A couple watching the ocean from the Condado Vanderbilt hotel.

Four Days of Romance and Fun in Puerto Rico

Make the most of your getaway with these recommendations.

All you need is love and a dash of Puerto Rico’s magic. The island’s heart-stopping scenery, intimate accommodations, exquisite cuisine, and unforgettable adventures will sweep you and your sweetheart off your feet. Spend time admiring nature or soaking up the sun. Go dancing to some of the most sensual rhythms in the world. Or, sail to a pristine stretch of beach where you can relax and cool down with a delicious piña colada.

Pack your bags, take your loved one by the hand, and let the island enchant you. Here are some suggestions on how to spend four days of romance exploring Puerto Rico.

Couples having fun at La Concha Resort.

Day one: Fall in love with the city

Are you ready to shower your sweetheart with love and some pampering? That is precisely what awaits on your first day in Puerto Rico. Kick-off your Caribbean adventure by checking in the Condado Vanderbilt. Give in to the luxury of this stunning, historic property and let your eyes feast on the incredible ocean views from the hotel’s veranda.

Drop off your bags and get refreshed, then head out to explore the city. If shopping is on your to-do list in Puerto Rico, then Condado is the perfect opportunity for you to cross it off. Stroll down Ashford Avenue – the Puerto Rican “Fifth Avenue” – where you can find anything from Louis Vuitton, Cartier, and Gucci, as well as local designers like Nono Maldonado, Lisa Thon, and Harry Robles.

Feeling hungry? Pass by Cocina Abierta, a perfect spot for a date! With an eclectic menu and open-kitchen concept, this establishment fusion different cultures into one dish. If you’re looking for a more local experience, try the food at Cayo Caribe, whose specialty seafood dishes won’t disappoint. 

Once you’ve eaten, head back to your hotel for an afternoon of relaxation. After wandering the lavish hotel, arrange to have a couple’s massage at the only Hamman Spa in the Caribbean. Take this time to disconnect and recharge as you enjoy some “us-time” in the sauna or steam room, or you can both experience the Hamman Ritual as you go through a purification process that helps you sync the mind and body.

Plan for dinner at the iconic 1919 restaurant where Michelin Star-rated Executive Chef Juan José Cuevas merges world-class dining with the flavor of locally-sourced ingredients. Prix-fixed and à la carte menus available. Another fine-dining restaurant that will please your palate is Oceano, a seafood-centric restaurant that overlooks the ocean. The elegant three-story establishment has indoor and outdoor dining spaces to make your evening more romantic.

After dinner, take the time to explore San Juan’s nightlife. Get your dance shoes ready and move to the rhythms of salsa, bachata, merengue, reaggetón, and house music. Stop by nightclubs like Fifty Eight at the iconic La Concha Resort and club Vibra Bar & Lounge, or you can explore La Placita de Santurce, a more laid back environment with lots of street dancing and bar hopping opportunities.

A couple is enjoying a horseback ride on the beach.

Day 2: Meet love on the eastside

Say bye to city life and head east to a quieter and laid-back time!

Since you’re going at your own pace and are in good company, choose the road less traveled from San Juan to Río Grande. Roll down your car’s windows so you can best enjoy the scenic view of the beach and enjoy the ocean breeze as you cruise through Piñones. You’re not in a hurry, so stop for some alcapurrias or bacalaítos (or both) and a couple of iced-cold beers at local’s favorites Nana’s Place, Donde Olga, or El Boricua.  

Once in Río Grande, you’ll have plenty of options to spend the night. If you want to keep the upscale- luxurious theme for your vacation, you can opt to stay at St. Regis Bahía Beach Resort or at the Wyndham Grand Rio Mar, two oceanfront paradises for couples looking to be spoiled during vacation. A more intimate setting is found at Dos Aguas Bed and Breakfast, a quintessential yet modern choice nestled in the foothills of the rainforest.

After settling in your hotel, it is time for some beach bumming. Head out to Luquillo’s beach La Monserrate, where you can spend a few hours relaxing under the sun and refreshing in the soft blue waves. There, you can rent long chairs and umbrellas, kick back and enjoy piña coladas, coco frío (cold coconut water), helados (sorbets), and some fritters from local businesses.

If you’re not feeling full of all the snacking on the beach, set out to Los Kioskos de Luquillo, a strip of restaurants, bars, and souvenir shops right outside La Monserrate. From homemade burgers at Burger Shack, Peruvian cuisine at Ceviche Hut, to comida criolla at El Terruño or La Parrilla, you can find anything your heart – and stomach – desires. 

Once you’ve had your late lunch, spend some time wandering around the shops. If you’re not too beat, you can arrange for a couple’s sunset horseback riding tour at Hacienda Carabalí or a surreal glow-in-the-dark experience at Laguna Grande bioluminescent bay in Fajardo. Plan for dinner at your hotel or nearby restaurants like Don Pepe, W Sushi Bar, or Dos Panzas Mexican restaurant.

Aerial view of Icacos island.

Day three: Sail your troubles away!

Yes, you've spent time at the beach, but is there such a thing as too much Vitamin Sea?

Your partner – and a towel – is all you need to embark on a romantic catamaran trip to Icacos and its surrounding cays, right off the coast of Fajardo (15 minutes away from your stay in Río Grande). One of the most pristine beaches on the east side sits at a nature reserve, where you can hike around the cay, snorkel and explore the amazing marine life, or relax on the boat and enjoy the view. But let's be honest, once you see the turquoise waters crashing into the white sand shore, you'll both be splashing around in no time.

Going all the way to Fajardo and not passing by Las Croabas is almost unforgivable. There, you can arrange for a picnic at the small park or walk around el malecón for a romantic sunset stroll.

For your last dinner in Puerto Rico find passion and fire at chef Myrta's kitchen at Pasión por el Fogón, a mesón gastronómico with offerings like shrimp-stuffed lobsters, stuffed mofongo, mamposteao' with skirt steak, and much more. Other great dining options are La Estación, Sal y Pimienta, and El Bohío; all packed with rich creole food.

After dinner, head back to your hotel and relax. Kick it by the pool with a few cocktails or explore a little bit more of Luquillo's relaxed energy, where you can catch a live band or go karaoke-ing at Boardrider's Surf Bar, sip a few drinks, or walk under the moonlight at La Pared.

Day four: We'll see you later!

On your last day, take a final dip in the hotel's pool and get some food at the hotel's restaurant before departing. Depending on your flight's schedule, grab a late breakfast at Lluvia's Café set at the hillsides of El Yunque or stop by Degree 18 Juice Bar for a refreshing smoothie or açai bowl as you cuddle up in one of their colorful hammocks.