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 islandâs 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 UNESCOâs list of World Heritage sites.
7 Days - Windward Ways & Tobago Cays [Oranjestad to Bridgetown]
![7 Days - Windward Ways & Tobago Cays [Oranjestad to Bridgetown]](/images/packages/mayreau-st-vincent-the-grenadines.jpg "7 Days - Windward Ways & Tobago Cays [Oranjestad to Bridgetown]")
Cruise Line: Windstar Cruise
Ship: Star Legend
Sailing Dates: Jan 14 2023 | Feb 11 2023
Port: Oranjestad to Bridgetown
( Note: Optional tours are available from most ports for an additional charge. )
![7 Days - Windward Ways & Tobago Cays [Oranjestad to Bridgetown]](/images/packages/extraimages/2196_7Days-Windward-Ways-Tobago1102023.jpg "7 Days - Windward Ways & Tobago Cays [Oranjestad to Bridgetown]")
14 Days - Star Collector: Leeward & Windward Caribbean Havens [St. Maarten to Bridgetown]
![14 Days - Star Collector: Leeward & Windward Caribbean Havens [St. Maarten to Bridgetown]](/images/packages/FalmouthHarbour-PORTS.jpg "14 Days - Star Collector: Leeward & Windward Caribbean Havens [St. Maarten to Bridgetown]")
Cruise Line: Windstar Cruise
Ship: Star Breeze / Wind Surf
Sailing Dates: Jan 21 2023 | Feb 18 2023
Port: St. Maarten to Bridgetown
( Note: Optional tours are available from most ports for an additional charge. )
![14 Days - Star Collector: Leeward & Windward Caribbean Havens [St. Maarten to Bridgetown]](/images/packages/extraimages/8224_14Days-Star-Collector-Leeward-Windward08012022.jpg "14 Days - Star Collector: Leeward & Windward Caribbean Havens [St. Maarten to Bridgetown]")
7 days - Lush & Lovely Islands of the Lesser Antilles [St. Maarten to Bridgetown]
![7 days - Lush & Lovely Islands of the Lesser Antilles [St. Maarten to Bridgetown]](/images/packages/Basseterre-St-Kitts-and-Nevis.jpg "7 days - Lush & Lovely Islands of the Lesser Antilles [St. Maarten to Bridgetown]")
Cruise Line: Windstar Cruise
Ship: Wind Surf
Sailing Dates: Jan 28 2023 | Feb 25 2023
Port: St. Maarten to Bridgetown
( Note: Optional tours are available from most ports for an additional charge. )
![7 days - Lush & Lovely Islands of the Lesser Antilles [St. Maarten to Bridgetown]](/images/packages/extraimages/1673_7Days-Lush-Lovely-Islands-Lesser-Antilles15012022.jpg "7 days - Lush & Lovely Islands of the Lesser Antilles [St. Maarten to Bridgetown]")
14 Days - Star Collector: Antilles Adventures [St. Maarten to Bridgetown]
![14 Days - Star Collector: Antilles Adventures [St. Maarten to Bridgetown]](/images/packages/Castries-St1-Lucia.jpg "14 Days - Star Collector: Antilles Adventures [St. Maarten to Bridgetown]")
Cruise Line: Windstar Cruise
Ship: Wind Surf
Sailing Dates: Jan 28 2023 | Feb 25 2023
Port: St. Maarten to Bridgetown
( Note: Optional tours are available from most ports for an additional charge. )
![14 Days - Star Collector: Antilles Adventures [St. Maarten to Bridgetown]](/images/packages/extraimages/4800_14Days-Star-Collector-Antilles-Adventures15012022.jpg "14 Days - Star Collector: Antilles Adventures [St. Maarten to Bridgetown]")
7 days - Jewels of the Windward Islands [Bridgetown to Bridgetown]
![7 days - Jewels of the Windward Islands [Bridgetown to Bridgetown]](/images/packages/Pitons-caribbean.jpg "7 days - Jewels of the Windward Islands [Bridgetown to Bridgetown]")
Cruise Line: Windstar Cruise
Ship: Wind Surf
Sailing Dates: Feb 04 2023 | Mar 04 2023
Port: Bridgetown to Bridgetown
( Note: Optional tours are available from most ports for an additional charge. )
![7 days - Jewels of the Windward Islands [Bridgetown to Bridgetown]](/images/packages/extraimages/672_7Days-Jewels-Windward-Islands12032022.jpg "7 days - Jewels of the Windward Islands [Bridgetown to Bridgetown]")
14 Days - Star Collector: Antilles Adventures [Bridgetown to St. Maarten]
Sailing Dates: Feb 04 2023 | Mar 04 2023
Port: Bridgetown to St. Maarten
( Note: Optional tours are available from most ports for an additional charge. )
![14 Days - Star Collector: Antilles Adventures [Bridgetown to St. Maarten]](/images/packages/extraimages/439_14Days-Star-Collector-Antilles-Adventures12032022.jpg "14 Days - Star Collector: Antilles Adventures [Bridgetown to St. Maarten]")
7 days - Lush & Lovely Islands of the Lesser Antilles [Bridgetown to St. Maarten]
![7 days - Lush & Lovely Islands of the Lesser Antilles [Bridgetown to St. Maarten]](/images/packages/Les-Saintes-Guadeloupe.jpg "7 days - Lush & Lovely Islands of the Lesser Antilles [Bridgetown to St. Maarten]")
Cruise Line: Windstar Cruise
Ship: Wind Surf
Sailing Dates: Feb 11 2023 | Mar 11 2023
Port: Bridgetown to St. Maarten
( Note: Optional tours are available from most ports for an additional charge. )
![7 days - Lush & Lovely Islands of the Lesser Antilles [Bridgetown to St. Maarten]](/images/packages/extraimages/3107_7Days-Lush-Lovely-Islands-Lesser-Antilles19032022.jpg "7 days - Lush & Lovely Islands of the Lesser Antilles [Bridgetown to St. Maarten]")
14 Days - Star Collector: Leeward & Windward Caribbean Havens [Bridgetown to St. Maarten]
![14 Days - Star Collector: Leeward & Windward Caribbean Havens [Bridgetown to St. Maarten]](/images/packages/Les-Saintes1-Guadeloupe.jpg "14 Days - Star Collector: Leeward & Windward Caribbean Havens [Bridgetown to St. Maarten]")
Cruise Line: Windstar Cruise
Ship: Wind Surf
Sailing Dates: Feb 11 2023 | Mar 11 2023
Port: Bridgetown to St. Maarten
( Note: Optional tours are available from most ports for an additional charge. )
![14 Days - Star Collector: Leeward & Windward Caribbean Havens [Bridgetown to St. Maarten]](/images/packages/extraimages/9839_14-Days-Star-Collector-Leeward20032021.jpg "14 Days - Star Collector: Leeward & Windward Caribbean Havens [Bridgetown to St. Maarten]")
7 Days - Beach Fun & Sun: A Remote Caribbean Getaway [St. Maarten to St. Maarten]
Cruise Line: Windstar Cruise
Ship: Star Pride / Wind Surf
Sailing Dates: Nov 04 2023 | Dec 16 2023 | Dec 30 2023 | Jan 13 2024 | Jan 27 2024 | Feb 10 2024 | Feb 24 2024 | Mar 09 2024 | Mar 23 2024
Port: St. Maarten to St. Maarten
( Note: Optional tours are available from most ports for an additional charge. )
![7 Days - Beach Fun & Sun: A Remote Caribbean Getaway [St. Maarten to St. Maarten]](/images/packages/extraimages/3599_7Days-Beach-Fun-Sun-23032024.jpg "7 Days - Beach Fun & Sun: A Remote Caribbean Getaway [St. Maarten to St. Maarten]")
*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.
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