7 Night - Beach Fun & Sun : a Remote Caribbean Getaway
Starting in Philipsburg, St Maarten, Falmouth Harbour, Road Bay, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St Maarten
2025 Sails: Dec 14, Dec 28, 2026: Jan 4, 2027: Jan 2, Feb 13, Mar 13, More...

28 Night - Star Collector : the Best of the Windward & Leeward Isles
Starting in Philipsburg, St Maarten, Falmouth Harbour, Road Bay, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St Maarten, Basseterre, Gustavia, St Johns AG, Les Saintes, Roseau, Mayreau, Bridgetown, Anse Mitan, Castries, Pigeon Island, Bequia, Mayreau, St Georges, Bridgetown, Bequia, Mayreau, Soufriere, Kralendijk, Willemstad AN, Oranjestad
2026 Sails: Jan 4, More...

21 Night - Star Collector : a Lesser Antilles Odyssey
Starting in Philipsburg, St Maarten, Falmouth Harbour, Road Bay, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St Maarten, Basseterre, Gustavia, St Johns AG, Les Saintes, Roseau, Mayreau, Bridgetown, Anse Mitan, Castries, Pigeon Island, Bequia, Mayreau, St Georges, Bridgetown
2026 Sails: Jan 4, More...

14 Night - Star Collector : Leeward & Windward Caribbean Havens
Starting in Philipsburg, St Maarten, Falmouth Harbour, Road Bay, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St Maarten, Basseterre, Gustavia, St Johns, Les Saintes, Roseau, Mayreau, Bridgetown
2026 Sails: Jan 4, More...

55 Night - Star Collector : Grand Caribbean Adventure
Starting in Philipsburg, St Maarten, Falmouth Harbour, Road Bay, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St Maarten, Basseterre, Gustavia, St Johns, Les Saintes, Roseau, Mayreau, Bridgetown, Anse Mitan, Castries, Pigeon Island, Bequia, Mayreau, St Georges, Bridgetown, Bequia, Mayreau, Soufriere, Kralendijk, Willemstad AN, Oranjestad, Cartagena CO, Bocas del Toro, Colon, Bocas del Toro, Isla San Andres, Roatan, Belize City, Costa Maya, Mexico, Cozumel, Mexico, Grand Cayman, Cayman Brac, Ocho Rios, Jamaica, Santo Domingo, La Romana, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Philipsburg, St Maarten
2026 Sails: Jan 4, More...

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 10, Jan 24, Feb 14, Feb 28, Mar 21, Dec 19, 2027: Jan 23, Feb 13, Feb 27, Mar 13, More...

14 Night - Exotic Caribbean Isles
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, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Saint Pierre, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Jan 10, Jan 24, Feb 28, Mar 21, 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: Jan 11, Nov 29, More...

8 Night - Christening Sailing
Starting in Miami, Puerto Plata, Dominican Republic, Samana, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Sopers Hole, San Juan
2026 Sails: Jan 15, More...

14 Night - Gems of the Caribbean
Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Saint Pierre, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, 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 17, More...