
Caribbean
While Cuba has been off-limits to most American travelers since 1963, in recent years cruise ships have started calling again and flights from the United States have resumed. Most visitors today are drawn not only by the island's mild climate and beautiful beaches but also its cultural riches. Havana has a wealth of colonial buildings and vintage automobiles, as well as intimate paladares that serve local dishes and street parties that move to the rhythms of mambo and salsa. On the country's southern coast, Cienfuegos has elegant mansions and a 19th-century street plan that earned it a place on UNESCO's list of World Heritage sites.
14 days - Star Collector: Caribbean Explorations
Cruise Line: Windstar Cruise
Ship: Wind Surf / Wind Spirit
Sailing Dates: Dec 19 2026 | Dec 26 2026 | Jan 02 2027 | Jan 09 2027 | Jan 16 2027 | Jan 23 2027 | Jan 30 2027 | Feb 06 2027 | Feb 13 2027 | Feb 20 2027 | Feb 27 2027 | Mar 06 2027 | Mar 13 2027 | Nov 28 2027 | Dec 05 2027 | Jan 09 2028 | Jan 16 2028 | Jan 23 2028 | Jan 30 2028 | Feb 06 2028 | Feb 13 2028 | Feb 20 2028 | Feb 27 2028 | Mar 05 2028
Port: Philipsburg, St. Maarten to Philipsburg, St. Maarten
15 Days - Star Collector: Captivating Caribbean
Cruise Line: Windstar Cruise
Ship: Star Legend
Sailing Dates: Nov 27 2026
Port: Bridgetown to Oranjestad
*Prices are per person, based on double occupancy. Prices do not include Government Fees & Taxes. Pricing and availability subject to change without notice. STIC Travel Group reserves the right to refuse or honor any prices / sailings that are erroneously printed or quoted. Terms & Conditions apply.
