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Anguilla Luxury Cruises

Explore Anguilla on one of 8 luxury cruises, 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 41 departures available from three of the world's leading cruise lines specialising in luxury cruises.
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8 Cruises (41 Departures)
8 Cruises (41 Departures)
Departures
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Duration
6 Days
10 Days
Countries Visited
Start & End Cities
Ship Size
Operators
Price
$4,600pp
$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
Operator: 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
Operator: Emerald Cruises
Ship: Emerald Sakara
Departures: Dec 2026 to Mar 2027
Visits: Virgin Islands, Anguilla, Saint Martin, Saint Barthelemy
Exclusive Savings
Oceanview
$5,398
Suite
$6,922
From (Per Person)
A$5,398
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
Operator: Explora Journeys
Ship: Explora I
Departure: 12 November 2026
Visits: Antigua and Barbuda, Anguilla, Puerto Rico, USA
Exclusive Savings
Suite
$4,665
From (Per Person)
A$4,665
Save 95
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
Operator: 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
 (3)

8 Days (7 Nights) Marigot to Marigot
Operator: Emerald Cruises
Ships: Emerald Azzurra
Departures: Jan 2027 to Apr 2027
Visits: Saint Martin, Anguilla, Virgin Islands, Bonaire, Saint Barthelemy
Exclusive Savings
Oceanview
$6,870
Suite
$7,414
From (Per Person)
A$6,870
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
Operator: 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
10 Day A Journey Through Caribbean Delights & Wildlife Wonders with Explora Journeys
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla
Exclusive Savings
Suite
$7,899
From (Per Person)
A$7,899
Save 161
Per Person
View Trip
8 Day Cruising the Leeward Islands with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Philipsburg to Philipsburg
Operator: Emerald Cruises
Ships: Emerald Sakara
Departures: Nov 2027 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 3,130
Per Person
View Trip
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