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Anguilla Cruises Starting In January 2027 and 2028

If you're looking at joining a cruise to Anguilla in January 2027 or 2028, we have 4 unique cruise itineraries and 22 departures available, operated by two of the world's leading cruise lines departing in January.
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$31,240pp
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4 Cruises (22 Cruise Departures)
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
Fly Free Economy
Wave Offer
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$3,709
Balcony
-
Suite
$5,309
From
US$3,709
Save 6,487
Per Person
View Trip
8 Day Cruising the Leeward Islands with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Marigot to Marigot
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Sakara
Departures: Feb 2026 to Apr 2027
Visit: Saint Martin, Anguilla, Virgin Islands, Bonaire, Saint Barthelemy
Wave Offer
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$3,691
Balcony
-
Suite
$5,291
From
US$3,691
Save 18,047
Per Person
View Trip
8 Day Cruising the Leeward Islands with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Philipsburg to Philipsburg
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Nov 2027 to Apr 2028
Visit: Sint Maarten, Saint Kitts and Nevis, Anguilla, Virgin Islands, Saint Barthelemy
Fly Free Economy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$5,585
Balcony
-
Suite
$7,283
From
US$5,585
Save 6,162
Per Person
View Trip
8 Day A Journey into Dominican Charm & Caribbean Splendour with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 30 January 2028
Visit: USA, Dominican Republic, Virgin Islands, Anguilla, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,915
Suite
$4,415
From
US$3,915
Per Person
View Trip
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