16 Night - An Extended Journey Between Idyllic & Volcanic Isles
Starting in Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Gustavia, St Johns AG, Antigua, Tortola / Road Town, Road Bay, Miami, St John VI (Cruz Bay), US Virgin Islands, Deshaies, St Georges, Grenada, Bridgetown
2026 Sails: Jan 3, More...

7 Night - Treasure Islands
Starting in Philipsburg, St Maarten, Road Bay, Anguilla, White Bay, Jost Van Dyke, Sopers Hole, Tortola, Sailing Sir Francis Drake Channel, The Bight / Norman Island, British Virgin Islands, Spanish Town, Virgin Gorda, Beach, Captains Best, British Virgin Islands, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, Gustavia, St Barts, Philipsburg, St Maarten
2026 Sails: Jan 3, Jan 17, Jan 31, Feb 14, Feb 28, Mar 14, Nov 28, Dec 12, Dec 26, 2027: Jan 9, Jan 23, Feb 6, Feb 20, Mar 6, Mar 20, More...

8 Night - Caribbean Roundtrip from St Maarten (Philipsburg)
Starting in Philipsburg, Saint-Pierre, Soufriere, Cabrits, Charlestown, Nevis, Road Bay (Sandy Ground), Philipsburg
2026 Sails: Jan 4, Jan 18, More...

10 Night - Sublime Southern Caribbean
Starting in Bridgetown, Mayreau, Roseau, Anse Mitan, Charlestown, Basseterre, St Johns, Falmouth Harbour, Gustavia, Road Bay, Philipsburg, St Maarten
2026 Sails: Jan 4, More...

15 Night - An Extended Journey Through Caribbean Cinematic Paradise
Starting in San Juan, Gustavia, St Johns AG, Antigua, Tortola / Road Town, Road Bay, Miami, St John VI (Cruz Bay), US Virgin Islands, Deshaies, St Georges, Grenada, Bridgetown, Little Bay, San Juan
2026 Sails: Jan 6, More...

7 Night - A Journey from San Juan to Miami
Starting in San Juan, Gustavia, St Johns AG, Antigua, Tortola / Road Town, Road Bay, Miami
2026 Sails: Jan 6, More...

7 Night - History and Culture Visiting Caribbean Jewels
Starting in Pointe-a-Pitre, Les Saintes, Falmouth Bay, Barbuda, Charlestown, Nevis, Gustavia, Road Bay, Anguilla, Prickley Pear Cays, Marigot
2026 Sails: Jan 10, Feb 7, More...

15 Night - An Extended Journey of Fabled Ports, Volcanic Isles and Soft Sands
Starting in Miami, St John VI (Cruz Bay), US Virgin Islands, Deshaies, St Georges, Grenada, Bridgetown, Little Bay, San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami
2026 Sails: Jan 13, More...

17 Night - Star Collector : Hidden Gems of the Caribbean
Starting in Philipsburg, St Maarten, Basseterre, Roseau, Castries, Anse Mitan, Les Saintes, Charlestown, Virgin Gorda / Prickly Pear, British Virgin Islands, Jost Van Dyke, Great Harbour, Gustavia, 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 14, More...

14 Night - An Extended Journey Between Sophistication & Silky Sands
Starting in Bridgetown, Little Bay, San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown
2026 Sails: Jan 19, More...