Montego Bay, the capital of Saint James Parish on Jamaica’s north coast, is a major cruise ship port with numerous beach resorts and golf courses outside its commercial core. Popular beaches include Doctor’s Cave Beach and Walter Fletcher Beach, home to an amusement park. There’s also snorkelling and diving at coral reefs in the protected waters of Montego Bay Marine Park.

Let yourself relax and experience pure Caribbean bliss in Punta Cana, where sugar-fine sands, sapphire surf, verdant green palms and the warm kiss of the tropical sun are sure to leave you in a tranquil state of mind. Visit the turquoise waters of the Hoyo Azul, a freshwater lagoon at the base of a 200-foot cliff. Explore an unspoiled nature park, or dine at one of the world-class resorts lining the sands. Discover the art of growing and harvesting sugarcane, or go for a sail and look for dolphins frolicking alongside your boat.

Puerto Rico's first inhabitants were the Taino Indians, who encountered Columbus in 1493. The Spanish quickly settled, defending their territory against the Dutch and British. This is evident by the imposing fortresses of Old San Juan, namely the El Morro Castle, dominating the old section of this capital city. In 1897, Spain declared Puerto Rico an autonomous state. Spain later ceded Puerto Rico to the U.S. and residents were granted American citizenship in 1917.

Spend a glorious day swimming at famed Cane Bay Garden Beach, hiking the island’s rainforest and enjoying a scenic drive around this lush island. Swim with dolphins, go sea kayaking or head over to Virgin Gorda and climb down to the famous Baths for a day of swimming and exploring this natural phenomenon. Take home charming local crafts, straw items, artwork and resort wear. Enjoy local fish dishes or perhaps a pub lunch or burger!

Touting 365 beaches, most protected by coral reefs; a ring of forts; and quaint Colonial architecture, Antigua, and particularly St. John’s, is a classic example of the British Caribbean. Sites to see include St. John’s Cathedral, destroyed by earthquakes and rebuilt on the same spot at least three times, the last time in 1845; and the Museum of Antigua & Barbuda, which, in addition to island history, also offers a fascinating exhibition of semiprecious stones. For a stroll in nature, make your way to Nelson’s Dockyard National Park, or the nature trail to Shirley Heights. St. John’s offers several hot spots for nightlife and live music. And be sure to stop at a local restaurant to taste the buttery “flying fish,” unique to this part of the Caribbean.

One of the Caribbean’s true gems, St. Barts is where Riviera chic meets Caribbean cool. Day-trippers come from nearby islands for the duty-free shopping, excellent dining and to lounge on the soft, white sands in a secluded palm-fringed cove. Tour Fort Gustav and Fort Carl, historic reminders of Sweden’s short-lived Caribbean possession. Excursions abound, inviting guests to snorkel, sail over the clear blue waters on a catamaran, or horseback ride through shaded jungle trails.

Sint Maarten, part of the Kingdom of the Netherlands, is a country on the southern part of a Caribbean island shared with Saint Martin, a French overseas collectivity. Its natural features span lagoons, beaches and salt pans. The capital, Philipsburg, has cobblestone streets and colorful, colonial-style buildings lining its Front Street shopping area. The port is a popular cruise-ship stop.

Christopher Columbus discovered the Cayman Islands in 1503 and named them Las Tortugas, because the only inhabitants found were turtles. By 1530, they were known as the Caymanas, meaning "crocodile" in Carib. Although Sir Francis Drake visited the islands in 1568, they did not come under British rule until 1670. The Caymanians are descendants of the English, Irish, Scottish and Welsh seamen who settled the islands and later intermarried with Jamaican immigrants.