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 |
|---|---|---|---|---|---|
| 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 |
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| 21-Day Eastern & Western Caribbean Holiday: Belize & Mexico | Dec 22, 2026 | 21 | Rotterdam |
from $3,689 $175 / night |
|
| 11-Day Eastern Caribbean Holiday: Windward & Leeward Islands | Dec 22, 2026 | 11 | Rotterdam |
from $1,254 $114 / night |
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| 9- Day Caribbean Round-Trip Orlando: Great Stirrup Cay & Dominican Republic | Dec 22, 2026 | 9 | Norwegian Getaway |
from $1,169 $129 / 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 $1,749 $145 / night |
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| 11-Day Caribbean Round-Trip Philadelphia: Dominican Republic & St. Thomas | Dec 23, 2026 | 11 | Norwegian Pearl |
from $1,289 $117 / night |
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| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Dec 23, 2026 | 12 | Norwegian Bliss |
from $1,819 $151 / 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 $1,903 $271 / night |
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| Antilles, Virgin Islands | Dec 23, 2026 | 7 | Costa Favolosa |
from $1,297 $185 / night |
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| 7 Nt Eastern Carib & Perfect Day Holiday | Dec 24, 2026 | 7 | Utopia of the Seas |
from $3,655 $522 / night |
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| 11 Night Southern Caribbean Holiday | Dec 24, 2026 | 11 | Celebrity Ascent |
from $2,372 $215 / night |
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| Antilles, Virgin Islands | Dec 24, 2026 | 7 | Costa Favolosa |
from $1,096 $156 / night |
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| Antilles, Virgin Islands | Dec 24, 2026 | 4 | Costa Favolosa |
from $768 $192 / night |
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| Antilles, Virgin Islands | Dec 24, 2026 | 6 | Costa Favolosa |
from $942 $157 / night |
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| New Year in the Caribbean Islands | Dec 26, 2026 | 14 | Arvia |
Call for price |
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| Eastern Caribbean Adventurer with Celebration Key Holiday | Dec 26, 2026 | 14 | Regal Princess |
from $1,419 $101 / night |
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| Eastern Caribbean with Puerto Rico Holiday | Dec 26, 2026 | 8 | Regal Princess |
from $1,409 $176 / night |
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| Southern Caribbean with Martinique Holiday | Dec 26, 2026 | 11 | Coral Princess |
from $1,019 $92 / night |
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| 7 Night Southern Caribbean Holiday | Dec 26, 2026 | 7 | Rhapsody of the Seas |
from $1,249 $178 / night |
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| 7-Day Yachtsman's Caribbean | Dec 26, 2026 | 7 | Seabourn Ovation |
from $5,848 $835 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 26, 2026 | 14 | Wind Surf |
from $6,210 $443 / night |
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| Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 26, 2026 | 7 | Wind Surf |
from $3,832 $547 / night |
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| 7 Night Southern Caribbean Holiday | Dec 26, 2026 | 7 | Celebrity Constellation |
from $1,219 $174 / night |
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| Valiant New Year's Ahoy! | Dec 26, 2026 | 7 | Valiant Lady |
from $1,533 $219 / night |
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| Eastern Caribbean From Miami, FL | Dec 26, 2026 | 8 | Carnival Magic |
from $1,168 $146 / night |
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| 14 nights East Caribbean from Miami | Dec 27, 2026 | 14 | MSC Meraviglia |
from $1,515 $108 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Dec 27, 2026 | 7 | Norwegian Prima |
from $1,649 $235 / night |
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| Caribbean Islands from Barbados | Dec 27, 2026 | 14 | AIDAbella |
Call for price |
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| Southern Caribbean Adventurer | Dec 27, 2026 | 14 | Crown Princess |
from $2,166 $154 / night |
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| Southern Caribbean with Barbados and St. Lucia Holiday | Dec 27, 2026 | 7 | Crown Princess |
from $1,239 $177 / night |
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| Eastern Caribbean with St. Kitts Holiday | Dec 27, 2026 | 10 | Enchanted Princess |
from $1,089 $108 / night |
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| 7 Night Southern Caribbean Holiday | Dec 27, 2026 | 7 | Vision of the Seas |
from $1,321 $188 / night |
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| 7 Nt Eastern Caribbean & Perfect Holiday | Dec 27, 2026 | 7 | Star of the Seas |
from $2,585 $369 / night |
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| San Juan to San Juan | Dec 27, 2026 | 14 | Star Pride |
from $7,374 $526 / night |
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| San Juan to San Juan | Dec 27, 2026 | 7 | Star Pride |
from $4,823 $689 / night |
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| Vibes of the Virgin Islands | Dec 27, 2026 | 7 | Emerald Sakara |
from $6,542 $934 / night |
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| An Extended Journey through Island Joys & Volcanic Majesty | Dec 27, 2026 | 15 | EXPLORA I |
from $9,835 $655 / night |
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| 7 Nt Eastern Carib & Perfect Day Holiday | Dec 28, 2026 | 7 | Oasis of the Seas |
from $1,698 $242 / night |
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| Miami to Miami | Dec 28, 2026 | 10 | Allura |
from $6,499 $649 / night |
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| Caribbean Combination Cruise: Aruba, Cura?ao & Saint Lucia | Dec 28, 2026 | 17 | Azamara Journey |
from $5,419 $318 / night |
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| Brilliant New Year's Ahoy! | Dec 28, 2026 | 10 | Brilliant Lady |
from $2,090 $209 / night |
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| Antilles, Dominica | Dec 28, 2026 | 7 | Costa Favolosa |
from $3,118 $445 / night |
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| 14 nights South Caribbean from Bridgetown | Dec 29, 2026 | 14 | MSC World Europa |
from $2,168 $154 / night |
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| Antilles, Dominica | Dec 30, 2026 | 8 | Costa Favolosa |
from $1,558 $194 / night |
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| 14 nights South Caribbean from Bridgetown | Dec 31, 2026 | 14 | MSC Opera |
from $2,278 $162 / night |
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| Antilles, Dominica | Dec 31, 2026 | 8 | Costa Favolosa |
from $1,357 $169 / night |
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| Eastern Caribbean Islands Fly-Cruise | Jan 1, 2027 | 14 | Arvia |
Call for price |
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| 14 nights South Caribbean from Fort de France | Jan 1, 2027 | 14 | MSC Opera |
from $1,468 $104 / night |
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| Eastern Caribbean Islands Fly-Cruise | Jan 2, 2027 | 14 | Arvia |
Call for price |
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| 21-Day Western & Eastern Caribbean: Mexico & Leeward Islands | Jan 2, 2027 | 21 | Rotterdam |
from $3,799 $180 / night |
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| 8 nights East Caribbean from Miami | Jan 2, 2027 | 8 | MSC Meraviglia |
from $503 $62 / night |
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| 14 nights East Caribbean from Miami | Jan 2, 2027 | 14 | MSC Meraviglia |
from $1,345 $96 / night |
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| Caribbean Islands from La Romano | Jan 2, 2027 | 14 | AIDAbella |
Call for price |
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| 7 Night Southern Caribbean Cruise | Jan 2, 2027 | 7 | Rhapsody of the Seas |
from $648 $92 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Jan 2, 2027 | 7 | Icon of the Seas |
from $1,273 $181 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 2, 2027 | 14 | Wind Surf |
from $5,090 $363 / night |
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| Philipsburg, St.Marteen to Philipsburg, St.Marteen | Jan 2, 2027 | 7 | Wind Surf |
from $2,658 $379 / night |
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| Saint (Isles) & Seas of the Caribbean | Jan 2, 2027 | 7 | Valiant Lady |
from $1,043 $149 / night |
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| 7 nights South Caribbean from Fort de France | Jan 2, 2027 | 7 | MSC World Europa |
from $899 $128 / night |
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| America and Caribbean Discovery | Jan 3, 2027 | 75 | Aurora |
Call for price |
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| Karibik mit Kleinen Antillen ab Jamaika | Jan 3, 2027 | 14 | AIDAdiva |
Call for price |
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| Southern Caribbean Adventurer | Jan 3, 2027 | 14 | Crown Princess |
from $1,606 $114 / night |
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| 7 Night Eastern Caribbean Cruise | Jan 3, 2027 | 7 | Allure of the Seas |
from $937 $133 / night |
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| 11 Night Eastern Caribbean Cruise | Jan 3, 2027 | 11 | Odyssey of the Seas |
from $1,463 $133 / night |
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| San Juan to San Juan | Jan 3, 2027 | 14 | Star Pride |
from $6,604 $471 / night |
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| 7 nights South Caribbean from Pointe-a-Pitre | Jan 3, 2027 | 7 | MSC World Europa |
from $1,432 $204 / night |
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| Caribbean Winter Warmth | Jan 4, 2027 | 35 | Iona |
Call for price |
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| 121 nights World Cruise from Civitavecchia (Rome) | Jan 4, 2027 | 121 | MSC Magnifica |
Call for price |
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| 7 nights South Caribbean from La Romana | Jan 4, 2027 | 7 | MSC Opera |
from $599 $85 / night |
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| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Jan 4, 2027 | 12 | Norwegian Bliss |
from $1,569 $130 / night |
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| 11 Night Best Of Southern Caribbean | Jan 4, 2027 | 11 | Celebrity Ascent |
from $1,178 $107 / night |
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| A Journey of Caribbean Delicacies & Idyllic Islands | Jan 4, 2027 | 7 | EXPLORA I |
from $4,270 $610 / night |
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| An Extended Journey of Dazzling Skylines & Wildlife Exploration | Jan 4, 2027 | 16 | EXPLORA I |
from $8,365 $522 / night |
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| 121 nights World Cruise from Genoa (Portofino) | Jan 5, 2027 | 121 | MSC Magnifica |
from $45,209 $373 / night |
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| 132 nights World Cruise from Genoa (Portofino) | Jan 5, 2027 | 132 | MSC Magnifica |
Call for price |
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| San Juan to San Juan | Jan 5, 2027 | 10 | Viking Sea |
from $6,799 $679 / night |
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| Southern Caribbean Cruise: Jost Van Dyke, Antigua & Tortola | Jan 5, 2027 | 9 | Azamara Journey |
from $2,969 $329 / night |
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| Gems of the Caribbean Sea | Jan 5, 2027 | 42 | Ambition |
Call for price |
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| An Extended Journey through Enchanting Islands & Lush Landscapes | Jan 5, 2027 | 16 | EXPLORA III |
from $11,680 $730 / night |
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| 121 nights World Cruise from Marseille (Provence) | Jan 6, 2027 | 121 | MSC Magnifica |
from $31,619 $261 / night |
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| 9- Day Caribbean Round-Trip Orlando: Great Stirrup Cay & Dominican Republic | Jan 6, 2027 | 9 | Norwegian Escape |
from $1,209 $134 / night |
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| Eastern Caribbean with St. Kitts & Celebration Key | Jan 6, 2027 | 10 | Enchanted Princess |
from $1,299 $129 / night |
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| 121 nights World Cruise from Barcelona | Jan 7, 2027 | 121 | MSC Magnifica |
from $30,439 $251 / night |
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| Antilles, Virgin Islands | Jan 7, 2027 | 7 | Costa Favolosa |
from $1,107 $158 / night |
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| Caribbean Islands Fly-Cruise | Jan 8, 2027 | 14 | Britannia |
Call for price |
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| Southern Caribbean with St. Lucia | Jan 8, 2027 | 7 | Crown Princess |
Call for price |
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| 9 Night Antigua, Dominica & St. Maarten | Jan 8, 2027 | 9 | Celebrity Eclipse |
from $1,488 $165 / night |
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| Antilles, Virgin Islands | Jan 8, 2027 | 7 | Costa Favolosa |
from $906 $129 / night |
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| Caribbean Islands Fly-Cruise | Jan 9, 2027 | 14 | Britannia |
Call for price |
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| Eastern Caribbean Islands Fly-Cruise | Jan 9, 2027 | 14 | Arvia |
Call for price |
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| Karibische Inseln ab Dominikanische Republik 1 | Jan 9, 2027 | 14 | AIDAdiva |
Call for price |
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| 7 Night Southern Caribbean Cruise | Jan 9, 2027 | 7 | Rhapsody of the Seas |
from $511 $73 / night |
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| 7-Day Classic Caribbean Yacht Harbors | Jan 9, 2027 | 7 | Seabourn Ovation |
from $4,373 $624 / night |
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| 14-Day Exotic Caribbean in Depth | Jan 9, 2027 | 14 | Seabourn Ovation |
from $9,618 $687 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 9, 2027 | 14 | Wind Surf |
from $6,140 $438 / night |
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| Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 9, 2027 | 7 | Wind Surf |
from $2,642 $377 / night |
The Captain's Log
Exceptional cruises. Intelligent prices.
The Captain's Log
