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...

7 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, Cruz Bay, St John VI, Gustavia, St Barthelemy, Basseterre, St Kitts, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan
2026 Sails: Nov 29, Dec 13, Dec 27, More...

14 Night - Star Collector : Lovely Leewards
Starting in San Juan, Cruz Bay, St John VI, Gustavia, St Barthelemy, Basseterre, St Kitts, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan, St Georges, Grenada, Bequia, Mayreau, Deshaies, Marigot Bay, 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), Antigua Bay, Road Harbour / Tortola, Santo Domingo, Dominican Republic
2026 Sails: Nov 30, More...

13 Night - Discover the Vibes of the Caribbean
Starting in Miami, Florida, Nassau, Bahamas, Emerald Bay, Exumas, Bahamas, San Salvador Island, Bahamas, Gordons Beach, Long Island, Bahamas, Grand Turk, Turks and Caicos Islands, San Juan, Puerto Rico, St John VI (Cruz Bay), US Virgin Islands, Nevis, Saint Kitts and Nevis, Falmouth Harbour, Antigua and Barbuda, Gustavia, Saint Barthelemy, Jost van Dyke, British Virgin Islands, Saint Thomas, US Virgin Islands
2026 Sails: Nov 30, More...

4 Night - San Juan / San Juan
Starting in San Juan, Marigot, Falmouth Harbour, Antigua, Virgin Gorda, San Juan
2026 Sails: Nov 30, More...

21 Night - Eastern & Western Caribbean : Leeward Islands & Mexico
Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Roseau, Dominica, Castries, Saint Lucia, Basseterre, St Kitts and Nevis, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Falmouth, Jamaica, Georgetown, Cayman Islands, Mahogany Bay, Roatan, Honduras, Belize City, Belize, Cozumel, Mexico, Fort Lauderdale, Florida
2026 Sails: Dec 1, More...

8 Night - Western Caribbean from Pointe a Pitre
Starting in Guadeloupe (Antilles), Martinique (Antilles), St Kitts (Antilles), Antigua (Antilles), Antigua Bay, Road Harbour / Tortola, Santo Domingo, Dominican Republic, Martinique (Antilles), Martinique Bay, Guadeloupe (Antilles)
2026 Sails: Dec 2, More...

13 Night - South Caribbean
Starting in Bridgetown, Barbados, Saint George, Grenada, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, St Johns AG, Antigua, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, Roseau, Dominica, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Castries, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 2, More...