12 Night - Panama, Colombia & Caribbean Islands
Starting in Fort-de-France, Marie-Galante, Pigeon Island Beach, Soufriere, Union Island, Mayreau Island, Bonaire, Santa Marta, Cartagena, San Blas Islands, Portobelo, Colon
2026 Sails: Dec 7, More...

8 Night - Relax the Caribbean Way
Starting in Bridgetown, Port Elizabeth VC / Bequia, Tobago Cays, St Vincent and the Grenadines, St Georges, Saint-Pierre, Soufriere, Bridgetown
2026 Sails: Dec 8, Dec 15, More...

7 Night - Grenadine Islands
Starting in Bridgetown, Barbados, Captains Best, Grenadines, St Georges, Grenada, Tobago Cays, Grenadines, Kingstown, St Vincent (Morning), Admiralty Bay, Bequia (Pm), Fort-de-France, Martinique (Morning), Beach, Martinique (Afternoon), Marigot Bay, St Lucia (Am), Soufriere, St Lucia (Pm), Bridgetown, Barbados
2026 Sails: Dec 12, Dec 26, 2027: Jan 9, Jan 23, Feb 6, Feb 20, Mar 6, Mar 20, More...

7 Night - San Juan / San Juan
Starting in San Juan, St Georges, Canouan, Soufriere, Gustavia, St John VI, San Juan
2026 Sails: Dec 14, More...

7 Night - Eastern Caribbean with St. Barths
Starting in Marigot, Saint Martin, Marigot, Saint Martin / Prickly Pear Cays, Anguilla / Gustavia, Saint Barthelemy, Gustavia, Saint Barthelemy, Charlestown, Saint Kitts and Nevis / Cades Bay, Saint Kitts and Nevis, Falmouth Harbour, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Soufriere, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 20, 2027: Jan 16, Feb 13, Mar 13, More...

15 Night - Holiday Season with Your Toes in the Sand
Starting in Philipsburg, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, Cabrits, Saint-Pierre, Soufriere, Terre-De-Haut, Iles Des Saintes, Gustavia, Philipsburg
2026 Sails: Dec 21, More...

8 Night - Bridgetown to San Juan
Starting in Bridgetown, Soufriere, St Lucia, Bequia, St Georges, Fort-de-France, St Kitts (Basseterre), St Thomas, San Juan
2026 Sails: Dec 21, More...

14 Night - Caribbean from Bridgetown to Santo Domingo
Starting in Bridgetown, Port Elizabeth VC / Bequia, St Georges, Tobago Cays, St Vincent and the Grenadines, Soufriere, Gustavia, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, North Sound / Virgin Gorda, Santo Domingo
2026 Sails: Dec 22, More...

7 Night - Pearls of the Caribbean
Starting in Fort-de-France, Union Island, Tobago Cays, Mayreau Island, Port Elizabeth VC, Bequia Island, Pigeon Island Beach, Soufriere, Les Saintes, Fort-de-France
2026 Sails: Dec 23, Dec 30, More...

13 Night - Discover the Grenadines & Windwards Islands
Starting in Bridgetown, Barbados, Bridgetown / Port St Charles, Barbados, Kingstown / Bequia Island, Saint Vincent and the Grenadines, Bequia Island / Mayreau Island, Saint Vincent and the Grenadines, Mayreau Island / Union Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Union Island / Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Marigot, Saint Martin
2026 Sails: Dec 27, More...