Lively Antigua and Barbuda move to the music of steel drums. You can visit a different beach each day and not repeat yourself for a full year—and that's why tourists and celebrities alike flock to this sun-soaked Caribbean island. Take a day cruise, rent some diving gear or cruise up the beach on a Segway for a real adventure, island-style.

In St. John's, the capital city of Antigua, farmers markets, candy- colored architecture and the ruins of sugar plantations vie for attention with a kaleidoscope of coral reefs and sailing adventures. Salute the white baroque towers of St. John's Cathedral that dominate the skyline before joining the flocks of cruise passengers on a Heritage Quay shopping excursion. To experience the island's early cultures, visit the Museum of Antigua and Barbuda, housed in a 1750s colonial courthouse.

Featuring white-sand beaches, volcanic peaks, and protected parks, along with some of the most impressive dive spots in the world, Guadeloupe is an island hopper’s paradise. This French archipelago is one of the Caribbean's best-kept secrets, offering a more relaxed alternative to its better-known neighbours.

Christopher Columbus added St Barthelemy, or St Barts, to his collection in 1493, but the French soon stepped in. Today, the chic Caribbean island - officially a department of France - is a popular winter getaway for people from mainland France, the rest of Europe and North America. Keep in shape and walk between attractions, or hire a car to see more of the island. Beachgoers can choose between beaches such as Grand Saline, if nude sunbathing appeals, or shady, isolated Colombier Beach.

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.

From the Magic Kingdom to magical spa treatments, Orlando sparkles with the promise of adventure. Spend a day exploring the world-famous Disney theme parks or screaming your head off on a Universal Studios roller coaster. For a less adrenaline-pumping afternoon, enjoy the quiet natural beauty of the Harry P. Leu Gardens or enjoy a seaweed scrub at a luxury day spa. Savor fresh and local ingredients at one of Orlando’s James Beard-nominated restaurants.

From the heights of the Bay of Fundy tides to the sandy beaches and warm waters of the Acadian coast, New Brunswick is home to spectacular natural wonders and first-class attractions. The Canadian province is also renowned for its outdoor adventures, natural and recreational parks, pristine rivers, lively cities, picturesque towns and vibrant culture. Add a dash of Acadian joie de vivre and its people’s legendary friendliness and you have the makings of a truly unique Maritime experience.

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.