7 Night - East Caribbean
Starting in Pointe-A-Pitre, Guadeloupe, Philipsburg, St Maarten, Road Town (Tortola), British Virgin Islands, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe
2026 Sails: Mar 8, 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...

15 Night - An Extended Journey of Paradise Beauty and Colourful Shores
Starting in San Juan, Road Bay, St Johns AG, Antigua, St Maarten / Philipsburg, Spanish Town (Virgin Gorda), Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan
2026 Sails: Mar 11, More...

10 Night - Grenada to Antigua
Starting in St Georges, Grenada, Charlotteville, Tobago, Englishmans Bay, Tobago, Saline Bay, Mayreau, Grenadines, Carriacou / Paradise Beach, Grenada, Tobago Cays, Grenadines, Admiralty Bay, Bequia, Grenadines, Fort-De-France, Martinique, Terre De Haut, Iles des Saintes, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, St Johns AG
2026 Sails: Mar 11, More...

9 Night - Red Hot Sailing Club Voyage
Starting in Miami, Puerto Plata, Dominican Republic, St Johns AG, Antigua and Barbuda, Basseterre, Saint Kitts and Nevis, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Mar 12, More...

7 Night - Eastern Caribbean with St. Barths
Starting in Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Prickly Pear Cays, Anguilla, Marigot, Saint Martin
2026 Sails: Mar 14, Mar 28, More...

21 Night - Eastern & Southern Caribbean : Leeward & Abc Islands
Starting in Miami, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Fort-De-France, Martinique, Roseau, Dominica, Basseterre, St Kitts and Nevis, St Thomas, US Virgin Islands, Half Moon Cay, Bahamas, Miami, Florida, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Kralendijk, Bonaire, Willemstad AN, Curacao, Oranjestad, Aruba, Miami, Florida
2026 Sails: Mar 14, More...

11 Night - Eastern Caribbean : Windward & Leeward Islands
Starting in Miami, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Fort-De-France, Martinique, Roseau, Dominica, Basseterre, St Kitts and Nevis, St Thomas, US Virgin Islands, Half Moon Cay, Bahamas, Miami, Florida
2026 Sails: Mar 14, More...

7 Night - Caribbean Gems
Starting in 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 14, More...

7 Night - Leeward Islands Adventure Cruise
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Charlestown, Nevis, Simpson Bay, Gustavia, White Bay, Jost van Dyke, Spanish Town, Virgin Gorda, Norman Island, San Juan
2026 Sails: Mar 14, More...