Old San Juan Walking Tour with a Historian
Active
3h
For a full refund, cancel at least 24 hours before the scheduled departure time.
Instant confirmation
Mobile or paper ticket accepted
About this experience
As featured in National Geographic Traveller (UK)
Discover Old San Juan through the lens of history on a guided walking tour led by a professional historian. Walk the iconic blue cobblestone streets while learning how over 500 years of colonization, military strategy, culture, and resilience shaped Puerto Rico’s most historic city. This tour goes beyond landmarks, offering meaningful context, stories, and perspectives that connect the past with the present.
What makes this tour unique:
- Led by a historian, not just a guide
- Internationally recognized by National Geographic Traveller UK
- Focuses on depth, storytelling, and cultural understanding
- Relaxed pace with room for questions and conversation
Important information:
A minimum of 3 participants is required to offer the tour.
Wheelchair accessible — please note this at reservation so we can make proper arrangements.
Rain or shine — bring an umbrella or raincoat.
Available options
Explore the magic of Old San Juan with a historian
What's included
at Coffee Shop
Bottled water
Detailed itinerary
1
Our experienced tour guide will meet you at Plaza Colón, you will learn about the history and stories behind this 500-year-old cobblestoned city.
2
Stop 2
Explore the second oldest cathedral in the Americas and the first cathedral built in Puerto Rico.
3
Visit the last massive building made by the Spanish in Puerto Rico. Walk through its hallways and savor a delicious cup of coffee at Cafe Don Ruiz
4
Take a photo op at San Juan's narrowest house and its view
5
Explore the last massive building made by the Spanish in Puerto Rico. Be amazed by the largest courtyard of Old San Juan.
6
Stop 6
Visit San Juan's oldest church. Your tour guide will take you through all the details that decorate this church. Learn about the history of this church during the Spanish American War's attack to San Juan.
7
Stop 7
Learn about the urban legend of La Capilla del Cristo. Learn about the miracle that took place in this street.
8
Stop 8
Be amazed by the history of the fortifications that once bordered the whole city. Your tour guide will give you free time to visit the fort's surroundings.
What's not included
Gratuities
Available languages
Guide guide
EN
ES
Reviews breakdown
Viator
4.0
9 reviews
5★
6
4★
0
3★
1
2★
1
1★
1
Tripadvisor
4.6
12 reviews
5★
10
4★
1
3★
0
2★
0
1★
1
Important information
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
All areas and surfaces are wheelchair accessible
Suitable for all physical fitness levels
Meeting point
Meeting Place: Colón Square, in the benches next to the Colón statue. Your tour guide will text or call you once he/she arrives to site. Please arrive 15 minutes prior to start time.
About San Juan
San Juan, the capital and most populous city of Puerto Rico, is a vibrant blend of Spanish colonial history, Caribbean culture, and modern amenities. Known for its well-preserved historic sites, beautiful beaches, and lively nightlife, San Juan offers a unique tropical experience with a rich cultural heritage.
Top Attractions
Old San Juan
The historic heart of San Juan, known for its colorful colonial buildings, cobblestone streets, and historic sites.
Historical
Half day to full day
Free to explore, attractions have varying entry fees
El Yunque National Forest
The only tropical rainforest in the U.S. National Forest System, offering lush landscapes, waterfalls, and hiking trails.
Nature
Full day
Free entry
Condado Beach
A popular beach in the Condado neighborhood, known for its white sand, clear waters, and vibrant atmosphere.
Beach
Half day
Free
Must-Try Local Dishes
Mofongo
A traditional Puerto Rican dish made from mashed fried plantains mixed with garlic, pork cracklings, and other ingredients.
Main Dish
Can be made vegetarian
Lechón Asado
Roasted pork, a staple in Puerto Rican cuisine, often served with rice and beans.
Main Dish
Not suitable for vegetarians or vegans
Alcapurrias
Fritters made from a mixture of green bananas, yautía (taro), and pork or crabmeat.
Snack
Can be made vegetarian
Popular Activities
Hiking in El Yunque
Kayaking in Fajardo
Snorkeling in Condado
Beach lounging
Spa treatments
Scenic walks in Old San Juan
Visiting museums
Exploring historic sites
Best Time to Visit
December to April
This is the dry season with warm, sunny weather and lower humidity. It's the best time for outdoor activities and beach visits.
24-30°C
75-86°F
Practical Information
Language
- Official: Spanish
- Widely spoken: English
- English: Widely spoken, especially in tourist areas
Currency
U.S. Dollar (USD)
Time Zone
Atlantic Standard Time (AST), UTC-4
Electricity
120VV, 60HzHz
Safety Information
Overall Safety Rating: Generally safe, but exercise caution in certain areas
San Juan is generally safe for tourists, but petty crime can occur. Be aware of your surroundings, especially in less touristy areas and at night.
Important Precautions:
- • Keep valuables secure
- • Use licensed taxis or ride-sharing apps
- • Avoid walking alone at night in less touristy areas
Getting there
By air
- Luis Muñoz Marín International Airport • 13 km (8 miles) from city center
By bus
Terminal de Carros Públicos de San Juan
Getting around
Public transport
Affordable and convenient, but schedules can be irregular. Trolleys are also available in Old San Juan.
Taxis
Available • Apps: Uber, Lyft
Rentals
Car, Bike, Scooter
Neighborhoods
Old San Juan
Condado
Santurce
Day trips
El Yunque National Forest
25 km (15 miles) • Full day
A tropical rainforest offering lush landscapes, waterfalls, and hiking trails.
Fajardo
65 km (40 miles) • Full day
A coastal town known for its bioluminescent bay and water sports.
Culebra
50 km (31 miles) by ferry • Overnight
A small island known for its pristine beaches and relaxed atmosphere.
Festivals
San Sebastián Street Festival • Late January
Casals Festival • February
Puerto Rico Heineken JazzFest • Early March
Pro tips
- Visit Old San Juan early in the morning to avoid crowds and enjoy the historic sites in peace.
- Try local street food for an authentic and affordable culinary experience.
- Use public transportation or walk in the city center to save on taxi fares and enjoy the local atmosphere.
- Book accommodations and popular attractions in advance, especially during peak season.
- Respect local customs and traditions, and be mindful of cultural differences.
Get Price
per person
Price varies by option
Secure booking
Free cancellation available
Instant confirmation
