10 Night - Ultimate Southern Caribbean
Starting in Fort Lauderdale, Florida, Tortola, St Johns AG, Antigua, Bridgetown, Barbados, Castries, St Lucia, Basseterre, St Kitts and Nevis, Fort Lauderdale, Florida
2026 Sails: Dec 12, More...

21 Night - Western & Eastern Caribbean Holiday : Belize & Mexico
Starting in 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, 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 12, More...

7 Night - A Journey of Caribbean Adventure & Shimmering Tropical Harmony
Starting in Miami, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Antigua, Terre-De-Haut, St Maarten / Philipsburg, San Juan
2026 Sails: Dec 13, More...

14 Night - An Extended Journey of Island Calm & Coastal Retreats
Starting in Miami, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Antigua, Terre-De-Haut, St Maarten / Philipsburg, San Juan, Basseterre, Tortola / Road Town, Gustavia, Road Bay, Miami
2026 Sails: Dec 13, More...

7 Night - A Journey Through Caribbean Gems & Multi-Coloured Coasts
Starting in San Juan, Road Bay, St Johns AG, Antigua, Basseterre, Grand Turk, Miami
2026 Sails: Dec 13, More...

15 Night - An Extended Journey Through Wild Beauty and Tropical Festivities
Starting in San Juan, Road Bay, St Johns AG, Antigua, Basseterre, Grand Turk, Miami, Ocho Rios, Jamaica, Isla Catalina, Jost Van Dyke, St Maarten / Philipsburg, Charlotte Amalie (Saint Thomas), San Juan
2026 Sails: Dec 13, More...

7 Night - A Tall Ship's Dream Destination
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, Gustavia, St Johns AG, Antigua, Philipsburg
2026 Sails: Dec 14, More...

14 Night - South Caribbean
Starting in Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint George, Grenada, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, Roseau, Dominica, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Bridgetown, Barbados
2026 Sails: Dec 15, More...

21 Night - From the Caribbean to the Amazon
Starting in San Juan, Sail the Caribbean Sea, Bridgetown, Sail the Caribbean Sea, French Guiana (Iles Du Salut), Sail the Atlantic Ocean, Sail the Amazon River, Santarem, Parintins, Manaus, Sail the Amazon River, Belem, Sail the Atlantic Ocean, Scarborough, Castries, St Johns AG, Antigua, St Thomas (Charlotte Amalie), San Juan
2026 Sails: Dec 15, More...

12 Night - Caribbean Celebration
Starting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Miami, FL
2026 Sails: Dec 17, More...