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Anguilla Cruises

Are you looking for a cruise to Anguilla? Choose from 9 unique cruise itineraries to Anguilla, departing from Marigot, Miami, Philipsburg, Saint Thomas and San Juan. February is the most popular month to cruise to Anguilla and we have over 30 departures available from three of the world's leading cruise lines.
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9 Cruises (30 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
Departure: 19 December 2026
Visit: Saint Martin, Anguilla, Virgin Islands
Inside
-
Oceanview
$9,780
Balcony
$13,230
Suite
$14,240
From
US$9,780
Per Person
View Trip
8 Day Reverie Under Sail in the Heart of the Lesser Antilles with Ponant
Cruise

8 Days (7 Nights) Marigot to Philipsburg
Cruise Line: Ponant
Ship: Le Ponant
Departure: 14 March 2026
Visit: Saint Martin, Anguilla, Virgin Islands
Inside
-
Oceanview
$9,870
Balcony
-
Suite
-
From
US$9,870
Per Person
View Trip
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: Jan 2027 to Mar 2027
Visit: Saint Martin, Anguilla, Virgin Islands
Inside
-
Oceanview
$8,220
Balcony
$11,650
Suite
$12,530
From
US$8,220
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
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$3,854
Balcony
-
Suite
$5,455
From
US$3,854
Save 6,342
Per Person
View Trip
8 Day Cruising the Leeward Islands with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Marigot to Marigot
Cruise Line: Emerald Cruises
Ships: Emerald Sakara, Emerald Azzurra
Departures: Feb 2026 to Apr 2027
Visit: Saint Martin, Anguilla, Virgin Islands, Bonaire, Saint Barthelemy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$3,885
Balcony
-
Suite
$5,485
From
US$3,885
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
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$4,615
Balcony
-
Suite
$6,313
From
US$4,615
Save 7,132
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
10 Day A Journey Through Caribbean Delights & Wildlife Wonders with Explora Journeys
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$5,660
Suite
$6,560
From
US$5,660
Per Person
View Trip
8 Day A Journey into Tropical Utopia & Art Deco Flair with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 02 March 2026
Visit: Puerto Rico, Antigua and Barbuda, Anguilla, Virgin Islands, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,825
Suite
$4,310
From
US$3,825
Per Person
View Trip
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