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?

The Caribbean Republic of Cuba consists of the 766-mile long island of Cuba, Isla de la Juventud and almost 4200 keys and islets. Perched at the mouth of the Gulf of Mexico, it’s just 110 miles from Florida. Colourful capital Havana, with its pulsating nightlife, proud culture and beautiful architecture, is the heart of the country. Outside the Caribbean’s largest city, life on thousands of fine beaches and in resort destination Varadero and former capital Santiago de Cuba carries on at the same laid-back pace.

Culture-seekers will be charmed be La Isla's heritage and history, from Old San Juan's charms to folk art and festivals in the outlying towns. You can drive round Puerto Rico in a day, but take your time. Coffee plantations, colonial towns, beaches, bars and restaurants wait to be explored. Old San Juan, with famed Castillo de San Felipe del Morro, is an atmospheric place to wander. Experience life at a different pace by rainforest hiking, scuba diving or swimming Vieques' glowing bioluminescent lagoon.

Visit Aruba once and you'll instantly start planning your next visit. The island wins you over with gorgeous weather, serene beaches, exciting land and sea activities (ATVs in the outback, anyone?), and terrific nightlife, from restaurants to casinos and nightclubs. Don't miss the live music scene, featuring Aruba's own Tumba music.

Jamaica is a melting pot of African, Asian, European and Middle Eastern cultures. You'll experience this diversity in its strong crafts tradition, performing arts and distinctive dining options, like ackee and saltfish with roast breadfruit. Take your holiday to new heights at famed cliff jumping spot, Negril Cliffs. Jamaica offers long beaches, protected coves, rugged mountains, waterfalls, caves and sunshine and chances to play in the surf, ride horses and swim with dolphins. Jump in!

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.

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.

Get the experience of visiting two island colonies in the same 37 square miles. Saint Maarten/Saint Martin's spicy marriage of Caribbean, French and Dutch cultures matches its physical diversity: the island is both urban and untamed, with rain forest-like landscapes, white beaches, and amazing caves and wildlife.

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.

Romance and adventure are in the air on this lush West Indian island in the Caribbean, depending on your coast. To the west, you'll find calm waters and good swimming. To the east, there are massive, competition-caliber waves. Wherever you stay, expect turquoise waters, fine soft sand beaches, catamaran cruises and delicious island fare.