All 1,660 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 |
|---|---|---|---|---|---|
| 21 nights East Caribbean from Miami | Nov 12, 2026 | 21 | MSC Poesia |
from $2,414 $114 / night |
|
| Caribbean Islands Fly-Cruise | Nov 13, 2026 | 14 | Britannia |
Call for price |
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| 10 Night Ultimate Southern Caribbean | Nov 13, 2026 | 10 | Celebrity Ascent |
from $1,164 $116 / night |
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| Caribbean Islands Fly-Cruise | Nov 14, 2026 | 14 | Britannia |
Call for price |
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| Eastern Caribbean Islands Fly-Cruise | Nov 14, 2026 | 14 | Arvia |
Call for price |
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| 7 Night Southern Caribbean Cruise | Nov 14, 2026 | 7 | Rhapsody of the Seas |
from $629 $89 / night |
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| Caribbean Combination Cruise: Barbados, St. Lucia & St. Kitts | Nov 14, 2026 | 14 | Azamara Journey |
from $4,289 $306 / night |
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| Eastern Caribbean Cruise: Barbados, Saint Lucia & British Virgin Islands | Nov 14, 2026 | 7 | Azamara Journey |
from $2,519 $359 / night |
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| 21 nights South Caribbean from Genoa (Portofino) | Nov 14, 2026 | 21 | MSC World Europa |
from $1,340 $63 / night |
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| 14 nights East Caribbean from Miami | Nov 15, 2026 | 14 | MSC Meraviglia |
from $1,315 $93 / night |
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| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Nov 15, 2026 | 7 | Norwegian Prima |
from $1,249 $178 / night |
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| 7 Night Southern Caribbean Cruise | Nov 15, 2026 | 7 | Vision of the Seas |
from $708 $101 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Nov 15, 2026 | 7 | Star of the Seas |
from $1,393 $199 / night |
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| San Juan to San Juan | Nov 15, 2026 | 14 | Star Pride |
from $4,984 $356 / night |
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| San Juan to San Juan | Nov 15, 2026 | 7 | Star Pride |
from $3,780 $540 / night |
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| West Indies Explorer - San Juan to San Juan | Nov 15, 2026 | 10 | Viking Sea |
from $4,499 $449 / night |
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| St. Isles & Sun-soaked Seas | Nov 15, 2026 | 10 | Brilliant Lady |
from $1,290 $129 / night |
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| An Extended Journey of Tropical Harmony & Natural Wonders | Nov 15, 2026 | 14 | EXPLORA III |
from $8,925 $637 / night |
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| 20 nights South Caribbean from Civitavecchia (Rome) | Nov 15, 2026 | 20 | MSC World Europa |
from $1,210 $60 / night |
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| Caribbean | Nov 17, 2026 | 21 | Queen Elizabeth |
from $2,148 $102 / night |
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| Transatlantic Crossing and Eastern Caribbean | Nov 17, 2026 | 18 | Queen Mary 2 |
from $1,630 $90 / night |
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| Eastern Caribbean | Nov 17, 2026 | 11 | Queen Mary 2 |
from $929 $84 / night |
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| 19 nights South Caribbean from Marseille (Provence) | Nov 17, 2026 | 19 | MSC World Europa |
from $1,321 $69 / night |
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| 18 nights South Caribbean from Marseille (Provence) | Nov 17, 2026 | 18 | MSC World Europa |
from $1,416 $78 / night |
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| Eastern Caribbean with St. Kitts | Nov 18, 2026 | 10 | Coral Princess |
from $1,178 $117 / night |
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| 14 nights South Caribbean from Barcelona | Nov 18, 2026 | 14 | MSC World Europa |
from $863 $61 / night |
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| 17 nights South Caribbean from Barcelona | Nov 18, 2026 | 17 | MSC World Europa |
from $924 $54 / night |
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| 18 nights South Caribbean from Barcelona | Nov 18, 2026 | 18 | MSC World Europa |
from $1,012 $56 / night |
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| Barbados and Southern Caribbean from Bridgetown | Nov 19, 2026 | 14 | MSC Opera |
from $1,815 $129 / night |
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| Brazilian & Cape Horn Grand Adventure | Nov 19, 2026 | 33 | Majestic Princess |
from $4,235 $128 / night |
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| Brazilian Adventure | Nov 19, 2026 | 18 | Majestic Princess |
from $2,119 $117 / night |
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| Eastern Caribbean Islands Fly-Cruise | Nov 20, 2026 | 14 | Arvia |
Call for price |
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| 21-Day Southern & Eastern Caribbean Discovery | Nov 20, 2026 | 21 | Nieuw Amsterdam |
from $3,839 $182 / night |
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| Eastern Caribbean with Puerto Rico & Celebration Key | Nov 20, 2026 | 9 | Sky Princess |
from $1,039 $115 / night |
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| 15-Day Southern Caribbean in Depth | Nov 20, 2026 | 15 | Seabourn Ovation |
from $6,939 $462 / night |
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| Thanksgiving: St. Isles, Aruba & Curaçao | Nov 20, 2026 | 8 | Valiant Lady |
from $1,032 $129 / night |
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| 14 nights South Caribbean from Fort de France | Nov 20, 2026 | 14 | MSC Opera |
from $1,464 $104 / night |
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| Eastern Caribbean Islands Fly-Cruise | Nov 21, 2026 | 14 | Arvia |
Call for price |
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| 21-Day Western & Eastern Caribbean: Mexico & Leeward Islands | Nov 21, 2026 | 21 | Rotterdam |
from $3,524 $167 / night |
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| 8 nights East Caribbean from Miami | Nov 21, 2026 | 8 | MSC Meraviglia |
from $598 $74 / night |
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| 14 nights East Caribbean from Miami | Nov 21, 2026 | 14 | MSC Meraviglia |
from $1,225 $87 / night |
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| 7 Night Southern Caribbean Cruise | Nov 21, 2026 | 7 | Rhapsody of the Seas |
from $688 $98 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Nov 21, 2026 | 7 | Icon of the Seas |
from $1,743 $249 / night |
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| Caribbean Combination Cruise: San Juan, Antigua & Barbados | Nov 21, 2026 | 14 | Azamara Journey |
from $5,299 $378 / night |
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| 30-Day Legendary Amazon Explorer | Nov 22, 2026 | 30 | Volendam |
from $6,474 $215 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Nov 22, 2026 | 7 | Norwegian Prima |
from $1,099 $157 / night |
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| Eastern Caribbean Adventurer with Celebration Key | Nov 22, 2026 | 14 | Regal Princess |
from $1,475 $105 / night |
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| 7 Night Southern Caribbean Cruise | Nov 22, 2026 | 7 | Vision of the Seas |
from $720 $102 / night |
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| 7 Night Eastern Caribbean Cruise | Nov 22, 2026 | 7 | Allure of the Seas |
from $1,064 $152 / night |
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| San Juan to San Juan | Nov 22, 2026 | 14 | Star Pride |
from $5,012 $358 / night |
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| 7 Nt St. Maarten & Puerto Plata Cruise | Nov 22, 2026 | 7 | Celebrity Beyond |
from $1,162 $166 / night |
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| A Journey of Caribbean Adventure & Shimmering Tropical Harmony | Nov 22, 2026 | 7 | EXPLORA III |
from $4,200 $600 / night |
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| An Extended Journey of Sunlit Horizons & Sapphire Bays | Nov 22, 2026 | 14 | EXPLORA III |
from $8,585 $613 / night |
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| 7 nights South Caribbean from La Romana | Nov 23, 2026 | 7 | MSC Opera |
from $1,101 $157 / night |
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| Miami To Miami | Nov 24, 2026 | 25 | Insignia |
from $9,749 $389 / night |
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| 27-Day Legendary Amazon Explorer | Nov 25, 2026 | 27 | Volendam |
from $3,709 $137 / night |
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| Miami To Miami | Nov 25, 2026 | 12 | Vista |
from $4,025 $335 / night |
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| West Indies Explorer - San Juan to San Juan | Nov 25, 2026 | 10 | Viking Sea |
from $4,499 $449 / night |
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| Eastern Caribbean | Nov 26, 2026 | 12 | Queen Elizabeth |
from $979 $81 / night |
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| Caribbean | Nov 26, 2026 | 21 | Queen Elizabeth |
from $1,685 $80 / night |
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| Caribbean Islands Fly-Cruise | Nov 27, 2026 | 14 | Britannia |
Call for price |
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| Caribbean Islands Fly-Cruise | Nov 28, 2026 | 14 | Britannia |
Call for price |
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| Eastern Caribbean Islands Fly-Cruise | Nov 28, 2026 | 14 | Arvia |
Call for price |
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| 12-Day Caribbean Round-Trip Tampa: Dominican Republic & Grand Cayman | Nov 28, 2026 | 12 | Norwegian Gem |
from $999 $83 / night |
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| Eastern Caribbean Adventurer with Celebration Key | Nov 28, 2026 | 14 | Regal Princess |
from $1,280 $91 / night |
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| Eastern Caribbean with Puerto Rico | Nov 28, 2026 | 8 | Regal Princess |
from $707 $88 / night |
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| 7 Night Southern Caribbean Cruise | Nov 28, 2026 | 7 | Rhapsody of the Seas |
from $579 $82 / night |
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| 7 Nt Eastern Caribbean & Perfect Day | Nov 28, 2026 | 7 | Harmony of the Seas |
from $909 $129 / night |
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| 14-Day Exotic Caribbean in Depth | Nov 28, 2026 | 14 | Seabourn Ovation |
from $7,450 $532 / night |
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| 7-Day Classic Caribbean Yacht Harbors | Nov 28, 2026 | 7 | Seabourn Ovation |
from $3,997 $571 / night |
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| Eastern Caribbean Cruise: Saint Kitts, Nevis & Saint Barth?lemy | Nov 28, 2026 | 7 | Azamara Journey |
from $2,109 $301 / night |
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| Antiguan Elegance & Sunny St. Isles | Nov 28, 2026 | 7 | Valiant Lady |
from $693 $99 / night |
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| Eastern Caribbean From Miami, FL | Nov 28, 2026 | 8 | Carnival Magic |
from $559 $69 / night |
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| 12-Day Eastern Caribbean: Barbados, St. Lucia & St. Kitts | Nov 29, 2026 | 12 | Nieuw Amsterdam |
from $2,624 $218 / night |
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| 21-Day Eastern Caribbean: Antiqua, St. Lucia and Bahamas | Nov 29, 2026 | 21 | Nieuw Amsterdam |
from $3,804 $181 / night |
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| 12-Day Caribbean Round-Trip New York: Dominican Republic & St. Thomas | Nov 29, 2026 | 12 | Norwegian Bliss |
from $1,049 $87 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Nov 29, 2026 | 7 | Norwegian Prima |
from $1,169 $167 / night |
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| Riviera Chic & Caribbean Cool - Miami to Miami | Nov 29, 2026 | 10 | Seven Seas Grandeur |
from $7,049 $704 / night |
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| 7 Night Southern Caribbean Cruise | Nov 29, 2026 | 7 | Vision of the Seas |
from $618 $88 / night |
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| 7 Night Eastern Caribbean & Perfect Day | Nov 29, 2026 | 7 | Star of the Seas |
from $1,568 $224 / night |
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| San Juan to San Juan | Nov 29, 2026 | 14 | Star Pride |
from $5,964 $426 / night |
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| San Juan to San Juan | Nov 29, 2026 | 7 | Star Pride |
from $2,695 $385 / night |
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| 7 Nt St. Maarten & Puerto Plata Cruise | Nov 29, 2026 | 7 | Celebrity Beyond |
from $952 $136 / night |
|
| Southern Caribbean from Port Canaveral | Nov 29, 2026 | 14 | Carnival Venezia |
Call for price |
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| Southern Caribbean with Aruba | Nov 30, 2026 | 12 | Island Princess |
from $1,600 $133 / night |
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| St. Maarten, Tortola, San Juan & more | Nov 30, 2026 | 10 | Brilliant Lady |
from $990 $99 / night |
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| 21-Day Eastern & Western Caribbean: Leeward Islands & Mexico | Dec 1, 2026 | 21 | Rotterdam |
from $3,504 $166 / night |
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| 11-Day Eastern Caribbean: Windward & Leeward Islands | Dec 1, 2026 | 11 | Rotterdam |
from $2,074 $188 / night |
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| Miami to Miami | Dec 2, 2026 | 10 | Allura |
from $4,060 $406 / night |
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| Karibische Inselwelten - ab/bis La Romana | Dec 2, 2026 | 14 | Mein Schiff 5 |
Call for price |
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| 13 nights South Caribbean from Bridgetown | Dec 2, 2026 | 13 | MSC World Europa |
from $1,758 $135 / night |
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| 14 nights South Caribbean from Bridgetown | Dec 3, 2026 | 14 | MSC Opera |
from $1,895 $135 / night |
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| Circle Caribbean | Dec 3, 2026 | 14 | Enchanted Princess |
from $2,571 $183 / night |
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| Eastern Caribbean Islands Fly-Cruise | Dec 4, 2026 | 14 | Arvia |
Call for price |
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| 10 Night Ultimate Southern Caribbean | Dec 4, 2026 | 10 | Celebrity Ascent |
from $427 $42 / night |
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| France, Italy, Spain, Canary Islands, Antilles, Dominican Republic | Dec 4, 2026 | 16 | Costa Fascinosa |
from $2,888 $180 / night |
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| France, Italy, Spain, Canary Islands, Antilles, Dominican Republic | Dec 4, 2026 | 19 | Costa Fascinosa |
from $1,895 $99 / night |
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| France, Italy, Spain, Canary Islands, Antilles, Dominican Republic, Virgin Islands | Dec 4, 2026 | 23 | Costa Fascinosa |
from $2,322 $100 / night |
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| 14 nights South Caribbean from Fort de France | Dec 4, 2026 | 14 | MSC Opera |
from $1,664 $118 / night |
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| Eastern Caribbean Islands Fly-Cruise | Dec 5, 2026 | 14 | Arvia |
Call for price |
