Suggested Itinerary for a Romantic Day in Old San Juan, the Most Romantic City in the Caribbean.
San Juan has very romantic hotels and restaurants, but unlike many destinations, the capital city is romantic all on its own. For the budget conscious traveler this is great news, you don’t have to spend much in order to have an utterly romantic getaway in San Juan.
There are plenty of romantic activities sure to spark romance, many of them are free and very budget friendly. Old San Juan is truly an all-inclusive romantic destination offering something for every type of couple. Best of all, travel to San Juan is hassle free with many direct flights from the U.S., Canada, and Europe with no passport required for US Citizens.
Choose to stay at one of the hotels in Old San Juan, as you step outside the door you’ll have easy access to many wonderful activities and unique attractions. Some may seem simple to you, but once you get here, you’ll realize that something as ordinary as walking becomes an extraordinary romantic experience.
No need to travel to Europe to experience the romance and charm of its architecture, because it’s here, right in San Juan, with the added colorful touches and warmth of a tropical paradise like no other place in the Caribbean. As you tour the city, you’ll be walking past hundreds of couples, of all ages, holding hands and falling in love all over again.
A Romantic Morning Walk in Old San Juan
Start the Day with a Good Breakfast – You both have a lot to see, so start off your day with a great breakfast in Old San Juan.
Casa Cortes ChocoBar (210 Calle San Francisco, opens at 8am) –Who said you can’t have chocolate for breakfast? Chocolate is often synonymous with romance, for a real decadent treat, head over to Casa Cortes where chocolate is deliciously integrated on every drink and plate. No calorie counting here, after all you’ll be walking around, so don’t feel so guilty with a little indulgence, every calorie is worth enjoying.
For a hearty low-cost breakfast, head to Café Manolin on Calle San Justo, a diner style restaurant loved by locals for its hearty traditional food at great prices.
For a decadent breakfast, head to La Waflera (Waffle-era) on Calle San Jose – specialising on deep dish Belgian Waffles with both savoury and sweet options and a wide selection of teas and coffees prepared to perfection.
Walk along Paseo de la Princesa – Start your walking tour along Paseo de la Princesa. Local artists display their art along the walk, buy your loved a unique piece or art or jewelry to remember the moment. Mid-way through the walk, you’ll pass a beautiful fountain perfect for a selfie worthy of many “likes”. Your walk will become beautifully scenic as you walk along the historic city walls and the inspiring views of the San Juan Bay. Pause, sit down at a bench and enjoy the views sure to inspire a stare and a kiss. At the end of the walkway, you can enter through the historic San Juan Gate . As soon as you pass the gate you’ll walk up one of the prettiest streets in Old San Juan. At the end of the street you’ll be facing the San Juan Cathedral where thousands of weddings, including celebrities have promised each other eternal love. The elegant church is always open and you’re welcome to walk in. If you’re already married, what about surprising your loved one by going up to the altar and renewing your vows? Continue your walk up Calle Cristo, your next stop is one of the most beloved landmarks in Puerto Rico.
Tour the majestic fort of El Morro – This must-see attraction is much more than a historic place. El Morro is a very interesting place to explore with your loved one and the views are magnificent. Even on the hottest day, you’ll be cooled and kissed by the trade winds. It’s become a tradition for couples in love to walk into a Garita to kiss on the place that soldiers once stood in order to protect the bay.
Fly a Kite Together – Yes…fly a kite! The grounds of El Morro are not only fun for children, it’s a place where young and old are free to run, play and be kids again. Vendors around the grounds sell kites for a few dollars. Grab a kite and surprise your loved one by being playful…run together…laugh. At the end of El Morro’s walkway buy a piragua or some delicious coconut ice cream for a quick and delicious refreshment.
Lunch in Old San Juan, Puerto Rico
Time for Lunch – Across the street from El Morro you can walk into Cuartel de Ballaja, which houses the Museum of the Americas and Café Don Ruiz, a relaxing coffee shop serving great coffee, sandwiches, muffins, cakes, and crepes. Skip the air-conditioned seating and sit outside on the courtyard to enjoy the sights of the stunning architecture. If you need a heavier meal, keep walking towards Calle San Sebastian, where around the Plaza San José on the corner you’ll find many great restaurants serving food from your All-American Burger to our delicious traditional Puerto Rican foods.
Romantic Afternoon Walking Tour
Grab a few bottles of water from a street vendor, then Hop on the free trolley at nearby stop #25 along Calle Norzagaray. Relax and enjoy a 15-30 minute ride through the city. Choose from an open-air tram or an air-conditioned bus. Your next stop is Playa Peña, the only beach in Old San Juan typically free of crowds. (trolley stop #18a at Plaza San Juan Bautista – across from the Capitol Building)
Go for a walk on the beach and a sea glass treasure hunt – Hop off the open air tram / trolley in front of the Capitol and walk down the steps through Plaza San Juan Bautista to Peña Beach – a rugged beach along the Atlantic, next to the city walls with waves crashing into rocks creating a romantic melody as you walk holding hands. Search for sea glass, a souvenir created by nature, sure to remind you of the trip long after your return. This beach is rarely crowded, so you may get that perfect shot of 2 pairs of footsteps on the sand.
Head back to your Room – You spent time looking for the perfect romantic hotel, go back to the room and enjoy it. Take a few hours to relax, embrace each other, and get ready to enjoy a relaxing afternoon and a vibrant nightlife in Old San Juan.
A Romantic Afternoon & Night in Old San Juan, Puerto Rico
Romantic Dinner Prelude Ideas – Just in case you want another activity before dinner, San Juan offers some pretty great options as the perfect prelude to a romantic night out.
Champagne Sunset” flight $$$ – Go on a seaplane ride to see Old San Juan and the new city from the air with the added romantic glow of the sun setting, the adventure will cost $219 p/p, other packages are also available. Be sure to book it in advance with SeaPlanes in Paradise 888-842-2055 / 602-377-8470, located on Pier 6 at Bahia Urbana.
Watch the Sunset – For a free activity, the simplicity of watching the sunset with a warm embrace will be the perfect prelude to a romantic dinner in the old city. See map below for suggested spots to watch the sunset. Another great option is to enjoy a sunset sailing cruise if you so desire.
Have a Romantic Dinner in Old San Juan, Puerto Rico
The dining selection in Old San Juan is excellent. You can opt to split up your dinner courses between restaurants or have a longer and more relaxed dinner. The most popular restaurants are in Fortaleza and Recinto Sur.
Among the popular restaurants with a romantic ambiance are Marmalade (317 Calle Fortaleza) serving a “creative blend of electic and nutritionally inspired ingredients”; 311 Trois Cent Onze (311 Calle Fortaleza) restaurant with elegant romantic decor specializing in French cuisine; La Mallorquina (207 Calle San Justo), a beautifully restored historic restaurant elegantly serving a authentic Spanish & Puerto Rican cuisine and Dragonfly (364 Calle Fortaleza) serving Latin-Asian cuisine in a low light romantic setting. For a more relaxed vibe, you’ll find restaurants serving food under the stars with tables right on the cobblestone narrow streets lit by the golden glow of lanterns. Hotel El Convento, one of the most romantic buildings in Old San Juan offers 3 restaurants. A great way to find a restaurant is by walking the streets and checking out the menus and atmosphere before you get seated.
Dance Salsa – After dinner, head to Nuyorican Cafe at 312 Calle San Francisco, a small club big on celebrating authentic salsa with gusto. If you’re here on a Friday night, you can jam in just about every other corner and plaza to the sounds of jazz during Adoquin Jamming Nights starting at 7 pm. Many restaurants offer live entertainment and free salsa lessons. Learning a few salsa steps is something you can take home with you and do again and again triggering memories of your most romantic escape in Old San Juan…
We hope you enjoy your stay in San Juan and we wish you many years of love and happiness. Share your romantic experience and inspire couples to fall in love again in San Juan.
For a larger map without the list, click on the top right corner icon of the map .
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