Trolley Pub Party Bike through St. Pete with Bar+Mural Stops - Exploring the Details of the Trolley Pub Tour

We Rank St Petersburg’s 5 Top Drinking Tours

St Petersburg offers a surprisingly diverse array of drinking tours that give visitors a chance to experience the city’s lively bar scene, scenic waterways, and creative murals—all in one go. Whether you’re looking for a fun, laid-back boat experience or a pedal-powered pub crawl, this city knows how to combine drinking with sightseeing. We’re particularly fond of the Tiki Boat for its unique floating bar vibe and the Private Trolley Pub with Mural Stops for its stylish way to explore multiple venues. These tours stand out because they offer more than just drinks—they include water views or artistic neighborhoods that make the experience truly memorable. For a relaxing end to a day of exploring, the Sunset Cruise from Johns Pass offers a peaceful way to watch the sun dip behind the Gulf.

If you’re trying to choose the best tour for your style, this guide will walk you through five top options, highlighting what makes each one unique—and why they might be the perfect fit for your trip.

Quick Overview

Our list features a mix of boat cruises, pub crawls, and bike tours that focus on different aspects of the local scene. The Tiki Boat is a one-of-a-kind floating tiki bar that’s perfect for a chill, private experience (more info). The Trolley Pub offers a lively, pedal-powered bar crawl with mural stops that combines sightseeing with a bit of exercise (details here). For a serene sunset, the John’s Pass cruise delivers scenic views and a relaxing atmosphere (learn more). There are also private options, including the Party Bike and Trolley Pub, ideal for groups celebrating special occasions (see private tours).

1. Tiki Boat – St. Pete Pier – The Only Authentic Floating Tiki Bar

Tiki Boat - St. Pete Pier - The Only Authentic Floating Tiki Bar

At number 1 on our list, the Tiki Boat offers a fun, all-in-one water-based experience. This part-bar, part-boat cruise takes you around the iconic St. Pete Pier aboard a floating tiki bar that feels like a tropical escape in the middle of downtown. The boat is licensed for up to six people, so it’s perfect for small groups or couples wanting a private, relaxed outing.

What makes this tour stand out is its balance of casual fun and scenic views. You can bring your own food and drinks, making it highly customizable. The Bluetooth speaker allows you to set your own playlist, adding to the laid-back vibe. The captain, licensed by the Coast Guard, navigates the waters while you enjoy views of the city skyline and water wildlife. Several reviews mention spotting dolphins, stingrays, and even dolphins, turning this into a mini wildlife safari. The price of $59.95 per person for 1.5 hours is reasonable considering the exclusivity and fun factor.

Bottom line: If you want a relaxed, private water experience with the option to personalize your drinks and playlist, this floating tiki bar is unbeatable. It’s perfect for celebrating a special occasion or just soaking in the views from a different perspective.

2. Trolley Pub Party Bike through St. Pete with Bar+Mural Stops

Trolley Pub Party Bike through St. Pete with Bar+Mural Stops

The Trolley Pub brings a lively, social spirit to the drinking scene. This pedal-powered trolley takes you on a 2-hour journey through some of St. Pete’s most colorful neighborhoods, stopping at four popular bars and breweries. The tour is a great way to combine light exercise with some of the best local watering holes without worrying about driving.

Each stop lasts about 20 minutes, giving you time to enjoy places like Ferg’s Sports Bar, 3 Daughters Brewing, and Pinellas Ale Works, which are known for their lively atmospheres, outdoor seating, and frequent live music. The stereo system on board allows everyone to contribute to the playlist, keeping the energy up. The reviews mention a friendly guide named Joshua, who makes the experience fun and engaging. For $39 per person, it’s an affordable, active way to see the city’s murals, enjoy local beer, and meet fellow travelers.

Bottom line: If you’re interested in a fun, active pub crawl that mixes sightseeing with a bit of exercise, this tour hits the sweet spot. It’s especially suitable for groups who want to explore multiple venues with a playful, communal vibe.

3. Scenic Sunset Cruise from Historic Johns Pass, Free Beer and Wine

Scenic Sunset Cruise from Historic Johns Pass, Free Beer and Wine

For those seeking a relaxing evening on the water, the Sunset Cruise from Johns Pass offers a peaceful 1.5-hour trip through protected bay waters. The cruise departs from Johns Pass Village, a historic area with shops, restaurants, and a lively atmosphere. You’ll cruise along the Gulf beaches, with stunning views of beach hotels and golden hour lighting.

What makes this tour noteworthy is the chance to sip on free beer and wine while enjoying the scenic surroundings. As the sunset unfolds, the captain shares interesting tidbits about local wildlife and the area’s natural features. Although reviews mention that weather can influence the sunset views, the overall experience remains serene and picturesque. The cruise is ideal for travelers who want a laid-back, scenic experience with a touch of indulgence—perfect for couples or small groups.

Priced at $49 per person, it offers excellent value for a gentle, beautiful cruise with a view. It’s best suited for those who appreciate nature, relaxing atmospheres, and a bit of local history.

Bottom line: If you’re after a quiet, scenic way to wind down, this cruise provides a memorable sunset experience with complimentary drinks and a peaceful environment.

4. Private Bar Hopping Tour (for 8-15 people) on a Party Bike

Private Bar Hopping Tour (for 8-15 people) on a Party Bike

Looking for a customizable, private experience? The Private Party Bike offers a fun way to explore St. Pete’s murals and bars with your friends or family. This full-privacy tour is perfect for celebrating birthdays, bachelor/bachelorette parties, or just a lively night out. The group size is flexible, accommodating 8 to 15 people, and you get your own driver to navigate the city’s best spots.

The itinerary includes stops at popular venues like The Dog Bar, Ride’em Cowboy, and Green Bench Brewing, allowing your group to enjoy the local scene at your own pace. The driver/guide knows the area well and can suggest stops or take requests. The tour lasts about 2 hours, and you can bring your own drinks (excluding hard liquor and glass). The reviews are sparse but highly positive about the fun, social atmosphere. The cost is $329 per group, making it a good deal for larger groups wanting exclusivity.

Bottom line: If you want a tailored, private pub crawl with your friends in a relaxed setting, this tour offers both flexibility and fun, with the added bonus of exploring murals and local bars.

$329.00 per group (up to 15)

5. Private Trolley Pub w/ Bar+Mural Stops: up to 15ppl

Private Trolley Pub w/ Bar+Mural Stops: up to 15ppl

The Private Trolley Pub provides an engaging way to combine bar hopping and mural sightseeing in a private setting. This 2-hour tour is ideal for groups celebrating special events or wanting to experience the city’s art and bar scene simultaneously. It accommodates up to 15 people, ensuring everyone can join the fun.

The tour includes stops at 2 to 3 bars, like Trophy Fish and Salty Nun, with options to add mural photos along the route. The driver is knowledgeable and can adjust the stops if requested. The focus on murals makes this tour particularly appealing to those interested in St. Pete’s vibrant street art. It also offers a chance to relax and enjoy the outdoors while sampling local drinks.

Priced at $376 per group, it’s a bit more premium but offers a personalized, memorable experience for larger groups. Reviews are currently unavailable, but the setup suggests a flexible and fun outing.

Bottom line: Perfect for groups wanting a private, art-infused bar crawl with the convenience of a dedicated driver and flexible stops.

$376.00 per group (up to 15)

How to Choose Your Perfect Drinking Tour

Choosing between these options depends on your interests and group size. If you’re after a unique water experience, the Tiki Boat is hard to beat. For a lively, active pub crawl, the Trolley Pub excels at combining sightseeing with fun exercise. Want a relaxing sunset view? The John’s Pass cruise offers calm waters and scenic beauty. For larger parties or special celebrations, the private options provide flexibility and exclusivity.

Think about your budget, preferred activity level, and whether you want scenic water views or an art-filled pub crawl. Booking early is wise, especially for private tours or during peak seasons, to secure your preferred date and time.

Final Thoughts

St Petersburg offers a surprising variety of drinking tours that match different tastes and group sizes. The Tiki Boat and Sunset Cruise cater to those seeking scenic, relaxing experiences, while the public and private pub crawls spice things up with lively atmospheres and artistic neighborhoods. For something truly unique, the floating tiki bar provides a memorable water adventure, especially if you love the idea of bringing your drinks and music.

No matter which tour you choose, remember to plan ahead, check booking requirements, and keep an eye on weather forecasts. These tours fill up quickly during peak times, so booking early guarantees your spot for a fun and memorable visit to St. Pete’s vibrant drinking scene.