It's true: you can surf in Canada. And Tofino, on the west coast of Vancouver Island, is where you'll find exceptional surfing, Canadian-style. Busiest in summer, Tofino also fills up in winter when storm watchers descend upon this tiny town. Stay at an upscale inn and enjoy the town that affectionately calls itself The Tree Loving Capital of the World.

With 2.5 miles of beautiful beaches, an iconic pier and lovely ocean vistas, Lauderdale by the Sea is a small community that attracts visitors from around the world. Here low-rise downtown buildings and mid-century modern architecture exude old Florida charm, even as they celebrate the town’s present-day connection to the ocean — most hotels, restaurants and shops are just a few minutes’ walk from Anglin’s Square, a charming oceanfront gathering place.

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.

The farther you go from Grand Cayman's busy docks, the more peace and quiet you'll find. At Stingray City (actually a sandbar), stingrays swim alongside you in the tranquil waters. Closer to town, travellers report finding some of the best massage and spa services anywhere in the Caribbean.

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.