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.

British Columbia's Sunshine Coast does seem to get more than its fair share of great weather, plus breathtaking scenery and friendly coastal villages to discover. The beaches are best in summer, but the natural beauty is year-round. Travelers rave about swimming while gazing up at the mountains, or just relaxing in a romantic B&B while the setting sun paints a canvas of color over the water.

Established in 1910, Parksville is one of Canada's most popular summer destinations for families. Everyone loves Rathtrevor Beach Provincial Park, with its beaches, tidal flats and pools, wildlife, and campgrounds; and several other provincial parks are within half an hour's drive. Follow Vancouver Island's Highway 19 (Island Highway) to reach nearby Qualicum Beach and the Comox Valley.

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.

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.