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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.

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Cunard Line, Queen Elizabeth
Discount
Queen Elizabeth12 Nights Eastern Caribbean Cruise from $866 pp plus OBC
12 Night - Eastern Caribbean - Starting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL
2026 Sails: Oct 15, Nov 5, Nov 26 Get a Quote
Explora Journeys, EXPLORA III
Family
EXPLORA III7 NT A Journey Of Caribbean Adventure & Tropical Harmony from $4665 pp
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: Oct 25, Nov 22 Get a Quote
Royal Caribbean, Icon of the Seas
Discount
Icon of the Seas7NT Eastern Caribbean & Perfect Day From $1,314pp $2299
7 Night - Eastern Caribbean & Perfect Day - Starting in Miami, Florida, Philipsburg, St Maarten, Charlotte Amalie, St Thomas, Perfect Day Cococay, Bahamas, Miami, Florida
2026 Sails: Nov 7 Get a Quote
Royal Caribbean, Icon of the Seas
Family
Icon of the Seas7NT Eastern Caribbean & Perfect Day From $1,314pp $2299
7 Night - Eastern Caribbean & Perfect Day - Starting in Miami, Florida, Philipsburg, St Maarten, Charlotte Amalie, St Thomas, Perfect Day Cococay, Bahamas, Miami, Florida
2026 Sails: Nov 7 Get a Quote
Azamara Cruises, Azamara Journey
Discount
Azamara Journey7 Night Caribbean with Drinks, Gratuities and OBC from $1,259
7 Night - Eastern Caribbean Cruise : Barbados, Saint Lucia & British Virgin Islands - Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan
2026 Sails: Nov 14 Get a Quote
Azamara Cruises, Azamara Journey
Family
Azamara Journey7 Nights Eastern Caribbean Cruise from $1,259 pp plus OBC
7 Night - Eastern Caribbean Cruise : Barbados, Saint Lucia & British Virgin Islands - Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan
2026 Sails: Nov 14 Get a Quote
Cunard Line, Queen Mary 2
Family
Queen Mary 211 Nights Eastern Caribbean Cruise from $954 pp
11 Night - Eastern Caribbean - Starting in New York, NY, St Thomas, US Virgin Islands, Road Town, Tortola, Basseterre, St Kitts, Philipsburg, St Maarten, New York, NY
2026 Sails: Nov 17 Get a Quote
Royal Caribbean, Icon of the Seas
Discount
Icon of the Seas7NT Eastern Caribbean & Perfect Day From $1,444pp $2899
7 Night - Eastern Caribbean & Perfect Day - Starting in Miami, Florida, Philipsburg, St Maarten, Charlotte Amalie, St Thomas, Perfect Day Cococay, Bahamas, Miami, Florida
2026 Sails: Nov 21 Get a Quote
Royal Caribbean, Icon of the Seas
Family
Icon of the Seas7NT Eastern Caribbean & Perfect Day From $1,444pp $2899
7 Night - Eastern Caribbean & Perfect Day - Starting in Miami, Florida, Philipsburg, St Maarten, Charlotte Amalie, St Thomas, Perfect Day Cococay, Bahamas, Miami, Florida
2026 Sails: Nov 21 Get a Quote
Azamara Cruises, Azamara Journey
Family
Azamara Journey7 Nights Eastern Caribbean Cruise from $1439 pp plus OBC
7 Night - Eastern Caribbean Cruise : Saint Kitts, Nevis & Saint Barthelemy - Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Gustavia, San Juan
2026 Sails: Nov 28 Get a Quote

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Philipsburg Cruise Specials