Puerto Rico’s best drinking tours combine cultural authenticity with island hospitality.
The standout San Juan Fun Group Tour delivers excellent value with its included drinks and memorable Polaroid snapshots of your evening. For a more intimate experience, private sailing tours pair premium cocktails with stunning coastal views and chef-prepared appetizers.
We love the Old San Juan walking pub crawls for their historic charm and local insights.
The energetic Chinchorreo tours, a truly Puerto Rican tradition, take guests to authentic neighborhood bars where locals gather.
Check out our favorite drinking tours below:
Good To Know
- The San Juan Fun Group Tour offers a 90% recommendation rate with complimentary drinks and a polaroid photo during a bar hopping experience.
- Private sailing and snorkeling tours from Fajardo provide an open bar, gourmet appetizers, and opportunities to explore vibrant coral reefs.
- Customized snorkeling adventures along Puerto Rico’s east coast offer an uncrowded experience with an open bar, gourmet appetizers, and chances to spot marine life.
- The Nightlife Exploration in Old San Juan tour visits 2-3 local bars with drink samples and insights from a personal guide.
- The DUHO Chinchorreo Bar Hopping tour accommodates groups up to 25 travelers, with an air-conditioned vehicle, lunch, and alcoholic beverages included.
San Juan Fun Group Bar Hopping Tour – Puerto Rico
The San Juan Fun Group Bar Hopping Tour offers an engaging exploration of Old San Juan’s unique pubs, where you’ll discover the city’s vibrant history spanning over 500 years.
With a 90% recommendation rate, this tour features complimentary drinks, shots, and a group polaroid photo. You’ll visit three bars, spending 45 minutes to an hour at each, including the renowned El Cafetin known for its mojitos and tapas.
The tour culminates with Puerto Rican tapas and a mixed menu, allowing you to experience the Old City from a local’s perspective.
Catering to solo travelers and groups, this tour is a great way to meet new people and have a fun, social experience.
Read our full review: San Juan Fun Group Bar Hopping Tour – Puerto Rico Review
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Puerto Rico Private Sail and Snorkel, Open Bar & Appetizers
Departing from the Safe Harbor Puerto Del Rey in Fajardo, this private sail and snorkel tour offers an exceptional opportunity to learn about Puerto Rico’s stunning natural beauty.
With 100% positive reviews, you’ll be treated to an open bar featuring local beer, premium rum, and more, along with a gourmet spread of island-inspired appetizers.
Snorkel the vibrant coral reefs, paddle through the clear waters on provided paddleboards, and relax on fun floats.
Catering to adults only, this moderate-intensity excursion isn’t recommended for those with certain medical conditions.
But if you’re up for an unforgettable day on the water, this tour is a must-try.
Read our full review: Puerto Rico Private Sail and Snorkel, Open Bar & Appetizers Review
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Private Snorkeling and Sailing on the East Coast of Puerto Rico With Open Bar
Step aboard your private sail and snorkel adventure along Puerto Rico’s picturesque east coast.
Discover the islands of Palominos, Lobos, and Icacos while enjoying an open bar and gourmet appetizers.
Snorkel the crystal-clear waters and spot marine life like turtles, stingrays, and dolphins.
Unwind on the paddleboards or relax on the boat’s sun deck.
This personalized tour provides a 5-star experience without the crowds.
With bottled water, coffee, and morning pastries included, you’ll be fueled for a day of fun activities.
Drink local beer, premium rum, and more as you sail back to the Puerto Del Rey Marina in Fajardo, located just an hour from San Juan.
Read our full review: Private Snorkeling and Sailing on the East Coast of Puerto Rico With Open Bar Review
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Bar Hopping Puerto Rico Tour Old San Juan
Enjoy the vibrant nightlife of Old San Juan on this private bar hopping tour.
You’ll enjoy an intimate experience with just your group, visiting 2-3 local bars and sampling 2 drinks or cocktails plus 1 shot.
The tour starts at Moreno Spot Bar & Grill and winds through the charming streets, ending on Calle de San Sebastián.
Your personal guide will provide local insights and recommendations throughout.
While the tour isn’t wheelchair accessible, most travelers can participate.
Just note the cancellation policy is non-refundable.
With a 4.5-star rating from 11 reviews, this tour promises an engaging and fun exploration of Old San Juan’s bar scene.
Read our full review: Bar Hopping Puerto Rico Tour Old San Juan Review
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DUHO Bar Hopping (Chinchorreo) Tour From San Juan on Luxury Bus
Set out on a captivating bar hopping adventure through San Juan’s vibrant nightlife with the DUHO Chinchorreo Tour.
Priced from $100 per person, this tour accommodates up to 25 travelers aged 18 and above.
After meeting at the designated point in Old San Juan, you’ll be transported in an air-conditioned vehicle to explore the city’s lively bars.
Savor a included lunch and sip on alcoholic beverages as you visit multiple establishments.
The tour concludes back at the starting point, providing a convenient end to your San Juan drinking experience.
Secure your spot now and enjoy the flexibility of a free cancellation policy up to 24 hours prior.
Read our full review: DUHO Bar Hopping (Chinchorreo) Tour From San Juan on Luxury Bus Review
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PRIVATE HALF DAY SAIL W Food and Bar Around Fajardo Puerto Rico
Set sail on a private half-day adventure around the stunning waters of Fajardo, Puerto Rico.
You’ll be accompanied by an experienced USCG captain and crew, with the tour lasting from 10:00 AM to 1:00 PM, available every day of the week.
Indulge in a charcuterie board, fresh fruit, and an open bar with beer, rum, vodka, and more.
Snorkeling gear, paddle boards, and floaties are provided, too.
Keep in mind this tour isn’t suitable for those with certain medical conditions or physical limitations.
At $999 for up to 6 participants, it’s received a perfect 5-star rating based on past reviews.
Read our full review: PRIVATE HALF DAY SAIL W Food and Bar Around Fajardo Puerto Rico Review
Book now: Check availability
Questions About Staying Here
What Are the Safety Guidelines for the Drinking Tours?
For drinking tours, stay hydrated, avoid overindulging, and follow the guide’s instructions. Be mindful of your surroundings, and don’t wander off alone. Respect local laws and customs to ensure a safe and enjoyable experience.
Do the Tours Accommodate Dietary Restrictions or Allergies?
Many drinking tour operators are accommodating of dietary restrictions and food allergies. They’ll work with you to ensure you can safely participate and enjoy the experience. Be sure to inform the tour company of any special needs upfront.
How Are the Tour Guides Selected and Trained?
The tour guides are carefully selected based on their knowledge, communication skills, and passion for the local culture. They undergo comprehensive training to ensure they can provide informative and engaging experiences tailored to each group’s needs.
What Is the Cancellation/Refund Policy for the Drinking Tours?
The cancellation/refund policy varies among drinking tour providers. Most offer full refunds for cancellations made within 24-48 hours, but you’ll want to check the specific terms and conditions of your chosen tour operator.
Are the Tours Suitable for Individuals With Mobility Issues?
The tours may not be suitable for individuals with significant mobility issues. Many involve walking, stairs, and other physical activities that could be challenging. It’s best to check with the tour operator about accessibility accommodations before booking.
Worth The Stay
Explore the vibrant nightlife of Puerto Rico with a variety of drinking tours. From bar hopping in historic Old San Juan to sailing with an open bar, these tours offer a chance to experience the island’s lively social scene. Whether you’re looking for a group tour or a private excursion, there’s an option to suit your preferences and make the most of your time in Puerto Rico.