8 Night - A Journey from San Juan to San Juan
Starting in San Juan, St Georges, Grenada, Bequia, Bridgetown, Fort-de-France, Martinique, Gustavia, Basseterre, San Juan
2026 Sails: Mar 3, More...

8 Night - San Juan / San Juan
Starting in San Juan, Bequia, St Georges, Soufriere, Portsmouth DM, Falmouth Harbour, Antigua, Virgin Gorda, San Juan
2026 Sails: Mar 6, More...

8 Night - Southern Caribbean
Starting in Miami, Fl, Amber Cove, Dominican Republic, Aruba, Curacao, Miami, Fl
2026 Sails: Mar 7, More...

8 Night - Aruba, Curacao & Cayman Cruise
Starting in Fort Lauderdale, Florida, Willemstad AN, Curacao, Oranjestad, Aruba, George Town, Grand Cayman, Fort Lauderdale, Florida
2026 Sails: Mar 7, More...

7 Night - Grenadines & Windwards Yachting
Starting in Bridgetown, Barbados, Speightstown, Barbados, Kingstown, Saint Vincent and the Grenadines, Bequia Island, Saint Vincent and the Grenadines, Mayreau Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados
2026 Sails: Mar 7, More...

7 Night - History and Culture Visiting Caribbean Jewels
Starting in Pointe-a-Pitre, Les Saintes, Falmouth Bay, Barbuda, Charlestown, Nevis, Gustavia, Prickley Pear Cays, Road Bay, Anguilla, Marigot
2026 Sails: Mar 7, Apr 4, 2027: Jan 9, More...

7 Night - Southern Caribbean Cruise
Starting in Colon, Panama, Cartagena CO, Oranjestad, Aruba, Willemstad AN, Curacao, Colon, Panama
2026 Sails: Mar 7, More...

14 Night - Yachtsman's Island Jewels
Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Saint Pierre, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados, Carambola Beach, Saint Kitts and Nevis, Pointe-a-Pitre, Guadeloupe, Trois Ilets, Martinique, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Mar 7, More...

14 Night - Southern Caribbean Adventurer
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico, Tortola, British Virgin Islands, St Kitts, Dominica, Grenada, Barbados, San Juan, Puerto Rico
2026 Sails: Mar 8, More...

7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, St Croix, US Virgin Islands, Willemstad AN, Curacao, Oranjestad, Aruba, Kralendijk, Bonaire, San Juan, Puerto Rico
2026 Sails: Mar 8, Mar 29, More...