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San Juan Puerto Rico Adventure - 5 Days Itinerary

Last updated: 2024 Jun 14

Exploring Old San Juan

Morning

Start your day with a hearty breakfast at Café Manolín Old San Juan, a local favorite known for its traditional Puerto Rican dishes. Afterward, head to Old San Juan and immerse yourself in the rich history and vibrant culture of this historic district. Wander through the cobblestone streets, admire the colorful colonial buildings, and visit the numerous shops and galleries.

Afternoon

For lunch, make your way to Pirilo Pizza Rustica for some delicious pizza with a Puerto Rican twist. After lunch, continue your exploration with a visit to Castillo San Felipe del Morro, an iconic fortress offering stunning views of the Atlantic Ocean. Spend time exploring the fort's various levels and learning about its historical significance.

Evening

End your day with dinner at Marmalade Restaurant & Wine Bar, renowned for its innovative cuisine and extensive wine list. Enjoy a leisurely meal in this elegant setting before taking a relaxing evening stroll along Paseo de la Princesa, a picturesque promenade lined with trees and sculptures.

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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Artistic and Cultural Delights

Morning

Begin your day with breakfast at La Bombonera, famous for its mallorcas (sweet bread rolls) and coffee. Then head to the Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico) to explore an impressive collection of local art spanning several centuries.

Afternoon

For lunch, visit Jose Enrique, where you can savor contemporary Puerto Rican cuisine crafted by one of the island's top chefs. Afterward, take a short walk to the nearby Luis A. Ferré Performing Arts Center (Centro de Bellas Artes Luis A. Ferré) where you can enjoy various artistic performances or simply admire the architecture.

Evening

Dine at Santaella in Santurce for an exquisite culinary experience that blends traditional flavors with modern techniques. Conclude your evening by visiting La Factoria, one of San Juan's most famous bars known for its creative cocktails and lively atmosphere.

Bedtime

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4.25
Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico)
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4.83
Luis A. Ferré Performing Arts Center (Centro de Bellas Artes Luis A. Ferré)
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Historical Landmarks and Local Flavors

Morning

Kick off your morning with breakfast at La Cueva del Mar, where you can enjoy fresh seafood dishes even early in the day. Then visit San Juan Cathedral (Catedral de San Juan Bautista), one of the oldest buildings in San Juan that boasts beautiful architecture and significant historical value.

Afternoon

Have lunch at El Jibarito, known for its authentic Puerto Rican home-style cooking. Afterward, explore more historical sites such as Castillo San Cristobal, another massive fortification that offers insights into the island's colonial past.

Evening

For dinner, head over to Oceano located right on Condado Beach; enjoy delicious food while taking in breathtaking ocean views. End your night by visiting the nearby Condado area or relaxing on Condado Beach itself.

Bedtime

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4.83
San Juan Cathedral (Catedral de San Juan Bautista)
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4.64
Castillo San Cristobal
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Nature Adventures and Relaxation

Morning

Start your day with breakfast at Casita Miramar, which offers delightful local dishes in a charming setting. Then embark on an exciting adventure with the highly-rated tour: From San Juan El Yunque Waterfall Hiking and Cliff Jumping. This half-day tour will take you through lush rainforests to beautiful waterfalls where you can hike and even cliff jump if you're feeling adventurous!

Afternoon

After returning from El Yunque, have lunch at 1919 Restaurant in Condado Vanderbilt Hotel; this upscale restaurant is perfect for recharging after an active morning.

Evening

In the evening unwind with dinner at Punto de Vista Rooftop Restaurant; enjoy delicious food paired with panoramic views of Old San Juan from their rooftop terrace.

Bedtime

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5.00
From San Juan El Yunque Waterfall Hiking and Cliff Jumping
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Beach Day and Local Crafts

Morning

Begin your final day with a relaxing breakfast at La Bombonera, enjoying their famous mallorcas and coffee. Afterward, head to Pine Grove Beach for a morning of sunbathing, swimming, or simply unwinding by the sea.

Afternoon

For lunch, visit Cocina Abierta, known for its creative and delicious dishes. Post-lunch, immerse yourself in a unique local experience by participating in the activity: Make Authentic Espadrilles in San Juan. This hands-on workshop allows you to craft your own pair of traditional espadrilles, making for a memorable and personalized souvenir.

Evening

Conclude your trip with dinner at 1919 Restaurant, where you can indulge in an upscale dining experience with stunning ocean views. After dinner, take a leisurely evening stroll along the beach or explore the vibrant nightlife of San Juan one last time.

Bedtime

Find amazing hotels in San Juan, Puerto Rico.