San Juan’s drinking tours offer authentic ways to experience Puerto Rico’s celebrated spirits and craft beverages. The standout private sailing tours combine cocktails with island views – perfect for travelers seeking a refined experience away from tourist crowds. My favorite option includes snorkeling stops and local appetizers, making it an excellent value.
For urban adventures, the evening pub crawl through historic Pinones delivers real Puerto Rican nightlife, complete with salsa music and local haunts. The craft brewery tour impresses with its behind-the-scenes access to Puerto Rico’s original microbrewery, where you’ll sample fresh-made beers while learning about the island’s brewing culture.
Let’s explore the best drinking tours worth your time and money in San Juan:
Good To Know
- The Private Sailing and Snorkeling Tour offers a customizable schedule with a full ship bar and snacks, departing from Puerto Del Rey Marina.
- The Pinones Pub Crawl and Craft Beer Private Tour showcases the vibrant nightlife and local cuisine of Pinones, with a 91% traveler recommendation.
- The Half-Day Small-Group Craft Beer Brewery Tour provides a behind-the-scenes look at Puerto Rico’s first craft beer brewery with a variety of local beers.
- The Fajardo Private Island-Hopping Sailing Tour includes an open bar with local appetizers, beer, rum, and wine, with a high traveler recommendation.
- The PR Chinchorreo-Beach and Bar Hopping Tour features a full-day adventure with snorkeling at Crashboat Beach, but reports suggest limited snorkeling opportunities.
Fajardo Private Island-Hopping Sailing Tour With Open Bar – San Juan
The Fajardo Private Island-Hopping Sailing Tour with Open Bar is a popular excursion offered by Puerto Rico Private Sail.
Featuring an open bar, snorkeling, and island exploration, the tour earns a 5.0 rating from 53 reviews, with 98% of travelers recommending it.
Guests enjoy morning coffee, pastries, and a spread of local appetizers and drinks, including beer, rum, and wine.
The crew provides snorkeling equipment and lessons, allowing guests to explore the underwater world.
Located at Puerto Del Rey Marina in Fajardo, the tour isn’t recommended for those with physical limitations or medical conditions.
Read our full review: Fajardo Private Island-Hopping Sailing Tour With Open Bar – San Juan Review
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Private Sailing and Snorkeling Tour in Puerto Rico With Open Bar
Embarking on a private sailing and snorkeling tour in Puerto Rico’s pristine waters promises an unforgettable adventure with an open bar.
This 33-review tour offers a customizable schedule, including activities like snorkeling, swimming, and sunbathing, with the option to visit Icacos or Palomino Island.
Guests can enjoy a full ship bar, assorted snacks, and essential equipment like snorkeling gear and paddle boards.
The tour departs from Puerto Del Rey Marina and lasts approximately four hours.
Though not wheelchair accessible, the tour is suitable for most travelers, with a minimum age of four.
Positive reviews highlight excellent service, personalized attention, and high-quality food and drinks.
Read our full review: Private Sailing and Snorkeling Tour in Puerto Rico With Open Bar Review
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PR Chinchorreo-Beach and Bar Hopping Tour
For those seeking an immersive beach and bar hopping experience in Puerto Rico, the PR Chinchorreo-Beach and Bar Hopping Tour offers a full-day adventure.
This tour includes snorkeling at Crashboat Beach, a walk through the Guajataca Tunnel, and crossing the Bellaca Bridge. With round-trip transportation and a knowledgeable local guide, the tour provides a hassle-free experience.
While the tour generally receives positive feedback, some guests have reported issues with inaccurate itinerary information and limited snorkeling opportunities.
The tour isn’t recommended for those with back problems, pregnant travelers, or those requiring wheelchair accessibility.
Read our full review: PR Chinchorreo-Beach and Bar Hopping Tour Review
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Half-Day Small-Group Craft Beer Brewery Tour – San Juan
Craft beer enthusiasts seeking a guided exploration of San Juan’s burgeoning brewing scene can experience the Half-Day Small-Group Craft Beer Brewery Tour.
This highly-rated tour offers a behind-the-scenes look at Puerto Rico’s first and only craft beer brewery, with a maximum of 10 travelers per group. The tour includes alcoholic beverages, transportation, bottled water, and all fees and taxes.
Guests can sample a variety of local craft beers, from the Japanese-inspired Dragon Roll to the refreshing Coqui Helles.
Led by the knowledgeable guide Shelley, the tour provides an opportunity to meet brewery owners and learn about the craft beer industry in Puerto Rico.
Read our full review: Half-Day Small-Group Craft Beer Brewery Tour – San Juan Review
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Pinones Pub Crawl in Puerto Rico
Visitors seeking an immersive cultural experience in Puerto Rico can join the Pinones Pub Crawl, a private tour that showcases the vibrant nightlife and cuisine of the Pinones neighborhood.
Priced at $70, the 91% traveler-recommended tour includes alcoholic beverages and food options. Guests praise the energy, knowledge, and friendliness of the hosts, who guide them through a mix of drinks and local cuisine, including live music and a Bomba dance.
While the tour may not be accessible for all, most travelers can participate. With a 24-hour cancellation policy and custom pickup locations, the Pinones Pub Crawl offers a unique opportunity to explore San Juan’s lively nightlife and culture.
Read our full review: Pinones Pub Crawl in Puerto Rico Review
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Craft Beer Private Tour in San Juan
This private craft beer tour in San Juan provides an immersive exploration of the city’s thriving beer scene.
Operated by taxiGo Limo Airport Service, the tour offers modern, air-conditioned transportation and a professional local guide who’ll lead guests to the best craft breweries.
Priced at $165.43, the tour includes pickup and drop-off at city center or hotels, and there are no entrance fees required.
While the tour isn’t wheelchair accessible, infant seats are available, and most travelers can participate.
Confirmation is received at booking, and there’s a free cancellation policy up to 24 hours before the experience starts.
Read our full review: Craft Beer Private Tour in San Juan Review
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The Sum Up
San Juan offers a variety of drinking tours, from private island-hopping and sailing adventures with open bars to craft beer brewery tours and pub crawls. These tours provide an excellent way to explore the city’s vibrant nightlife and sample local beverages. Whether you’re interested in sailing, craft beer, or beach-hopping, there’s a tour that caters to your preferences and ensures you have a memorable experience in San Juan.