All 2,003 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 |
|---|---|---|---|---|---|
| Eastern Caribbean Islands Fly-Cruise | Dec 5, 2026 | 14 | Arvia |
Call for price |
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| Caribbean Islands from La Romano | Dec 5, 2026 | 14 | AIDAbella |
Call for price |
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| 7 Night Southern Caribbean Cruise | Dec 5, 2026 | 7 | Rhapsody of the Seas |
from $648 $92 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Dec 5, 2026 | 7 | Harmony of the Seas |
from $842 $120 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Dec 5, 2026 | 7 | Icon of the Seas |
from $1,136 $162 / night |
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| 7-Day Yachtsman's Caribbean | Dec 5, 2026 | 7 | Seabourn Ovation |
from $4,053 $579 / night |
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| 14-Day Yachtsman's Caribbean in Depth | Dec 5, 2026 | 14 | Seabourn Ovation |
from $6,818 $487 / night |
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| 7 Night Southern Caribbean Cruise | Dec 5, 2026 | 7 | Celebrity Constellation |
from $969 $138 / night |
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| San Juan to San Juan | Dec 5, 2026 | 10 | Viking Sea |
from $5,299 $529 / 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 $8,210 $547 / night |
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| Italy, Spain, Canary Islands, Antilles, Dominican Republic | Dec 5, 2026 | 15 | Costa Fascinosa |
from $1,516 $101 / night |
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| Italy, Spain, Canary Islands, Antilles, Dominican Republic | Dec 5, 2026 | 18 | Costa Fascinosa |
from $1,752 $97 / night |
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| Italy, Spain, Canary Islands, Antilles, Dominican Republic, Virgin Islands | Dec 5, 2026 | 22 | Costa Fascinosa |
from $2,130 $96 / night |
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| 7 nights South Caribbean from Fort de France | Dec 5, 2026 | 7 | MSC World Europa |
from $939 $134 / night |
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| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Dec 6, 2026 | 7 | Norwegian Prima |
from $859 $122 / night |
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| 7 Night Southern Caribbean Cruise | Dec 6, 2026 | 7 | Vision of the Seas |
from $681 $97 / night |
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| 7 Night Eastern Caribbean Cruise | Dec 6, 2026 | 7 | Allure of the Seas |
from $729 $104 / night |
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| San Juan to San Juan | Dec 6, 2026 | 14 | Star Pride |
from $5,834 $416 / 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 $1,433 $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 $2,007 $95 / night |
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| 7 nights South Caribbean from Pointe-a-Pitre | Dec 6, 2026 | 7 | MSC World Europa |
from $1,065 $152 / night |
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| 7 nights South Caribbean from La Romana | Dec 7, 2026 | 7 | MSC Opera |
from $779 $111 / night |
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| 9 Night Eastern Caribbean Cruise | Dec 7, 2026 | 9 | Jewel of the Seas |
from $1,021 $113 / night |
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| Caribbean Celebration | Dec 8, 2026 | 21 | Queen Elizabeth |
from $1,516 $72 / night |
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| Spain, Canary Islands, Antilles, Dominican Republic | Dec 8, 2026 | 12 | Costa Fascinosa |
from $1,211 $100 / night |
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| Barcelona to Ft. Lauderdale | Dec 9, 2026 | 13 | Viking Sky |
from $3,299 $253 / night |
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| Miami, FL to San Juan | Dec 10, 2026 | 10 | Silver Shadow |
from $4,800 $480 / night |
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| Miami To Miami | Dec 10, 2026 | 12 | Marina |
from $2,640 $220 / night |
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| Canary Islands, Antilles, Dominican Republic | Dec 10, 2026 | 10 | Costa Fascinosa |
from $1,194 $119 / 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 $829 $92 / night |
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| 16-Day Eastern Caribbean Holiday: Amber Cove & Bahamas | Dec 11, 2026 | 16 | Nieuw Amsterdam |
from $2,439 $152 / night |
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| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Dec 11, 2026 | 12 | Norwegian Bliss |
from $1,149 $95 / night |
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| Galveston to Galveston | Dec 11, 2026 | 17 | Seven Seas Splendor |
from $13,099 $770 / night |
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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 |
Call for price |
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| 21-Day Western & Eastern Caribbean Holiday: Belize & Mexico | Dec 12, 2026 | 21 | Rotterdam |
from $3,644 $173 / night |
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| 7 Night Southern Caribbean Cruise | Dec 12, 2026 | 7 | Rhapsody of the Seas |
from $588 $84 / 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 |
Call for price |
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| Caribbean Combination Cruise: Barbados, St. Lucia & St. Thomas | Dec 12, 2026 | 16 | Azamara Journey |
from $5,279 $329 / night |
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| Eastern Caribbean Cruise: Saint Lucia, Dominica & Sint Maarten | Dec 12, 2026 | 6 | Azamara Journey |
from $2,569 $428 / night |
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| Very Merrytime Eastern Caribbean Cruise from Fort Lauderdale | Dec 12, 2026 | 7 | Disney Destiny |
from $1,983 $283 / night |
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| Sunny Miles of Tropical Isles | Dec 12, 2026 | 7 | Valiant Lady |
from $903 $129 / night |
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| 14 nights East Caribbean from Miami | Dec 13, 2026 | 14 | MSC Meraviglia |
from $1,505 $107 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Dec 13, 2026 | 7 | Norwegian Prima |
from $819 $117 / night |
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| Central America & Caribbean from Jamaica | Dec 13, 2026 | 14 | AIDAbella |
Call for price |
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| 7 Night Southern Caribbean Cruise | Dec 13, 2026 | 7 | Vision of the Seas |
from $609 $87 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Dec 13, 2026 | 7 | Star of the Seas |
from $1,306 $186 / night |
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| San Juan to San Juan | Dec 13, 2026 | 14 | Star Pride |
from $8,984 $641 / night |
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| San Juan to San Juan | Dec 13, 2026 | 7 | Star Pride |
from $3,213 $459 / 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 $4,385 $626 / night |
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| An Extended Journey of Island Calm & Coastal Retreats | Dec 13, 2026 | 14 | EXPLORA I |
from $8,885 $634 / night |
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| An Extended Journey through Wild Beauty and Tropical Festivities | Dec 13, 2026 | 15 | EXPLORA III |
from $10,985 $732 / night |
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| 10 Night Ultimate Southern Caribbean | Dec 14, 2026 | 10 | Celebrity Ascent |
from $8,217 $821 / night |
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| Pre-Holiday Caribbean Getaway | Dec 14, 2026 | 9 | Brilliant Lady |
from $802 $89 / night |
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| 14 nights South Caribbean from Bridgetown | Dec 15, 2026 | 14 | MSC World Europa |
from $1,818 $129 / night |
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| Festtage in der Karibik - ab/bis La Romana | Dec 16, 2026 | 14 | Mein Schiff 5 |
Call for price |
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| 14 nights South Caribbean from Bridgetown | Dec 17, 2026 | 14 | MSC Opera |
from $1,978 $141 / night |
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| Eastern Caribbean with St. Kitts Holiday | Dec 17, 2026 | 10 | Enchanted Princess |
from $1,179 $117 / night |
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| Cocktails and Coconuts followed by A Christmas in Paradise | Dec 17, 2026 | 14 | Marella Explorer 2 |
Call for price |
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| Caribbean Celebration | Dec 17, 2026 | 12 | Queen Elizabeth |
from $999 $83 / 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 $5,959 $180 / night |
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| Antilles, Dominican Republic | Dec 17, 2026 | 6 | Costa Fascinosa |
from $1,221 $203 / 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 $727 $90 / night |
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| Eastern Caribbean From Miami, FL | Dec 18, 2026 | 8 | Carnival Magic |
from $726 $90 / night |
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| 14 nights South Caribbean from Fort de France | Dec 18, 2026 | 14 | MSC Opera |
from $2,818 $201 / 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 $629 $78 / night |
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| 14 nights East Caribbean from Miami | Dec 19, 2026 | 14 | MSC Meraviglia |
from $1,915 $136 / night |
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| Caribbean Islands from Dominican Republic 1 | Dec 19, 2026 | 14 | AIDAbella |
Call for price |
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| Eastern Caribbean with Puerto Rico Holiday | Dec 19, 2026 | 7 | Coral Princess |
from $629 $89 / night |
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| 7 Night Southern Caribbean Holiday | Dec 19, 2026 | 7 | Rhapsody of the Seas |
from $1,012 $144 / night |
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| 7 Nt Eastern Carib & Perfect Day Holiday | Dec 19, 2026 | 7 | Icon of the Seas |
from $1,757 $251 / night |
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| 14-Day Exotic Caribbean in Depth | Dec 19, 2026 | 14 | Seabourn Ovation |
from $9,118 $651 / night |
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| 7-Day Classic Caribbean Yacht Harbors | Dec 19, 2026 | 7 | Seabourn Ovation |
from $4,173 $596 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 19, 2026 | 14 | Wind Surf |
from $6,910 $493 / 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 $3,393 $484 / night |
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| Transatlantic Crossing and Caribbean Celebration | Dec 19, 2026 | 23 | Queen Mary 2 |
Call for price |
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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 $909 $129 / night |
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| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Dec 20, 2026 | 7 | Norwegian Prima |
from $859 $122 / night |
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| Eastern Caribbean Adventurer with Celebration Key Holiday | Dec 20, 2026 | 14 | Regal Princess |
from $1,299 $92 / night |
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| San Juan to San Juan | Dec 20, 2026 | 14 | Star Pride |
Call for price |
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| 7 Night St. Thomas & St. Maarten Holiday | Dec 20, 2026 | 7 | Celebrity Xcel |
from $1,682 $240 / night |
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| Vibes of the Virgin Islands | Dec 20, 2026 | 7 | Emerald Sakara |
from $4,522 $646 / night |
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| A Journey of Tropical Festivities & Dazzling Island Beauty | Dec 20, 2026 | 8 | EXPLORA III |
from $5,660 $707 / night |
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| An Extended Journey of Sparkling Skies & Dramatic Natural Beauty | Dec 20, 2026 | 16 | EXPLORA III |
from $14,285 $892 / night |
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| 7 nights South Caribbean from Pointe-a-Pitre | Dec 20, 2026 | 7 | MSC World Europa |
from $1,302 $186 / night |
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| 7 nights South Caribbean from La Romana | Dec 21, 2026 | 7 | MSC Opera |
from $629 $89 / night |
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| Caribbean Celebration | Dec 21, 2026 | 14 | Seven Seas Mariner |
from $12,399 $885 / night |
The Captain's Log
Exceptional cruises. Intelligent prices.
The Captain's Log
