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5 Days in San Juan Puerto Rico Itinerary

Last updated: 2024 Jun 14

Exploring Old San Juan

Morning

Start your day with a visit to the historic Old San Juan. Wander through the cobblestone streets and admire the colorful colonial buildings. For breakfast, stop by Caficultura for some delicious local coffee and pastries.

Afternoon

In the afternoon, explore the impressive Castillo San Felipe del Morro, a 16th-century citadel with stunning views of the ocean. For lunch, head to La Madre for some authentic Puerto Rican cuisine.

Evening

End your day with a relaxing stroll along Paseo de la Princesa, a scenic promenade with beautiful views of San Juan Bay. Enjoy dinner at Marmalade Restaurant & Wine Bar, known for its innovative dishes and extensive wine list.

Bedtime

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Cultural Immersion in San Juan

Morning

Begin your morning with a visit to the San Juan Cathedral (Catedral de San Juan Bautista), one of the oldest buildings in San Juan. Have breakfast at Chocobar Cortés, where you can enjoy delicious chocolate-infused dishes.

Afternoon

Spend your afternoon at the Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico), which houses an impressive collection of Puerto Rican art. For lunch, try Casita Miramar for a taste of traditional island flavors.

Evening

In the evening, catch a performance at the Luis A. Ferré Performing Arts Center (Centro de Bellas Artes Luis A. Ferré). For dinner, dine at Santaella, which offers contemporary takes on classic Puerto Rican dishes.

Bedtime

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Nature and Adventure

Morning

Start your day with an adventurous hike in El Yunque National Rainforest by joining the From San Juan El Yunque National Rainforest Half-Day Tour. Have breakfast before you go at Café Don Ruiz for some hearty local fare.

Afternoon

After returning from your hike, relax at Pine Grove Beach Pine Grove Beach and enjoy some sunbathing or swimming. Grab lunch nearby at Koco Modern Caribbean Cuisine.

Evening

For an exciting evening activity, try out the San Jose Romantic Night Experience for 2 with Lights Kayak. Finish off your day with dinner at Oceano which offers beachfront dining and exquisite seafood.

Bedtime

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Historical Insights and Local Markets

Morning

Visit The Capitol of Puerto Rico The Capitol of Puerto Rico (El Capitolio) to learn about local history and politics. Enjoy breakfast at Cafetería Mallorca where you can try their famous mallorcas (sweet bread rolls).

Afternoon

Head over to Mercado de Río Piedras Mercado de Río Piedras to experience local market life and shop for fresh produce and crafts. Have lunch at Lote 23 which is a vibrant food truck park offering various cuisines.

Evening

Explore Castillo San Cristobal Castillo San Cristobal as it offers panoramic views of Old San Juan and beyond. End your evening with dinner at Cocina Abierta known for its creative fusion dishes.

Bedtime

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Relaxation and Farewell

Morning

Begin your last day by visiting Condado Lagoon Condado Lagoon (Laguna del Condado) where you can rent paddleboards or simply enjoy the serene environment. Breakfast can be enjoyed at Bistro Café.

Afternoon

Spend your afternoon exploring La Calle Loiza La Calle Loiza, known for its vibrant street art and eclectic shops. Have lunch at Tresbé which offers casual dining options in an open-air setting.

Evening

Conclude your trip with a visit to La Fortaleza (The Fortress) La Fortaleza (The Fortress), followed by dinner at Pikayo Restaurant which combines traditional flavors with modern techniques.

Bedtime

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