7 Night - Classic Caribbean Yacht Harbors
Starting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten
2026 Sails: Jan 24, Feb 14, Feb 28, Mar 21, Dec 19, 2027: Jan 23, Feb 13, Feb 27, Mar 13, More...

7 Night - Barbados, Antigua, Bvi & More
Starting in San Juan, Puerto Rico, Road Town, Tortola, British Virgin Islands, Bridgetown, Barbados, Fort-De-France, Martinique, St Johns AG, Antigua and Barbuda, Philipsburg, Sint Maarten, San Juan, Puerto Rico
2026 Sails: Jan 24, More...

7 Night - Beach Fun & Sun : a Remote Caribbean Getaway
Starting in Philipsburg, St Maarten, St Johns, Road Bay, Virgin Gorda / Prickly Pear, British Virgin Islands, Sopers Hole, Jost Van Dyke, Great Harbour, Gustavia, Philipsburg, St Maarten
2026 Sails: Jan 24, More...

7 Night - Tortola, San Juan & Puerto Plata
Starting in Miami, Florida, Tortola, San Juan, Puerto Rico, Puerto Plata, Dominican Republic, Miami, Florida
2026 Sails: Jan 25, Feb 8, Mar 8, Mar 22, Apr 5, Apr 19, More...

14 Night - Western Caribbean from Casa De Campo / La Romana
Starting in Casa De Campo / La Romana, Catalina Island, Samana (Do), Amber Cove, Grand Turks, Cabo Rojo, Casa De Campo / La Romana, Dominica (Roseau), Bridgetown, Barbados, Pointe-a-Pitre, Basseterre, Tortola (Road Harbour), Casa De Campo / La Romana
2026 Sails: Jan 25, More...

7 Night - South Caribbean
Starting in Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe
2026 Sails: Jan 25, Feb 22, Mar 22, More...

14 Night - Southern Caribbean Adventurer
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Guadeloupe (Pointe-a-Pitre), Barbados, San Juan, Puerto Rico, Tortola, British Virgin Islands, St Kitts, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Jan 25, More...

7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Tortola, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, Castries, St Lucia, San Juan, Puerto Rico
2026 Sails: Jan 25, Apr 5, More...

8 Night - Caribbean Roundtrip from St Maarten (Philipsburg)
Starting in Philipsburg, 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, St Johns AG, Antigua, Gustavia, Philipsburg
2026 Sails: Jan 25, More...

7 Night - Windward & Leeward Islands Cruise
Starting in San Juan, White Bay, Jost van Dyke, Sint Eustatius, Gustavia, Falmouth Bay, Terre De Haut, Iles des Saintes, Le Marin, Bridgetown, Barbados
2026 Sails: Jan 25, More...