15 Night - An Extended Journey Into the Tropical Enchantment of Caribbean Splendour
Starting in Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2026 Sails: Jan 28, More...

8 Night - A Journey from Miami to San Juan
Starting in Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan
2026 Sails: Jan 28, More...

8 Night - Pearls of the Caribbean
Starting in Vieux Fort, Port Elizabeth VC, Bequia Island, Mayreau Island, Tobago Cays, Union Island, Pigeon Island Beach, Soufriere, Marie-Galante, Portsmouth UK, Vieux Fort
2026 Sails: Jan 28, More...

10 Night - Antigua to Grenada
Starting in St Johns AG, Gustavia, St Barts, Sailing Sir Francis Drake Channel, The Bight / Norman Island, British Virgin Islands, White Bay, Jost Van Dyke, Sopers Hole, Tortola, Spanish Town, Virgin Gorda, Beach, Captains Best, British Virgin Islands, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, Terre De Haut, Iles des Saintes, Beach, Martinique, Admiralty Bay, Bequia, Grenadines, Tobago Cays, Grenadines, St Georges, Grenada
2026 Sails: Jan 28, More...

7 Night - Windward Islands Surf & Sunsets
Starting in San Juan, Bequia, Mayreau, Soufriere, Les Saintes, Marigot, St Martin, San Juan
2026 Sails: Jan 30, Feb 13, More...

7 Night - Eastern Caribbean with St. Barths
Starting in Marigot, Saint Martin, Prickly Pear Cays, Anguilla, Gustavia, Saint Barthelemy, Charlestown / Cades Bay, Saint Kitts and Nevis, Falmouth Bay, English Harbour, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Soufriere, Saint Lucia, Bridgetown, Barbados
2026 Sails: Jan 31, More...

7 Night - South Caribbean
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint Georges, Granada, Port Castries, Santa Lucia, Fort-de-France, Martinique
2026 Sails: Jan 31, More...

7 Night - Gliding the Waters of the Windward Islands
Starting in Pointe-a-Pitre, Grande Anse dArlet, Tobago Cays, Sandy Island, Carriacou, Port Elizabeth VC, Bequia Island, Sailing by les Pitons, Soufriere, Portsmouth UK, Marie-Galante, Pointe-a-Pitre
2026 Sails: Jan 31, 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, Trois Ilets, Martinique, Pointe-a-Pitre, Guadeloupe, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Jan 31, More...

7 Night - Western Caribbean from Casa De Campo / La Romana
Starting in Casa De Campo / La Romana, Dominica (Roseau), Bridgetown, Barbados, Pointe-a-Pitre, Basseterre, Tortola (Road Harbour), Casa De Campo / La Romana
2026 Sails: Feb 1, More...