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Departing from Philipsburg Cruise Specials

We've gathered all of the Departing from Philipsburg cruise specials ordered by sail date. Click on a special and select a sail date to get a single cruise quote from the cruise agency that posted that particular special. To search through all cruise itineraries (not just Departing from Philipsburg cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.

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Seabourn, Seabourn Ovation
Family
Seabourn Ovation14 Nights Yachtsman's Caribbean In Depth Cruise from $5488 pp
14 Night - Yachtsman's Caribbean in Depth - Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados, Carambola Beach, Saint Kitts and Nevis, Terre-de-Haut, Iles des Saintes, Guadeloupe, Saint Pierre, Martinique, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 5 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation7 Nights Yachtsman's Caribbean Cruise from $3144 pp
7 Night - Yachtsman's Caribbean - Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Dec 5, Dec 26
2027 Sails: Jan 16, Jan 30, Feb 20, Mar 6, Mar 20, Dec 4 Get a Quote
Sea Cloud, Sea Cloud Spirit
Family
Sea Cloud Spirit7 Nights Sun-Drenched Sailing Days Voyage $5,400 pp
7 Night - Caribbean Roundtrip from St Maarten (Philipsburg) - Starting in Philipsburg, Saint-Pierre, Soufriere, Cabrits, Charlestown, Nevis, Road Bay (Sandy Ground), Philipsburg
2027 Sails: Jan 11, Jan 25 Get a Quote
Seabourn, Seabourn Ovation
Discount
Seabourn Ovation14 Nights Caribbean Gems In Depth Cruise from $8694 pp
14 Night - Caribbean Gems in Depth - Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten
2027 Sails: Jan 16 Get a Quote
Sea Cloud, Sea Cloud Spirit
Discount
Sea Cloud Spirit8 Nights Caribbean Flair Away From The Everyday Cruise from $6530 pp
8 Night - Caribbean Roundtrip from St Maarten (Philipsburg) - Starting in Philipsburg, Saint-Pierre, Tobago Cays, St Vincent and the Grenadines, Soufriere, Terre-De-Haut, Iles Des Saintes, Road Bay (Sandy Ground), Philipsburg
2027 Sails: Nov 27 Get a Quote
Sea Cloud, Sea Cloud Spirit
Family
Sea Cloud Spirit8 Nights More Time For Island Dreams Cruise from $6390 pp
8 Night - Caribbean from St Maarten (Philipsburg) to Willemstad - Starting in Philipsburg, Terre-De-Haut, Iles Des Saintes, Soufriere, Tobago Cays, St Vincent and the Grenadines, St Georges, Kralendijk, Willemstad AN, Curacao
2027 Sails: Dec 12 Get a Quote

Departing from Philipsburg Cruise Specials