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5-Day Adventure in San Juan, Puerto Rico

5-Day Adventure in San Juan, Puerto Rico Itinerary

Last updated: 2024 Jun 14

Exploring Old San Juan

Morning
Start your day with a hearty breakfast at the iconic Café Puerto Rico, known for its traditional Puerto Rican cuisine. After breakfast, embark on a guided walking tour of the historic Old San Juan, visiting landmarks such as Castillo San Felipe del Morro and San Juan Gate (Puerta de San Juan). Take in the vibrant colors of the colonial architecture and immerse yourself in the rich history of the city.
Afternoon
For lunch, head to El Jibarito, a local favorite known for its authentic Puerto Rican dishes. Afterward, continue your exploration with a visit to the San Juan National Historic Site (Sitio Histórico Nacional de San Juan), followed by a leisurely stroll along the picturesque Paseo de la Princesa. Enjoy the views of the bay and the iconic Capitol of Puerto Rico (El Capitolio).
Evening
As the sun sets, savor a delicious dinner at Marmalade Restaurant & Wine Bar, known for its innovative cuisine and extensive wine selection. After dinner, take a relaxing Old San Juan Sunset Walking Tour, and soak in the magical atmosphere of the historic streets illuminated by the golden light.
Bedtime
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Visit Old San Juan in San Juan
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Old San Juan

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Visit Castillo San Felipe del Morro in San Juan
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Castillo San Felipe del Morro

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Nature's Wonders: Rainforest & Beach

Morning
Kick off your day with a delightful breakfast at Punto de Vista Rooftop Restaurant, offering panoramic views of the city. Then, embark on a full-day adventure to the lush El Yunque National RainForest Tour with Nature walk. Immerse yourself in the natural beauty of the rainforest, visit waterfalls, and enjoy a refreshing swim in the crystal-clear waters.
Afternoon
For lunch, indulge in a beachfront dining experience at Oceano, known for its fresh seafood and ocean views. Afterward, head to the stunning Luquillo Beach, where you can relax on the golden sands or take a dip in the turquoise waters. Enjoy the laid-back beach vibes and soak up the Caribbean sun.
Evening
As the day winds down, return to San Juan and treat yourself to a memorable dinner at 1919 Restaurant, renowned for its contemporary cuisine and elegant ambiance. After dinner, take a leisurely stroll along the vibrant streets of Condado Beach, and perhaps enjoy a cocktail at one of the beachfront bars.
Bedtime
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Visit El Yunque National RainForest Tour with Nature walk in San Juan
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El Yunque National RainForest Tour with Nature walk

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Visit Luquillo Beach in San Juan
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Luquillo Beach

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Cultural & Culinary Delights

Morning
Start your day with a delicious breakfast at La Casita Blanca, a charming restaurant known for its traditional Puerto Rican fare. Then, embark on a guided tour of the Casa Bacardi Distillery, where you'll learn about the history of rum and enjoy a tasting experience.
Afternoon
For lunch, head to Mistura, a restaurant that offers a fusion of flavors from around the world. Afterward, explore the vibrant neighborhood of Santurce, known for its street art and creative energy. Visit the Santurce Street Art Tour to discover the colorful murals and learn about the local art scene.
Evening
In the evening, enjoy a unique dining experience at Santaella, known for its modern take on Puerto Rican cuisine. After dinner, immerse yourself in the local nightlife with a Pinones Bar crawl Beach Hop Food Tour Free Adult Drinks, where you'll sample traditional dishes and cocktails while enjoying the lively atmosphere.
Bedtime
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Visit San Juan Casa Bacardi Distillery Tour in San Juan
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Casa Bacardi Distillery

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Visit From Pucón Huerquehue National Park Hiking Tour in San Juan

Santurce Street Art Tour

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Island Adventures & Sunset Cruise

Morning
Start your day with a scenic drive to Fajardo, where you'll embark on a full-day From Fajardo Full-Day Culebra Islands Catamaran Tour. Explore the pristine beaches and crystal-clear waters of Culebra, and snorkel among vibrant marine life. Enjoy a delicious lunch on board the catamaran and soak up the sun on the deck.
Afternoon
After returning to San Juan, take some time to relax and freshen up before heading out for a sunset cruise. Enjoy a pre-dinner cocktail at Vianda, known for its creative cocktails and relaxed ambiance. Then, set sail on the Old San Juan Sunset Cruise with Drinks and Hotel Pickup, and admire the city skyline as the sun dips below the horizon.
Evening
For dinner, indulge in a culinary journey at Pikayo, a restaurant renowned for its innovative approach to Caribbean cuisine. After dinner, continue the evening with a visit to La Placita de Santurce, a lively square where locals gather to enjoy music, food, and drinks.
Bedtime
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Visit From Fajardo Full-Day Culebra Islands Catamaran Tour in San Juan
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From Fajardo Full-Day Culebra Islands Catamaran Tour

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Visit San Juan Old San Juan Sunset Cruise with Drinks & Transfer in San Juan
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Old San Juan Sunset Cruise with Drinks and Hotel Pickup

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Adventure & Farewell

Morning
Start your final day with an adrenaline-pumping adventure on a Private Helicopter Tour Over The Island Of Puerto Rico. Enjoy breathtaking aerial views of the island and capture unforgettable memories. After the tour, savor a leisurely brunch at Jose Enrique, a beloved spot known for its creative dishes and welcoming atmosphere.
Afternoon
After brunch, take a guided tour of the Rio Camuy Cave Park (Parque Nacional de las Cavernas del Río Camuy), where you'll explore impressive limestone formations and underground rivers. Learn about the geological wonders of the caves and the surrounding natural area.
Evening
Conclude your trip with a farewell dinner at Budatai, a restaurant known for its Asian-inspired cuisine and chic ambiance. Raise a glass to the unforgettable experiences you've had in Puerto Rico and reminisce about the highlights of your trip. After dinner, take a leisurely stroll along the San Juan Bay, and enjoy the gentle sea breeze as you bid farewell to this beautiful island.
Bedtime
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Visit San Juan Private Helicopter Island Tour in San Juan
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Private Helicopter Tour Over The Island Of Puerto Rico

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Visit Rio Camuy Cave Park (Parque Nacional de las Cavernas del Río Camuy) in San Juan
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Rio Camuy Cave Park (Parque Nacional de las Cavernas del Río Camuy)

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