25 Jan 2026
San Juan
00:00
19:00
The oldest city under the American flag, San Juan vibrates to a lively salsa beat. There’s an unmistakable zest in the air here. Perhaps it’s the stunning natural setting: the verdant peaks, tropical forests, and gleaming white-sand beaches. Or maybe it’s Puerto Rico’s mix of cultures, the blend and occasional clash of four centuries of Spanish heritage overlaid with a century spent as America’s only Commonwealth. Whatever the reason, San Juan is one of the most enticing ports in the Caribbean, and it only gets lovelier with age.
26 Jan 2026
St Thomas, US Virgin Islands
08:00
18:00
The US Virgin Islands are America’s paradise, offering an easygoing blend of island ways and American practicality. St. Thomas, capital of the island group, offers every imaginable sport: snorkeling, golfing, hiking, and sailing. Just a few miles away lay St. John and Virgin Islands National Park. Stunning mountain scenery, crystalline waters, and white-sand beaches with palms swaying in the breeze – the US Virgin Islands are truly a slice of paradise. The harbor is easily one of the Caribbean’s most scenic. The United States purchased the Virgin Islands from Denmark for $25 million in gold. St. Thomas has a reputation as a duty free-mecca for shopping.
27 Jan 2026
St Maarten
08:00
18:00
St. Maarten offers a delightful case of split personality. Legend has it that a Frenchman and a Dutchman divided ownership of the island through a walk-off: Standing back to back, the two headed in opposite directions, walking around the island until they met. Perhaps the Dutchman paused for a refreshing brew. At any rate, the French ended up claiming 21 square miles of the island to 16 square miles for the Dutch. This lively tale says much about St. Maarten’s easygoing ways. No formal boundary exists between the Dutch and French sides of the island; a simple welcome sign tells you when you cross from one country to the other. But the differences are as noticeable as the spelling of the island’s name. The French spell it St. Martin. And it’s this split personality that lends so much to the island’s charms, including an international reputation for the finest cuisine in the Caribbean.
28 Jan 2026
St Johns, Antigua
08:00
18:00
The largest of the British Leeward Islands, Antigua (pronounced an-tee-ga) boasts one of the Caribbean’s most spectacular coastlines with secluded coves and sun-drenched beaches. The island’s rolling hills are dotted with stone sugar mills, relics from the bygone era when sugar was king. Historic Nelson’s Dockyard, where Admiral Horatio Nelson quartered his fleet in 1784, attests to Antigua’s long and colorful nautical history during colonial times. And St. John’s, the island’s bustling capital, offers visitors a wealth of boutiques, restaurants and pubs.
29 Jan 2026
Guadeloupe
07:00
16:00
Guadeloupe, a French overseas region, is an island group in the southern Caribbean Sea. Resembling a butterfly, its 2 largest islands are separated by the Salée River. Hilly Grande-Terre Island has long beaches and sugarcane fields.
30 Jan 2026
Bridgetown
07:00
19:00
Barbados is one of the few Caribbean islands solely colonized by one nation. It’s no wonder Bajans describe their country as being “more English than England sheself,” surnames like Worthing and Hastings abound. But look around and you know you’re not in England: rich and fertile tropical fields meet a glistening, azure sea. The soft pastels of old chattel houses blend with the vibrant reds, oranges, and greens of roadside fruit stands. In short, Barbados exudes a charm all its own. Perhaps it is due to Bajan culture, that celebrated blend of English tradition and the African heritage brought to the island by slaves imported to work the sugar plantations. The potent brew which results flavors every aspect of island life, from music, dance and art, to religion, language and food.
31 Jan 2026
At Sea
00:00
00:00
1 Feb 2026
San Juan
06:00
19:00
The oldest city under the American flag, San Juan vibrates to a lively salsa beat. There’s an unmistakable zest in the air here. Perhaps it’s the stunning natural setting: the verdant peaks, tropical forests, and gleaming white-sand beaches. Or maybe it’s Puerto Rico’s mix of cultures, the blend and occasional clash of four centuries of Spanish heritage overlaid with a century spent as America’s only Commonwealth. Whatever the reason, San Juan is one of the most enticing ports in the Caribbean, and it only gets lovelier with age.
2 Feb 2026
St. Croix
08:00
18:00
St. Croix is one of the U.S. Virgin Islands, in the Caribbean. Bright yellow Fort Christiansvaern is among Christiansted National Historic Site’s Danish colonial buildings. West, St. George Village Botanical Gardens occupies an old sugar plantation.
3 Feb 2026
St Kitts
08:00
18:00
Jagged volcanoes soaring above azure and turquoise seas, dense rainforests in myriad shades of green, rolling fields of sugarcane–welcome to St. Kitts. Along with its neighbor, Nevis, St. Kitts presents an exotic landscape more common to Polynesia than the Caribbean. The islands’ terrain, rich soil, and climate made them ideal locations for raising sugarcane. In fact, St. Kitts and Nevis were once the crown jewels of the Caribbean. During the 17th and 18th centuries, Spain, France and England vied for control of the islands, with the English finally winning out in 1787. Today, British and French heritage is evident on both islands. Basseterre, the capital of St. Kitts, boasts fine, restored colonial buildings. Impressive Brimstone Hill Fortress, called the “Gibraltar of the West Indies,” is one of the most impressive fortresses in the Caribbean.
4 Feb 2026
Guadeloupe
08:00
18:00
Guadeloupe, a French overseas region, is an island group in the southern Caribbean Sea. Resembling a butterfly, its 2 largest islands are separated by the Salée River. Hilly Grande-Terre Island has long beaches and sugarcane fields.
5 Feb 2026
St. Vincent, Grenadines
08:00
18:00
St. Vincent is one of the 33 islands and small cays forming the Grenadines. The island is famed for its natural beauty. St. Vincent boasts a rugged coastline, lush rainforest, stunning waterfalls, a soaring volcano, and volcanic black-sand beaches. What travelers will not find are the glittering luxury resorts, duty-free shopping zones, and thronged beaches that characterize so many other islands in the Caribbean. St. Vincent is also one of the most cultivated islands in the region, thanks to the rich soil and abundant rainfall of its Mesopotamia Valley. The island’s fertility and strategic location made it a highly sought prize during the 18th century. France and Great Britain both vied for control of St. Vincent; the island changed hands three times. As a result, traces of both are seen on the island. Today’s Vincentians are a passionate people who possess great pride in their homeland.
6 Feb 2026
Bridgetown
07:00
19:00
Barbados is one of the few Caribbean islands solely colonized by one nation. It’s no wonder Bajans describe their country as being “more English than England sheself,” surnames like Worthing and Hastings abound. But look around and you know you’re not in England: rich and fertile tropical fields meet a glistening, azure sea. The soft pastels of old chattel houses blend with the vibrant reds, oranges, and greens of roadside fruit stands. In short, Barbados exudes a charm all its own. Perhaps it is due to Bajan culture, that celebrated blend of English tradition and the African heritage brought to the island by slaves imported to work the sugar plantations. The potent brew which results flavors every aspect of island life, from music, dance and art, to religion, language and food.
7 Feb 2026
At Sea
00:00
00:00
8 Feb 2026
San Juan
06:00
00:00
The oldest city under the American flag, San Juan vibrates to a lively salsa beat. There’s an unmistakable zest in the air here. Perhaps it’s the stunning natural setting: the verdant peaks, tropical forests, and gleaming white-sand beaches. Or maybe it’s Puerto Rico’s mix of cultures, the blend and occasional clash of four centuries of Spanish heritage overlaid with a century spent as America’s only Commonwealth. Whatever the reason, San Juan is one of the most enticing ports in the Caribbean, and it only gets lovelier with age.