30 Night - Transatlantic Crossing and Caribbean Celebration
Starting in Southampton, England, UK, New York, NY, Road Town, Tortola, Philipsburg, St Maarten, Bridgetown, Barbados, Castries, St Lucia, Roseau, Dominica, Basseterre, St Kitts, New York, NY, Southampton, England, UK
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 - South Caribbean
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Castries, Saint Lucia, Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint George, Grenada, Fort-de-France, Martinique
2026 Sails: Dec 12, 2027: Jan 9, Jan 23, Feb 6, Feb 20, Mar 6, More...

7 Night - Bridgetown to Bridgetown
Starting in Bridgetown, Castries, St Lucia, Fort-de-France, Deshaies, St Johns, Les Saintes, Bequia, Bridgetown
2026 Sails: Dec 12, More...

7 Night - South Caribbean
Starting in Pointe-A-Pitre, Guadeloupe, Castries, Saint Lucia, Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint George, Grenada, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe
2026 Sails: Dec 13, 2027: Jan 10, Jan 24, Feb 7, Mar 7, 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...

6 Night - Caribbean Roundtrip from Pointe a Pitre
Starting in Pointe-a-Pitre, St Maarten (Philipsburg), La Romana, Castries, St Lucia, Pointe-a-Pitre
2026 Sails: Dec 17, 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...

21 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, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL
2026 Sails: Dec 17, More...

33 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, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, Praia da Vitoria, Azores, Portugal, Ponta Delgada, Azores, Portugal, Southampton, England, UK
2026 Sails: Dec 17, More...