5 Days of History, Beaches, and Cuisine Itinerary

Begin your second day with a visit to San Juan Cathedral (Catedral de San Juan Bautista), one of the oldest buildings in San Juan. Afterward, enjoy breakfast at La Bombonera , famous for its mallorcas and coffee.

Spend your afternoon exploring the Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico). This museum houses an impressive collection of Puerto Rican art from the 17th century to the present. For lunch, head to Santaella, where you can savor contemporary Caribbean cuisine.

In the evening, visit La Fortaleza (The Fortress), the official residence of the Governor of Puerto Rico and a UNESCO World Heritage Site. Conclude your day with dinner at Oceano, which offers beachfront dining and delicious seafood.

Kick off your third day with some beach time at Pine Grove Beach. This beautiful beach is perfect for swimming and sunbathing. Grab breakfast nearby at Pinky's West, known for its fresh juices and hearty breakfast options.

After enjoying the beach, embark on an adventure with the From San Juan El Yunque Waterfall Hiking and Cliff Jumping. This half-day tour will take you through lush rainforest trails to stunning waterfalls where you can swim and cliff jump. Have lunch on-the-go or upon return from your adventure.

Return to San Juan in time for dinner at Jose Enrique, one of the top-rated restaurants in Puerto Rico offering farm-to-table dining experiences.

Start your fourth day by visiting the modern side of San Juan at Condado Lagoon (Laguna del Condado). Rent a paddleboard from Condado Paddleboard Rental and enjoy some water activities. Have breakfast afterward at nearby café spot, Tostado PR.

In the afternoon, explore more local culture by visiting Mercado de Río Piedras (Mercado de Río Piedras), where you can find fresh produce, local crafts, and traditional food stalls. Enjoy lunch here or head over to Lote 23 - Food Truck Park (Lote 23 - Food Truck Park) for diverse culinary options.

End your day by experiencing San Juan's vibrant nightlife starting with dinner at rooftop restaurant Punto de Vista (Punto de Vista Rooftop Restaurant). Then head over to La Factoria (La Factoria), one of the world's best bars known for its creative cocktails and lively atmosphere.

Begin your final day with a thrilling experience by joining the Puerto Rico Hacienda Campo Rico ATV Experience with Pickup. This adventure will take you through the lush landscapes of Puerto Rico on an ATV, offering both excitement and stunning views. Afterward, enjoy a relaxing breakfast at Café Cuatro Sombras, known for its excellent coffee and pastries.

In the afternoon, head to Condado Lagoon (Laguna del Condado) for some relaxation. You can rent a paddleboard or simply enjoy the serene environment. For lunch, visit Greengos Caribbean Cantina, which offers delicious Caribbean-inspired dishes in a vibrant setting.

As evening falls, take part in the San Juan Old San Juan Sunset Food Tour with Drinks. This tour will allow you to sample some of the best local cuisines while enjoying the beautiful sunset views of Old San Juan. End your night with a final dinner at 1919 Restaurant, known for its elegant ambiance and exquisite dishes.