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Anguilla Cruises

Are you looking for a cruise to Anguilla? Choose from 8 unique cruise itineraries to Anguilla, departing from Marigot, Miami, Philipsburg, Saint John's and Saint Thomas. February is the most popular month to cruise to Anguilla and we have over 34 departures available from three of the world's leading cruise lines.
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8 Cruises (34 Departures)
8 Cruises (34 Departures)
Departures
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Duration
6 Days
10 Days
Countries Visited
Start & End Cities
Ship Size
Operators
Price
$4,400pp
$27,135pp
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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
Visits: Saint Martin, Anguilla, Virgin Islands
Exclusive Savings
Oceanview
$11,194
Balcony
$15,762
Suite
$16,936
From (Per Person)
A$11,194
Save 539
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
Visits: Virgin Islands, Anguilla, Saint Martin, Saint Barthelemy
Exclusive Savings
Oceanview
$5,790
Suite
$6,922
From (Per Person)
A$5,790
Save 4,636
Per Person
View Trip
6 Day A Journey Through Tropical Shores And Ocean Days with Explora Journeys
Cruise

6 Days (5 Nights) Saint John's to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 12 November 2026
Visits: Antigua and Barbuda, Anguilla, Puerto Rico, USA
Exclusive Savings
Suite
$4,444
From (Per Person)
A$4,444
Save 91
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
Departures: Jan 2027 to Apr 2027
Visits: Saint Martin, Anguilla, Virgin Islands, Bonaire, Saint Barthelemy
Exclusive Savings
Oceanview
$5,890
Suite
$7,414
From (Per Person)
A$5,890
Save 8,368
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
Visits: USA, Dominican Republic, Virgin Islands, Anguilla, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
View Trip
8 Day A Journey Across Oceanic Gems & The Unresistible Caribbean Charm with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 05 March 2028
Visits: USA, Anguilla, Virgin Islands, Antigua and Barbuda, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
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: Dec 2028 to Apr 2029
Visits: Sint Maarten, Saint Kitts and Nevis, Anguilla, Virgin Islands, Saint Barthelemy
Exclusive Savings
Oceanview
$6,679
Suite
$8,341
From (Per Person)
A$6,679
Save 3,127
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
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla
Exclusive Savings
Suite
$8,428
From (Per Person)
A$8,428
Save 172
Per Person
View Trip
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