Admin
April 24, 2023
One of the best things about Old San Juan is its historic natural beauty. For a romantic stroll, you can walk along Paseo De La Princesa. This passage starts on a beautiful street often decorated for the holidays and filled with kiosks selling local Puerto Rican art and souvenirs. The path will then take you around the old city, passing by Fuente Raices. A historical landmark that depicts gods and goddesses of Taino, African and European descent to represent the ethnic roots of the Puerto Rican people. On this pathway, you also get to look at La Fortaleza, which has housed the official governor of Puerto Rico since the 16th century. Paseo De La Princesa offers beautiful views of the bay and as you get to the end you can see the San Juan Gate.
Overall Paseo De La Princesa can be an amazing experience for a romantic evening to watch the sunset and experience the natural and historical beauty of Old San Juan.
Picnic On El Morro’s Grounds
For an unforgettable date in Old San Juan, consider a picnic on the grounds of El Morro. This historic fort, built in the 16th century, is an iconic landmark that offers stunning views of the ocean, La Perla, and Cementerio Santa María Magdalena de Pazzi. The grounds surrounding El Morro are lush and well-maintained, perfect for spreading out a blanket and enjoying a delicious picnic lunch while taking in the breathtaking views around you. You can pack your own picnic basket or opt for a picnic package from a local company, you can even get a whole picnic set up for you beforehand. After your meal, you can walk around the fort’s grounds and explore its many hidden nooks and crannies. If you are looking for a romantic outing, a picnic on the grounds of El Morro is a date you won’t soon forget.
Local Businesses with Picnic Packages or Charcuterie Boards: Oasis Picnic Paraíso Picnics Charcuterie Bar The Cheese Table
Sunset Sail In the Bay
One of the most romantic experiences in Old San Juan is a sunset sail. There’s nothing quite like watching the sun dip below the horizon while sailing along the stunning coastline. Many companies offer sunset sail packages, which usually include a small group setting, light bites, and cocktails. You’ll get to enjoy the stunning views of the city’s historic skyline, colorful buildings, and the ocean. As the sky changes colors and the stars start to twinkle, it’s hard not to feel swept away by the magic of the moment. If you’re looking for an unforgettable way to spend an evening in Old San Juan, a sunset sail is worth considering.
These are a few of our recommendations: East Island Excursions Sail San Juan Bay Sail Old San Juan
Grab Dinner & Dessert
There are many delicious places to choose from all over Viejo San Juan. It can be overwhelming to choose with the surplus of places to check out so we have four recommendations.
La Verguenza is a vibrant and lively Chinchorro in Old San Juan, known for its delicious food and lively atmosphere. One of the standout features of the restaurant is its rooftop, which offers stunning views of the city and ocean. The rooftop is the perfect place to enjoy a romantic sunset or party into the night. They serve delicious Puerto Rican dishes, such as alcapurrias, as well as a variety of seafood options. If you’re looking for an easy simple date spot to experience the vibrant culture of Old San Juan, La Verguenza Chinchorro is the place for you.
La Lanterna is a charming and exceptional fine dining experience. This restaurant’s elegant atmosphere and exceptional service make it a perfect date night destination. One of the highlights at La Lanterna is their outdoor patio, decorated with tropical plants and twinkling lights. This provides a truly enchanting ambiance that makes it a perfect spot for a romantic night! La Lanterna offers a great selection of traditional Italian food including homemade pasta and fresh seafood. To top it off, their extensive selection of Italian wines is impeccable. Whether you’re celebrating a special occasion or just looking for an unforgettable dining experience, La Lanterna is a restaurant not to be missed.
Looking for a unique, indulgent experience in Old San Juan, look no further than Chocobar. As its name suggests, this cozy spot is all about chocolate. When you step inside you’re greeted by the rich and decadent aroma of chocolate. You can eat yummy food from their all-day Brunch menu, grab an espresso at the coffee bar or sit back and enjoy their delicious artisanal chocolate. The star of the show is their famous drinking chocolate, which comes in a variety of flavors that can be changed to suit your tastes. The intimate atmosphere Chocobar creates makes it a delicious and unique spot to impress on a date.
This restaurant is located in the heart of Old San Juan, it’s a must-visit to enjoy delicious food surrounded by colonial architecture and lush greenery. This restaurant’s claim to fame is being the birthplace of the Pina Colada. At Barrachina you can expect delicious traditional Puerto Rican dishes such as mofongo, arroz con gandules, and paella. With its charming ambiance and mouth-watering authentic Puerto Rican food this is the perfect setting for your romantic lunch or dinner.
