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Ultimate 14-day Adventure in San Juan, Puerto Rico

Ultimate 14-day Adventure in San Juan, Puerto Rico Itinerary

Last updated: 2024 Jun 14

Arrival and Old San Juan Exploration

Morning
Start your day by exploring the historic streets of Old San Juan. Immerse yourself in the rich history and vibrant culture of the city as you visit iconic landmarks like Castillo San Felipe del Morro and San Juan Cathedral (Catedral de San Juan Bautista). Grab a delicious breakfast at Café Puerto Rico to fuel your adventure.
Afternoon
After a morning of exploration, head to Paseo de la Princesa for a leisurely stroll along the waterfront promenade. Enjoy a tasty lunch at La Casita Blanca, a local favorite known for its authentic Puerto Rican cuisine. In the afternoon, visit the Museum of the Americas (Museo de las Américas) to learn more about the art and history of the region.
Evening
As the sun sets, embark on a Old San Juan Sunset Cruise with Drinks and Hotel Pickup to admire the stunning views of the city skyline. End the day with a delicious dinner at Punto de Vista Rooftop Restaurant, where you can savor traditional Puerto Rican dishes while enjoying panoramic views of Old San Juan.
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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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El Yunque Rainforest Adventure

Morning
Start your day with a thrilling From San Juan El Yunque Rainforest and Waterslide Tour. Explore the lush trails of El Yunque National Park and take a refreshing dip in natural pools and waterfalls. Enjoy a picnic lunch surrounded by the beautiful scenery.
Afternoon
After your rainforest adventure, head to Luquillo Beach for some relaxation and sunbathing. Indulge in a late afternoon snack at El Jibarito, a local eatery known for its traditional Puerto Rican cuisine.
Evening
Experience the magic of the bioluminescent bay with a San Juan Bioluminescent Bay Kayak Adventure by Night. Paddle through the glowing waters and witness the natural phenomenon up close. Enjoy a delicious dinner at Santaella, a trendy restaurant offering a fusion of Puerto Rican and international flavors.
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Visit From San Juan El Yunque Rainforest and Waterslide Tour in San Juan
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From San Juan El Yunque Rainforest and Waterslide Tour

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Visit El Yunque National Forest in San Juan
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El Yunque National Park

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Beach Day and Rum Tasting

Morning
Spend the morning at Icacos Island (Cayo Icacos), a pristine island known for its crystal-clear waters and white sandy beaches. Relax, swim, and snorkel in this tropical paradise. Grab a quick breakfast at Mistura before heading out.
Afternoon
Visit the Bacardi Rum Factory (Casa Bacardi) for a fascinating tour of the famous rum distillery. Learn about the history and production process of Puerto Rico's beloved spirit. Enjoy a delicious lunch at Oceano, a waterfront restaurant offering fresh seafood and stunning ocean views.
Evening
After the tour, head back to San Juan and explore the vibrant nightlife of La Calle Loiza. Enjoy dinner and cocktails at Budatai, a trendy restaurant known for its Asian-Latin fusion cuisine. End the night with live music and dancing at Vianda, a popular spot for locals and tourists alike.
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Visit Icacos Island (Cayo Icacos) in San Juan
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Icacos Island (Cayo Icacos)

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Visit Bacardi Rum Factory (Casa Bacardi) in San Juan
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Bacardi Rum Factory (Casa Bacardi)

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Historical Sites and Cultural Exploration

Morning
Start your day by visiting Castillo San Cristobal, a historic fort that offers panoramic views of the city. Explore the San Juan National Historic Site (Sitio Histórico Nacional de San Juan) and learn about the city's colonial past. Grab a quick breakfast at Pikayo before heading out.
Afternoon
Immerse yourself in Puerto Rican art and culture at the Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico). Admire the impressive collection of paintings, sculptures, and artifacts. Enjoy a leisurely lunch at 1919 Restaurant, a contemporary eatery known for its innovative cuisine.
Evening
Experience the vibrant atmosphere of Old San Juan Piers. Take a sunset stroll along the waterfront and enjoy the stunning views of the bay. Indulge in a delicious dinner at Marmalade Restaurant & Wine Bar, a renowned establishment offering a unique dining experience.
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Visit Castillo San Cristobal in San Juan
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Castillo San Cristobal

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Visit San Juan National Historic Site (Sitio Histórico Nacional de San Juan) in San Juan
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San Juan National Historic Site (Sitio Histórico Nacional de San Juan)

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Beaches and Outdoor Adventure

Morning
Spend the morning at Palomino Island, a private island known for its pristine beaches and turquoise waters. Relax on the beach, go snorkeling, or indulge in water sports activities. Grab a quick breakfast at Mercado de Río Piedras before heading out.
Afternoon
Embark on an exciting Carolina ATV Adventure at Campo Rico Ranch with Guide. Explore the beautiful natural landscapes of Puerto Rico on an ATV tour. Enjoy a picnic lunch surrounded by nature.
Evening
After your adventure, head to Pine Grove Beach to unwind and watch the sunset. Enjoy a delicious dinner at Jose Enrique, a popular restaurant known for its creative dishes made with local ingredients.
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Visit Palomino Island in San Juan
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Palomino Island

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Visit Carolina ATV Adventure at Campo Rico Ranch with Guide in San Juan
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Carolina ATV Adventure at Campo Rico Ranch with Guide

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Caves and Cultural Delights

Morning
Explore the fascinating Rio Camuy Cave Park (Parque Nacional de las Cavernas del Río Camuy). Discover the underground wonders of Puerto Rico as you navigate through the impressive cave system. Grab a quick breakfast at Pikayo before heading out.
Afternoon
Visit the Museum of History, Anthropology and Art (Museo de Historia, Antropología y Arte) to learn more about the island's history and cultural heritage. Enjoy a delicious lunch at Santaella, a restaurant that combines traditional Puerto Rican flavors with modern culinary techniques.
Evening
Take a leisurely stroll along Paseo de la Princesa and enjoy the charming atmosphere of the historic promenade. Indulge in a delightful dinner at Marmalade Restaurant & Wine Bar, known for its exquisite cuisine and extensive wine selection.
Bedtime
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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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Visit Museum of History, Anthropology and Art (Museo de Historia, Antropología y Arte) in San Juan

Museum of History, Anthropology and Art (Museo de Historia, Antropología y Arte)

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Island Hopping and Beach Relaxation

Morning
Embark on a From Fajardo Full-Day Culebra Islands Catamaran Tour and explore the stunning beaches of Culebra Island. Swim, snorkel, and soak up the sun in this tropical paradise. Enjoy a delicious breakfast on board the catamaran.
Afternoon
After a day of island hopping, head to Flamenco Beach (Playa Flamenco), one of the most beautiful beaches in the Caribbean. Relax on the white sandy shores and take a dip in the crystal-clear waters. Indulge in a beachside lunch at Oceano.
Evening
Return to San Juan and enjoy a leisurely evening at San Juan Bay. Take a sunset walk along the bay and enjoy the stunning views of the city skyline. Treat yourself to a delicious dinner at Mistura, a restaurant specializing in Peruvian cuisine.
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 Flamenco Beach (Playa Flamenco) in San Juan
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Flamenco Beach (Playa Flamenco)

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City Exploration and Art Appreciation

Morning
Explore the vibrant neighborhood of La Calle Loiza, known for its colorful street art and trendy shops. Grab a quick breakfast at Café Puerto Rico before heading out.
Afternoon
Visit the Luis A. Ferré Performing Arts Center (Centro de Bellas Artes Luis A. Ferré) and immerse yourself in the local arts scene. Enjoy a performance or explore the art exhibitions. Indulge in a delicious lunch at Pikayo, a renowned restaurant offering a fusion of Puerto Rican and international flavors.
Evening
Take a San Juan Old Town Foodie Walking Tour with Tastings and discover the culinary delights of Old San Juan. Sample traditional Puerto Rican dishes and learn about the city's gastronomic history. End the evening with a cocktail at 1919 Restaurant, known for its creative mixology.
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Visit La Calle Loiza in San Juan
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La Calle Loiza

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Visit Luis A. Ferré Performing Arts Center (Centro de Bellas Artes Luis A. Ferré) in San Juan
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Luis A. Ferré Performing Arts Center (Centro de Bellas Artes Luis A. Ferré)

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Outdoor Adventure and Cultural Immersion

Morning
Embark on a thrilling San Juan Swimming and Snorkeling Tour with Turtles. Dive into the crystal-clear waters and swim alongside sea turtles. Enjoy a picnic breakfast on the beach.
Afternoon
Visit the Chapel of Christ (Capilla del Cristo), a historic landmark offering panoramic views of the city. Explore the nearby streets and immerse yourself in the local culture. Enjoy a delicious lunch at Santaella, a restaurant known for its modern Puerto Rican cuisine.
Evening
Experience the vibrant nightlife of San Juan at Paseo de la Princesa. Enjoy live music, street performances, and delicious street food. Indulge in a tasty dinner at Punto de Vista Rooftop Restaurant, where you can enjoy stunning views of the city.
Bedtime
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Visit San Juan Swim and Snorkel with Turtles at Escambron in San Juan
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San Juan Swimming and Snorkeling Tour with Turtles

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Visit Chapel of Christ (Capilla del Cristo) in San Juan
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Chapel of Christ (Capilla del Cristo)

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Cultural Heritage and Shopping

Morning
Visit La Fortaleza (The Fortress), the official residence of the Governor of Puerto Rico. Explore the historic building and learn about its significance. Grab a quick breakfast at Café Puerto Rico before heading out.
Afternoon
Explore the charming streets of Ponce, a city known for its rich history and architecture. Visit the Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico) and admire the impressive collection of artworks. Enjoy a delicious lunch at El Jibarito, a local eatery serving traditional Puerto Rican cuisine.
Evening
Indulge in a shopping spree at Pan American Piers, a popular shopping district in San Juan. Discover unique souvenirs, fashion boutiques, and local artisan shops. Enjoy a delightful dinner at Mistura, a restaurant offering a fusion of Peruvian and Puerto Rican flavors.
Bedtime
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Visit La Fortaleza (The Fortress) in San Juan
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La Fortaleza (The Fortress)

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Ponce

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Hidden Gems and Nature Exploration

Morning
Explore the Cuevas Arenales Caves, a hidden gem in the outskirts of San Juan. Discover the underground wonders and admire the unique rock formations. Grab a quick breakfast at Café Puerto Rico before heading out.
Afternoon
Visit San Juan National Historic Site (Sitio Histórico Nacional de San Juan) and explore the lesser-known areas of the historic site. Learn about the city's history and enjoy the peaceful ambiance. Enjoy a delicious lunch at Oceano, a waterfront restaurant offering fresh seafood.
Evening
Take a leisurely walk along Paseo de la Princesa and enjoy the charming atmosphere of the promenade. Indulge in a delightful dinner at Jose Enrique, a popular restaurant known for its creative dishes made with local ingredients.
Bedtime
Find amazing hotels in San Juan.
Visit Cuevas Arenales Caves in San Juan

Cuevas Arenales Caves

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Visit San Juan National Historic Site (Sitio Histórico Nacional de San Juan) in San Juan
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San Juan National Historic Site (Sitio Histórico Nacional de San Juan)

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Adventure and Relaxation

Morning
Embark on a thrilling San Juan Beginner Scuba Diving Tour with Turtles. Dive into the underwater world and swim alongside sea turtles and colorful marine life. Enjoy a picnic breakfast on the beach.
Afternoon
After your diving adventure, head to Laguna Grande for a kayaking tour of the bioluminescent bay. Paddle through the glowing waters and witness the magical phenomenon. Indulge in a delicious lunch at Santaella, a trendy restaurant offering a fusion of Puerto Rican and international flavors.
Evening
Relax and unwind at San Juan Old Town Sunset Walking Tour. Take a leisurely stroll through the charming streets of Old San Juan and enjoy the beautiful sunset views. End the day with a delicious dinner at Vianda, a restaurant known for its modern Puerto Rican cuisine.
Bedtime
Find amazing hotels in San Juan.
Visit San Juan Beginner Scuba Diving Tour with Turtles and Videos in San Juan
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San Juan Beginner Scuba Diving Tour with Turtles

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Visit Laguna Grande in San Juan
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Laguna Grande

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Cultural Immersion and Outdoor Adventure

Morning
Immerse yourself in Puerto Rican culture with a San Juan History Walking Tour with a Guide. Explore the historic sites and learn about the city's fascinating past. Grab a quick breakfast at Café Puerto Rico before heading out.
Afternoon
Embark on an exciting San Juan Eco-Off-Road UTV Experience in Hacienda Campo Rico. Explore the beautiful landscapes of Puerto Rico on a UTV tour. Enjoy a picnic lunch surrounded by nature.
Evening
Enjoy a relaxing evening at San Juan Bay. Take a sunset walk along the bay and enjoy the stunning views of the city skyline. Indulge in a delicious dinner at Budatai, a trendy restaurant offering a fusion of Asian and Latin flavors.
Bedtime
Find amazing hotels in San Juan.
Visit San Juan History Walking Tour with a Guide in San Juan
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San Juan History Walking Tour with a Guide

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San Juan Eco-Off-Road UTV Experience in Hacienda Campo Rico

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Farewell and Departure

Morning
Spend your last morning in San Juan exploring the San Juan Ghosts and Spooky History Walking Tour. Discover the haunted tales and legends of the city as you visit eerie sites. Grab a quick breakfast at Café Puerto Rico before heading out.
Afternoon
Take a leisurely walk along Paseo de la Princesa and soak in the final moments of your trip. Enjoy a delicious lunch at Punto de Vista Rooftop Restaurant, where you can savor traditional Puerto Rican dishes while enjoying panoramic views of Old San Juan.
Evening
Bid farewell to San Juan and Puerto Rico as you prepare for your departure. Reflect on the amazing experiences and memories you've made during your 14-day adventure.
Bedtime
Find amazing hotels in San Juan.
Visit San Juan Ghosts and Spooky History Walking Tour in San Juan
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San Juan Ghosts and Spooky History Walking Tour

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Visit Paseo de la Princesa in San Juan
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Paseo de la Princesa

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