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The 7 Best Drinking Tours in San Juan
San Juan isn’t just about soaking up history and sun — it’s also a lively city packed with fantastic drinking tours that showcase everything from centuries-old bars to innovative craft breweries. If you’re looking to explore the city’s nightlife or sample Puerto Rico’s emerging craft beer scene, you’ll find plenty to keep your glass full and your spirits high. We especially like the Old San Juan Bar Crawl for its blend of local history, free-flowing drinks, and lively atmosphere, or the Puerto Rico Craft Beer Tours if you’re serious about trying the island’s best brews. Whether you want an energetic pub crawl or a relaxed brewery visit, San Juan’s got a tour for you.
One thing that makes San Juan great for these experiences is the mix of old-world charm and modern innovation. The historic Old San Juan area offers iconic bars with centuries of stories, while newer breweries reflect Puerto Rico’s craft beer renaissance. For a taste of both, the list below includes options for every budget and style. Want a guided night of dancing and drinks? Check out the Old San Juan – Bar Hopping Private Tour. If craft beer is your thing, the Puerto Rico’s First and Only Craft Beer Brewery Tour will delight you.
Quick Overview
Our list covers various types of drinking experiences in San Juan: from lively pub crawls and private bar hopping outings to guided brewery tours focusing on Puerto Rico’s craft beer scene. For those wanting a social, energetic adventure, the Old San Juan Bar Crawl offers a three-hour jaunt through historic bars with complimentary drinks and tasty tapas. Beer lovers should not miss the Puerto Rico Craft Beer Tours, which visit local breweries and sample some of the island’s best brews. For a more personalized night out, the Old San Juan Private Bar Hopping Tour provides an intimate experience exploring Old San Juan or La Placita. Want to go deep into Puerto Rico’s beer culture? Check the West Coast Beer Tasting Adventure for visits to microbreweries. Finally, the PR Chinchorreo combines beach, snorkeling, and bar hopping for a full-day adventure. Each offers a unique way to enjoy the local scene.
1. Old San Juan Bar Crawl: Experience Local Hotspots
At number 1, the Old San Juan Bar Crawl ranks highly with its 4.5-star rating from 574 reviews. For just $65 per person, this roughly three-hour tour takes you through historic bars with over 500 years of stories. The route is carefully designed to show the best of Old San Juan’s bar scene, and you’ll enjoy complimentary drinks and shots as well as a group polaroid to remember the night. The tour also includes Puerto Rican tapas-style food, which makes it a full evening of fun and flavor.
What makes this tour special is the blend of local history and vibrant nightlife. The hosts are personable and knowledgeable, making it a safe environment for solo travelers, couples, or groups. Many reviews highlight how friendly and energetic the guides are, with guests praising the diverse crowd and the chance to meet fellow travelers. The stops include lively spots on Calle del Cristo and Calle San Sebastián, two streets full of bar culture and street music. This pub crawl is perfect if you want a social, relaxed way to experience San Juan’s bar scene without the hassle of figuring out where to go.
Bottom Line: Best for solo travelers or groups looking for a sociable evening with free drinks, good vibes, and local flavor.
2. Puerto Rico’s First and Only Craft Beer Brewery Tour!
At number 2, the Puerto Rico’s First and Only Craft Beer Brewery Tour earns a perfect 5.0 rating with just 6 reviews. For around $150, this around five-hour tour offers guided visits to two breweries—Pura Vida and Reina Mora—focusing on Puerto Rico’s emerging craft beer scene. All tastings are included, so you’ll get to sample local lagers, stouts, and innovative brews while learning about the brewing process and the stories behind each craft.
This tour is a must for beer aficionados who enjoy a small-group setting. Shelley, the guide, is praised for her knowledge and friendly approach, and guests love the chance to meet the brewery owners and staff. Visiting local breweries outside the city helps you discover the island’s microbrewery culture in a relaxed atmosphere. The tour’s value lies in its insider access, personalized attention, and the opportunity to taste unique Puerto Rican brews you won’t find elsewhere. The brewery visits are not just tastings but also involve insights into how each beer is made, perfect for those interested in the craft.
Bottom Line: For craft beer lovers wanting an authentic taste of Puerto Rican brewing, this guided tour combines education and excellent beer.
3. Old San Juan – Bar Hopping Private Tour
Ranking third, the Old San Juan – Bar Hopping Private Tour offers a more intimate experience with a 4.5-star rating from 11 reviews. For $145 per person, this flexible 2-3 hour private tour takes you through either Old San Juan or La Placita, depending on your preferences. Led by local guide Jan Carlos, you’ll visit popular bars and clubs, enjoy included drinks, and dance the night away.
What sets this experience apart is its customized approach. The guide tailors the night based on your vibe, whether you want to focus on salsa, cocktails, or just bar-hopping. Reviews highlight Jan’s knowledge of the nightlife and safety, making this ideal for groups or couples who want a private, no-hassle night out. The tour combines drinks, socializing, and local nightlife culture, with recommendations on the best spots on the fly. The tour also encourages walking, so be prepared for some light exercise. It’s perfect for travelers who want to explore San Juan’s nightlife with a knowledgeable local at their side.
Bottom Line: Best suited for small groups or couples seeking a personalized, guided night in San Juan’s lively areas.
4. West Coast Beer Tasting Adventure in Puerto Rico
Number 4 on the list, the West Coast Beer Tasting Adventure has a flawless 5.0 rating from just 2 reviews. This 3- to 5-hour tour takes you to three local breweries, including Pura Vida, Boquerón Brewing, and Reina Mora, showcasing Puerto Rico’s microbrew scene outside the capital. The tour emphasizes local, small-scale breweries that produce unique beers not found in typical tourist spots.
The highlight is the chance to visit microbreweries owned and operated by local entrepreneurs, often with behind-the-scenes insights from the brewers themselves. Guests enjoy sampling a variety of beers and learning about the island’s craft beer growth. The tour includes transportation, making it easy to hop between locations without worries about driving or taxis. The focus on local, independently owned breweries makes this a perfect pick for beer lovers who want authenticity and variety.
Bottom Line: For serious craft beer fans, this tour offers a deep dive into Puerto Rico’s burgeoning microbrewery movement with convenient logistics.
5. PR Chinchorreo – Beach and Bar Hopping Tour
Coming in at number 5, the PR Chinchorreo blends beach, snorkeling, and bar hopping over 5 to 6 hours. Starting from San Juan, this tour is perfect if you’re looking to combine relaxing in the sun with sampling local drinks. It features stops at beaches like Crashboat for snorkeling and local “chinchorros” (small bars) that serve tasty bites and drinks.
The tour includes round-trip transportation, so you won’t have to worry about logistics. Highlights include a walk through the 200-year-old Guajataca Tunnel and crossing the Bellaca Bridge—an adventurous way to see the island’s scenery. This tour is ideal for those who want a laid-back day with some activity, like snorkeling and sightseeing, alongside drinking. While reviews are positive, some mention that the bars are more casual, not beach-side as expected, so it’s good for those open to a more flexible experience.
Bottom Line: Perfect for active travelers who want a combination of beach, nature, and casual bar hopping.
6. Puerto Rico Tobacco Farm and Local Brewery Tour
At number 6, the Puerto Rico Tobacco Farm and Local Brewery Tour is more niche, with a 3-star rating from 1 review. For $109, it offers a mix of tobacco farm visits, local beer tasting, and traditional food. The tour includes stops at the Carolina Ocean Lab Brewery, the Loiza Pinones area, and the Neo Jibairo tobacco farm, with opportunities to sample artisanal drinks and oven-baked pizza.
This tour is suited for travelers interested in local agriculture and artisanal products rather than a pure party scene. It provides insight into Puerto Rico’s agricultural traditions combined with craft beverage tasting. While the review is limited, the experience offers a unique cultural connection for those curious about tobacco cultivation and local brewing.
Bottom Line: Best for culturally curious travelers who want to combine a bit of farming history with beverage tasting.
$109.00 per person
7. Craft Beer Private Tour in San Juan
Finally, the Craft Beer Private Tour is a premium, private experience with a high price point ($648). This 4-hour tour focuses exclusively on visiting two top breweries with personalized attention. It starts with a private transfer and includes visits to FOK Brewing Co. and Old Harbor Brewery, both known for their innovative beers and flavor profiles.
Guests rave about the customized service and in-depth tasting opportunities, which include learning about beer production and sampling local specialties. The tour is ideal for serious beer enthusiasts who want a luxury, tailored experience. The main downside is its cost, so it’s best suited for beer connoisseurs with a larger budget.
Bottom Line: For an exclusive, behind-the-scenes look at Puerto Rican craft brewing, this private tour delivers personalized service and premium tastings.
$647.92 per person
How to Choose the Best Drinking Tour in San Juan
When selecting your ideal tour, consider your budget, time available, and interests. If you want a lively, social atmosphere, the Old San Juan Bar Crawl provides a fun introduction to the local bar scene. For dedicated beer lovers, the Puerto Rico Craft Beer Tours or West Coast Beer Tasting Adventure offer immersive brewery visits—just watch the pricing if you’re on a budget. Those seeking a personalized experience should consider the Old San Juan Private Bar Hopping, while travelers wanting a combination of beach, snorkeling, and bar hopping will enjoy the PR Chinchorreo.
Booking early is advised, especially for the private and specialty tours, as they tend to fill up quickly. Think about the kind of experience you crave—whether it’s a casual pub crawl or an in-depth brewery tour—and pick the one that aligns with your interests.
Final Thoughts
San Juan offers a wide variety of drinking experiences that match different styles and budgets. If you’re looking for a fun, social introduction to the city’s bar scene, the Old San Juan Bar Crawl is a great start. For craft beer aficionados, the Puerto Rico’s First and Only Craft Beer Brewery Tour will satisfy your thirst for local brews. And those seeking a private, tailored night out should consider the Old San Juan Private Bar Hopping Tour. No matter your style, booking early ensures you won’t miss out on these tasty opportunities. Cheers to discovering San Juan’s spirited side!