All 1,665 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 | Aug 29, 2026 | 7 | Rhapsody of the Seas |
Call for price |
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| 7 Nt Tortola, St. Maarten & Puerto Plata | Aug 30, 2026 | 7 | Celebrity Beyond |
from $523 $74 / night |
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| Eastern/western Caribbean Adventurer | Sep 5, 2026 | 14 | Regal Princess |
Call for price |
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| 7 Night Southern Caribbean Cruise | Sep 5, 2026 | 7 | Rhapsody of the Seas |
from $1,198 $171 / night |
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| Eastern Caribbean from Miami, FL | Sep 5, 2026 | 8 | Carnival Magic |
from $573 $71 / night |
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| Eastern/western Caribbean Adventurer | Sep 12, 2026 | 14 | Regal Princess |
Call for price |
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| Eastern Caribbean with Puerto Rico | Sep 12, 2026 | 7 | Regal Princess |
from $911 $130 / night |
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| 7 Night Southern Caribbean Cruise | Sep 12, 2026 | 7 | Rhapsody of the Seas |
from $834 $119 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Sep 12, 2026 | 7 | Icon of the Seas |
from $1,114 $159 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Sep 13, 2026 | 7 | Star of the Seas |
from $1,037 $148 / night |
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| Eastern/western Caribbean Adventurer | Sep 19, 2026 | 14 | Regal Princess |
Call for price |
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| 7 Night Southern Caribbean Cruise | Sep 19, 2026 | 7 | Rhapsody of the Seas |
from $619 $88 / night |
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| 8 Night Eastern Caribbean & Perfect Day | Sep 19, 2026 | 8 | Allure of the Seas |
from $836 $104 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Sep 19, 2026 | 7 | Icon of the Seas |
from $1,154 $164 / night |
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| Eastern/western Caribbean Adventurer | Sep 26, 2026 | 14 | Regal Princess |
Call for price |
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| Eastern Caribbean with Puerto Rico | Sep 26, 2026 | 7 | Regal Princess |
from $705 $100 / night |
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| 7 Night Southern Caribbean Cruise | Sep 26, 2026 | 7 | Rhapsody of the Seas |
from $644 $92 / night |
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| 7 Nt Tortola, St. Maarten & Puerto Plata | Sep 27, 2026 | 7 | Celebrity Beyond |
from $848 $121 / night |
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| 7 Night Southern Caribbean Cruise | Oct 3, 2026 | 7 | Rhapsody of the Seas |
from $579 $82 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Oct 3, 2026 | 7 | Icon of the Seas |
from $1,494 $213 / night |
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| Eastern Caribbean From Miami, FL | Oct 3, 2026 | 8 | Carnival Magic |
from $559 $69 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Oct 4, 2026 | 7 | Star of the Seas |
from $1,133 $161 / night |
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| 7 Night Southern Caribbean Cruise | Oct 10, 2026 | 7 | Rhapsody of the Seas |
from $559 $79 / night |
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| 17-Day Transatlantic from Barcelona to Galveston: Jamaica & Spain | Oct 14, 2026 | 17 | Norwegian Viva |
from $1,149 $67 / night |
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| Circle Caribbean | Oct 15, 2026 | 14 | Coral Princess |
from $2,813 $200 / night |
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| Eastern Caribbean | Oct 15, 2026 | 12 | Queen Elizabeth |
from $1,099 $91 / night |
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| Caribbean | Oct 15, 2026 | 21 | Queen Elizabeth |
from $1,918 $91 / night |
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| A Grand Journey of Bright Coastlines & Captivating Havens | Oct 15, 2026 | 17 | EXPLORA III |
from $12,985 $763 / night |
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| Transatlantik - ab Palma/bis Bridgetown | Oct 16, 2026 | 17 | Mein Schiff 2 |
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| Time Out on the Atlantic - from Palma/to La Romana | Oct 16, 2026 | 14 | Mein Schiff 2 |
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| Mediterranean & Atlantic Crossing Rome (Civitavecchia) to San Juan | Oct 16, 2026 | 21 | Viking Sea |
from $7,498 $357 / night |
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| 7 Night Southern Caribbean Cruise | Oct 17, 2026 | 7 | Rhapsody of the Seas |
from $679 $97 / night |
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| Exotic Eastern Caribbean Cruise from Galveston, FL | Oct 17, 2026 | 14 | Carnival Dream |
from $1,419 $101 / night |
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| Southern Caribbean from Port Canaveral (Orlando), FL | Oct 18, 2026 | 14 | Carnival Venezia |
from $1,093 $78 / night |
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| Bermuda & Caribbean: NYC to San Juan | Oct 19, 2026 | 12 | Valiant Lady |
from $1,068 $89 / night |
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| 10 Night Baltimore To San Juan Cruise | Oct 22, 2026 | 10 | Vision of the Seas |
from $1,565 $156 / night |
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| USA Ostküste & Karibiksonne - ab Bayonne/bis La Romana | Oct 22, 2026 | 15 | Mein Schiff 1 |
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| Caribbean Transatlantic | Oct 23, 2026 | 14 | Arvia |
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| Caribbean Transatlantic | Oct 23, 2026 | 15 | Arvia |
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| Caribbean Transatlantic | Oct 23, 2026 | 22 | Arvia |
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| Venice to Miami | Oct 23, 2026 | 57 | Insignia |
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| West Indies to Spain - Barcelona to San Juan | Oct 23, 2026 | 13 | Viking Sea |
from $3,499 $269 / night |
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| 7 Night Southern Caribbean Cruise | Oct 24, 2026 | 7 | Rhapsody of the Seas |
from $609 $87 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Oct 24, 2026 | 7 | Icon of the Seas |
from $1,494 $213 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Oct 25, 2026 | 7 | Star of the Seas |
from $1,283 $183 / night |
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| 7 Nt Tortola, St. Maarten & Puerto Plata | Oct 25, 2026 | 7 | Celebrity Beyond |
from $1,438 $205 / night |
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| A Journey of Caribbean Adventure & Shimmering Tropical Harmony | Oct 25, 2026 | 7 | EXPLORA III |
from $6,750 $964 / night |
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| An Extended Journey of Maritime Soul & Island Zest | Oct 25, 2026 | 14 | EXPLORA III |
from $14,900 $1,064 / night |
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| Auszeit auf dem Atlantik - ab Palma/bis La Romana | Oct 26, 2026 | 16 | Mein Schiff 5 |
Call for price |
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| Caribbean | Oct 27, 2026 | 21 | Queen Elizabeth |
from $1,658 $78 / night |
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| 18 nights South Caribbean from Civitavecchia (Rome) | Oct 29, 2026 | 18 | MSC Opera |
from $934 $51 / night |
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| 25 nights South Caribbean from Civitavecchia (Rome) | Oct 29, 2026 | 25 | MSC Opera |
from $2,000 $80 / night |
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| Eastern Caribbean with St. Kitts | Oct 29, 2026 | 10 | Coral Princess |
from $1,159 $115 / night |
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| Bermuda, Sint Maarten & British Virgin Islands Cruise: Hamilton, Philipsburg & Road Town | Oct 29, 2026 | 9 | Azamara Journey |
from $3,719 $413 / night |
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| Atlantic Horizons and Caribbean Discovery | Oct 29, 2026 | 24 | Renaissance |
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| Caribbean Transatlantic | Oct 30, 2026 | 15 | Britannia |
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| Caribbean Transatlantic | Oct 30, 2026 | 14 | Britannia |
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| 17 nights South Caribbean from Genoa (Portofino) | Oct 30, 2026 | 17 | MSC Opera |
from $909 $53 / night |
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| Montreal to Miami | Oct 30, 2026 | 16 | Seven Seas Splendor |
from $15,099 $943 / night |
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| 24 nights South Caribbean from Genoa (Portofino) | Oct 30, 2026 | 24 | MSC Opera |
Call for price |
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| 21-Day Western & Eastern Caribbean: Mexico & Leeward Islands | Oct 31, 2026 | 21 | Rotterdam |
from $3,474 $165 / night |
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| 21-Day Southern Caribbean: Cabo Rojo & Abc Islands | Oct 31, 2026 | 21 | Zuiderdam |
from $3,404 $162 / night |
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| 11-Day Eastern Caribbean: Windward & Leeward Islands | Oct 31, 2026 | 11 | Zuiderdam |
from $1,049 $95 / night |
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| Msc Grand Voyages from Genoa | Oct 31, 2026 | 16 | MSC Opera |
from $1,729 $108 / night |
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| Eastern Caribbean with Puerto Rico | Oct 31, 2026 | 8 | Regal Princess |
from $817 $102 / night |
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| 7 Night Southern Caribbean Cruise | Oct 31, 2026 | 7 | Rhapsody of the Seas |
from $608 $86 / night |
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| Eastern Caribbean From Miami, FL | Oct 31, 2026 | 8 | Carnival Magic |
from $584 $73 / night |
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| 16 nights South Caribbean from Livorno (Florence) | Oct 31, 2026 | 16 | MSC Opera |
Call for price |
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| 15 nights South Caribbean from Marseille (Provence) | Nov 1, 2026 | 15 | MSC Opera |
from $725 $48 / night |
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| 19 nights South Caribbean from Marseille (Provence) | Nov 1, 2026 | 19 | MSC Opera |
from $1,589 $83 / night |
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| 7 Night Southern Caribbean Cruise | Nov 1, 2026 | 7 | Vision of the Seas |
from $579 $82 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Nov 1, 2026 | 7 | Star of the Seas |
from $1,372 $196 / night |
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| Southern Caribbean from Baltimore, MD | Nov 1, 2026 | 14 | Carnival Pride |
from $1,826 $130 / night |
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| 21 nights West Caribbean from Miami | Nov 1, 2026 | 21 | MSC Poesia |
from $2,094 $99 / night |
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| 15 Night Spain & Morocco Transatlantic | Nov 2, 2026 | 15 | Celebrity Constellation |
from $2,549 $169 / night |
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| Barcelona to Miami | Nov 2, 2026 | 47 | Insignia |
from $16,649 $354 / night |
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| 14 nights South Caribbean from Barcelona | Nov 2, 2026 | 14 | MSC Opera |
from $952 $68 / night |
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| Caribbean Winter Warmth | Nov 3, 2026 | 24 | Aurora |
Call for price |
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| Eastern Caribbean | Nov 5, 2026 | 12 | Queen Elizabeth |
from $899 $74 / night |
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| Caribbean | Nov 5, 2026 | 21 | Queen Elizabeth |
from $1,618 $77 / night |
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| West Indies Explorer - San Juan to San Juan | Nov 5, 2026 | 10 | Viking Sea |
from $4,999 $499 / night |
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| Eastern Caribbean Islands Fly-Cruise | Nov 6, 2026 | 14 | Arvia |
Call for price |
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| Eastern Caribbean Islands Fly-Cruise | Nov 7, 2026 | 14 | Arvia |
Call for price |
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| Southern Caribbean Islander | Nov 7, 2026 | 12 | Majestic Princess |
from $1,137 $94 / night |
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| 7 Night Southern Caribbean Cruise | Nov 7, 2026 | 7 | Rhapsody of the Seas |
from $598 $85 / night |
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| 8 Night Eastern Caribbean Cruise | Nov 7, 2026 | 8 | Adventure of the Seas |
from $788 $98 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Nov 7, 2026 | 7 | Icon of the Seas |
from $1,441 $205 / night |
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| Caribbean Combination Cruise: San Juan, St. Lucia & St. Kitts | Nov 7, 2026 | 14 | Azamara Journey |
from $5,649 $403 / night |
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| Sunny Miles of Tropical Isles | Nov 7, 2026 | 7 | Valiant Lady |
from $1,253 $179 / night |
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| Eastern Caribbean with St. Kitts | Nov 8, 2026 | 10 | Coral Princess |
from $1,228 $122 / night |
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| 7 Night Southern Caribbean Cruise | Nov 8, 2026 | 7 | Vision of the Seas |
from $559 $79 / night |
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| San Juan to San Juan | Nov 8, 2026 | 14 | Star Pride |
from $7,364 $526 / night |
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| 7 Night Puerto Plata & St. Maarten | Nov 8, 2026 | 7 | Celebrity Xcel |
from $769 $109 / night |
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| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Nov 9, 2026 | 12 | Norwegian Bliss |
from $1,169 $97 / night |
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| Lisbon to Miami | Nov 9, 2026 | 40 | Insignia |
from $12,649 $316 / night |
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| 21-Day Eastern & Western Caribbean: Leeward Islands & Mexico | Nov 10, 2026 | 21 | Rotterdam |
from $3,404 $162 / night |
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| 11-Day Eastern Caribbean: Windward & Leeward Islands | Nov 10, 2026 | 11 | Rotterdam |
from $1,969 $179 / night |
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| Transatlantic Crossing and Eastern Caribbean | Nov 10, 2026 | 25 | Queen Mary 2 |
from $2,639 $105 / night |
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| Transatlantic Crossing and Eastern Caribbean | Nov 10, 2026 | 18 | Queen Mary 2 |
from $2,052 $114 / night |
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| 10 nights East Caribbean from Miami | Nov 12, 2026 | 10 | MSC Poesia |
from $979 $97 / night |
