New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Free AI trip planner

14 Days of Puerto Rican Adventures

14 Days of Puerto Rican Adventures Itinerary

Last updated: 2024 Jun 30

Discovering Old San Juan

Morning
Start your day with a visit to Old San Juan. This historic district is known for its colorful Spanish colonial buildings and cobblestone streets. Take a leisurely stroll through the area and soak in the vibrant atmosphere. Don't miss the chance to visit San Juan Cathedral (Catedral de San Juan Bautista), one of the oldest buildings in San Juan, dating back to 1540.
Afternoon
In the afternoon, explore Castillo San Felipe del Morro, a 16th-century citadel that offers stunning views of the Atlantic Ocean. This UNESCO World Heritage Site is a must-see for history buffs. Afterward, head to La Fortaleza (The Fortress), the official residence of the Governor of Puerto Rico and another UNESCO World Heritage Site.
Evening
End your day with a relaxing sunset cruise. Join the San Juan: Old San Juan Sunset Cruise with Drinks & Transfer tour to enjoy breathtaking views of the city skyline as you sip on refreshing drinks. For dinner, head to La Casita Blanca, a highly-rated restaurant known for its authentic Puerto Rican cuisine.
Bedtime
Find amazing hotels in San Juan, Puerto Rico.

Art and Culture Extravaganza

Morning
Begin your second day with a visit to Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico). This museum houses an impressive collection of contemporary and classical art from both local and international artists. It's a great way to immerse yourself in Puerto Rican culture.
Afternoon
After exploring the museum, take a short drive to Museum of History, Anthropology and Art (Museo de Historia, Antropología y Arte). This museum offers fascinating exhibits on Puerto Rican history and culture. In the afternoon, join the San Juan: Old Town Walking Tour and El Morro Fort Entry tour for an in-depth exploration of Old San Juan's historic sites.
Evening
For dinner, dine at Punto de Vista Rooftop Restaurant, which offers delicious food and stunning views of Old San Juan. Afterward, catch a show at Luis A. Ferré Performing Arts Center (Centro de Bellas Artes Luis A. Ferré), where you can enjoy performances ranging from ballet to theater.
Bedtime
Find amazing hotels in San Juan, Puerto Rico.

Nature and Adventure Day

Morning
Kick off your third day with an adventurous tour: From San Juan: El Yunque Rainforest and Waterslide Tour. This guided experience will take you through lush rainforests where you can hike trails, slide down natural waterslides, and even swim in waterfalls.
Afternoon
After returning from El Yunque Rainforest, spend some time relaxing at Condado Lagoon (Laguna del Condado). You can rent kayaks or paddleboards here for some fun on the water or simply relax by the lagoon's edge.
Evening
Conclude your adventurous day with dinner at Marmalade Restaurant & Wine Bar, known for its innovative dishes and extensive wine list. If you're up for more adventure after dinner, consider joining the San Juan: Craft Cocktail Walking Tour with 3 Cocktails to explore some of San Juan's best bars while learning about local cocktail culture.
Bedtime
Find amazing hotels in San Juan, Puerto Rico.

Historic Landmarks and Scenic Views

Morning
Start your day with a visit to Castillo San Cristobal. This massive fortification is one of the largest built by the Spanish in the New World and offers incredible views of the city and ocean. Spend your morning exploring its tunnels, dungeons, and ramparts.
Afternoon
In the afternoon, head to The Capitol of Puerto Rico (El Capitolio). This neoclassical building is home to Puerto Rico's legislative assembly and features beautiful architecture and historical exhibits. Afterward, take a leisurely walk along Paseo de la Princesa, a picturesque promenade lined with trees, fountains, and sculptures.
Evening
For dinner, enjoy a meal at Metropol, a highly-rated restaurant known for its Cuban-Puerto Rican fusion cuisine. After dinner, join the San Juan: Old Town Sunset Walking Tour to explore Old San Juan's historic sites under the enchanting glow of sunset.
Bedtime
Find amazing hotels in San Juan, Puerto Rico.

Artistic Delights and Culinary Adventures

Morning
Museum of the Americas (Museo de las Américas) is your first stop today. This museum offers fascinating exhibits on the history and culture of the Americas, including indigenous art and artifacts. Spend your morning exploring its diverse collections.
Afternoon
Mercado de Río Piedras awaits you in the afternoon. This bustling market is a great place to experience local culture and sample fresh produce, spices, and traditional foods. Afterward, join the San Juan: Old Town Foodie Walking Tour with Tastings for an immersive culinary experience that takes you through some of San Juan's best eateries.
Evening
Casa Cortés ChocoBar is an excellent choice for dinner this evening. Known for its chocolate-infused dishes and desserts, this restaurant offers a unique dining experience. After dinner, unwind at La Factoría, one of San Juan's most famous bars known for its creative cocktails and vibrant atmosphere.
Bedtime
Find amazing hotels in San Juan, Puerto Rico.

Adventure on Land and Sea

Morning
Carabalí Rainforest Park: UTV Adventure Tour kicks off your day with an adrenaline-pumping adventure through lush rainforest trails. This guided tour allows you to explore Puerto Rico's natural beauty in an exciting way.
Afternoon
After your UTV adventure, head back to San Juan for some relaxation at Pine Grove Beach. This beautiful beach is perfect for swimming or simply lounging on the sand while enjoying stunning ocean views.
Evening
End your day with dinner at 1919 Restaurant, known for its fine dining experience featuring locally sourced ingredients prepared by renowned chefs. If you're up for more excitement after dinner consider joining San Juan: Latin Salsa Workshop for Beginners, where you can learn some basic salsa moves while having fun.
Bedtime
Find amazing hotels in San Juan, Puerto Rico.

Exploring Natural Wonders

Morning
Begin your day with an adventurous tour: From San Juan: El Yunque Waterfall Hiking and Cliff Jumping. This guided experience will take you through the lush trails of El Yunque Rainforest, where you can hike to stunning waterfalls and even try cliff jumping into natural pools.
Afternoon
After returning from the rainforest, spend some time at San Juan Bay. You can take a leisurely walk along the bay or enjoy a boat ride to explore the scenic views. The bay area is perfect for relaxing and soaking in the beautiful surroundings.
Evening
For dinner, head to Santaella, a highly-rated restaurant known for its modern Puerto Rican cuisine. Afterward, join the San Juan: Old Town Walking Tour and El Morro Fort Entry for an evening exploration of Old San Juan's historic sites under the enchanting glow of sunset.
Bedtime
Find amazing hotels in San Juan, Puerto Rico.

Cultural Immersion and Scenic Views

Morning
Museum of History, Anthropology and Art (Museo de Historia, Antropología y Arte) is your first stop today. This museum offers fascinating exhibits on Puerto Rican history and culture. Spend your morning exploring its diverse collections.
Afternoon
La Calle Loiza awaits you in the afternoon. This vibrant street is known for its eclectic mix of shops, cafes, and street art. Take a leisurely stroll through the area and soak in the local culture. Afterward, join the San Juan: Private Helicopter Island Tour for breathtaking aerial views of San Juan and its surroundings.
Evening
Orozco's Restaurant is an excellent choice for dinner this evening. Known for its traditional Puerto Rican dishes, this restaurant offers a cozy dining experience. After dinner, unwind at La Taberna Lúpulo, one of San Juan's most famous bars known for its extensive selection of craft beers.
Bedtime
Find amazing hotels in San Juan, Puerto Rico.

Adventure on Land and Sea

Morning
Carabalí Rainforest Park: Beach Horseback Riding kicks off your day with an exciting horseback riding adventure along beautiful beaches. This guided tour allows you to explore Puerto Rico's natural beauty in a unique way.
Afternoon
Condado Lagoon (Laguna del Condado) awaits you in the afternoon. You can rent kayaks or paddleboards here for some fun on the water or simply relax by the lagoon's edge while enjoying stunning views.
Evening
End your day with dinner at Marmalade Restaurant & Wine Bar, known for its innovative dishes and extensive wine list. If you're up for more excitement after dinner consider joining San Juan: Craft Cocktail Walking Tour with 3 Cocktails, where you can explore some of San Juan's best bars while learning about local cocktail culture.
Bedtime
Find amazing hotels in San Juan, Puerto Rico.

Historical Treasures and Local Flavors

Morning
Start your day with a visit to San Juan Gate (Puerta de San Juan). This historic gate was once the main entrance to the walled city of Old San Juan. After exploring the gate, head to Chapel of Christ (Capilla del Cristo), a small but charming chapel with a fascinating history.
Afternoon
In the afternoon, explore Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico). This museum houses an impressive collection of contemporary and classical art from both local and international artists. It's a great way to immerse yourself in Puerto Rican culture.
Evening
For dinner, enjoy a meal at Punto de Vista Rooftop Restaurant, which offers delicious food and stunning views of Old San Juan. After dinner, join the San Juan: Craft Cocktail Walking Tour with 3 Cocktails to explore some of San Juan's best bars while learning about local cocktail culture.
Bedtime
Find amazing hotels in San Juan, Puerto Rico.

Nature Adventures and Scenic Views

Morning
From San Juan: El Yunque Rainforest and Waterslide Tour kicks off your day with an adventurous tour through lush rainforests where you can hike trails, slide down natural waterslides, and even swim in waterfalls.
Afternoon
Condado Lagoon (Laguna del Condado) awaits you in the afternoon. You can rent kayaks or paddleboards here for some fun on the water or simply relax by the lagoon's edge while enjoying stunning views.
Evening
Marmalade Restaurant & Wine Bar is an excellent choice for dinner this evening. Known for its innovative dishes and extensive wine list, this restaurant offers a unique dining experience.
Bedtime
Find amazing hotels in San Juan, Puerto Rico.

Cultural Immersion and Scenic Views

Morning
Museum of History, Anthropology and Art (Museo de Historia, Antropología y Arte) is your first stop today. This museum offers fascinating exhibits on Puerto Rican history and culture. Spend your morning exploring its diverse collections.
Afternoon
La Calle Loiza awaits you in the afternoon. This vibrant street is known for its eclectic mix of shops, cafes, and street art. Take a leisurely stroll through the area and soak in the local culture.
Evening
Orozco's Restaurant is an excellent choice for dinner this evening. Known for its traditional Puerto Rican dishes, this restaurant offers a cozy dining experience.
Bedtime
Find amazing hotels in San Juan, Puerto Rico.

Adventure and Relaxation

Morning
Begin your day with an exciting tour: San Juan Mini Boats. This guided experience allows you to captain your own mini boat while exploring the beautiful waters around San Juan. It's a fun and unique way to see the city from a different perspective.
Afternoon
After your boating adventure, head to Pine Grove Beach for some relaxation. This beautiful beach is perfect for swimming or simply lounging on the sand while enjoying stunning ocean views.
Evening
For dinner, enjoy a meal at 1919 Restaurant, known for its fine dining experience featuring locally sourced ingredients prepared by renowned chefs. If you're up for more excitement after dinner, consider joining San Juan: Latin Salsa Workshop for Beginners, where you can learn some basic salsa moves while having fun.
Bedtime
Find amazing hotels in San Juan, Puerto Rico.

Cultural Farewell

Morning
Museum of the Americas (Museo de las Américas) is your first stop today. This museum offers fascinating exhibits on the history and culture of the Americas, including indigenous art and artifacts. Spend your morning exploring its diverse collections.
Afternoon
Mercado de Río Piedras awaits you in the afternoon. This bustling market is a great place to experience local culture and sample fresh produce, spices, and traditional foods.
Evening
Casa Cortés ChocoBar is an excellent choice for dinner this evening. Known for its chocolate-infused dishes and desserts, this restaurant offers a unique dining experience. After dinner, unwind at La Factoría, one of San Juan's most famous bars known for its creative cocktails and vibrant atmosphere.
Bedtime
Find amazing hotels in San Juan, Puerto Rico.
kayakFind the right stay during your trip.
Got a question about your trip?