Caribbean

14-Day Exotic Caribbean Isles

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Destination: Caribbean
Ports of Call: Starting in Bridgetown with stops in Castries, To Be Announced, St. John's, Carambola Beach, Great Harbour, Philipsburg, Sopers Hole , Saint Pierre, Port Elizabeth, Saint Georges
Duration: 14

10-Day Autumn Atlantic Migration

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Destination: Caribbean
Departures: 9/27/24
Ports of Call: Starting in St. John's with stops in San Juan, Great Harbour, Carambola Beach, Fort-de-France, Bridgetown
Duration: 10

24-Day Atlantic To The Amazon Basin

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Destination: Caribbean
Departures: 9/27/24
Ports of Call: Starting in St. John's with stops in San Juan, Great Harbour, Carambola Beach, Fort-de-France, Bridgetown, Charlotteville, Georgetown, Paramaribo, Devils Island, MacApa, Crossing the Equator, Guajara River, Santarem, Curariaca, Itamaraca, Parintins, Ressaca, Canacari, Cruising the Amazon River, Manaus
Duration: 24

17-Day Enchantment Of The Lesser Antilles

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Destination: Caribbean
Departures: 11/23/24
Ports of Call: Starting in Bridgetown with stops in Rodney Bay, Terre-de-Haut, St. Johns, Carambola Beach, Saint Georges, Bequia, Roseau, Oranjestad, Kralendijk, Willemstad, Charlotteville
Duration: 17

7-Day Caribbean Spice Islands

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Destination: Caribbean
Departures: 11/23/24
Ports of Call: Starting in Bridgetown with stops in Rodney Bay, Terre-de-Haut, St. Johns, Carambola Beach, Saint Georges
Duration: 7

21-Day Lesser Antilles In Depth

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Destination: Caribbean
Departures: 11/30/24
Ports of Call: Starting in Bridgetown with stops in Bequia, Roseau, Carambola Beach, Oranjestad, Kralendijk, Willemstad, Charlotteville, Castries, St. Johns, Marigot, Sopers Hole , Terre-de-Haut, Fort-de-France, Saint Georges
Duration: 21

10-Day Gems Of The Lesser Antilles

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Destination: Caribbean
Departures: 11/30/24
Ports of Call: Starting in Bridgetown with stops in Bequia, Roseau, Carambola Beach, Oranjestad, Kralendijk, Willemstad, Charlotteville
Duration: 10

25-Day Captivating Antillean Treasures

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Destination: Caribbean
Departures: 12/10/24
Ports of Call: Starting in Bridgetown with stops in Castries, St. Johns, Marigot, Carambola Beach, Sopers Hole , Terre-de-Haut, Fort-de-France, Saint Georges, Rodney Bay, Point-a-Pitre, Road Bay, Great Harbour, San Juan, Isabel Segunda, Willemstad, Oranjestad, Charlotteville, Bequia
Duration: 25

11-Day Lesser Antilles Isles

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Destination: Caribbean
Departures: 12/10/24
Ports of Call: Starting in Bridgetown with stops in Castries, St. Johns, Marigot, Carambola Beach, Sopers Hole , Terre-de-Haut, Fort-de-France, Saint Georges
Duration: 11

14-Day Antillean Treasure Holiday

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Destination: Caribbean
Departures: 12/21/24
Ports of Call: Starting in Bridgetown with stops in Rodney Bay, Point-a-Pitre, Road Bay, Carambola Beach, Great Harbour, San Juan, Isabel Segunda, Willemstad, Oranjestad, Charlotteville, Bequia
Duration: 14

21-Day Antillean Treasures & Caribbean Sea

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Destination: Caribbean
Departures: 12/21/24
Ports of Call: Starting in Bridgetown with stops in Rodney Bay, Point-a-Pitre, Road Bay, Carambola Beach, Great Harbour, San Juan, Isabel Segunda, Willemstad, Oranjestad, Charlotteville, Bequia, Castries, Terre-de-Haut, St. Johns, Philipsburg
Duration: 21

7-Day Classic Caribbean Yacht Harbors

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Destination: Caribbean
Departures: 1/4/25
Ports of Call: Starting in Bridgetown with stops in Castries, Terre-de-Haut, St. Johns, Great Harbour, Carambola Beach, Philipsburg
Duration: 7

14-Day Exotic Caribbean In Depth

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Destination: Caribbean
Departures: 1/4/25
Ports of Call: Starting in Bridgetown with stops in Castries, Terre-de-Haut, St. Johns, Great Harbour, Carambola Beach, Philipsburg, Sopers Hole , Fort-de-France, Bequia, Saint Georges
Duration: 14

7-Day Yachtsman's Caribbean

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Destination: Caribbean
Departures: 1/11/25
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Fort-de-France, Bequia, Saint Georges, Bridgetown
Duration: 7

14-Day Caribbean Gems In Depth

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Destination: Caribbean
Departures: 1/11/25
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Fort-de-France, Bequia, Saint Georges, Bridgetown, Castries, Terre-de-Haut, St. Johns, Great Harbour
Duration: 14

7-Day Classic Caribbean Yacht Harbors

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Destination: Caribbean
Departures: 1/18/25
Ports of Call: Starting in Bridgetown with stops in Castries, Terre-de-Haut, St. Johns, Great Harbour, Carambola Beach, Philipsburg
Duration: 7

14-Day Exotic Caribbean In Depth

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Destination: Caribbean
Departures: 1/18/25
Ports of Call: Starting in Bridgetown with stops in Castries, Terre-de-Haut, St. Johns, Great Harbour, Carambola Beach, Philipsburg, Sopers Hole , Fort-de-France, Bequia, Saint Georges
Duration: 14

21-Day Yachtsman's Caribbean Sea Jewels

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Destination: Caribbean
Departures: 1/25/25
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Fort-de-France, Bequia, Saint Georges, Bridgetown, Willemstad, Santa Marta, Cartagena, Port Antonio, Santo Domingo, Isla Catalina, St. Johns, Trois Ilets
Duration: 21

7-Day Yachtsman's Caribbean

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Destination: Caribbean
Departures: 1/25/25
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Fort-de-France, Bequia, Saint Georges, Bridgetown
Duration: 7

21-Day Caribbean Sea Harbors

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Destination: Caribbean
Departures: 2/1/25
Ports of Call: Starting in Bridgetown with stops in Willemstad, Santa Marta, Cartagena, Port Antonio, Santo Domingo, Isla Catalina, St. Johns, Trois Ilets, Castries, Terre-de-Haut, Great Harbour, Carambola Beach, Philipsburg
Duration: 21

14-Day Jewels Of The Caribbean Sea

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Destination: Caribbean
Departures: 2/1/25
Ports of Call: Starting in Bridgetown with stops in Willemstad, Santa Marta, Cartagena, Port Antonio, Santo Domingo, Isla Catalina, St. Johns, Trois Ilets
Duration: 14

7-Day Classic Caribbean Yacht Harbors

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Destination: Caribbean
Departures: 2/15/25
Ports of Call: Starting in Bridgetown with stops in Castries, Terre-de-Haut, St. Johns, Great Harbour, Carambola Beach, Philipsburg
Duration: 7

14-Day Exotic Caribbean In Depth

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Destination: Caribbean
Departures: 2/15/25
Ports of Call: Starting in Bridgetown with stops in Castries, Terre-de-Haut, St. Johns, Great Harbour, Carambola Beach, Philipsburg, Sopers Hole , Fort-de-France, Bequia, Saint Georges
Duration: 14

7-Day Yachtsman's Caribbean

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Destination: Caribbean
Departures: 2/22/25
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Fort-de-France, Bequia, Saint Georges, Bridgetown
Duration: 7

14-Day Caribbean Gems In Depth

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Destination: Caribbean
Departures: 2/22/25
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Fort-de-France, Bequia, Saint Georges, Bridgetown, Castries, Terre-de-Haut, St. Johns, Great Harbour
Duration: 14

7-Day Classic Caribbean Yacht Harbors

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Destination: Caribbean
Departures: 3/1/25
Ports of Call: Starting in Bridgetown with stops in Castries, Terre-de-Haut, St. Johns, Great Harbour, Carambola Beach, Philipsburg
Duration: 7

14-Day Exotic Caribbean In Depth

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Destination: Caribbean
Departures: 3/1/25
Ports of Call: Starting in Bridgetown with stops in Castries, Terre-de-Haut, St. Johns, Great Harbour, Carambola Beach, Philipsburg, Sopers Hole , Fort-de-France, Bequia, Saint Georges
Duration: 14

19-Day Yachtsman's Caribbean & Atlantic Passage

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Destination: Caribbean
Departures: 3/8/25
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Fort-de-France, Bequia, Saint Georges, Bridgetown, Saint Pierre, Funchal, Lisbon
Duration: 19

7-Day Yachtsman's Caribbean

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Destination: Caribbean
Departures: 3/8/25
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Fort-de-France, Bequia, Saint Georges, Bridgetown
Duration: 7

12-Day Caribbean Gems

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Destination: Caribbean
Departures: 11/13/25
Ports of Call: Starting in Miami with stops in San Juan, To Be Announced, Gustavia, Terre-de-Haut, Roseau, Carambola Beach, Great Harbour
Duration: 12

12-Day Treasures Of Aruba, Bonaire & Curacao

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Destination: Caribbean
Departures: 12/2/25
Ports of Call: Starting in San Juan with stops in Oranjestad, Willemstad, Kralendijk, Trois Ilets, Roseau, To Be Announced, Carambola Beach, St. John's, Road Town
Duration: 12

20-Day Southern Caribbean Discovery

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Destination: Caribbean
Departures: 12/2/25
Ports of Call: Starting in San Juan with stops in Oranjestad, Willemstad, Kralendijk, Trois Ilets, Roseau, To Be Announced, Carambola Beach, St. John's, Road Town, Sopers Hole , Terre-de-Haut, Saint Pierre, Port Elizabeth, Saint Georges, Bridgetown
Duration: 20

8-Day Yachtsman's Caribbean

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Destination: Caribbean
Departures: 12/14/25
Ports of Call: Starting in San Juan with stops in Sopers Hole , Carambola Beach, Terre-de-Haut, Saint Pierre, Port Elizabeth, Saint Georges, Bridgetown
Duration: 8

20-Day Holiday Caribbean Enchantment

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Destination: Caribbean
Departures: 12/14/25
Ports of Call: Starting in San Juan with stops in Sopers Hole , Carambola Beach, Terre-de-Haut, Saint Pierre, Port Elizabeth, Saint Georges, Bridgetown, Rodney Bay, To Be Announced, Willemstad, Oranjestad, Kralendijk
Duration: 20

12-Day Southern Caribbean Holiday & Aruba, Bonaire & Curacao

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Destination: Caribbean
Departures: 12/22/25
Ports of Call: Starting in Bridgetown with stops in Rodney Bay, Terre-de-Haut, Carambola Beach, To Be Announced, Willemstad, Oranjestad, Kralendijk, Saint Georges, Port Elizabeth
Duration: 12

14-Day Southern Island Discovery

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Destination: Caribbean
Departures: 1/3/26
Ports of Call: Starting in Bridgetown with stops in Rodney Bay, Oranjestad, Kralendijk, Willemstad, Castries, To Be Announced, St. John's, Carambola Beach, Great Harbour, Philipsburg
Duration: 14

7-Day Treasures Of Aruba, Bonaire & Curacao

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Destination: Caribbean
Departures: 1/3/26
Ports of Call: Starting in Bridgetown with stops in Rodney Bay, Oranjestad, Kralendijk, Willemstad
Duration: 7

7-Day Classic Caribbean Yacht Harbors

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Destination: Caribbean
Departures: 1/10/26
Ports of Call: Starting in Bridgetown with stops in Castries, To Be Announced, St. John's, Carambola Beach, Great Harbour, Philipsburg
Duration: 7

14-Day Gems Of The Caribbean

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Destination: Caribbean
Departures: 1/17/26
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Saint Pierre, Port Elizabeth, Saint Georges, Bridgetown, Castries, To Be Announced, St. John's, Great Harbour
Duration: 14

7-Day Yachtsman's Caribbean

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Destination: Caribbean
Departures: 1/17/26
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Saint Pierre, Port Elizabeth, Saint Georges, Bridgetown
Duration: 7

14-Day Exotic Caribbean Isles

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Destination: Caribbean
Departures: 1/24/26
Ports of Call: Starting in Bridgetown with stops in Castries, To Be Announced, St. John's, Carambola Beach, Great Harbour, Philipsburg, Sopers Hole , Saint Pierre, Port Elizabeth, Saint Georges
Duration: 14

7-Day Classic Caribbean Yacht Harbors

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Destination: Caribbean
Departures: 1/24/26
Ports of Call: Starting in Bridgetown with stops in Castries, To Be Announced, St. John's, Carambola Beach, Great Harbour, Philipsburg
Duration: 7

14-Day Yachtsman's Island Jewels

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Destination: Caribbean
Departures: 1/31/26
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Saint Pierre, Port Elizabeth, Saint Georges, Bridgetown, Trois Ilets, Point-a-Pitre, Roseau, Rodney Bay
Duration: 14

7-Day Yachtsman's Caribbean

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Destination: Caribbean
Departures: 1/31/26
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Saint Pierre, Port Elizabeth, Saint Georges, Bridgetown
Duration: 7

14-Day Yachtsman's Island Jewels

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Destination: Caribbean
Departures: 2/7/26
Ports of Call: Starting in Bridgetown with stops in Carambola Beach, Trois Ilets, Point-a-Pitre, Roseau, Rodney Bay, Castries, To Be Announced, St. John's, Great Harbour, Philipsburg
Duration: 14

7-Day Caribbean Gems

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Destination: Caribbean
Departures: 2/7/26
Ports of Call: Starting in Bridgetown with stops in Carambola Beach, Trois Ilets, Point-a-Pitre, Roseau, Rodney Bay
Duration: 7

14-Day Exotic Caribbean Isles

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Destination: Caribbean
Departures: 2/14/26
Ports of Call: Starting in Bridgetown with stops in Castries, To Be Announced, St. John's, Carambola Beach, Great Harbour, Philipsburg, Sopers Hole , Saint Pierre, Port Elizabeth, Saint Georges
Duration: 14

7-Day Classic Caribbean Yacht Harbors

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Destination: Caribbean
Departures: 2/14/26
Ports of Call: Starting in Bridgetown with stops in Castries, To Be Announced, St. John's, Carambola Beach, Great Harbour, Philipsburg
Duration: 7

14-Day Gems Of The Caribbean

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Destination: Caribbean
Departures: 2/21/26
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Saint Pierre, Port Elizabeth, Saint Georges, Bridgetown, Castries, To Be Announced, St. John's, Great Harbour
Duration: 14

7-Day Yachtsman's Caribbean

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Destination: Caribbean
Departures: 2/21/26
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Saint Pierre, Port Elizabeth, Saint Georges, Bridgetown
Duration: 7

14-Day Exotic Caribbean Isles

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Destination: Caribbean
Departures: 2/28/26
Ports of Call: Starting in Bridgetown with stops in Castries, To Be Announced, St. John's, Carambola Beach, Great Harbour, Philipsburg, Sopers Hole , Saint Pierre, Port Elizabeth, Saint Georges
Duration: 14

7-Day Classic Caribbean Yacht Harbors

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Destination: Caribbean
Departures: 2/28/26
Ports of Call: Starting in Bridgetown with stops in Castries, To Be Announced, St. John's, Carambola Beach, Great Harbour, Philipsburg
Duration: 7

14-Day Yachtsman's Island Jewels

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Destination: Caribbean
Departures: 3/7/26
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Saint Pierre, Port Elizabeth, Saint Georges, Bridgetown, Point-a-Pitre, Trois Ilets, Roseau, Rodney Bay
Duration: 14

7-Day Yachtsman's Caribbean

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Destination: Caribbean
Departures: 3/7/26
Ports of Call: Starting in Philipsburg with stops in Sopers Hole , Carambola Beach, Saint Pierre, Port Elizabeth, Saint Georges, Bridgetown
Duration: 7

7-Day Caribbean Gems

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Destination: Caribbean
Departures: 3/14/26
Ports of Call: Starting in Bridgetown with stops in Carambola Beach, Point-a-Pitre, Trois Ilets, Roseau, Rodney Bay
Duration: 7