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Ultimate 14-Day Puerto Rico Adventure

Ultimate 14-Day Puerto Rico Adventure Itinerary

Last updated: 2024 Jun 14

Historic San Juan Exploration

Morning
Start your adventure with a traditional Puerto Rican breakfast at El Jibarito, a local favorite in Old San Juan. Afterward, immerse yourself in the rich history of the city with a visit to Old San Juan. Explore the colorful streets, historic forts, and iconic landmarks.
Afternoon
For lunch, savor the flavors of the island at La Casita Blanca, known for its authentic Puerto Rican cuisine. In the afternoon, continue your historical journey with a visit to Castillo San Felipe del Morro and Castillo San Cristobal, two impressive fortresses that once protected the city.
Evening
As the sun sets, enjoy a romantic dinner at Marmalade Restaurant & Wine Bar, a fine dining experience in the heart of Old San Juan. Afterward, take a leisurely walk along Paseo de la Princesa, a picturesque promenade by the water.
Bedtime
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Visit Old San Juan in San Juan, Puerto Rico
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Old San Juan

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Visit Castillo San Felipe del Morro in San Juan, Puerto Rico
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Castillo San Felipe del Morro

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Rum and Beach Day

Morning
Indulge in a delicious brunch at Santaella, a modern Puerto Rican restaurant known for its innovative cuisine. Afterward, take a tour of the Bacardi Rum Factory (Casa Bacardi) and learn about the history of rum production in Puerto Rico.
Afternoon
For a relaxing afternoon, head to Luquillo Beach, known for its white sand and clear waters. Enjoy swimming, sunbathing, and trying local street food from the nearby kiosks.
Evening
End your day with a sunset cocktail at Oceano, a beachfront restaurant with stunning views of the ocean. Relish in a seafood dinner and the sound of the waves.
Bedtime
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Visit Bacardi Rum Factory (Casa Bacardi) in San Juan, Puerto Rico
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Bacardi Rum Factory (Casa Bacardi)

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Visit Luquillo Beach in San Juan, Puerto Rico
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Luquillo Beach

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Nature and Adventure

Morning
Start your day with a hearty breakfast at 1919 Restaurant, a culinary gem in Condado. Then, embark on a day trip to El Yunque National Park, the only tropical rainforest in the U.S. National Forest System.
Afternoon
Explore the lush forest, hike to waterfalls, and enjoy the natural beauty of the park. For a late lunch, have a picnic surrounded by nature.
Evening
Return to San Juan and relax with a casual dinner at Vianda, a farm-to-table restaurant with a focus on local ingredients.
Bedtime
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Visit El Yunque National Forest in San Juan, Puerto Rico
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El Yunque National Park

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Art and Culture Day

Morning
Enjoy a leisurely breakfast at Café Puerto Rico, a historic cafe in Old San Juan. Then, visit the Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico) to admire a diverse collection of artworks, including pieces by Puerto Rican artists.
Afternoon
For lunch, experience the creative fusion cuisine of Pikayo, a renowned restaurant in the Condado area. Afterward, explore the Museum of the Americas (Museo de las Américas) to learn about the history and culture of the region.
Evening
Dine at Mistura, a restaurant that celebrates the flavors of Latin America. After dinner, take a stroll through the vibrant streets of La Placita, a popular nightlife spot.
Bedtime
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Visit Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico) in San Juan, Puerto Rico
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Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico)

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Visit Museum of the Americas (Museo de las Américas) in San Juan, Puerto Rico
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Museum of the Americas (Museo de las Américas)

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Beach Day and Sunset Sail

Morning
Spend the morning relaxing at Condado Lagoon (Laguna del Condado). You can rent a paddleboard or kayak to explore the lagoon or simply enjoy the sun on the beach.
Afternoon
For lunch, try the Asian-Latin fusion cuisine at Budatai, a stylish restaurant with ocean views. In the afternoon, take a catamaran sail along the coast of San Juan, with the opportunity to swim and snorkel.
Evening
Enjoy a sunset dinner on the water with a sailing excursion that includes a gourmet meal and live music. This unique experience will be a highlight of your trip.
Bedtime
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Visit Condado Lagoon (Laguna del Condado) in San Juan, Puerto Rico
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Condado Lagoon (Laguna del Condado)

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Day Trip to Ponce

Morning
Take an early breakfast at Punto de Vista Rooftop Restaurant, overlooking the historic city. Then, embark on a road trip to Ponce, a charming city known for its neoclassical architecture and vibrant culture.
Afternoon
Explore the Ponce, visit the Museum of the History of Ponce, and stroll through the picturesque streets. For lunch, try the local specialties at a traditional Ponce restaurant.
Evening
Return to San Juan in the evening and have a relaxed dinner at a restaurant of your choice in the Condado area.
Bedtime
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Visit Ponce in San Juan, Puerto Rico
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Ponce

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Visit Museum of History, Anthropology and Art (Museo de Historia, Antropología y Arte) in San Juan, Puerto Rico

Museum of the History of Ponce

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Relaxation and Wellness

Morning
Start your day with a yoga session or spa treatment at one of the wellness centers in San Juan. Afterward, enjoy a healthy breakfast at a local cafe.
Afternoon
Spend the afternoon at Icacos Island (Cayo Icacos), a pristine cay off the coast of Fajardo. Relax on the beach, swim in the crystal-clear waters, and rejuvenate your mind and body.
Evening
For dinner, savor a plant-based meal at Placita Verde, a vegan restaurant in the Santurce neighborhood. Afterward, take a moonlit walk along the beach or enjoy a meditation session.
Bedtime
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Visit Icacos Island (Cayo Icacos) in San Juan, Puerto Rico
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Icacos Island (Cayo Icacos)

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Culinary Delights of San Juan

Morning
Embark on a food tour of San Juan, starting with a traditional Puerto Rican breakfast at a local bakery. Explore the flavors of the city, from street food to fine dining.
Afternoon
Visit the local markets to see the fresh produce and ingredients used in Puerto Rican cuisine. For lunch, try the famous mofongo at a popular restaurant.
Evening
Enjoy a gastronomic experience at Marmalade Restaurant & Wine Bar, known for its innovative dishes and extensive wine selection. End the evening with a cocktail at a rooftop bar overlooking the city.
Bedtime
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Hidden Gems of the City

Morning
Discover the lesser-known attractions of San Juan, such as La Calle Loiza and Plaza del Mercado de Santurce. Enjoy a local breakfast at a neighborhood cafe.
Afternoon
Take a street art tour of Santurce to admire the vibrant murals and graffiti. For lunch, try the eclectic cuisine at a bohemian restaurant in the area.
Evening
Experience the nightlife of San Juan with a visit to the trendy bars and live music venues. Enjoy a late dinner at a 24-hour diner or a food truck.
Bedtime
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Visit Rome: Appian Way, Aqueducts & Catacombs Option E-Bike Tour in San Juan, Puerto Rico
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La Calle Loiza

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Visit Mercado de Río Piedras in San Juan, Puerto Rico

Plaza del Mercado de Santurce

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Farewell to the Island

Morning
Spend your last morning in San Juan revisiting your favorite spots or doing any last-minute shopping. Enjoy a relaxed breakfast at a cafe with a view.
Afternoon
Take a cooking class to learn how to make traditional Puerto Rican dishes. Enjoy the meal you prepared for a late lunch.
Evening
For your final evening, have a memorable dinner at 1919 Restaurant, where you can savor the local flavors one last time. Reflect on your adventures in Puerto Rico and start planning your next visit.
Bedtime
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