All 1,674 sailings visiting Philipsburg, Sint Maarten
Ordered soonest first. Prices per person, including taxes and fees. Want to filter by price, date, or ship?
Open these cruises in search →| View | Sailing | Departs | Nights | Ship | From |
|---|---|---|---|---|---|
| 7 Night Southern Caribbean Cruise | Dec 5, 2026 | 7 | Rhapsody of the Seas |
from $542 $77 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Dec 5, 2026 | 7 | Harmony of the Seas |
from $771 $110 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Dec 5, 2026 | 7 | Icon of the Seas |
from $1,178 $168 / night |
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| 7-Day Yachtsman's Caribbean | Dec 5, 2026 | 7 | Seabourn Ovation |
from $3,879 $554 / night |
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| 14-Day Yachtsman's Caribbean in Depth | Dec 5, 2026 | 14 | Seabourn Ovation |
from $6,919 $494 / night |
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| 7 Night Southern Caribbean Cruise | Dec 5, 2026 | 7 | Celebrity Constellation |
from $646 $92 / night |
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| Caribbean Combination Cruise: San Juan, Antigua & St. Lucia | Dec 5, 2026 | 13 | Azamara Journey |
from $7,849 $603 / night |
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| An Extended Journey of Cultural Treasures & Seaside Harmony | Dec 5, 2026 | 15 | EXPLORA I |
from $13,750 $916 / night |
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| Italy, Spain, Canary Islands, Antilles, Dominican Republic | Dec 5, 2026 | 15 | Costa Fascinosa |
from $1,513 $100 / night |
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| Italy, Spain, Canary Islands, Antilles, Dominican Republic | Dec 5, 2026 | 18 | Costa Fascinosa |
from $1,749 $97 / night |
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| Italy, Spain, Canary Islands, Antilles, Dominican Republic, Virgin Islands | Dec 5, 2026 | 22 | Costa Fascinosa |
from $2,126 $96 / night |
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| 7 nights South Caribbean from Fort de France | Dec 5, 2026 | 7 | MSC World Europa |
from $846 $120 / night |
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| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Dec 6, 2026 | 7 | Norwegian Prima |
from $1,059 $151 / night |
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| 7 Night Southern Caribbean Cruise | Dec 6, 2026 | 7 | Vision of the Seas |
from $591 $84 / night |
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| 7 Night Eastern Caribbean Cruise | Dec 6, 2026 | 7 | Allure of the Seas |
from $844 $120 / night |
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| San Juan to San Juan | Dec 6, 2026 | 14 | Star Pride |
from $8,144 $581 / night |
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| Island Rhythms and Blue Horizons | Dec 6, 2026 | 14 | Renaissance |
Call for price |
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| Spain, Canary Islands, Antilles, Dominican Republic | Dec 6, 2026 | 14 | Costa Fascinosa |
from $1,431 $102 / night |
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| Spain, Canary Islands, Antilles, Dominican Republic | Dec 6, 2026 | 17 | Costa Fascinosa |
Call for price |
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| Spain, Canary Islands, Antilles, Dominican Republic, Virgin Islands | Dec 6, 2026 | 21 | Costa Fascinosa |
from $2,005 $95 / night |
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| 7 nights South Caribbean from Pointe-a-Pitre | Dec 6, 2026 | 7 | MSC World Europa |
from $1,175 $167 / night |
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| 7 nights South Caribbean from La Romana | Dec 7, 2026 | 7 | MSC Opera |
from $1,484 $212 / night |
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| 9 Night Eastern Caribbean Cruise | Dec 7, 2026 | 9 | Jewel of the Seas |
from $791 $87 / night |
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| Caribbean Celebration | Dec 8, 2026 | 21 | Queen Elizabeth |
from $1,912 $91 / night |
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| Miami, FL to San Juan | Dec 10, 2026 | 10 | Silver Shadow |
from $4,550 $455 / night |
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| Miami To Miami | Dec 10, 2026 | 12 | Marina |
from $2,640 $220 / night |
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| Christmas and New Year Caribbean Escape | Dec 11, 2026 | 28 | Britannia |
Call for price |
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| 9-Day Eastern Caribbean: St. Maarten, Antigua & Bahamas | Dec 11, 2026 | 9 | Nieuw Amsterdam |
from $1,614 $179 / night |
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| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Dec 11, 2026 | 12 | Norwegian Bliss |
from $919 $76 / night |
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| Galveston to Galveston | Dec 11, 2026 | 17 | Seven Seas Splendor |
Call for price |
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| Christmas in the Caribbean Islands | Dec 12, 2026 | 14 | Britannia |
Call for price |
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| Christmas in the Caribbean Islands | Dec 12, 2026 | 14 | Arvia |
from $1,549 $110 / night |
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| 21-Day Western & Eastern Caribbean Holiday: Belize & Mexico | Dec 12, 2026 | 21 | Rotterdam |
from $4,364 $207 / night |
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| 7 Night Southern Caribbean Cruise | Dec 12, 2026 | 7 | Rhapsody of the Seas |
from $543 $77 / night |
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| Miami to Miami | Dec 12, 2026 | 9 | Allura |
from $3,290 $365 / night |
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| Transatlantic Crossing and Caribbean Celebration | Dec 12, 2026 | 30 | Queen Mary 2 |
from $3,819 $127 / night |
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| Transatlantic Crossing and Caribbean Celebration | Dec 12, 2026 | 21 | Queen Mary 2 |
from $3,209 $152 / night |
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| Caribbean Combination Cruise: Barbados, St. Lucia & St. Thomas | Dec 12, 2026 | 16 | Azamara Journey |
from $8,579 $536 / night |
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| Eastern Caribbean Cruise: Saint Lucia, Dominica & Sint Maarten | Dec 12, 2026 | 6 | Azamara Journey |
from $1,789 $298 / night |
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| Very Merrytime Eastern Caribbean Cruise from Fort Lauderdale | Dec 12, 2026 | 7 | Disney Destiny |
from $2,592 $370 / night |
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| Sunny Miles of Tropical Isles | Dec 12, 2026 | 7 | Valiant Lady |
from $973 $139 / night |
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| 14 nights East Caribbean from Miami | Dec 13, 2026 | 14 | MSC Meraviglia |
from $1,480 $105 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Dec 13, 2026 | 7 | Norwegian Prima |
from $969 $138 / night |
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| 7 Night Southern Caribbean Cruise | Dec 13, 2026 | 7 | Vision of the Seas |
from $551 $78 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Dec 13, 2026 | 7 | Star of the Seas |
from $1,386 $198 / night |
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| San Juan to San Juan | Dec 13, 2026 | 14 | Star Pride |
from $9,754 $696 / night |
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| San Juan to San Juan | Dec 13, 2026 | 7 | Star Pride |
from $3,983 $569 / night |
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| Vibes of the Virgin Islands | Dec 13, 2026 | 7 | Emerald Sakara |
from $4,522 $646 / night |
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| A Journey of Caribbean Adventure & Shimmering Tropical Harmony | Dec 13, 2026 | 7 | EXPLORA I |
from $5,850 $835 / night |
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| An Extended Journey of Island Calm & Coastal Retreats | Dec 13, 2026 | 14 | EXPLORA I |
from $25,650 $1,832 / night |
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| An Extended Journey through Wild Beauty and Tropical Festivities | Dec 13, 2026 | 15 | EXPLORA III |
from $16,650 $1,110 / night |
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| 10 Night Ultimate Southern Caribbean | Dec 14, 2026 | 10 | Celebrity Ascent |
from $1,427 $142 / night |
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| Pre-Holiday Caribbean Getaway | Dec 14, 2026 | 9 | Brilliant Lady |
from $891 $99 / night |
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| 14 nights South Caribbean from Bridgetown | Dec 15, 2026 | 14 | MSC World Europa |
from $1,958 $139 / night |
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| 14 nights South Caribbean from Bridgetown | Dec 17, 2026 | 14 | MSC Opera |
from $2,285 $163 / night |
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| Eastern Caribbean with St. Kitts Holiday | Dec 17, 2026 | 10 | Enchanted Princess |
from $1,085 $108 / night |
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| Caribbean Celebration | Dec 17, 2026 | 12 | Queen Elizabeth |
from $1,299 $108 / night |
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| Caribbean Celebration | Dec 17, 2026 | 21 | Queen Elizabeth |
from $3,011 $143 / night |
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| Caribbean Celebration | Dec 17, 2026 | 33 | Queen Elizabeth |
from $5,069 $153 / night |
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| Antilles, Dominican Republic | Dec 17, 2026 | 6 | Costa Fascinosa |
from $1,171 $195 / night |
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| Christmas and New Year Caribbean Escape | Dec 18, 2026 | 14 | Arvia |
Call for price |
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| Caribbean Christmas Island-Hopping | Dec 18, 2026 | 31 | Borealis |
Call for price |
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| Eastern Caribbean from Port Canaveral, FL | Dec 18, 2026 | 8 | Carnival Vista |
from $838 $104 / night |
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| Eastern Caribbean From Miami, FL | Dec 18, 2026 | 8 | Carnival Magic |
from $667 $83 / night |
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| 14 nights South Caribbean from Fort de France | Dec 18, 2026 | 14 | MSC Opera |
from $2,918 $208 / night |
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| Christmas and New Year Caribbean Escape | Dec 19, 2026 | 14 | Arvia |
Call for price |
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| 8 nights East Caribbean from Miami | Dec 19, 2026 | 8 | MSC Meraviglia |
from $698 $87 / night |
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| 14 nights East Caribbean from Miami | Dec 19, 2026 | 14 | MSC Meraviglia |
from $1,890 $135 / night |
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| Eastern Caribbean with Puerto Rico Holiday | Dec 19, 2026 | 7 | Coral Princess |
from $760 $108 / night |
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| 7 Night Southern Caribbean Holiday | Dec 19, 2026 | 7 | Rhapsody of the Seas |
from $664 $94 / night |
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| 7 Nt Eastern Carib & Perfect Day Holiday | Dec 19, 2026 | 7 | Icon of the Seas |
from $2,009 $287 / night |
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| 14-Day Exotic Caribbean in Depth | Dec 19, 2026 | 14 | Seabourn Ovation |
from $8,619 $615 / night |
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| 7-Day Classic Caribbean Yacht Harbors | Dec 19, 2026 | 7 | Seabourn Ovation |
from $4,069 $581 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 19, 2026 | 14 | Wind Surf |
from $11,460 $818 / night |
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| Beach Fun & Sun: A Remote Caribbean Getaway - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 19, 2026 | 7 | Wind Surf |
from $4,303 $614 / night |
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| Transatlantic Crossing and Caribbean Celebration | Dec 19, 2026 | 23 | Queen Mary 2 |
from $2,806 $122 / night |
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| Caribbean Celebration | Dec 19, 2026 | 14 | Queen Mary 2 |
from $1,699 $121 / night |
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| Eastern Caribbean & Bimini Holiday | Dec 19, 2026 | 8 | Resilient Lady |
from $1,192 $149 / night |
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| 7 nights South Caribbean from Fort de France | Dec 19, 2026 | 7 | MSC World Europa |
from $1,148 $164 / night |
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| Eastern Caribbean Adventurer with Celebration Key Holiday | Dec 20, 2026 | 14 | Regal Princess |
from $1,737 $124 / night |
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| San Juan to San Juan | Dec 20, 2026 | 14 | Star Pride |
from $8,004 $571 / night |
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| 7 Night St. Thomas & St. Maarten Holiday | Dec 20, 2026 | 7 | Celebrity Xcel |
from $1,309 $187 / night |
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| Vibes of the Virgin Islands | Dec 20, 2026 | 7 | Emerald Sakara |
from $5,838 $834 / night |
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| A Journey of Tropical Festivities & Dazzling Island Beauty | Dec 20, 2026 | 8 | EXPLORA III |
from $6,900 $862 / night |
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| An Extended Journey of Sparkling Skies & Dramatic Natural Beauty | Dec 20, 2026 | 16 | EXPLORA III |
from $13,910 $869 / night |
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| 7 nights South Caribbean from Pointe-a-Pitre | Dec 20, 2026 | 7 | MSC World Europa |
from $1,429 $204 / night |
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| 7 nights South Caribbean from La Romana | Dec 21, 2026 | 7 | MSC Opera |
from $811 $115 / night |
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| Caribbean Celebration | Dec 21, 2026 | 14 | Seven Seas Mariner |
from $10,699 $764 / night |
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| Miami to Miami | Dec 21, 2026 | 17 | Allura |
from $11,349 $667 / night |
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| Antilles, Virgin Islands | Dec 21, 2026 | 7 | Costa Favolosa |
from $968 $138 / night |
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| Christmas and New Year Caribbean Escape | Dec 22, 2026 | 17 | Britannia |
Call for price |
|
| 21-Day Eastern & Western Caribbean Holiday: Belize & Mexico | Dec 22, 2026 | 21 | Rotterdam |
from $4,369 $208 / night |
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| 11-Day Eastern Caribbean Holiday: Windward & Leeward Islands | Dec 22, 2026 | 11 | Rotterdam |
from $2,919 $265 / night |
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| 9- Day Caribbean Round-Trip Orlando: Great Stirrup Cay & Dominican Republic | Dec 22, 2026 | 9 | Norwegian Getaway |
from $1,269 $141 / night |
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| Miami To Miami | Dec 22, 2026 | 14 | Marina |
from $4,699 $335 / night |
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| 12-Day Caribbean Round-Trip Miami: Curacao, Aruba & Dominican Republic | Dec 23, 2026 | 12 | Norwegian Jewel |
from $2,149 $179 / night |
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| 11-Day Caribbean Round-Trip Philadelphia: Dominican Republic & St. Thomas | Dec 23, 2026 | 11 | Norwegian Pearl |
from $1,369 $124 / night |
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| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Dec 23, 2026 | 12 | Norwegian Bliss |
from $1,999 $166 / night |
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| Festtage in der Karibik - ab/bis La Romana | Dec 23, 2026 | 14 | Mein Schiff 5 |
Call for price |
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| 7 Nt Eastern Carib & Perfect Day Holiday | Dec 23, 2026 | 7 | Harmony of the Seas |
from $1,501 $214 / night |
The Captain's Log
Exceptional cruises. Intelligent prices.
The Captain's Log
