couples or small groups seeking a relaxed, scenic sunset with drinks and stunning views.
4. Private Bar Hopping Tour (for 8-15 people) on a Party Bike

If you prefer having a customized experience with friends or family, the Private Bar Hopping Tour on a Party Bike is a flexible, private option. Costing $329 per group, this tour is designed for 8 to 15 people and lasts about two hours. The original party bike, built by brothers from Amsterdam, provides a lively way to explore St. Pete’s murals and local bars.
The tour includes stops at four bars, such as The Dog Bar, Ride’em Cowboy, Green Bench Brewing, and Right Around the Corner Arcade Bar. You can customize the route and spend about 20 minutes at each, enjoying drinks outside or inside. The guide, known as the “Pilot,” shares local insights and keeps the party lively, with no hard liquor or glass allowed for safety reasons.
This tour is great for celebrations, bachelor/bachelorette parties, or any group wanting a private, festive outing. Reviewers highlight the fun atmosphere, friendly guide, and the chance to take photos of murals and street art.
Bottom Line: This private tour offers a tailored, lively experience for larger groups who want to combine bar hopping, murals, and fun in a single outing.
5. Private Trolley Pub w/ Bar+Mural Stops: up to 15ppl

Lastly, the Private Trolley Pub lets small groups of up to 15 enjoy a two-hour custom pub crawl on a moving party vehicle. This experience combines bar visits with photo stops at murals, making it perfect for celebrations like birthdays or team outings.
Your driver will take you through 2-3 bar stops, such as The Dog Bar, Trophy Fish, or Salty Nun, with each stop lasting about 20 to 25 minutes. The tour allows flexibility in choosing which stops to visit, and you can request to see murals along the route for great photo opportunities. The cost is $376 per group, offering an exclusive experience.
People appreciate the personalized nature of this tour and the chance to control the pace. It’s especially suitable for groups that want an intimate, fun-filled, and customizable bar outing.
Bottom Line: Ideal for groups looking for a private, flexible pub crawl combined with mural photography and a lively atmosphere.
How to Choose Your Drinking Tour in St. Petersburg
When deciding between these options, consider your group size, budget, and what kind of experience you want. If water-based fun appeals, the Tiki Boat provides a relaxed, scenic ride with drinks—you can learn more about this experience.
For active socializing with craft beers, the Trolley Pub offers a lively pedal adventure that’s great for groups who want to combine exercise and drinking. If a peaceful sunset with wine suits your style, the Johns Pass cruise is a peaceful, scenic option.
Private tours like the Party Bike and the Private Trolley Pub are perfect for special occasions or larger groups wanting a customizable experience.
Practical tips include booking early, especially in peak season, and thinking about your group’s activity level and drinking preferences. Some tours allow bringing your own beverages, which can save money and add personal touches.
Final Thoughts
St. Petersburg offers a fantastic selection of drinking experiences that go beyond mere bar-hopping. Whether you want a relaxing water cruise, a lively pedal tour, or a private party on wheels, there’s something to match your mood.
The Tiki Boat and Trolley Pub are great all-around options for fun and socializing, while the scenic sunset cruise provides a peaceful, picturesque way to enjoy the Gulf Coast. Larger groups or special celebrations will appreciate the private tours, which can be tailored to your preferences.
To make the most of your trip, consider your interests and energy level. Book early in peak season to secure your spot, and get ready for some memorable drinks and good times in St. Petersburg. Cheers to exploring the city’s vibrant drinking scene in style!
