San Juan Getaway: Pristine Beaches and Rich History

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Advisor - Jalak Gadda
Curated By

Jalak Gadda

  • San Juan

  • Arts & Culture

  • Beaches

  • Food & Wine

  • Beach Town

  • Architecture

  • Entertainment

The historic fortress in San Juan, Puerto Rico, overlooking the Atlantic Ocean on a sunny day.
Curator’s statement

San Juan, the vibrant capital of Puerto Rico, offers an ideal blend of breathtaking beaches, rich history, stunning architecture, thrilling adventures, lively nightlife, and mouthwatering cuisine. It’s warm tropical climate and Spanish influences make it a must-visit destination.

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Where to stay in San Juan

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Things to do in San Juan

Condado Beach is known for its golden sands and waves lap the shore on a sunny day.

San Juan may seem small peck on the map, but it offers a wide array of activities and attractions to offer

Castillo San Felipe del Morro

Castillo San Felipe del Morro is an awe-inspiring sight, especially when approached from Old San Juan. The vast expanse of grassy lawn and stunning coastal views make it a popular spot for kite-flying. Its four levels of cannons, towering 140 feet above the sea, showcase an impressive feat of architecture and military prowess. The sound of waves crashing against the walls provides a mesmerizing experience of the ocean's power.

Discover Castillo San Cristobal

Castillo de San Cristobal features an observation post used during World War II, along with a network of tunnels, ramps, soldiers' quarters, and much more to explore.

Bioluminescent Bay kayak adventure

San Juan is home to 3 of the 7 bioluminescent bays in the world. These microscopic organisms create a mesmerizing "glow in the dark" effect known as bioluminescence. As you paddle through the water, the organisms light up in a neon blue-green, making it feel like you're gliding through a sea of glowing stars. For a quick adventure, head to Laguna Grande in San Juan. If you have more time and seek a more exclusive experience, visit Vieques Island, home to the brightest bioluminescent bay in the world. The views are incredible, but an overnight stay on the island is necessary.

El Yunque Rainforest

A rainforest in North America? Yes, El Yunque is the only one, and it's absolutely breathtaking. Located just a 45-minute drive from San Juan. This stunning rainforest is best explored with a private tour to uncover hidden gems like rare plants, natural rivers, wildlife, waterfalls, cliffs, and many scenic spots.

Casa Bacardi: Bacardi rum tasting

Take a tour of the fascinating Bacardi distillery, where you can taste a variety of rums from the Bacardi family. Discover how rum is made and indulge in curated cocktails and high-end spirits.

San Juan beaches: Condado and Old San Juan

San Juan boasts some fantastic beaches, like those in the Condado area. If you're a beach lover, consider splitting your stay between two locations. Spend a few days at Condado Beach, a neighborhood known for its great beaches and abundant dining options. Then, move to Old San Juan for the latter part of your trip, where historic sites, bars, cafes, and restaurants are all within walking distance. Old San Juan is also home to the iconic "Umbrella Street" and its cobbled streets, reminiscent of Spanish towns.

Day trips

Vieques is a paradise for beach lovers and nature enthusiasts. This small island is home to the world’s brightest bioluminescent bay, offering a stunning stargazing experience. Playa Negra, with its unique black sand and turquoise waters, is a must-visit. As you explore the island, you’ll be delighted by the sight of wild horses roaming freely—they're everywhere you go.

Places to eat & drink in San Juan

Mofongo, a Puerto Rican delicacy you can taste at Los Yeyos.
  • Mofongo: A delightful treat for plantain lovers. Los Yeyos, a traditional restaurant, serves up authentic Puerto Rican delicacies, including this local favorite.

  • Coquito: A special Christmas drink with a tropical twist, made from coconut milk, coconut cream, and a blend of spices. Some bars offer it year-round, and it makes for a perfect souvenir to bring home to friends and family.

  • Deshistoria: Birra & Empanadas: A local, family-owned spot known for its fresh, hot empanadas. The evening crowds are a testament to its popularity, so be sure to order plenty—you won’t regret it.

  • Barrachina: The birthplace of the Piña Colada, this spot offers a sunshine-filled, tropical coconut drink that’s simply irresistible.

  • La Factoria: Ranked among the Top 50 bars in the world for four years in a row, this venue features three bars, each with its own unique vibe, music, and cocktail menu. It's one of the best bars in San Juan, known for its eclectic atmosphere and outstanding cocktails.

  • Al Fresco Rooftop Wine Bar: Perched on a cozy terrace atop a colonial building, this wine bar offers a quaint and refreshing escape in the heart of Old San Juan’s nightlife scene.

  • Anita - La Mamma Del Gelato: Boasting an enormous selection of gelato, including fruit and nut-based flavors, this is a must-visit spot. Go early, so you can return daily for your vacation gelato fix!

  • Señor Paleta: Enjoy a refreshing, creamy, or fruity paleta (popsicle) made with natural ingredients as you stroll through the cobblestone streets of Old San Juan.

  • Mai Pen Rai: Located near Condado Beach, this Thai restaurant serves authentic cuisine with high spice levels, so order accordingly. They also offer plenty of options for vegetarians and vegans.

Advisor - Jalak Gadda

Travel Advisor

Jalak Gadda

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This guide is part of our ongoing series on travel to San Juan. Looking for more travel inspiration? Check out my guide, Tulum: A Jewel in The Mexican Caribbean.