15 Night - An Extended Journey Through Spectacular Nature and Historic Wonders
Starting in San Juan, St Georges, Grenada, Bequia, Bridgetown, Fort-de-France, Martinique, Gustavia, Basseterre, San Juan, Road Bay, St Johns AG, Antigua, St Maarten / Philipsburg, Spanish Town (Virgin Gorda), Miami
2026 Sails: Mar 3, More...

14 Night - South Caribbean
Starting in Bridgetown, Barbados, Castries, Saint Lucia, Kingstown, St Vincent and the Grenadines, Saint George, Grenada, Fort-de-France, Martinique, 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, Castries, Saint Lucia, Bridgetown, Barbados
2026 Sails: Mar 3, More...

7 Night - Quaint Castries to Elegant Antigua
Starting in San Juan, Puerto Rico, Basseterre, Saint Kitts and Nevis, Castries, Saint Lucia, Fort-De-France, Martinique, St Johns AG, Antigua and Barbuda, Road Town, Tortola, British Virgin Islands, San Juan, Puerto Rico
2026 Sails: Mar 7, 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...

7 Night - A Journey from San Juan to Miami
Starting in San Juan, Road Bay, St Johns AG, Antigua, St Maarten / Philipsburg, Spanish Town (Virgin Gorda), Miami
2026 Sails: Mar 11, More...

21 Night - Caribbean Roundtrip from Miami
Starting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL
2026 Sails: Mar 12, 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...

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...

14 Night - South Caribbean
Starting in Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint Georges, Granada, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, Philipsburg, St Maarten, Basseterre, Sao Cristovao, Nevis, St Johns AG, Antigua, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Castries, Santa Lucia, Bridgetown, Barbados
2026 Sails: Mar 17, More...