If you love the beach, but also want a little culture, you'll love Christiansted, one of St Croix's two waterfront towns. Historic churches, charming courtyards, shaded walkways, stone arches, antique lampposts and rows of restored town houses add to the city's appeal. Relax on a tranquil, white-sand beach or float in the aquamarine water. Enjoy the shops, boutiques, galleries, cafés and restaurants, or visit attractions like Fort Christianvaern, the Customs House and the Old Scale House.

Made up of St Croix, St John and St Thomas, the laid-back USVI offer sophisticated dining, turquoise waters and quaint towns. On St Croix, Christiansted's colourful Danish Colonial buildings provide a lovely backdrop for dining or sailing, and underwater coral gardens are heaven for divers. On St Thomas, shopping mecca Charlotte Amalie has hopping nightlife. Tranquil St John offers quiet trails, secluded coves and lively Cruz Bay's shops and bars. Ferries and local air services link the islands.

The biggest draws to St. Thomas are beautiful beaches and duty-free shopping. Once your luggage is full of china, crystal, liquor and jewelry, you can explore life outside the markets, and there's no shortage of options.  You can visit Fort Christian, the 17th century Dutch stronghold; swim or snorkel in the calm blue waters of Magens Bay; hop a ferry to St. John; or just lie beside the pool with a daiquiri.

Ecotourism is alive and kicking on St. John. There's more than enough to do on land, from watching for wildlife in the national park to hiking miles of trails or strolling sandy white beaches. Hit the water for amazing snorkeling, swimming, even underwater photography—of course. This is the Caribbean, after all.

If you prefer your beaches without the accompanying commercial developments, Isla de Vieques is your tanning turf, with more than 40 beaches and not one traffic light. Visit Mosquito Bay when the moon is dim to see its famous glowing water (a tiny organism is responsible for the shining effect).

The former haunt of pirates, the Dutch and the English and Tortola's main town, Road Town is within reach of secluded beaches and hidden coves. The island displays the same leisurely pace as other British Virgin Islands, with festivals and regattas across the calendar. Helicopter and sea charters and diving are popular activities. On land, the ruins of Fort Burt and the still functioning Callwood Rum Distillery provide fun daytrips. Catch a cab between sights or rent a car to get out of town.

More than 60 idyllic islands, including Jost Van Dyke, Tortola, Anegada and Virgin Gorda, make up the BVI. Turquoise waters offer thrilling diving, fishing, sailing and swimming. Tortola is the largest island in the volcanic chain and has beautiful beaches and coves, forts, ruins and warm, welcoming people. Virgin Gorda boasts yacht clubs, chic resorts and secluded sands. Coconut palms shade beaches on tiny Jost van Dyke. Sailing is a popular way to travel between islands. Ferries are the other option.

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.

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.