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4 Days Exploring Old San Juan Itinerary

Last updated: 2024 Jun 14

Discovering Historic Old San Juan

Morning

Start your day with a traditional Puerto Rican breakfast at Cafetería Mallorca. Afterward, take a leisurely walk to Old San Juan, where you can explore the colorful streets and historic buildings.

Afternoon

For lunch, enjoy local cuisine at La Casita Blanca. Post-lunch, visit the iconic Castillo San Felipe del Morro, a 16th-century citadel with stunning views of the Atlantic Ocean.

Evening

Dine at Restaurant Marmalade for an upscale culinary experience. End your evening with a romantic stroll along Paseo de la Princesa, enjoying the beautiful views and vibrant atmosphere.

Bedtime

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4.77
Old San Juan
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4.72
Castillo San Felipe del Morro
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Cultural Immersion in San Juan

Morning

Begin your day with coffee and pastries at Café Cuatro Sombras. Then head to the San Juan Cathedral (Catedral de San Juan Bautista) to admire its architecture and historical significance.

Afternoon

Lunch at El Jibarito, known for its authentic Puerto Rican dishes. Afterward, visit the Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico) to appreciate local art and culture.

Evening

Enjoy dinner at Punto de Vista Rooftop Restaurant, offering great views and delicious food. Conclude your day by attending a performance at the Luis A. Ferré Performing Arts Center (Centro de Bellas Artes Luis A. Ferré).

Bedtime

Find amazing hotels in San Juan, Puerto Rico.

4.83
San Juan Cathedral (Catedral de San Juan Bautista)
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4.25
Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico)
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Exploring More of Old San Juan

Morning

Have breakfast at Caficultura before visiting the historic site of Castillo San Cristobal. This fort offers fascinating insights into the island's military history.

Afternoon

Savor lunch at Barrachina Restaurant, famous for its piña coladas. Spend your afternoon exploring the charming Chapel of Christ (Capilla del Cristo) and nearby attractions.

Evening

Dine at Marmalade Restaurant & Wine Bar for an exquisite meal. Later, take part in the lively nightlife scene by visiting La Factoría bar.

Bedtime

Find amazing hotels in San Juan, Puerto Rico.

4.64
Castillo San Cristobal
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4.73
Chapel of Christ (Capilla del Cristo)
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Final Day in Old San Juan

Morning

Start with breakfast at La Bombonera Bakery before heading to the beautiful grounds of La Fortaleza (The Fortress). This residence is rich in history and architecture.

Afternoon

Enjoy lunch at Café Manolín, then visit the impressive structure of The Capitol of Puerto Rico (El Capitolio). Take some time to explore its surroundings as well.

Evening

Conclude your trip with dinner at Metropol Restaurant followed by a sunset food tour with drinks on the unique experience offered by San Juan Old San Juan Sunset Food Tour with Drinks.

Bedtime

Find amazing hotels in San Juan, Puerto Rico.