Cool spots in Old San Juan
Paseo de la Princesa is one of Cool spots in Old San Juan.

1. Paseo de la Princesa

9.1
Paseo de la Princesa, San Juan, San Juan
Plaza · 40 tips and reviews

The Wall Street JournalThe Wall Street Journal: Walk along this promenade and get a sense of the city's history through vistas of the forts and old city walls. There are also gorgeous views of the bay. Read more.

Old Harbor Brewery is one of Cool spots in Old San Juan.

2. Old Harbor Brewery

Calle Tizol (Recinto Sur), San Juan, San Juan
Brewery · 74 tips and reviews

Coqui Del Mar Guest HouseCoqui Del Mar Guest House: A micro beer right in Old San Juan! Full menu and live music most nights. After a day of exploring the El Morro and other Old San Juan attractions, this is the perfect ending.

Puerto Rican Art & Crafts is one of Cool spots in Old San Juan.

3. Puerto Rican Art & Crafts

8.1
204 Calle Fortaleza, Old San Juan
Gift Store · 5 tips and reviews
Barrachina is one of Cool spots in Old San Juan.

4. Barrachina

8.0
104 Calle Fortaleza (btwn Calle San Jose & Cristo), Old San Juan
Caribbean Restaurant · Old San Juan · 154 tips and reviews

Zack S.Zack Sheppard: Claims, along with the Hilton Caribe, to be the birthplace of the Piña Colada. Not sure there's is better than the Hilton's, but it's definitely easier to get to.

La Fortaleza is one of Cool spots in Old San Juan.

5. La Fortaleza

8.6
(La Fortaleza: Palacio de Santa Catalina)
La Fortaleza (Cll. Recinto Oeste & Fortaleza), San Juan, San Juan
Monument · 15 tips and reviews

The Wall Street JournalThe Wall Street Journal: Originally built as a fort to protect the city in the 1500s, La Fortaleza is now where the island's governor lives. It's a Unesco World Heritage site and visitors can tour the grounds. Read more.

Marilyn's Place is one of Cool spots in Old San Juan.

6. Marilyn's Place

8.6
Calle de San Francisco, San Juan, San Juan
Dive Bar · 34 tips and reviews

Zack S.Zack Sheppard: Amazing mojitos.

San Juan Bautista Cathedral is one of Cool spots in Old San Juan.

7. San Juan Bautista Cathedral

9.0
Calle Del Cristo (Esq. Rivadavia), San Juan, San Juan
Church · 17 tips and reviews

The Ritz-CarltonThe Ritz-Carlton: This cathedral is one of the oldest buildings in San Juan. Go inside to look for the tomb of one of San Juan's historic citizens; the resting place of explorer and governor Juan Ponce de Léon.

Galeria Nacional is one of Cool spots in Old San Juan.

8. Galeria Nacional

Calle Norzagaray, San Juan, San Juan
Art Gallery · 2 tips and reviews

PR Fun ToursPR Fun Tours: This was a Spanish military headquarters .

Fort San Felipe del Morro is one of Cool spots in Old San Juan.

9. Fort San Felipe del Morro

9.3
(Castillo San Felipe del Morro)
Calle Norzagaray (El Morro y Norzagaray), San Juan, San Juan
Castle · 174 tips and reviews

Zack S.Zack Sheppard: Great scenic site, even if you don't want to pay to go in to the museum.

San Juan Gate is one of Cool spots in Old San Juan.

10. San Juan Gate

9.2
San Juan, San Juan
Historic and Protected Site · Old San Juan · 23 tips and reviews