Gay Santo Domingo Santo Domingo City Guide City Guides > Dominican Republic > Gay Santo Domingo Santo Domingo Casey SiemaskoProud representative of the Caribbean and bustling capital of the Dominican Republic, where the oldest European settlement in the Americas was founded, Santo Domingo holds more than just historic intrigue. Lucky owner of gorgeous white-sand beaches and colonial-era cobblestone streets, lined with charismatic vendors and elderly dominoes players, this city is fast modernizing, with upscale resorts and a booming, internationally-inspired gastronomic scene. While Machismo culture dies hard and Catholicism remains dominant, the Dominican Republic wins out as the Caribbean’s most LGBT-friendly nation, a place where attitudes towards sexuality are loosening, albeit slowly. When the sun sets, the rainbow flag flies, particularly in the heritage Zona Colonial where fashionable young crowds merge to gossip about the night’s gay festivities. As well as the annual Gay Pride Parade, it’s the twice-annual Draguéalo Parties that you’ll want to watch out for – a true spectacle! For more insight into what to do in Santo Domingo, read our Santo Domingo gay travel guide… Feel like getting away? Take a trip planned just for you, and let us do all the work. Discover Trip Design Hotels Things to do Things to see Food & Drink Shopping Nightlife Trip Design Where to stay in Santo DomingoFor the discerning gay traveller seeking the pinnacle of luxury in the Dominican Republic‘s capital, the JW Marriott Hotel Santo Domingo stands as a beacon of sophistication in the exclusive Piantini District. This urban oasis boasts a stunning infinity pool with panoramic city views, perfect for sipping cocktails whilst soaking up the Caribbean sun. The hotel’s Vertygo 101 Lounge & Bar, perched on the 101st floor, offers a thrilling experience with its glass floor and attracts a stylish crowd, making it an ideal spot for mingling.Meanwhile, nestled within the historic walls of the Colonial Zone, Casas del XVI presents a unique blend of 16th-century charm and modern luxury. This boutique hotel comprises several restored colonial houses, each with its own butler service, ensuring an intimate and personalised stay. The property’s exquisite attention to detail, from hand picked antiques to contemporary Dominican art, creates an atmosphere of refined elegance.For those seeking a perfect balance between colonial charm and modern amenities, the Renaissance Santo Domingo Jaragua Hotel & Casino offers a delightful alternative. Situated on the Malecón, with easy access to both the Colonial Zone and the city’s business district, this hotel boasts spacious rooms with ocean views, a luxurious spa, and a casino for those feeling lucky. The property’s Luna Tapas Bar & Restaurant serves up creative fusion cuisine and handcrafted cocktails, providing the perfect backdrop for an evening of gastronomic indulgence. Casas del XVIThank you for reading Mr Hudson.Subscribe to City Guides or log in to continue reading. Subscribe now Log inSpecial SelectionExclusive Mr Hudson offersOut now from gestaltenMr Hudson Explores Browse the BookExplore more The Nakasendo trail - Japan's bygone bywayMany expanses of the Nakasendo, which connected Tokyo and Kyoto during Japan’s Edo period, are remote and quiet enough that you might actually feel as if you’re back in the early 7th century. Read story > Meet our partners: BelmondEmbrace truly unforgettable travel experiences in the world’s most pioneering destinations by staying with Belmond, a luxury operator of hotels, safari expeditions, river cruises, restaurants, and even spectacular train journeys. Read story > The perfect South Africa 2-week itinerary While it would take a lifetime to see this vast country’s wonders, two weeks is enough to pack in several diverse highlights of South Africa. Our two-week itinerary shed light on how you can pack exploration, serenity and pure bliss into your South Africa trip. Read story > Subscribe to our newsletterYou can unsubscribe at any time by clicking the link in the footer of our emails. We use Mailchimp as our marketing platform. By clicking below to subscribe, you acknowledge that your information will be transferred to Mailchimp for processing. Discover the world's most exquisite escapes JOIN THE CLUBJoin Mr Hudson's inner circle for curated luxury travel experiences, exclusive perks, and insider access