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Anguilla Cruises Starting In December 2026 and 2027

If you're looking at joining a cruise to Anguilla in December 2026 or 2027, we have 2 unique cruise itineraries and 14 departures available, operated by two of the world's leading cruise lines departing in December.
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2 Cruises (14 Cruise Departures)
8 Day Reverie Under Sail in the Heart of the Lesser Antilles with Ponant
Cruise

8 Days (7 Nights) Marigot to Marigot
Cruise Line: Ponant
Ship: Le Ponant
Departures: Dec 2026 to Mar 2028
Visit: Saint Martin, Anguilla, Virgin Islands
Inside
-
Oceanview
$8,460
Balcony
$11,980
Suite
$12,890
From
US$8,460
Per Person
View Trip
8 Day Vibes of the Virgin Islands with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Saint Thomas to Saint Thomas
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Dec 2026 to Mar 2027
Visit: Virgin Islands, Anguilla, Saint Martin, Saint Barthelemy
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$4,278
Balcony
-
Suite
$5,677
From
US$4,278
Save 1,357
Per Person
View Trip
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