The Historic District of Old San Juan: There's nothing like it in the Caribbean. Partially enclosed by old walls dating from the 17th century, Old San Juan was designated a U.S. National Historic Zone in 1950. Some 400 massively restored buildings fill this district, which is chockablock with tree-shaded squares, monuments, and open-air cafes as well as shops, restaurants, and bars. If you're interested in history, there is no better stroll in the West Indies.
Castillo de San Felipe del Morro (Old San Juan): In Old San Juan and nicknamed El Morro, this fort was originally built in 1540. It guards the bay from a rocky promontory on the northwestern tip of the old city. Rich in history and legend, the site covers enough territory to accommodate a nine-hole golf course.
The Historic District of Ponce: Second only to Old San Juan in terms of historic significance, the central district of Ponce is a blend of Ponce Créole and Art Deco building styles, dating mainly from the 1890s to the 1930s. One street, Calle Isabel, offers an array of Ponceño architectural styles, which often incorporate neoclassic details. The city underwent a massive restoration preceding the celebration of its 300th anniversary in 1996.
Museo de Arte de Ponce (Ponce): This museum has the finest collection of European and Latin American art in the Caribbean. The building was designed by Edward Durell Stone, who also designed the Museum of Modern Art in New York City. Contemporary works by Puerto Ricans are displayed, as well as works by an array of old masters, including Renaissance and baroque pieces from Italy.
Tropical Agriculture Research Station: These tropical gardens contain one of the largest collections of tropical species intended for practical use. These include cacao, fruit trees, spices, timbers, and ornamentals. Adjacent to the Mayagüez campus of the University of Puerto Rico, the site attracts botanists from around the world.
The City of San Germán: In the southwestern corner of Puerto Rico and founded in 1512, this small town is Puerto Rico's second-oldest city. Thanks to a breadth of architectural styles, San Germán is also the second Puerto Rican city (after San Juan) to be included in the National Register of Historic Places. Buildings, monuments, and plazas fill a 36-acre (14-hectare) historic zone. Today's residents descend from the smugglers, poets, priests, and politicians who once lived here in "the city of hills," so-called because of the mountainous location.
Iglesia Porta Coeli (San Germán): The main attraction of this ancient town is the oldest church in the New World. It was originally built by Dominican friars in 1606. The church resembles a working chapel, although Mass is held here only three times a year. Along the sides of the church are treasures gathered from all over the world.