New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Free AI trip planner

Ultimate 6-Day San Juan and Alaska Cruise Itinerary Itinerary

Last updated: 2024 Jun 14

Discovering Old San Juan

Morning

Start your day with a traditional Puerto Rican breakfast at La Casita Blanca, known for its authentic local cuisine. After breakfast, immerse yourself in the historic charm of Old San Juan. Explore the colorful streets, visit Castillo San Felipe del Morro and San Juan Cathedral, and take a leisurely walk along Paseo de la Princesa.

Afternoon

For lunch, savor the flavors of the island at El Jibarito, a popular spot for mofongo. Afterward, continue your exploration with a visit to La Fortaleza, the San Juan Gate, and the Chapel of Christ. Don't miss the opportunity to stroll along the city walls for panoramic views.

Evening

Enjoy a fine dining experience at Marmalade Restaurant & Wine Bar, known for its innovative cuisine. After dinner, take a relaxing evening walk along the cobblestone streets of Old San Juan, soaking in the magical ambiance of the historic city.

Bedtime

Find amazing hotels in San Juan, Puerto Rico.

4.77
Old San Juan
Book Now

4.72
Castillo San Felipe del Morro
Book Now

Rum and Nature in San Juan

Morning

Indulge in a delicious brunch at Santaella, a contemporary Puerto Rican restaurant. Afterward, take a tour of the Bacardi Rum Factory to learn about the history of rum production in Puerto Rico and enjoy some tastings.

Afternoon

For the afternoon, head to the lush rainforest of El Yunque National Park. Take a hike to see the beautiful waterfalls and immerse yourself in the tropical scenery. After your hike, relax at Luquillo Beach, known for its calm waters and kiosks offering local cuisine.

Evening

Enjoy a relaxed dinner at Vianda, a farm-to-table restaurant with a focus on fresh, local ingredients. After dinner, take a leisurely evening walk along the beach or enjoy a drink at a beachfront bar.

Bedtime

Find amazing hotels in San Juan, Puerto Rico.

4.75
Bacardi Rum Factory
Book Now

4.71
El Yunque National Park
Book Now

Historic Sites and Local Flavors

Morning

Start your day with a Puerto Rican coffee at Café Puerto Rico, a historic cafe in Old San Juan. Then, visit the Castillo San Cristobal and explore the San Juan National Historic Site.

Afternoon

For lunch, try the innovative fusion cuisine at Pikayo, a restaurant by Chef Wilo Benet. Afterward, take a guided tour of the Museum of Art of Puerto Rico to admire its impressive collection.

Evening

Indulge in a culinary experience at 1919 Restaurant, known for its creative dishes and extensive wine selection. After dinner, take a walk along the vibrant streets of Condado and enjoy the nightlife.

Bedtime

Find amazing hotels in San Juan, Puerto Rico.

4.64
Castillo San Cristobal
Book Now

4.81
San Juan National Historic Site
Book Now

Beach Day and Sunset Views

Morning

Spend the morning relaxing at Condado Lagoon. You can rent a paddleboard or kayak to explore the lagoon, or simply enjoy the sun on the beach.

Afternoon

For lunch, head to Punto de Vista Rooftop Restaurant for stunning views of the ocean and the city. Afterward, take a catamaran cruise to Icacos Island for snorkeling and beach time.

Evening

Enjoy a seafood dinner at Oceano, a restaurant known for its fresh and flavorful dishes. After dinner, watch the sunset from the beach or take a romantic evening stroll along the shore.

Bedtime

Find amazing hotels in San Juan, Puerto Rico.

4.64
Condado Lagoon
Book Now

4.92
Icacos Island
Book Now

Caves and Beaches Adventure

Morning

Start your day with a hearty breakfast at Jose Enrique, a beloved local spot. Then, take a day trip to the Rio Camuy Cave Park, one of the largest cave systems in the world. Explore the underground rivers and impressive rock formations.

Afternoon

For lunch, enjoy the casual beach vibes at Budatai, a restaurant with a diverse menu. After the caves, relax at Laguna Grande and take a bioluminescent bay kayaking tour for a magical experience.

Evening

Have a relaxed dinner at Mistura, a restaurant that combines local flavors with international influences. After dinner, take a leisurely walk along the beach and enjoy the peaceful evening atmosphere.

Bedtime

Find amazing hotels in San Juan, Puerto Rico.

4.91
Rio Camuy Cave Park
Book Now

4.74
Laguna Grande
Book Now

Farewell to San Juan

Morning

On your last day, enjoy a leisurely breakfast at Mistura or Santaella, savoring your final moments in San Juan. Take a guided tour of the The Capitol of Puerto Rico and learn about the island's political history.

Afternoon

Spend your last afternoon shopping for souvenirs in Ponce, known for its local artisan shops and vibrant marketplaces. Enjoy a late lunch at a local eatery before heading back to San Juan.

Evening

For your farewell dinner, choose between revisiting one of your favorite restaurants from the trip or trying a new spot. End the evening with a walk along the San Juan Bay and take in the beautiful views of the city at night.

Bedtime

Find amazing hotels in San Juan, Puerto Rico.