10 Night - Eastern Caribbean & Bimini Beach Club
Starting in Miami, Philipsburg, Sint Maarten, Road Town, Tortola, British Virgin Islands, Basseterre, Saint Kitts and Nevis, St Johns AG, Antigua and Barbuda, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Nov 15, 2027: Jan 25, Feb 22, More...

7 Night - San Juan & the Virgin Islands
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Basseterre, Gustavia, Philipsburg, St Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
2026 Sails: Nov 15, 2027: Jan 10, Nov 1, Nov 15, 2028: Mar 20, More...

14 Night - Star Collector : Lovely Leewards
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Basseterre, Gustavia, Philipsburg, St Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan, St Georges, Bequia, Mayreau, Les Saintes, Marigot, St Martin, San Juan
2026 Sails: Nov 15, 2027: Nov 1, Nov 15, 2028: Mar 20, More...

7 Night - South Caribbean
Starting in La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, La Romana, Dominican Republic
2026 Sails: Nov 16, Nov 30, Dec 14, 2027: Feb 8, Apr 12, Apr 26, May 10, May 24, Jun 7, Jun 21, Jul 5, Jul 19, Aug 2, Aug 16, Aug 30, Sep 13, Sep 27, Oct 11, Oct 25, Nov 8, 2028: Apr 10, Apr 24, May 8, May 22, More...

11 Night - Southern Caribbean Intensive
Starting in San Juan, Puerto Rico, Tortola, St Johns AG, Antigua, Castries, St Lucia, St Georges, Grenada, Bridgetown, Barbados, Kingstown, St Vincent, Fort-De-France, Martinique, Roseau, Dominica, San Juan, Puerto Rico
2026 Sails: Nov 17, More...

21 Night - Caribbean Roundtrip from Miami
Starting in Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL
2026 Sails: Nov 17, More...

18 Night - Transatlantic Crossing and Eastern Caribbean
Starting in New York, NY, St Thomas, US Virgin Islands, Road Town, Tortola, Basseterre, St Kitts, Philipsburg, St Maarten, New York, NY, Southampton, England, UK
2026 Sails: Nov 17, More...

11 Night - Eastern Caribbean
Starting in New York, NY, St Thomas, US Virgin Islands, Road Town, Tortola, Basseterre, St Kitts, Philipsburg, St Maarten, New York, NY
2026 Sails: Nov 17, More...

12 Night - Miami to Miami
Starting in Miami, Fl, San Juan, St John VI, Gustavia, St Barthelemy, St Johns, Little Bay, Montserrat, St Kitts (Basseterre), Jost Van Dyke, British Virgin Islands, Miami, Fl
2026 Sails: Nov 18, More...

15 Night - Southern Caribbean in Depth
Starting in Miami, Florida, San Juan, Puerto Rico, Great Harbour, Jost van Dyke, British Virgin Islands, Carambola Beach, Saint Kitts and Nevis, Roseau, Dominica, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Bridgetown, Barbados, Rodney Bay, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Spanish Town, Virgin Gorda, British Virgin Islands, Philipsburg, Sint Maarten
2026 Sails: Nov 20, More...