All 1,680 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 |
|---|---|---|---|---|---|
| Antilles, Virgin Islands | Dec 23, 2026 | 7 | Costa Favolosa |
from $1,297 $185 / night |
|
| 7 Nt Eastern Carib & Perfect Day Holiday | Dec 24, 2026 | 7 | Utopia of the Seas |
from $2,569 $367 / night |
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| 11 Night Southern Caribbean Holiday | Dec 24, 2026 | 11 | Celebrity Ascent |
from $1,776 $161 / night |
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| Antilles, Virgin Islands | Dec 24, 2026 | 7 | Costa Favolosa |
from $1,296 $185 / night |
|
| New Year in the Caribbean Islands | Dec 26, 2026 | 14 | Arvia |
from $2,299 $164 / night |
|
| Eastern Caribbean Adventurer with Celebration Key Holiday | Dec 26, 2026 | 14 | Regal Princess |
from $1,499 $107 / night |
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| Eastern Caribbean with Puerto Rico Holiday | Dec 26, 2026 | 8 | Regal Princess |
from $1,899 $237 / night |
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| Southern Caribbean with Martinique Holiday | Dec 26, 2026 | 11 | Coral Princess |
from $1,539 $139 / night |
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| 7 Night Southern Caribbean Holiday | Dec 26, 2026 | 7 | Rhapsody of the Seas |
from $1,063 $151 / night |
|
| 7-Day Yachtsman's Caribbean | Dec 26, 2026 | 7 | Seabourn Ovation |
from $4,979 $711 / night |
|
| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 26, 2026 | 14 | Wind Surf |
from $7,050 $503 / night |
|
| Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 26, 2026 | 7 | Wind Surf |
from $3,377 $482 / night |
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| 7 Night Southern Caribbean Holiday | Dec 26, 2026 | 7 | Celebrity Constellation |
from $1,192 $170 / 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 $1,144 $143 / night |
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| 14 nights East Caribbean from Miami | Dec 27, 2026 | 14 | MSC Meraviglia |
from $1,490 $106 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Dec 27, 2026 | 7 | Norwegian Prima |
from $2,169 $309 / night |
|
| Southern Caribbean Adventurer | Dec 27, 2026 | 14 | Crown Princess |
from $3,056 $218 / night |
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| Southern Caribbean with Barbados and St. Lucia Holiday | Dec 27, 2026 | 7 | Crown Princess |
from $1,699 $242 / night |
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| Eastern Caribbean with St. Kitts Holiday | Dec 27, 2026 | 10 | Enchanted Princess |
from $1,639 $163 / night |
|
| 7 Night Southern Caribbean Holiday | Dec 27, 2026 | 7 | Vision of the Seas |
from $1,273 $181 / night |
|
| 7 Nt Eastern Caribbean & Perfect Holiday | Dec 27, 2026 | 7 | Star of the Seas |
from $2,842 $406 / night |
|
| San Juan to San Juan | Dec 27, 2026 | 14 | Star Pride |
from $8,074 $576 / night |
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| San Juan to San Juan | Dec 27, 2026 | 7 | Star Pride |
from $3,563 $509 / night |
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| Vibes of the Virgin Islands | Dec 27, 2026 | 7 | Emerald Sakara |
from $5,002 $714 / night |
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| An Extended Journey through Island Joys & Volcanic Majesty | Dec 27, 2026 | 15 | EXPLORA I |
from $10,605 $707 / night |
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| 7 Nt Eastern Carib & Perfect Day Holiday | Dec 28, 2026 | 7 | Oasis of the Seas |
from $1,703 $243 / 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: Barbados, Aruba & St. Barts | 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 $1,390 $139 / night |
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| Antilles | Dec 28, 2026 | 7 | Costa Favolosa |
from $3,135 $447 / night |
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| 14 nights South Caribbean from Bridgetown | Dec 29, 2026 | 14 | MSC World Europa |
from $2,310 $165 / night |
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| Antilles | Dec 30, 2026 | 8 | Costa Favolosa |
from $1,575 $196 / night |
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| Antilles | Dec 31, 2026 | 8 | Costa Favolosa |
from $1,573 $196 / 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 $1,544 $110 / 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 $3,979 $189 / night |
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| 8 nights East Caribbean from Miami | Jan 2, 2027 | 8 | MSC Meraviglia |
from $573 $71 / night |
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| 14 nights East Caribbean from Miami | Jan 2, 2027 | 14 | MSC Meraviglia |
from $1,150 $82 / night |
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| 7 Night Southern Caribbean Cruise | Jan 2, 2027 | 7 | Rhapsody of the Seas |
from $593 $84 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Jan 2, 2027 | 7 | Icon of the Seas |
from $1,248 $178 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 2, 2027 | 14 | Wind Surf |
from $6,560 $468 / night |
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| Philipsburg, St.Marteen to Philipsburg, St.Marteen | Jan 2, 2027 | 7 | Wind Surf |
from $3,183 $454 / night |
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| Saint (Isles) & Seas of the Caribbean | Jan 2, 2027 | 7 | Valiant Lady |
from $1,113 $159 / night |
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| 7 nights South Caribbean from Fort de France | Jan 2, 2027 | 7 | MSC World Europa |
from $841 $120 / night |
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| America and Caribbean Discovery | Jan 3, 2027 | 75 | Aurora |
Call for price |
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| Southern Caribbean Adventurer | Jan 3, 2027 | 14 | Crown Princess |
from $1,976 $141 / night |
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| 7 Night Eastern Caribbean Cruise | Jan 3, 2027 | 7 | Allure of the Seas |
from $842 $120 / night |
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| 11 Night Eastern Caribbean Cruise | Jan 3, 2027 | 11 | Odyssey of the Seas |
from $1,545 $140 / night |
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| San Juan to San Juan | Jan 3, 2027 | 14 | Star Pride |
Call for price |
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| 7 nights South Caribbean from Pointe-a-Pitre | Jan 3, 2027 | 7 | MSC World Europa |
from $1,515 $216 / 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 |
from $30,039 $248 / night |
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| 7 nights South Caribbean from La Romana | Jan 4, 2027 | 7 | MSC Opera |
from $598 $85 / night |
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| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Jan 4, 2027 | 12 | Norwegian Bliss |
from $1,369 $114 / night |
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| 11 Night Best Of Southern Caribbean | Jan 4, 2027 | 11 | Celebrity Ascent |
from $1,816 $165 / 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 $8,785 $549 / night |
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| 121 nights World Cruise from Genoa (Portofino) | Jan 5, 2027 | 121 | MSC Magnifica |
from $20,599 $170 / night |
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| 132 nights World Cruise from Genoa (Portofino) | Jan 5, 2027 | 132 | MSC Magnifica |
from $22,479 $170 / night |
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| West Indies Explorer - San Juan to San Juan | Jan 5, 2027 | 10 | Viking Sea |
from $5,999 $599 / night |
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| Southern Caribbean Cruise: St.barts, Antigua & Tortola | Jan 5, 2027 | 9 | Azamara Journey |
from $2,959 $328 / 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 $12,360 $772 / night |
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| 121 nights World Cruise from Marseille (Provence) | Jan 6, 2027 | 121 | MSC Magnifica |
from $30,439 $251 / 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 $1,344 $134 / night |
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| 121 nights World Cruise from Barcelona | Jan 7, 2027 | 121 | MSC Magnifica |
from $20,599 $170 / 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 |
|
| Southern Caribbean with St. Lucia | Jan 8, 2027 | 7 | Crown Princess |
from $1,704 $243 / night |
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| 9 Night Antigua, Dominica & St. Maarten | Jan 8, 2027 | 9 | Celebrity Eclipse |
from $1,451 $161 / night |
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| Antilles, Virgin Islands | Jan 8, 2027 | 7 | Costa Favolosa |
from $1,106 $158 / night |
|
| Caribbean Islands Fly-Cruise | Jan 9, 2027 | 14 | Britannia |
Call for price |
|
| Eastern Caribbean Islands Fly-Cruise | Jan 9, 2027 | 14 | Arvia |
Call for price |
|
| 7 Night Southern Caribbean Cruise | Jan 9, 2027 | 7 | Rhapsody of the Seas |
from $513 $73 / night |
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| 7-Day Classic Caribbean Yacht Harbors | Jan 9, 2027 | 7 | Seabourn Ovation |
from $4,154 $593 / night |
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| 14-Day Exotic Caribbean in Depth | Jan 9, 2027 | 14 | Seabourn Ovation |
from $8,619 $615 / night |
|
| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 9, 2027 | 14 | Wind Surf |
from $8,240 $588 / night |
|
| Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 9, 2027 | 7 | Wind Surf |
from $3,727 $532 / night |
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| 7 Night Southern Caribbean Cruise | Jan 9, 2027 | 7 | Celebrity Constellation |
from $1,020 $145 / night |
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| Eastern Caribbean from Port Canaveral, FL | Jan 9, 2027 | 8 | Carnival Vista |
from $775 $96 / night |
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| 14 nights East Caribbean from Miami | Jan 10, 2027 | 14 | MSC Meraviglia |
from $1,110 $79 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Jan 10, 2027 | 7 | Norwegian Prima |
from $1,269 $181 / night |
|
| Southern Caribbean Adventurer | Jan 10, 2027 | 14 | Crown Princess |
from $1,716 $122 / night |
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| Southern Caribbean with Barbados and St. Lucia | Jan 10, 2027 | 7 | Crown Princess |
from $669 $95 / night |
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| Roundtrip Miami, FL | Jan 10, 2027 | 10 | Seven Seas Prestige |
from $23,819 $2,381 / night |
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| 7 Night Southern Caribbean Cruise | Jan 10, 2027 | 7 | Vision of the Seas |
from $623 $89 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Jan 10, 2027 | 7 | Star of the Seas |
from $1,459 $208 / night |
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| San Juan to San Juan | Jan 10, 2027 | 7 | Star Pride |
from $6,398 $914 / night |
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| 7 Night Puerto Plata & St. Maarten | Jan 10, 2027 | 7 | Celebrity Xcel |
from $1,053 $150 / night |
|
| Caribbean | Jan 11, 2027 | 34 | Queen Mary 2 |
from $5,279 $155 / night |
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| St. Maarten, Tortola, San Juan & more | Jan 11, 2027 | 10 | Brilliant Lady |
from $990 $99 / night |
|
| Antilles, Virgin Islands | Jan 11, 2027 | 7 | Costa Favolosa |
from $838 $119 / night |
|
| 21-Day Eastern & Western Caribbean: Leeward Islands & Mexico | Jan 12, 2027 | 21 | Rotterdam |
from $4,119 $196 / night |
|
| 11-Day Eastern Caribbean: Windward & Leeward Islands | Jan 12, 2027 | 11 | Rotterdam |
from $2,519 $229 / night |
|
| 14 nights South Caribbean from Bridgetown | Jan 12, 2027 | 14 | MSC World Europa |
from $2,065 $147 / night |
|
| A Journey of Lively Caribbean Culture & Stunning Beaches | Jan 13, 2027 | 8 | EXPLORA III |
from $6,240 $780 / night |
|
| An Extended Journey of Island Energy & Ocean Tranquillity | Jan 13, 2027 | 16 | EXPLORA III |
from $13,640 $852 / night |
The Captain's Log
Exceptional cruises. Intelligent prices.
The Captain's Log
