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Philipsburg Cruise Specials

We've gathered all of the 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 Philipsburg cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.

All Cruise Specials


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Oceania Cruises, Oceania Allura
Family
Oceania Allura9 Nights Sunlit Caribbean Gems Voyage Cruise from $3055 pp
9 Night - Sunlit Caribbean Gems - Starting in Miami, Charlotte Amalie, Gustavia, Philipsburg, Tortola, Miami
2026 Sails: Dec 12 Get a Quote
Explora Journeys, EXPLORA I
Family
EXPLORA I14 NT An Extended Journey Of Island Calm & Coastal Retreats from $11625 pp
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 Get a Quote
Explora Journeys, EXPLORA III
Discount
EXPLORA III15 Nights An Journey Through Wild Beauty &Tropical Festivities from $10985
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 Get a Quote
Explora Journeys, EXPLORA III
Discount
EXPLORA III15 Night An Extended Journey Of Sparkling Skies Dramatic Natura from $16535
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 Get a Quote
Seabourn, Seabourn Ovation
Discount
Seabourn Ovation14 Nights Exotic Caribbean In Depth Cruise from $6760 pp plus OBC
14 Night - Caribbean Yacht Explorer - Starting in 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, 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 19
2027 Sails: Jan 23, Feb 13, Feb 27, Mar 13, Nov 27
2028 Sails: Jan 15, Feb 12, Feb 26 Get a Quote
Explora Journeys, EXPLORA III
Discount
EXPLORA III8 NT A Journey Of Tropical Festivities & Dazzling Island Beauty from $4530
8 Night - A Journey of Tropical Festivities & Dazzling Island Beauty - Starting in Miami, Ocho Rios, Jamaica, Isla Catalina, Jost Van Dyke, St Maarten / Philipsburg, Charlotte Amalie (Saint Thomas), San Juan
2026 Sails: Dec 20 Get a Quote
Norwegian Cruise Line, Norwegian Getaway
Family
Norwegian Getaway9 NT Caribbean with Balcony & above from $1394 pp Plus Free Tips
9 Night - Eastern Caribbean - Port Canaveral - Starting in Orlando Beaches / Port Canaveral, Fl, Puerto Plata, Dominican Republic, San Juan, Pr, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, Tortola, British Virgin Islands, Great Stirrup Cay, Bahamas, Orlando Beaches / Port Canaveral, Fl
2026 Sails: Dec 22 Get a Quote
Oceania Cruises, Oceania Marina
Family
Oceania Marina14 Nights Caribbean Celebration Voyage from $4230 pp
14 Night - Caribbean Celebration - Starting in Miami, George Town, Montego Bay, Oranjestad, Willemstad AN, Kralendijk, Fort-de-France, Basseterre, Philipsburg, Miami
2026 Sails: Dec 22 Get a Quote
Oceania Cruises, Oceania Allura
Family
Oceania Allura10 Nights Tropical Island Havens Voyage from $6499 pp
10 Night - Tropical Island Havens - Starting in Miami, Charlotte Amalie, Philipsburg, Gustavia, Basseterre, Tortola, Miami
2026 Sails: Dec 28
2027 Sails: Mar 11 Get a Quote
Royal Caribbean, Icon of the Seas
Discount
Icon of the Seas7NT Eastern Caribbean & Perfect Day From $1,249pp $2699
7 Night - Eastern Caribbean & Perfect Day - Starting in Miami, Florida, Philipsburg, St Maarten, Charlotte Amalie, St Thomas, Perfect Day Cococay, Bahamas, Miami, Florida
2027 Sails: Jan 2 Get a Quote

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Philipsburg Cruise Specials