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5-Day Puerto Rico Adventure

5-Day Puerto Rico Adventure Itinerary

Last updated: 2024 Jun 14

Exploring Old San Juan

Morning
Start your day with a visit to Old San Juan. This historic district is a UNESCO World Heritage Site and offers a glimpse into the colonial past of Puerto Rico. Wander through the cobblestone streets and admire the colorful Spanish colonial buildings.
Afternoon
Head over to Castillo San Felipe del Morro in the afternoon. This 16th-century citadel is one of the most iconic landmarks in San Juan. Spend some time exploring its ramparts and learning about its history. For lunch, enjoy a meal at Café Manolín Old San Juan, known for its traditional Puerto Rican cuisine.
Evening
In the evening, take a leisurely stroll along Paseo de la Princesa, a scenic promenade that offers stunning views of San Juan Bay. End your day with dinner at Marmalade Restaurant & Wine Bar, renowned for its innovative dishes and extensive wine list.
Bedtime
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Old San Juan

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Castillo San Felipe del Morro

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Paseo de la Princesa

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Cultural Immersion

Morning
Begin your second day with a visit to San Juan Cathedral (Catedral de San Juan Bautista). This historic cathedral is one of the oldest buildings in San Juan and features beautiful Gothic architecture.
Afternoon
After exploring the cathedral, head to Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico) for an afternoon of art appreciation. The museum houses an impressive collection of Puerto Rican art from the 17th century to contemporary works. For lunch, dine at Jose Enrique, a highly-rated restaurant offering modern takes on traditional dishes.
Evening
Spend your evening at La Calle Loiza, a vibrant street known for its nightlife and local culture. Enjoy dinner at Santaella, where you can savor delicious dishes made from locally sourced ingredients.
Bedtime
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San Juan Cathedral (Catedral de San Juan Bautista)

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Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico)

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Rome: Appian Way, Aqueducts & Catacombs Option E-Bike Tour

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Nature and Adventure

Morning
Kick off your third day with an exciting adventure by joining the From San Juan El Yunque National Rainforest Half-Day Tour. Explore lush trails, waterfalls, and diverse flora and fauna in this tropical rainforest.
Afternoon
After returning from El Yunque, relax with lunch at La Cueva del Mar, famous for its seafood dishes. In the afternoon, unwind at Condado Lagoon (Laguna del Condado), where you can rent paddleboards or simply enjoy the serene surroundings.
Evening
For dinner, head to Oceano, an oceanfront restaurant offering stunning views and delectable cuisine. End your night with drinks at La Factoria, one of San Juan's most famous bars known for its creative cocktails.
Bedtime
Find amazing hotels in San Juan, Puerto Rico.
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From San Juan El Yunque National Rainforest Half-Day Tour

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Condado Lagoon (Laguna del Condado)

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Historical Insights and Local Flavors

Morning
Start your fourth day by visiting Castillo San Cristobal, another historic fort that offers panoramic views of Old San Juan and beyond.
Afternoon
For lunch, try out some local flavors at El Jibarito, which serves authentic Puerto Rican food in a cozy setting. Afterward, explore more history by visiting The Capitol of Puerto Rico (El Capitolio), an important government building with impressive architecture.
Evening
In the evening, experience fine dining at its best at 1919 Restaurant, located in the Condado Vanderbilt Hotel. Conclude your day with a romantic walk along Pine Grove Beach.
Bedtime
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Castillo San Cristobal

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The Capitol of Puerto Rico (El Capitolio)

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Final Day of Relaxation and Farewell

Morning
Begin your last day with a peaceful morning at Pine Grove Beach. This beautiful beach is perfect for a relaxing swim or simply soaking up the sun. For breakfast, visit La Bombonera, a historic café known for its delicious pastries and coffee.
Afternoon
In the afternoon, take part in the San Juan Old San Juan Walking Tour with a Certified Guide. This tour will give you deeper insights into the history and culture of Old San Juan. For lunch, head to Casita Miramar, which offers a charming atmosphere and traditional Puerto Rican dishes.
Evening
Conclude your trip with an unforgettable dinner at Cocina Abierta, where you can enjoy innovative cuisine in a stylish setting. After dinner, have a final drink at Pirilo Pizza Rustica, known for its cozy ambiance and great cocktails.
Bedtime
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Pine Grove Beach

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San Juan Old San Juan Walking Tour with a Certified Guide

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