Adventure Collective
Private 5 Hr Historic Old San Juan & Rum Tour in Puerto Rico - San Juan

Private 5 Hr Historic Old San Juan & Rum Tour in Puerto Rico

San Juaneasy

Difficulty

easy

Duration

5 hours

Fitness Level

Suitable for most fitness levels; involves moderate walking on uneven surfaces.

Overview

Explore Old San Juan’s rich history and savor exclusive cocktails on a private 5-hour tour. Visit iconic landmarks and enjoy a behind-the-scenes look at Barrilito Rum Distillery.

Boat Tour
Distillery
Guided Tour
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Carolina, Carolina

Timeless Echoes & Legendary Spirits: Private 5 Hr Historic Old San Juan tour, backstage tour at Barrilito Rum Distillery and cocktails

From $579.99 • For all ages! • 7 Hours

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About This Adventure

Experience the best of Old San Juan with a unique half-day tour that combines history and rum! Explore iconic landmarks like El Morro and the San Juan Cathedral, then enjoy an exclusive visit to Barrilito Rum Distillery. This comfortable, guided journey ensures memorable photo opportunities and insightful stories about Puerto Rico's rich heritage.

Arguably top 2 among all half day tours in Puerto Rico, one of our top 5 things to do in San Juan and top 10 things to do in Puerto Rico where you will see and learn about the San Juan National Historic site, San Cristobal, El Morro, The Capitol Building and Walkway Presidents, San Juan Bautista Cathedral, Paseo de La Princesa and Barrilito Rum Distillery tour.

This tour takes you to Old San Juan but also to the Barrilito Rum Distillery, home of our finest rum. There you will take the only true Distillery tour in Puerto Rico that takes you even to the barrels area and shows you the whole process of making rum to the finish product and get a drink of your choice as part of the tour.

Depending on the tour time Barrilito Distillery will be the last part in the morning tours and first in the afternoon tours.

This tour matches our 2 hr Old San Juan Tour version and the best value of all the Distillery Tours in Puerto Rico making it an eclectic 4 hour tour that will let you do a very complete exploration of the Old city learning where everything is and avoiding the walking and sweating under our tropical sun. During 2 hrs you will experience Americas’ oldest city on a tour that will show you every landmark and tell you the history of our old city and our evolution as you can explore and take pictures in your favorite spots, because there is a lot more in Old San Juan National Historic Site than San Cristobal or San Felipe del Morro or El Morro how we call it.

This Old San Juan city tour will take you through the old city comfortably drive in a A/C cooled vehicle avoiding hours of searching, sweating under our Old San Juan 's hot tropical sun, and you will be making six 15 to 20 minutes stops for taking pictures that will become lifetime memories.

Your advantage will be that our 3 HR Old San Juan tour is a learning experience about Americas’ oldest city and will show you every landmark and tell you the history and evolution of Old San Juan and Puerto Rico in our most detailed way with the opportunity of taking that special picture you will treasure for ever. Your driver and personal Old San Juan guide will drive you through the cities narrow streets giving you valuable information that will help you explore the city or find that spot you want to visit and then take you back to the departing spot, criuseship or any spot you might choose as final destination within the route.

How do we make better the best tour in San Juan?

Easy, we let you have time to take pictures and at the same time see and learn about:

Constitution Bridge (joins the main island to teb San Juan island) Constitution Bridge (joins the main island to teb San Juan island) The Capitol Building Walway of the Presidents San Cristobal Old Casino Columbus Square Abraham Lincoln Elementary School La Perla Santa Maria de Paziz Cemetery El Morro Capilla San Jose El Convento San Juan Bautista Cathedral Capilla del Cristo La Fortaleza (Governor's mansion) San Juan City Hall Puerto Rico State Department Paseo de La Princesa Cruiseship Port Barrilito Rum Distillery

Frequently Asked Questions About our Tours in Old San Juan

Is this the Old San Juan tour what I am looking for?

If you are looking for a profesionally curated and proven Old San Juan Historic Site experience with los of time for instagram worthy pictures and learning, that guarantees you the most out of your time and money, book it!

Where will I be picked and droped?

You will be picked up and droped off in Condado at 1055 Ashford Ave, in the Condado Vanderbilt Valet area, or behind Walgreens if coming in a cruise so you do not have to get a taxi or Uber to go to some spot in Old SJ and then guess where to find your guide or stand among hundreds of people coming off the ship trying to find your guide.

Will there be a language barrier between me and my guide?

No chance of that happening, you will get a fully bilingual professional guide during all the experience.

Will I see only a portion of the city and then be on my own?

The beauty of this tour is that it takes you to locate, see and learn about the 18 most important buildings and landmarks in Old San Juan and drive it main streets so you know where is everything.

What makes this tour different from other Old San Juan tours?

This tour gives you the 2 most importatnt things to do in the San Juan metroplex a s a tourist. Do an Old San Juan tour and visit our finest rum disitillery; Barrilito Rum Distillery. In this tour you get an unbiased script and expand the route to 2 hrs, so it's designed to have a slow pace and have you learn about the history of the city and how was Puerto Rico under spanish ruling, but also learn how Puerto Rico became a territory of our nation, USA, and how have we flourished since 1898, while you avoid the long hours walking up and down hill and sweating under the Caribbean sun wasting your precious vacation time guessing to find Old San Juan's main landmarks and buildings.

Monday to Friday 8:30am, 2pm Saturday and Sunday 8:30am, 2pm

Private Experience $579.99 per Couple $159.99 extra person

Tour Duration 5 hours including driving time.

Pickup spot is the Marriot Stellaris Hotel at Ashford Ave in Condado.

Adventure Tips

Wear Comfortable Walking Shoes

Old San Juan’s cobblestone streets require sturdy, comfortable footwear for an enjoyable experience.

Bring a Reusable Water Bottle

Staying hydrated is crucial while exploring in Puerto Rico’s tropical climate.

Carry Light Sun Protection

Use sunscreen and wear a hat to protect yourself during outdoor sightseeing segments.

Have Your Camera Ready

Capture stunning views at El Morro and the distillery’s unique ambiance for unforgettable memories.

Local Insights

Wildlife

  • Brown pelicans commonly seen soaring by the coastline
  • Coquí frogs heard in quieter parts of the city at night

History

Old San Juan is one of the oldest settlements in the Americas, with fortresses like El Morro built in the 16th century to guard against invasion.

Conservation

Efforts to preserve San Juan’s historic architecture include sustainable tourism practices and limiting damage to cobblestone streets and coastal fortifications.

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Adventure Hotspots in San Juan

Frequently Asked Questions

Recommended Gear

Comfortable Walking Shoes

Essential

Provides support on cobblestone streets and during extended walking.

Sunscreen

Essential

Protects your skin from strong Caribbean sun exposure.

summer specific

Lightweight Hat

Offers additional shade and comfort during outdoor parts of the tour.

summer specific

Reusable Water Bottle

Essential

Keeps you hydrated throughout the tour in tropical weather.