Walking Tours in Puerto Rico

With a host of historical sites and a rich culinary tradition, make the most of your time in Puerto Rico by talking a guided walking tour operated by professional, local tour operators.

Historic Tours in Old San Juan

Old San Juan Historic Walking Tour

Old San Juan Historic Walking Tour

Flavors Food Tours

★★★★★ on Tripadvisors
#1 Food Tour Provider in San Juan

One of the best ways to learn about and explore Old San Juan is with a local, knowledgeable guide who will lead you on an easy 2 hour history stroll through the oldest section of the city. Following the tour you will understand the history behind the Commonwealth of Puerto Rico. Suitable for ages 3 and older.

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Old San Juan Walking Experience

Old San Juan Walking Experience (Day or Night)

West Side Destination

★★★★★ on Tripadvisor

Step into history and the beauty of “La ciudad amurallada” where the local, knowledgeable guides will walk with you and help you explore one of the oldest cities in the Americas. This 3 hour tour is steeped in Puerto Rico's rich history, and will be one of the highlights of your trip. Great for all ages.

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Private 2-hour Old San Juan Sightseeing and Walking Experience

Private 2-hour Old San Juan Sightseeing and Walking Experience

Bucketlist Tours

★★★★★ on Tripadvisor

This 2 hour private tour is perfect for those wanting a more curated, intimate experience. Your guide will take you through an exploration of old San Juan's many historical sites and locations. This family friendly tour is suitable for all ages and comes highly recommended.

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Cultural Tours in Puerto Rico

Rum Runners Craft Cocktails Tour™

Rum Runners Craft Cocktails Tour™

Flavors Food Tours

★★★★★ on Tripadvisor
#1 Food Tour Provider in San Juan

Find out why Puerto Rico is called the rum capital of the world! A night of drunk history on this 2 hour craft rum experience. Enjoy two full rum cocktails at a boutique rum distillery while strolling through the streets of Old San Juan. This crash course of the drinking history and culture of Puerto Rico is combined with creative rum-infused cocktails.

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Opulent Old San Juan Cultural Sightseeing Tour

Opulent Old San Juan Cultural Sightseeing Tour

ProfeNat Tours

Old San Juan, PR

Let's embrace the past and the present of the opulent city of Old San Juan - the walled colonial jewel, its art and architecture, history and culture, coffee and rum. Let Profesor Nat take you on the most complete and intense cultural adventure to 32 must see unique landmarks. The tour finishes with a delicious, local cocktail!

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Drunken Dumplings Food Tour

Drunken Dumplings Food Tour

San Juan Dumpling Food Tours

San Juan, PR

An unforgettable culinary journey as you walk through the streets of Condado and La Placita de Santurce in San Juan, Puerto Rico. Knowledgeable local guides will take you to some of the city's hidden gems for a truly unique and authentic dining experience. Along the way, we'll discuss the history and culture of Chinese influence on the local food scene and Puerto Rican life throughout history. Enjoy freshly-made dumplings combined with specialty cocktails that could only be found in this part of the city.

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Food, Culture, and History in Puerto Rico

Puerto Rico is fortunate enough to have both natural beauty and rich culture. Come explore Puerto Rico with local, knowledgeable guides that will help immerse you in the historic sites of San Juan along with its deep culture of food and drink. No matter which tour you choose, you’re sure to have an amazing time!