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.

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.

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.)

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.

Even the sands of Playa Conchal are special, comprised of the silky remnants of millions of crushed conch shells. Frolic, swim and snorkel in the warm, crystalline waters by day; at night, camp out on the beach under the stars. Guided rafting, adventure and nocturnal turtle-watching tours are available—and exhilarating.

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.

Welcome to the Nature Island. Remote, affordable and, as yet, unspoiled, Dominica deserves more than a day's visit from your cruise ship. Spend a week (or more) exploring mountains covered by tropical rainforest, endless hiking trails, some 40 dive sites and black-sand beaches. You'll soon be plotting ways to return every year.

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.