14 Night - Exotic Caribbean in Depth
Starting in 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, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Nov 28, More...

7 Night - Classic Caribbean Yacht Harbors
Starting in 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 28, More...

7 Night - Antiguan Elegance & Sunny St. Isles
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, Road Town, Tortola, British Virgin Islands, Basseterre, Saint Kitts and Nevis, St Johns AG, Antigua and Barbuda, Philipsburg, Sint Maarten, San Juan, Puerto Rico
2026 Sails: Nov 28, More...

14 Night - Journeys - Southern Caribbean
Starting in Port Canaveral (Orlando), Fl, St Thomas, US Virgin Islands, Antigua, Dominica, Grenada, Barbados, St Maarten, St Kitts, San Juan, Puerto Rico, Port Canaveral (Orlando), Fl
2026 Sails: Nov 29, 2027: Feb 21, More...

14 Night - An Extended Journey Through Golden Shores & Island Grace
Starting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Grand Turk, Miami, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Antigua, Terre-De-Haut, Gustavia, San Juan
2026 Sails: Nov 29, More...

21 Night - Eastern Caribbean : Antiqua, St. Lucia and Bahamas
Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, Fort-De-France, Martinique, Bridgetown, Barbados, Scarborough, Trinidad and Tobago, Castries, Saint Lucia, Basseterre, St Kitts and Nevis, Key West, Florida, Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Road Town (Tortola), British Virgin Islands, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Nov 29, More...

8 Night - A Tall Ship's Dream Destination
Starting in Philipsburg, St Johns AG, Antigua, Gustavia, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, Philipsburg
2026 Sails: Nov 29, More...

7 Night - San Juan & the Virgin Islands
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Gustavia, Basseterre, Philipsburg, St Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
2026 Sails: Nov 29, Dec 13, Dec 27, More...

14 Night - Star Collector : Lovely Leewards
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Gustavia, Basseterre, 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 29, Dec 13, Dec 27, More...

7 Night - Western Caribbean from Santo Domingo
Starting in Santo Domingo, Dominican Republic, Guadeloupe (Antilles), Martinique (Antilles), St Kitts (Antilles), Antigua (Antilles), Tortola, British Virgin Islands, Santo Domingo, Dominican Republic
2026 Sails: Nov 30, More...