Condé Nast Traveler

The Best Time to Visit Puerto Rico

Tanaka adds that during this time—though more specifically, August to November—is when hotel and flight prices drop significantly; travelers may be able to book a room with ocean views for almost half the high season’s rate.

When is peak season in Puerto Rico?

Winter doubles as Puerto Rico’s peak travel season, as it’s the most popular time of year thanks to its ideal weather. This is when hotels and restaurants are most busy with tourists. If you want to visit during this time, Bell advises booking far in advance to snag the best resort rooms and dining reservations. From December to mid-April is also the island’s dry season. “It’s arguably the most excellent weather of the year,” Tanaka adds. “The perfect time to escape the winter chill up north, seek the vibrant festivals, like the Carnaval Ponceño in February.”

How many days do I need in Puerto Rico if I’m visiting for the first time?

Bell recommends first-timers spend four to five days in Puerto Rico to fully immerse themselves in the island’s vibes, from its delicious food to fascinating culture and history; Tanaka suggests five to seven, if your schedule can follow suit. It’s just enough time to explore the cobblestone streets of Old San Juan, savor the incredible local cuisine, and spend some down time at the resorts and beaches.

When planning your first trip, make sure to create space for day trips, a must-do to really experience all the island has to offer. For a unique beach day, Bell suggests a visit Playa Negra in Vieques, which is famous for its black sand, or a sunset sail in Fajardo for amazing views. Travelers can also head to the bioluminescent bay in Vieques—and for the brightest glow, Bell advises to look out for a moonless night.

What is the tipping culture in Puerto Rico?

Puerto Rico’s tipping culture mirrors that of the US, so expect to tip 15 to 20% at restaurants and bars, as well as for beauty, spa, and rideshare services. For taxi drivers and hotel staff, Bell says a tip of 10 to 15% or a few dollars per bag is customary. Leaving gratuities for standout service is always appreciated, especially when staff go above and beyond to personalize your stay.

What else should I know before visiting Puerto Rico?

While most locals speak English, Bell advises to try to sprinkle in a few Spanish phrases to make the experience more memorable—and you might even score you some insider recommendations. And while enjoying a fair share of fabulous beach days is an obvious thing to do, Bell suggests to not discount the island’s cultural, architectural, and historical sights, like El Morro, Castillo de San Cristobal, and Cuartel de Ballajá. Puerto Rico’s coffee culture is an underrated gem, Bell notes; coffee-lovers can take tours of coffee haciendas in the mountains for a behind-the-scenes look at how some of the island’s best coffee is made.

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