Santo Domingo, the capital of the Dominican Republic and a UNESCO world heritage site, is the oldest continuously inhabited European settlement in the Americas and one of the most populous cities in the Caribbean. The city is a mix of old world charm and modern Latin flair. Its medieval palaces and fortresses mix with nightlife and shopping to rival any modern city in the world. You'll find pristine beaches and hidden gems like a salsa/merengue club set inside a huge underground cave.

Lively nightclubs pulsing with Caribbean beats drive the nightlife scene of Cabarate, a breathtaking beach town. Not even the stubbornly two-left-footed can keep their toes from tapping when the sun goes down on Cabarete, which brims with culture and energy. Beachfront bars cum discotheques are the perfect spot to shake what your Mami gave you.

Sosua is everything you want a beach town to be. Clear waters teem with coral, perfect for snorkeling and diving. Above sea level you’ll find multicolored sands lined with beach shacks. This small enclave of the Dominican Republic was once a haven for Jewish refugees. Historic sites and synagogues offer great perspective on Sosua’s postwar identity. On a lighter note, a community of ex-pats helps fuel a boisterous, international nightlife scene.

Well-priced, all-inclusive beach resorts are the norm around Puerto Plata. Take a cable car to the peak of Mount Isabel de Torres, enjoy a concert at an amphitheater facing the Atlantic Ocean, visit the 16th-century San Felipe Fortress. Explore the nearby falls of Damajagua, snorkel off the beautiful island of Cayo Arena or play a round of golf in spectacular surroundings. Then discover the neighbouring towns of Cabarete, a kite-boarding hub, and Sosúa, a picturesque beach spot.

The ideal destination for families, honeymooners, divers and golfers alike, La Romana is home to the famous Casa de Campo resort, internationally renowned golf courses, a world-class marina and Altos de Chavón, a beautiful replica of a 16th-century artisan village. Nearby, the Bayahibe area offers picturesque beaches, chic accommodations, desirable attractions and splendid opportunities for ecotourism. Visitors can enjoy stunning Saona Island, Cotubanamá National Park and more.

Home to palm-lined beaches, tranquil coral reefs, and several top-tier hotels, it’s no wonder why Bavaro is one of the Dominican Republic’s most popular destinations. This resort hub combines convenience and Caribbean culture with an impressive range of activities across its expansive coastline.

U.S. citizens still need to jump through a few hoops to visit Cuba, but as visitors from around the world know, this island offers some amazing opportunities for cultural exchange. Havana is a mix of old-world architecture and of-the-moment culture. Head out of the capital city to the small town of Trinidad to see more Spanish colonial architecture. It’s a UNESCO World Heritage Site and a fantastic home base for a visit to the Valley of the Sugar Mills, a pocket of land that formerly served as the centre of Cuba’s sugar industry.

Cuba's top beach destination sits on a 13-mile-long peninsula with powder soft sands lapped by waters of the Kawama Channel. Resort hotels teem along the shore that U.S. celebrities and gangsters, including Capone, discovered in the 1920s. Clubs and bars provide mojitos and merriment, after long days baking on the beach, golfing, diving or deep sea fishing. Rent a scooter or hop aboard an open-air tourist train or bus to see more of this stunning spot. Caves, keys and virgin forest add to the area's allure.

The landscape that inspired Anne of Green Gables entices legions of lovers to Canada’s smallest province. Peaceful P.E.I. is a slow paced haven, full of distinctively Maritime delights. Red sandstone cliffs rise above gentle beaches. Lonely lighthouses dot rocky bluffs. Deserted trails beckon for romantic roaming.

Refer to Vancouver Island as Victoria Island and risk a chorus of eye-rolls from the otherwise-friendly locals. Yes, Victoria is the main city on the island, but there are many distinct flavours to its logging and fishing settlements. Food and wine enthusiasts flock to the Comox Valley farm region, while the more outdoorsy types get their fix along the remote, forested beaches of North Vancouver Island. Visit the UNESCO Biosphere Reserve at Clayoquot Sound and you’ll return full of cocktail-party factoids.

The Algarve's sunny shores offer perfect escapes for all types, from those seeking the hot nightlife of flashy, energetic Lagos to those desiring secluded stays in rambling Sagres. Portugal's most southerly region offers historical attractions in former Moorish capital Silves and fascinating Tavira, great golf, fabulous beaches from Praia da Luz to Armacao de Pera, thermal springs at Caldas de Monchique, and miles of limestone caves and grottoes, cliffs and bays along its rugged coastline.