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What to Do During Your Weekend Stay in Old San Juan

Planning your weekend getaway in Old San Juan? Nestled in the vibrant heart of this historic town, Old San Juan Rentals offers the perfect base to explore and experience the local culture and scenery. This charming area, with its cobblestone streets and colorful buildings, promises a memorable stay. Here’s an ideal weekend itinerary to ensure you make the most of your visit, staying comfortably in one of the lovely apartments or houses, like 4 San Justo, in Old San Juan.

Day 1: Arrival and Exploration


Start your day with a hearty breakfast at a local café near your rental. Indulge in some Puerto Rican staples like Mallorca bread or a savory tostada. After breakfast, take a leisurely walk to the nearby historic sites. The San Juan National Historic Site, including massive fortresses like Castillo San Felipe del Morro, offers breathtaking views and a slice of history. Continue your morning by visiting the nearby El Morro grounds where you can fly kites in the ocean breeze, a favorite activity among both locals and visitors.


For lunch, explore the vibrant Calle Fortaleza, where you can choose from a dozen of dining options that offer delightful Puerto Rican cuisine. Post-lunch, wander through the colorful streets of Old San Juan, popping into unique shops and local art galleries. Don’t miss the chance to pick up handcrafted souvenirs. Extend your exploration to La Casa Blanca, the historic home of the Ponce de León family, nestled amidst lush gardens.


As the sun sets, head back to your cozy rental at 4 San Justo to freshen up. Then, venture out to San Sebastian Street for a lively evening. This street is famed for its energetic ambiance and is the perfect place to enjoy live music and dance the night away. Try some local rum cocktails at a bar, and maybe even join a salsa dancing session if you’re feeling adventurous.

Day 2: Beach and More


After a restful night, take a short walk or drive to the nearest beach. Spend a lazy morning while soaking up the sun and enjoying the soft sands and gentle waves. Consider taking a snorkeling trip to see colorful marine life or simply relax and build sandcastles by the shore.


Return from the beach in time for a leisurely lunch at a nearby seaside restaurant. Relish fresh seafood or a Puerto Rican mofongo as you overlook the water. After lunch, consider a visit to the nearby Museo de las Américas, which showcases diverse art and cultural exhibitions. Afterward, take a leisurely walk along the Paseo de la Princesa, a scenic waterfront promenade.


Conclude your weekend with a relaxed evening at your rental. Prepare a simple meal in the fully equipped kitchen and unwind with a movie, enjoying the comforts of your temporary home away from home. Alternatively, explore the local culinary scene by visiting a night market or food festival that often takes place in the plazas of Old San Juan.

Day 3: Departure


On your final morning, take a stroll around Old San Juan, capturing last-minute photos of the stunning architecture and serene landscapes. Enjoy a coffee at a local café or visit the Capilla del Cristo, a small and beautiful chapel known for its peaceful ambiance and beautiful art, before you pack up and check out from your rental.

Our houses or apartments in Old San Juan offer more than just a place to stay—they are your gateway to a rich, cultural experience in one of the most beautiful historic cities. Whether you’re here to explore historical sites, enjoy the local cuisine, or simply relax by the beach, we ensure your stay is comfortable and memorable. Remember, whether you choose to stay in one of our thirteen apartments or in our house at 4 San Justo, your weekend in Old San Juan will be one you’ll cherish forever.

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