Curator’s statement
Hailing from the neighboring island of St. Thomas, I’ve frequently traveled to Puerto Rico. Each visit has afforded me the opportunity to delve deeper into the island's lush natural landscapes, its culinary vibrancy and its rich culture. This itinerary is more than a mere catalog of places; it's a carefully spun narrative of immersive experiences. Over the next four days, let every step through Puerto Rico be one of connection—to the land, its history and its people.
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Where to stay
Dorado Beach, A Ritz-Carlton Reserve
Puerto Rico’s most luxurious resort, where apartment-sized suites and private butlers come standard, and there’s no bad view along the two-mile stretch of beachfront.
Fora Perks
- ★
$100 hotel / resort credit.
- ★
Welcome amenity.
- ★
Breakfast daily.
- ★
Upgrade & extended check-in/out whenever possible.
Hotel El Convento
Long-time favorite in Old San Juan, with a traditional look and access to a sister beach club.
Fora Perks
- ★
$100 food / beverage credit.
- ★
Breakfast daily.
- ★
Upgrade & extended check-in/out whenever possible.
Royal Isabela
Your Caribbean haven on the west coast of the island, where rugged beauty, championship golf and luxurious villas combine for an unforgettable stay in Puerto Rico.
O:Live Boutique Hotel
A unique hotel of relaxed luxury and laid-back intimacy located by the natural reserve of the Condado lagoon.
The St. Regis Bahia Beach Resort, Puerto Rico
A sparkling beach resort on a two-mile stretch of sand, with sea and rainforest views and a selection nature and watersports adventures.
Fora Perks
- ★
$100 food / beverage credit.
- ★
Breakfast daily.
- ★
Upgrade & extended check-in/out whenever possible.
Unlock perks by contacting Shinnola to book your trip.
Day 1: Arrival in Puerto Rico
Morning
Embrace the historical heartbeat of Puerto Rico by exploring the captivating streets of Ponce. Marvel at the Ponce Cathedral and the storied Parque de Bombas.
Pro Tip: Begin at Plaza Las Delicias with a local guide to uncover hidden stories behind each landmark.
Afternoon
Indulge in the local cuisine with a waterfront lunch at La Guancha Boardwalk. Sample fresh seafood while enjoying the ocean breeze.
Pro Tip: Try the "empanadillas" from a street vendor, a true taste of local flavor.
Evening
Settle into the evening with a stroll along the Malecón, watching the sunset paint the sky. Dine at El Negocio de Panchi, where Puerto Rican classics are reimagined with flair.
Pro Tip: Reserve an outdoor table for dinner with a view of the twilight horizon.
Day 2: San Juan Exploration Day
Morning
Immerse yourself in the charm of San Juan by visiting the vibrant Santurce Market. Taste exotic fruits and mingle with the locals.
Pro Tip: Go early to grab a breakfast of fresh "arepas de coco" from a local vendor.
Afternoon
Absorb the eclectic art scene with a tour of the Museo de Arte de Puerto Rico, followed by a casual lunch in its captivating gardens.
Pro Tip: Check for temporary exhibitions; they often feature cutting-edge Caribbean artists.
Evening
As the city lights begin to twinkle, join the nightlife pulse at La Placita. Dance to live salsa music and sample local rums.
Pro Tip: Embrace the local custom; ask a stranger for a dance to truly experience the island's welcoming spirit.
Day 3: Cave Adventure, Culinary Delights, Sunset Sail
Morning
Dive into nature with a guided hike in the Camuy River Cave Park, where subterranean wonders await.
Pro Tip: Wear comfortable shoes suitable for wet conditions, as the cave floors can be slippery.
Afternoon
Revitalize with a late lunch in Arecibo at a cozy "comedor." Indulge in the rich flavors of a traditional Puerto Rican "asopao," a hearty gumbo-like stew.
Pro Tip: For the most authentic taste, seek out places that serve their asopao with freshly made "tostones" or "amarillos" and get there before the late afternoon rush.
Evening
Sail into the sunset aboard a catamaran from Fajardo. Let the horizon engulf you as day turns to dusk.
Pro Tip: Book a sail that includes dinner and enjoy local flavors as the stars emerge.
Day 4: Coffee Plantation Experience, Rainforest Adventure, Mountain Dining
Morning
Wake up in the cool mountains of the Cordillera Central. Journey to a coffee plantation to learn about the island’s coffee heritage and savor a fresh brew.
Pro Tip: Purchase coffee directly from the plantation to support local farmers and take home a taste of Puerto Rico.
Afternoon
Trek to the Toro Negro Rainforest for an afternoon amidst lush greenery and waterfalls.
Pro Tip: Pack swimwear—the natural pools under the waterfalls offer a refreshing dip.
Evening
Dine al fresco at a mountain retreat, such as Restaurante Vaca Brava, where the panoramic views complement hearty Puerto Rican dishes.
Pro Tip: As evening temperatures can dip, bring a light jacket to stay comfortable.
Day 5: Island Serenity - A Day in Culebra
Morning:
Greet the day on the tranquil shores of Playa Flamenco on Culebra Island, known for its crystal-clear waters and white sands.
Pro Tip: Catch the first ferry of the day to beat the crowds and find the perfect spot.
Afternoon:
Explore the remnants of history at the Culebra National Wildlife Refuge, home to diverse wildlife and military ruins.
Pro Tip: Bring your binoculars for bird watching; the refuge is a sanctuary for many species.
Evening:
Reflect on your journey with a final evening in Old San Juan. Choose from the cozy bistros or rooftop bars to celebrate your last night.
Pro Tip: Ask the locals for their favorite spot to uncover a hidden gem that might not be in the guidebooks.
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Travel Advisor
Shinnola Alexander
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This guide is part of our ongoing series on travel to Puerto Rico.