In Puerto Rico, people drive on the right side of the road and the routes around San Juan are generally well-maintained, with clear signage that guides you to popular destinations. The main highways connect easily to both coastal and inland attractions, so you can be beach-bound one moment and exploring Old San Juan’s cobblestone streets the next. Traffic in San Juan, especially around the popular Condado and Isla Verde areas, can be lively. As you drive through the city, prepare to take things slowly and imbibe the views of open-air cafés, vibrant street art, and gleaming high-rise hotels near the shore. Outside the city, driving tends to be more relaxed, especially if you venture toward places like El Yunque National Forest or along scenic coastal routes.

The first stop on any San Juan road trip has to be the historic Old San Juan, one of the oldest European-founded cities in the whole of the Americas. This is, without a doubt, one of the must-see colonial cities in the whole of the Caribbean region. Driving through its iconic streets feels like stepping back in time with its narrow, cobbled lanes lined with brightly painted buildings in shades of blue, yellow, and pink. Each corner reveals something new—a quaint café, a lively market, or a hidden art gallery - so you’ll want to park up and explore on foot. The famous El Morro fortress looms proudly over the city, offering breathtaking views of the Atlantic Ocean from its historic walls. Another highlight is the Paseo de la Princesa, a tree-lined promenade where street vendors sell refreshing piña coladas, handmade crafts, and local snacks like crispy alcapurrias and stuffed empanadas. A short drive from Old San Juan, Condado Beach is the city’s most popular beach destination. Here, golden sands stretch along the coast, lapped by turquoise waters that are perfect for swimming, paddle-boarding, or simply relaxing under the sun. The lively beachfront is lined with luxury hotels, chic restaurants, and bustling bars, creating a vibrant atmosphere both day and night. As you drive along Ashford Avenue, the main strip in Condado, you’ll see the juxtaposition of modern high-rises with ocean views on one side and cozy local eateries on the other. It’s a fantastic place to park, enjoy some Puerto Rican cuisine, and indulge in beachside relaxation. Drive east along the coast to Piñones, a laid-back beachfront area popular for its rustic beauty and sizzling street food. The Piñones area is known for its palm-fringed beaches and scenic boardwalks, ideal for enjoying a relaxing seaside stroll. A drive through this area introduces you to Puerto Rican flavours and is a paradise for food lovers. Street-side kiosks serve up traditional Puerto Rican treats like tostones, fried fish, and bacalaitos (crispy cod fritters). On weekends, Piñones comes alive with music and dancing as locals enjoy the sun, sand, and a laid back vibe.