Bridgetown, Barbados' UNESCO-listed capital, blends colonial history, rich culture, and white-sand beauty. At The Careenage, pastel buildings overlook the Constitution River, with a plaque marking the city's role in the Transatlantic Slave Trade. Nearby Carlisle Bay offers turquoise water, soft sand, and shipwreck dives with turtles and tropical fish. Explore street food, Broad Street shopping, rum bars on Roebuck Street, and Nidhe Israel Synagogue and museum.

St Lucia is a vivid Caribbean island of turquoise seas, green volcanic Pitons, jungle waterfalls, and bright coral reefs. Its beaches and dive spots are rich with colorful fish, while marigot Bay, once a backdrop for Doctor Dolittle, adds cinematic charm. Spot parrots in the palms and dolphins offshore, relax on Vigie Beach, and photograph the dramatic Pitons. In Castries, visit the Cathedral Basilica and the lively market for spices, bananas, and mangos.

Les Saintes, "Islands of the Saints," is a stunning Caribbean archipelago named by Columbus in 1493. Of nine islands, only two are inhabited. Expect crystal beaches, shallow turquoise seas, lush volcanic cones, rich reefs, kayaking, snorkeling, and catamaran trips. Visit Pain de Sucre Beach and Fort Napoleon, now a cactus park and gardens, and watch for iguanas.

Philipsburg, on St. Maarten's Dutch side, offers electric-blue Caribbean waters, great scuba/snorkeling, soft-sand beaches, and elevated views. The island is split between French and Dutch sides, a division set by a 1648 truce after Columbus first saw it in 1493. In town, enjoy waterfront strolls, duty-free shopping, sea views, seafood, and guavaberry rum. Nearby Maho Beach is famous for low-flying planes from Princess Juliana Airport.

Jost Van Dyke is a tiny Caribbean island of turquoise water, white sand, and palm-lined beaches. Drop your shoes, swim in crystal-clear teal seas, snorkel among colorful fish, and relax at White Bay's beach bars. A short climb to Majohnny Hill reveals the island's beauty, while Bubbly Pool offers a natural jacuzzi. Known as a low-key celebrity hideaway, it's famous for rustic beach bars like Foxy's, where rum cocktails and cold beers fuel the party spirit.

St. Kitts is a lush volcanic island of crystal-clear Caribbean waters, reefs, white-sand beaches, rainforests, and a laid-back "limin" vibe. Explore vine-tangled trails, snorkel or dive with turtles and wrecks, or ride Basseterre's scenic sugar train through unspoiled landscapes. In Basseterre, see the Berkeley Memorial and Independence Square, and visit Brimstone Hill Fortress, the "Gibraltar of the West Indies," a UNESCO World Heritage Site with sweeping coastal views.

Roseau, Dominica's capital on the west coast, blends Caribbean beauty with a strong colonial past. Enjoy volcanic beaches, great snorkeling and diving among coral, marine life and underwater volcanic activity. Explore banana and cocoa plantations, the lively Old Market Square, and the former British fort for sweeping views. Visit the botanical gardens, rainforest waterfalls, and Boiling Lake in Morne Trois Pitons National Park, then relax in hot springs or with a rum punch.

Bridgetown, Barbados' UNESCO-listed capital, blends colonial history, rich culture, and white-sand beauty. At The Careenage, pastel buildings overlook the Constitution River, with a plaque marking the city's role in the Transatlantic Slave Trade. Nearby Carlisle Bay offers turquoise water, soft sand, and shipwreck dives with turtles and tropical fish. Explore street food, Broad Street shopping, rum bars on Roebuck Street, and Nidhe Israel Synagogue and museum.