Dozens of nightclubs, hundreds of restaurants and some of Mexico's best beaches await you in Puerto Vallarta. The original colonial town still shines through an endless selection of shopping, art galleries, water and land activities, and hotels. Walk the malecon (boardwalk) and just try to take it all in.

A charming fishing village, Sayulita is a hidden gem with picturesque beaches, charming restaurants and great food. Unlike some other Mexican towns, tourists mingle with locals in a relaxed atmosphere, without the hustle and bustle of major touristy resorts. For those seeking more nightlife, Puerto Vallarta is a mere 30 minutes away.

Yearning for the laidback feel of a rural fishing village with white sand beaches, combined with the luxuries and mild year-round weather of the Mexican Riviera? Punta Mita has all this plus championship golf, diving, sport fishing, surfing, sailing, sea kayaking, whale watching, mountain biking, hiking, horseback riding, Jeep tours, and rainforest excursions. Walk into town for beachfront restaurant dining and Pacific Ocean sunsets. Kids can safely swim at Playa El Anclote, where the rock jetties calm the shallow waters near restaurant row. Surf El Anclote’s long slow waves. Or seek out those special surfing spots along the coast, like near Punta Sayulita. Enjoy kayaking. Take the family sailing. Tee off overlooking the breezy blue waters of the Pacific Ocean at the Jack Nicklaus-designed Pacifico Course, rated among the best in Latin America. Pacifico is renowned for its optional 19th hole, the “Tail of the Whale,” a 199-yard par-three where you tee off over the Pacific Ocean onto a large island green. The Bahia, another Nicklaus-designed championship course, has six ocean holes, and is lined by beach sands and gated resort properties controlling course access. The Bahia Banderas (Bay of Banderas) and north towards Sayulita is great for fishing and diving volcanic tunnels, or just watching whales, dolphins, turtles, and ocean birds. Snorkel colour-splashed shallow reefs. Spend a day on a ponga, a motorized open-bow fishing boat in search of mahi-mahi (dorado), pugnacious pargo (big cubera snapper), Pacific sailfish, fighting roosterfish, yellowfin tuna, and bonita. From Islas Marietas and El Morro to La Corbetena and El Banco, the diving opportunities are numerous.

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.

What happens when a "gassy" Englishman rows into town feeling thirsty? A pub is born. And from that a city—in this case Vancouver. Though the pubs are plentiful, food and drink aren’t the only things to take in during your trip. In its 150 years, Vancouver has grown into a cosmopolitan city nestled in the great outdoors. Enjoy the snow-capped mountains, waterfront forests, cityside beaches, Olympic history and the world’s highest suspension bridge. Hipsters welcome. (Don’t worry, they don’t bite.)

The Dominican Republic lies in the same waters as Cuba and Puerto Rico, taking up the eastern two-thirds of the island it shares with Haiti. Offering a lush interior with a mix of caves, Victorian gingerbread houses and the lore of pirates, plus 900 miles of coastline along its brim, island highlights include riding a cable car up Mount Isabel de Torres and basking on stunning Saona Island. Oh, and did we mention the D.R. is family-friendly, has just about perfect weather and is affordable?

Among the best golf destinations in the world, Punta Cana is the very picture of leisure. Several of the courses have been designed by professional golfers, making for the perfect sort of kicked-back challenge that you want on a golfing vacation. The beaches here are simply perfect: calm, warm waters that gently lap at stretches of fine white sand. Thrill yourself with a zip-line adventure, clap along with traditional Dominican music at a cultural performance, or explore the magical lagoons of the Indigenous Eyes Ecological Park.

Don’t be fooled by Bermuda’s small size; this 21-square-mile Atlantic island is big on history, personality and charm, from pink-sand beaches to historic forts. It’s known for aquatic adventures like shipwreck scuba diving, cliff jumping and deep-sea fishing. On land you’ll find an eclectic island culture of vibrant neighbourhoods, brightly coloured shorts and delicious fish chowder.

The relatively small island of Bora Bora is an activity giant, offering visitors the chance to experience a 4x4 safari, sunbathe and swim at white sandy beaches, dive in a natural underwater park among fish and corals, experience thrilling shark feedings, or circle the turquoise lagoon by boat. And Bora Bora is a superlative romantic spot. Fall captive to this lush gem of a Polynesian island by sharing an intimate midnight dinner on the beach; visiting the Lagoonarium, the Diving Centre, the Coral Gardens or the Leopard Rays Trench; or taking it all in from the lofty heights of 2,300-foot Mount Otemanu.