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Ultimate 8-Day Adventure in Old San Juan, Puerto Rico

Ultimate 8-Day Adventure in Old San Juan, Puerto Rico Itinerary

Last updated: 2024 Jun 14

Historic Old San Juan Exploration

Morning
Start your journey with a delightful breakfast at Barrachina, the birthplace of the piña colada. Afterward, immerse yourself in the rich history of Old San Juan with a self-guided walking tour, visiting iconic sites such as Castillo San Felipe del Morro and San Juan Gate (Puerta de San Juan).
Afternoon
Enjoy a sumptuous lunch at Taberna Boricua, known for its traditional flavors. Post-lunch, continue your historical exploration with a visit to the elegant La Fortaleza (The Fortress), the official residence of the Governor of Puerto Rico, and stroll along the picturesque Paseo de la Princesa.
Evening
Dine at Sereno Beach Bar & Grill, offering a perfect blend of beachside ambiance and delectable cuisine. Conclude your day with a serene sunset at Old San Juan Sunset Walking Tour, where you'll witness the city's colorful skyline against the Caribbean horizon.
Bedtime
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Visit Old San Juan in San Juan
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Old San Juan

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Castillo San Felipe del Morro

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Island Escapades and Bioluminescent Wonders

Morning
Savor a breakfast at Las Palmas Bar and Rest., a local favorite. Today's adventure begins with a full-day excursion to the pristine Flamenco Beach (Playa Flamenco) on Culebra Island, as part of the From Fajardo Full-Day Culebra Islands Catamaran Tour. Bask in the sun, swim in the crystal-clear waters, and enjoy a beachside lunch provided on the tour.
Afternoon
Return to San Juan and take some time to relax at your hotel or explore the nearby area. For a unique evening, head out for a memorable Bioluminescent Bay Kayak Adventure by Night at Laguna Grande, where the waters come alive with natural light.
Evening
Dine at Brickhaus, a trendy spot with a diverse menu. After dinner, enjoy the vibrant atmosphere of San Juan Nightlife at La Placita de Santurce, a local hotspot for music, drinks, and dancing.
Bedtime
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Visit Flamenco Beach (Playa Flamenco) in San Juan
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Flamenco Beach (Playa Flamenco)

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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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Rainforest Thrills and Waterfalls

Morning
Energize yourself with breakfast at Pani Agua - Hookah Lounge and Restaurant. Embark on an exhilarating journey to El Yunque National Forest, where you'll experience the lush rainforest and its hidden gems on the El Yunque Rainforest Adventure Off the Beaten Path tour. Take a refreshing nature walk and visit the enchanting waterfalls.
Afternoon
Enjoy a well-deserved lunch at Moreno Spot Bar & Grill, known for its local flavors. Post-lunch, continue your rainforest exploration with a visit to the natural waterslide on the El Yunque Waterslide with Transportation tour. Feel the rush of the cool mountain water as you slide down the smooth rocks.
Evening
Relax and dine at Kaña Kitchen & Rumbar, offering a blend of Caribbean and Latin cuisine. Afterward, consider a leisurely walk along the vibrant streets of Condado or a visit to the nearby beaches.
Bedtime
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Visit From San Juan El Yunque Forest Off the Beaten Path Tour in San Juan
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El Yunque Rainforest Adventure Off the Beaten Path

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Visit From San Juan El Yunque Waterslide with Transportation in San Juan
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El Yunque Waterslide with Transportation

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Culinary and Cultural Delights

Morning
Begin with a breakfast at Solera, a contemporary spot with a variety of options. Today, you'll indulge in the flavors of San Juan with a San Juan Old Town Foodie Walking Tour with Tastings. Explore the local markets and eateries, sampling a wide range of traditional dishes and drinks.
Afternoon
After the tour, take a break and enjoy a relaxed lunch at HP Tavern, known for its pub-style fare. Spend the rest of the afternoon at your leisure, perhaps visiting some of the local shops or museums, such as the Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico).
Evening
For dinner, head to La Tortuga Bistro Bar, a charming spot with a welcoming atmosphere. Cap off the evening with a live music performance at Nuyorican Café, where you can experience the vibrant sounds of Puerto Rican music.
Bedtime
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Visit San Juan Embark on an Old Town Foodie Tour with Tastings in San Juan
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San Juan Old Town Foodie Walking Tour with Tastings

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Visit Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico) in San Juan
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Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico)

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Coastal Adventures and Salsa Rhythms

Morning
Enjoy a delightful breakfast at Eter Rooftop & Lounge, offering stunning views of the city. Today's journey takes you to the beautiful Icacos Island (Cayo Icacos) as part of the From Fajardo Icacos Island Full-Day Catamaran Trip. Relax on the pristine beaches, snorkel in the clear waters, and savor a provided lunch onboard.
Afternoon
Return to San Juan and take some time to freshen up. Later in the afternoon, immerse yourself in the local dance culture with a San Juan Beginner Puerto Rican Salsa for Couples class. Learn the basic steps and feel the rhythm of salsa music.
Evening
Dine at Señor Frog's, a lively spot with a fun atmosphere and a menu featuring both local and international dishes. After dinner, take a leisurely stroll along the vibrant streets of Condado or enjoy a drink at one of the nearby bars.
Bedtime
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Icacos Island (Cayo Icacos)

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Visit From Fajardo Icacos Island Full-Day Catamaran Trip in San Juan
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From Fajardo Icacos Island Full-Day Catamaran Trip

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Island History and Rum Legacy

Morning
Start your day with breakfast at The Capitol of Puerto Rico (El Capitolio) [19386], a historical spot with a unique ambiance. Today, you'll explore the island's history with a visit to Casa Bacardi Distillery. Take a guided tour of the distillery, learn about the rum-making process, and enjoy some tastings.
Afternoon
For lunch, head to Tasty Bar Lounge, a casual spot with a variety of options. Afterward, continue your historical journey with a visit to the Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico), where you can admire a diverse collection of art spanning from the 17th century to the present.
Evening
Dine at Havana Bar & Grill, offering a fusion of Cuban and Puerto Rican flavors. After dinner, enjoy a relaxed evening at the Old San Juan Sunset Cruise with Drinks and Hotel Pickup, where you can take in the beautiful views of the city from the water.
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 Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico) in San Juan
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Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico)

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Off-Road Excursion and Hidden Caves

Morning
Fuel up with breakfast at Sandbox, a beachfront spot with a laid-back vibe. Today's adventure takes you on an Off-Road UTV Experience to explore the rugged terrain and hidden gems of the island. Feel the thrill of off-roading as you visit lesser-known spots and enjoy the natural beauty.
Afternoon
After the UTV experience, enjoy a well-deserved lunch at La Taberna Lúpulo, known for its extensive beer selection and delicious pub fare. Post-lunch, continue your exploration with a visit to the Arenales Cave, Charco Azul & Hidden Waterfalls, where you can cool off in the natural pools and admire the unique rock formations.
Evening
Dine at Pira Rum, a spot known for its innovative dishes and, of course, a wide selection of rums. End the evening with a visit to The Mezzanine at St. Germain, a rooftop bar with a sophisticated ambiance and panoramic views of the city.
Bedtime
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Visit From San Juan Puerto Rico Off-Road UTV Experience in San Juan
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Off-Road UTV Experience

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Visit San Juan Arenales Cave, Charco Azul & Hidden Waterfalls in San Juan
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Arenales Cave, Charco Azul & Hidden Waterfalls

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Manatees, Turtles, and Farewell to San Juan

Morning
Enjoy a final breakfast at El Nie Bar, a local favorite with a relaxed atmosphere. Today, you'll have a memorable morning with a Manatees & Turtles Snorkeling Tour w/ Rum Tasting. Interact with these gentle creatures in their natural habitat and then indulge in some local rum flavors.
Afternoon
For your last lunch in San Juan, head to El Quinqué De Douglas’ Pub, a cozy spot with a selection of comfort foods. Afterward, take a leisurely walk around the city, perhaps visiting some of your favorite spots one last time or doing some souvenir shopping.
Evening
Conclude your San Juan adventure with a farewell dinner at Postre Caramelo, a spot known for its sweet treats and a fitting end to your journey. Reflect on your time in the city and enjoy a relaxed evening before preparing for your next destination.
Bedtime
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Visit San Juan Manatee and Turtle Snorkeling Tour with Free Rum in San Juan
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Manatees & Turtles Snorkeling Tour w/ Rum Tasting

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