Adventure Collective
Old San Juan Private 2-Hr Walking & Sightseeing Tour - San Juan

Old San Juan Private 2-Hr Walking & Sightseeing Tour

San Juaneasy

Difficulty

easy

Duration

2 hours

Fitness Level

Suitable for most fitness levels with basic stamina for moderate walking on uneven surfaces.

Overview

Explore Old San Juan like never before with a private 2-hour walking tour focused on history, culture, and stunning colonial sights. Discover hidden stories and landmarks on this personalized adventure.

City Tour
History Tour
Sightseeing Tour
Walking Tour
Carolina, Carolina

Old San Juan Whispers of Times: Private 2-Hr Tour Sightseeing and Walking Experience

From $124 • For all ages!

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About This Adventure

The top choice among the better things to do in San Juan, 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 and Paseo de La Princesa among many other landmarks.

Duration

2 hours

About

This out shortest HR Old San Juan Tour and among all the tours in Puerto Rico this one gives you one of the best value as you learn where everything is, catch some of the Old San Juan history, and avoid being lost and wasting hours guessing where to go, but have time to take pictures in your favorite spots in the route, 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, but will give you 3 to 5 10 minute stops for taking pictures that will become lifetime memories.

Our 2 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 a resumed but 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) The Capitol Building Walkway 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

Frequently Asked Questions About our Tours in Old San Juan

Is this tour what I am looking for?

If you are looking for a profesionally curated and proven Old San Juan historic site experience with stops for instagram worthy pictures, that guarantees you the most out of your time and money, it is!

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 an unbiased script and 2 HR route designed to 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.

Tour Duration 2 hours including driving time.

Pickup spot is the Condado Vanderbilt Hotel at 1055 Ashford Ave in Condado.

Adventure Tips

Wear Comfortable Walking Shoes

The tour involves cobblestone streets and uneven paths, so sturdy shoes will keep you comfortable throughout.

Bring Sun Protection

Puerto Rico’s tropical sun can be intense; pack sunscreen, a hat, and sunglasses for a safe, enjoyable experience.

Stay Hydrated

Carry a bottle of water to stay refreshed, especially during warm weather or midday tours.

Plan for Moderate Walking

This tour requires walking for about two hours; those with mobility issues should inform the guide in advance for accommodations.

Local Insights

Wildlife

  • Hummingbirds visiting city gardens
  • Lizards sunbathing on stone walls

History

Old San Juan boasts over 500 years of history as a strategic Caribbean port and colonial capital, reflected in its forts, plazas, and architecture.

Conservation

Efforts focus on preserving historic structures while promoting sustainable tourism that respects the local community and environment.

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Adventure Hotspots in San Juan

Frequently Asked Questions

Recommended Gear

Comfortable Walking Shoes

Essential

Protect your feet and ensure comfort on cobblestone streets and city sidewalks.

Lightweight Sun Hat

Essential

Provides shade and helps prevent sunburn during daytime tours.

summer specific

Reusable Water Bottle

Essential

Staying hydrated is vital during walking tours in Puerto Rico’s warm climate.

Portable Rain Poncho

Compact protection against occasional rain showers common in warmer months.

spring specific