7 Night - Southern Caribbean Holiday
Starting in San Juan, Puerto Rico, Tortola, St Johns AG, Antigua, Roseau, Dominica, St Croix, US Virgin Islands, Basseterre, St Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Dec 20, More...

16 Night - Leeward Island Holiday
Starting in Miami, Florida, San Juan, Puerto Rico, Road Bay, Anguilla, Carambola Beach, Saint Kitts and Nevis, Marigot, St Martin, Terre-de-Haut, Iles des Saintes, Guadeloupe, Fort-De-France, Martinique, Rodney Bay, Saint Lucia, Roseau, Dominica, Little Bay, Montserrat, St Johns AG, Antigua, Great Harbour, Jost van Dyke, British Virgin Islands, Miami, Florida
2026 Sails: Dec 20, More...

21 Night - Eastern & Western Caribbean Holiday : Belize & Mexico
Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, Basseterre, St Kitts and Nevis, Roseau, Dominica, Castries, Saint Lucia, St Johns AG, Antigua, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Falmouth, Jamaica, Georgetown, Cayman Islands, Belize City, Belize, Cozumel, Mexico, Key West, Florida, Fort Lauderdale, Florida
2026 Sails: Dec 22, More...

11 Night - Eastern Caribbean Holiday : Windward & Leeward Islands
Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, Basseterre, St Kitts and Nevis, Roseau, Dominica, Castries, Saint Lucia, St Johns AG, Antigua, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 22, More...

4 Night - Caribbean from Pointe a Pitre to La Romana
Starting in Pointe-a-Pitre, St Johns AG, Antigua, Basseterre, Tortola (Road Harbour), La Romana
2026 Sails: Dec 23, More...

15 Night - Western Caribbean from Pointe a Pitre
Starting in Pointe-a-Pitre, St Johns AG, Antigua, Basseterre, Tortola (Road Harbour), La Romana, Catalina Island, Cabo Rojo, Puerto Plata, Dominican Republic, Grand Turk, Arroyo Barril (Samana), La Romana, Castries, St Lucia, Bridgetown, Barbados, Pointe-a-Pitre
2026 Sails: Dec 23, More...

7 Night - History and Culture Visiting Caribbean Jewels
Starting in Marigot, Prickley Pear Cays, Gustavia, Charlestown, Nevis, Falmouth Bay, Barbuda, Les Saintes, Pointe-a-Pitre
2026 Sails: Dec 26, 2027: Jan 23, Feb 20, Mar 20, More...

7 Night - Southern Caribbean Holiday
Starting in San Juan, Puerto Rico, Tortola, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, Charlotte Amalie, St Thomas, San Juan, Puerto Rico
2026 Sails: Dec 26, More...

7 Night - Valiant New Year's Ahoy!
Starting in San Juan, Puerto Rico, Philipsburg, Sint Maarten, Fort-De-France, Martinique, Bridgetown, Barbados, Castries, Saint Lucia, St Johns AG, Antigua and Barbuda, San Juan, Puerto Rico
2026 Sails: Dec 26, More...

14 Night - Star Collector : Caribbean Explorations
Starting in Philipsburg, St Maarten, Gustavia, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, 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
2026 Sails: Dec 26, More...