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Puerto Rico Itinerary

Scenic landscapes. Colorful facades in every color you can imagine. The sound of music floating in the air. Lush tropical plants dressing up homes and gardens. Mofongo and tostones: two terrific ways to eat plantains. Rum in delicious flavors. What’s not to like about the tropical paradise of Puerto Rico?

05:00 am


Flight Arrives in San Juan Airport

06:00 am


Casa Luna

08:00 am


Breakfast at the Hotel

09:00 am

Photo of Old San Juan

Old San Juan

San Juan

Walking the streets of Old San Juan, with its lovely colonial architecture and imposing forts, is like stepping back into another era.

San Juan

10:00 am

Photo of Calle de la Fortaleza

Calle de la Fortaleza

San Juan

While the walled-in Old City has no shortage of vibrant photo spots, Fortaleza Street really stands out above the rest due to the display of umbrellas creating an overhead canopy that makes it particularly recognizable. These umbrellas tend to change colors during the year, from rainbow to all pink.

63 C. de la Fortaleza, San Juan, 00901

10:30 am

Photo of Cathedral Basilica Menor de San Juan Bautista​

Cathedral Basilica Menor de San Juan Bautista

San Juan

The Catedral Basílica Metropolitana de San Juan Bautista is the Roman Catholic cathedral of the Archdiocese of San Juan de Puerto Rico.

151 C. del Cristo, San Juan, 00902

11:30 am

Photo of Castillo San Cristobal ​

Castillo San Cristobal

San Juan

Built by the Spanish to protect against land-based attacks on the city of San Juan. It is part of San Juan National Historic Site. Castillo San Cristóbal is the largest fortification built by the Spanish in the New World.

501 Bulevar del Valle, San Juan, 00901

12:00 pm

Photo of La Bombonera​

La Bombonera

San Juan

Having been in business since 1902, making it San Juan’s third-oldest restaurant. Its stained-glass-and-tiled façade is one of the city’s surviving vestiges of a Spanish Colonial past. 

259 Viejo, C. de San Francisco, San Juan, 00901

13:30 pm

Photo of Castillo San Felipe del Morro​

Castillo San Felipe del Morro

San Juan

Castillo San Felipe del Morro is one of the most recognizable landmarks in Puerto Rico—the iconic lookout is even on the island’s license plate. The fortification dates back to the 16th century, during Spanish rule.

501 Bulevar del Valle, San Juan, 00901

14:30 pm

Photo of Paseo del Morro​

Paseo del Morro

San Juan

Paseo del Morro is a boardwalk that borders the outer edge of Old San Juan’s imposing Castillo San Felipe del Morro. 

Paseo del Morro, Old San Juan

15:15 pm