San Juan Antiguo Vacation (Flight + Hotel)

Old San Juan, the oldest settlement in Puerto Rico, occupies a small island off the coast of the main island. Get there by driving across one of three bridges, and you’ll find yourself in a world dating back to 1508. 

This historic city is a stunning example of colonial heritage in Central America and features over 400 restored buildings from the 16th and 17th centuries. A great way to discover the quaint beauty of the walled city is on foot. The cobblestone streets of Old San Juan are lovely to explore and the distance between attractions isn’t far. Be forewarned, though: the afternoon heat can be taxing. Luckily, there’s some shade to be found and cafes to stop in for a cool drink. 

The San Juan National Historical Site houses all of the major historical attractions in the city. See the Castillo San Cristobal, an enormous fortress built by the Spanish in the 18th century. Make your way to the Institute of Puerto Rican Culture for a great education in the customs, traditions and culture of the diverse local people and their shared history. 

Old San Juan is home to many traditional Caribbean restaurants and bars where you can sample the local cuisine and cocktails. Whether you’re looking for a romantic evening for two or a family-style meal, this is a great evening destination. 

Old San Juan is located approximately 35 miles (55 kilometers) from the main island’s eastern tip. No public transportation services the walled city, so come by rental car or taxi. Be aware that the cobblestone streets are narrow and often one way, so  the best way to sightsee is on foot. Old San Juan can be visited daily, and the shops and restaurants are open during normal business hours.

Accommodation in San Juan Antiguo

If you aren't sure where to stay in San Juan Antiguo, visit our San Juan Antiguo hotel options. There are 100 different accommodations to choose from in this highly popular destination.

If you want to make the most of island life, select from one of its more upmarket accommodations, such as The Ritz-Carlton, San Juan or the Hotel El Convento. Alternatively, if you're after a bargain, the Comfort Inn San Juan and the Hotel Plaza De Armas Old San Juan are two popular budget-friendly options.

San Juan Cathedral is a must-see for visitors to San Juan Antiguo, and staying within easy walking distance is a good way to ensure you get the chance to fully appreciate it. The Monastery Art Suites is situated just 0.1 miles away. Also nearby is the La Terraza de San Juan.