Your Next Long-Weekend Trip Needs to Be to San Juan, Puerto Rico

must visit list trip puerto rico
Next Weekend Trip Idea: San Juan, Puerto RicoCourtesy Image


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When you think about Puerto Rico, I’m willing to bet that breathtakingly beautiful beaches and coral reefs come to mind. And that visual couldn't be more true. From white sand beaches to rainforests and mountains, the landscape of this Caribbean island does not disappoint. But what you might not know is that Puerto Rico—especially Old San Juan, which dates back to 1519, making it one of the oldest cities in U.S. territory—is also extremely rich in history and culture.

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I took an unforgettable four-day trip with Discover Puerto Rico to attend the annual San Juan Moda fashion show, and let me tell ya, I highly recommend that you book a similar experience. Whether you're looking for a long weekend getaway (that’s far enough away from home to feel like you’re, uh, actually getting away) or you want head off to the Caribbean without the hassle of a customs line, Puerto Rico is *the* spot. Keep reading for everything you need to know about your upcoming vacay (because I know you're already scoping out flights).

Stay

  • Palacio Provincial: You've! Got! Options! If you want to stay in the heart of Old San Juan like I did, book a room at Palacio Provincial, block off some time for a beach day, then take a cab to one of the best beaches in the world, Flamenco. The colorful Palacio Provincial is within walking distance of all the must-see historical sites, restaurants, nightlife, and shopping destinations. Amenities include an on-site restaurant, complimentary bikes and a rooftop infinity pool that overlooks the city. Situated inside an early 19th-century building that served as the center of diplomacy for Puerto Rico, Palacio Provincial's historic roots are complemented by a sleek, modern, and cosmopolitan design. And the overall aesthetic is *chef's kiss*.

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  • Fairmont El San Juan: Flip it and reverse it (S/O, Missy Elliot) by booking an oceanfront hotel, then traveling inland to explore all the historic sites the city has to offer. If that itinerary is more your vibe, then I highly recommend going the resort route and staying at the *pristine* Fairmont El San Juan. I visited the two-mile-long (!!) property a few times during my trip, and safe to say—it's pretty damn impressive. Aside from four massive pools and white sand beaches, the resort also features a spa, fitness center, several restaurants, a casino, and plenty of nightlight and entertainment options.

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Play

  • Old San Juan Architecture Tour: San Juan's vibrant architecture is impossible to miss. During this walking tour, a guide from Puerto Rico's Society of Architectural Historians group will take you through the city, pointing out major landmarks, structural details, and stylistic choices that reflect Puerto Rico's desire to preserve and protect its rich history.

  • La Calle Cera Art Tour: Complementing the brightly-colored historic buildings are the equally-impressive large-scale murals. If you find yourself wondering what it all means and where it came from, book this walking art tour to learn all about the stunning street art by local and international artists alike.

  • Sunrise Paddle Yoga: Whether you can stand on your head or barely touch your toes, I highly recommend signing up for a relaxing and rejuvenating class with Oscar from Paddle Yoga Puerto Rico. You’ll meet at a quiet lagoon bright and early, then paddle out into the middle where you’ll flex a few flows, sip tea, and meditate while the sun rises. Pretty dreamy, right?

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Eat

  • Raya: Located inside the trendy O:LV Hotel, this restaurant by famed chef Mario Pagán is serving up a fresh fusion of Caribbean and Asian fare. Don't sleep on menu standouts like the tuna poke pegaíto, wasabi grilled cheese, miso sea bass, and my personal fave: The honey garlic chicharrón lo mein.

  • Caña: Located inside the Fairmont, this restaurant by Juliana Gonzalez is another gem you have to try. The mofongo is incredible (so much so that my my mouth still waters just thinking about it). Also on the menu: smoked pork bites, chilled octopus salad, and roasted pumpkin and brown butter-balsamic dumplings.

  • Mercado La Carreta: For a lively vibe, delicious tapas, and an afternoon cocktail, stop by this open-air spot located in the heart of San Juan. My favorite item? The fish ceviche with plantains. Another pro travel tip: Order as many plantains and mofongo dishes as you can while on vacay (because you'll crave 'em once you get home!).

Your packing list

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