San Juan, Puerto Rico, is the sunny cure for your winter blues

It felt like everyone I knew – and their mother – took a trip to Puerto Rico this year. Perhaps it was the endless sunshine (over 300 days of it annually) or the unmatched ease for U.S. travelers: direct flights, no currency exchange, no scrambling for the right adaptor, and the bonus of widely spoken English. With more than 300 miles of stunning coastline and a vacation-perfect climate, Puerto Rico is often called America’s Costa del Sol. Factor in 120 weekly flights from 20 airlines into San Juan, and it's no wonder this island paradise is buzzing year-round!

Puerto Rico, the third largest Caribbean Island after Cuba and Jamaica, usually attracts around five million visitors annually with nearly half arriving between December and April. In 2023, that number soared to over 6.1 million passengers arriving at Luis Muñoz Marín International Airport (SJU), an impressive 18.6 percent increase from the previous year, signaling the island’s ever-growing appeal. Tourism revenue also hit a record-breaking $9.8 billion, reflecting a 13 percent rise year-over-year, cementing Puerto Rico’s status as a must-visit destination.

But is it safe for LGBTQ+ travelers? Absolutely.

A U.S. territory since 1898, Puerto Rico is a captivating fusion of rich culture, vibrant history, and stunning natural beauty. Home to around 3.2 million people, with San Juan, its lively capital, home to approximately 340,000 residents, the island effortlessly blends the charm of the Caribbean with the ease of American conveniences. Despite its predominantly Catholic roots, Puerto Rico is remarkably LGBTQ+-welcoming, offering a progressive atmosphere that fosters inclusivity. The island's LGBTQ+ rights, including same-sex marriage and strong legal protections, make it a safe and inviting destination for queer travelers.

During my first visit earlier this summer, I was immediately captivated by Puerto Rico's undeniable charm and magnetic allure – qualities that keep visitors returning to its shores time and time again. From the spirited community to the warm hospitality, it’s easy to see why this island is cherished by so many.

• Where to stay
• Diverse dining delights
• Energize your stay with fitness and fun
• Pride from the rooftop
• Experience nearby beaches
• Discover the timeless beauty of Old San Juan
• Where to eat and drink
• LGBTQ+ rights in Puerto Rico
• Other important information

Where to stay

The Sheraton Puerto Rico Resort & Casino stands out as one of San Juan's premier urban resorts, blending convenience, comfort, and excitement. This luxurious 4-star property boasts 503 stylish rooms, including 22 modern suites, and is situated just steps away from Distrito T-Mobile, Puerto Rico's top entertainment complex. Guests can indulge in numerous on-property dining options, with many more just a short walk away. The resort features Casino Metro, the largest casino in Puerto Rico, open 24/7 for endless entertainment. If the slots aren't your thing, you can relax on the Rooftop Sun Deck with its stunning infinity pool or unwind at the Zen Spa Retreat, where they offer a wide range of treatments, from soothing massages to rejuvenating facials. The lobby includes two nearly soundproof booths, perfect for working in a quiet space if you need a break from your travel companion. Each booth is equipped with USB and charging ports for your convenience. Additional amenities include a fitness center, daily yoga classes, aqua aerobics, and 24-hour in-room dining. The pet-friendly property also offers a tour desk for planning excursions, and is conveniently located just 10 minutes (7 miles) from San Juan Airport. With its complimentary shuttle to the beach and historic Old San Juan, the Sheraton Puerto Rico Resort & Casino is the perfect home base for exploring the island.

Diverse dining delights

Puerto Rico boasts an incredible culinary scene with a diverse array of options that cater to every palate, ensuring an unforgettable dining experience for all. At The Sheraton, you have the pleasure of indulging in a culinary journey where various dining options cater to every craving, right at your doorstep. Start your day at Choices, the lobby-level bistro offering a la carte and buffet-style breakfast. Mutuo Sabor Nikkei offers a mystical fusion of Japanese and Peruvian flavors, creating a captivating dining experience. Their mouth-watering cocktail creations are also a must-try. At Ocean Lounge, savor Nikkei cuisine and more in a relaxed lobby-bar lounge setting. For those seeking a fine dining experience, Texas de Brazil is the property's onsite steakhouse. Enjoy a refreshing tropical drink or a delicious lunch at The Bay Pool Bar & Grille, with options like burgers and sandwiches on their fourth-floor pool deck. Downstairs, The Café provides a casual spot for fresh Puerto Rican coffee, specialty espresso drinks, wraps, and other grab-and-go items.

Energize your stay with fitness and fun

At The Sheraton, you can start your day with a yoga class that offers a unique view of the stunning surroundings. The hotel provides daily classes from 7 a.m. to 8 a.m. – no reservations or mats needed. If yoga isn't your preference, you can join fellow guests for Aqua Aerobics at 10 a.m. in the infinity pool under the tropical sun. Perched four stories high and overlooking the breathtaking San Juan Bay, Sheraton's outdoor pool offers the perfect retreat to unwind in Puerto Rico. For those who prefer a more traditional workout, Sheraton's fitness center is always open and equipped with everything you need, from exercise bikes and treadmills to free weights and weight machines. Or you can simply relax on the sundeck, soak up the Caribbean breeze, and recharge in this serene setting.

Pride from the rooftop

For the past five summers, The Sheraton has hosted Viva La Rooftop H2oh! Edition, Puerto Rico’s hottest pool party of the season. This annual event closes out Pride Month on the island, making a splash for a great cause. The lounge-inspired pool party, the highlight of my trip, supports the True Self Foundation – a nonprofit dedicated to promoting the well-being and social mobility of the local LGBTQ+ communities. This vibrant event is a lively celebration of culture, community, and entertainment. This past summer, the event featured a lively Drag Brunch hosted by Latoya Fruitpunch, live DJ sets, and a spectacular fashion show with stunning designs from House of La’boyx, Rinaldi Droz, and Alma Brava. Guests enjoyed cocktail-style food and beverages while cooling off in the infinity pool and taking in breathtaking views of the San Juan Bay. With ticket sale proceeds benefiting the True Self Foundation, Viva La Rooftop H2oh! Edition is not only a highlight of the summer for queer locals and visitors alike but also a meaningful way to support diversity and inclusion.

While Viva La Rooftop is an annual summer event, the hotel recently announced plans to host quarterly Pride-themed brunches.

Experience nearby beaches

Often recognized as a Blue Flag beach, Escambrón Beach is the perfect spot to gather for a day of fun in the sun. This popular destination is protected by coral reefs, making it ideal for snorkeling and exploring Puerto Rico's vibrant marine life. If snorkeling isn't for you, you can enjoy a leisurely stroll along the scenic shoreline, soak up the sun, or relax under the shade of palm trees. Located just a five-minute drive or a ten-minute walk from the property, the Sheraton provides easy access to Escambrón Beach with a complimentary shuttle service available daily from 9 am to 6 pm. Alternatively, Condado Beach, also known as Atlantic Beach, in the Condado neighborhood, is San Juan's predominantly LGBTQ+ beach and a 30-minute walk from the hotel.

Discover the timeless beauty of Old San Juan

No visit to Puerto Rico is complete without exploring the enchanting streets of Old San Juan. This historic district is renowned for its rich history, featuring 500-year-old forts, colorful colonial buildings, and centuries-old city walls that transport you back to the 16th century. Wander along the cobblestone streets and immerse yourself in the festive atmosphere, where you might encounter local musicians playing lively tunes. Old San Juan is also home to several museums that delve into the area's vibrant history, art, and culture. Indulge in exquisite Puerto Rican cuisine at the many cool cocktail bars and restaurants scattered throughout the neighborhood. For guests staying at the Sheraton, a complimentary shuttle service runs daily from 9 am to 6 pm, making it easy to experience this must-visit destination's old-world charm and vibrant energy.

Where to eat and drink

Make sure to explore Puerto Rico’s premier entertainment hub, Distrito T-Mobile, conveniently located just a two-minute walk from the hotel. This vibrant destination offers the ultimate experience with over a dozen dining options, an urban park, cutting-edge technology, and so much more! Kweens Klub, located in the vibrant heart of Santurce, has quickly established itself as the premier LGBTQ+ nightclub in Puerto Rico since its opening in December 2021. What began as a visionary project to merge nightlife experiences from across the island has transformed an abandoned building into a thriving hub of entertainment and inclusivity. Known for their signature cocktails and a diverse selection of local beers, Kweens Klub truly shines with its weekly drag shows. The club's second floor is a tribute to local drag performers, showcasing their portraits in a space dedicated to celebrating their artistry. And nestled on a vibrant corner in Old San Juan, Deaverdura is an easygoing restaurant that serves traditional Caribbean cuisine in a colorful and welcoming space. The hand-written menu changes daily and is written in Spanish; every dish is fresh and flavorful, with the tostones and hot sauces being particular standouts.

LGBTQ+ rights in Puerto Rico

The first thing that pops into my head when planning a trip to a Caribbean island is, "Is it safe?" Or, more specifically, "Will I get murdered for being gay? (Looking at you, Jamaica!)

Puerto Rico has made significant strides in LGBTQ+ rights over the years, fostering a more inclusive and welcoming environment. Since 2003, same-sex relationships have been legal, reflecting a commitment to equality and acceptance. The landmark decision to permit same-sex marriage and adoptions further solidified Puerto Rico's stance on LGBTQ+ rights, allowing couples to celebrate their love and build families without legal barriers.

Additionally, U.S. federal hate crime laws apply in Puerto Rico, offering legal protection against discrimination and violence based on sexual orientation and gender identity. These advancements contribute to Puerto Rico's reputation as a progressive destination, attracting LGBTQ+ travelers from around the world to experience its vibrant culture and welcoming spirit.

Other important information

• Cannabis Regulations: Medical cannabis is legal for registered patients with a qualifying condition. However, recreational use remains illegal.
• Alcohol Consumption: The legal drinking age is 18.
• Tipping Etiquette: Tipping in Puerto Rico is similar to that in the United States. In restaurants, a tip of 20% of the total bill is customary for good service. For hotel staff, such as bellhops and housekeeping, tipping $1-$2 per bag and $2-$5 per day is appropriate. Taxi drivers typically receive a tip of 10-15% of the fare.
• Language: While Spanish is the predominant language spoken in Puerto Rico, English is widely understood, especially in tourist areas, hotels, and restaurants. Many locals are bilingual, and you'll often hear Spanglish—a blend of Spanish and English—in casual conversations.