Anguilla cruises

Find the perfect Anguilla cruise for your next trip!

Prices include all applicable taxes and port fees

19 Anguilla cruises

Prices include all applicable taxes and port fees

12 Night Caribbean Cruise

Silver Ray
Silver Ray Recommended Cruise
Departing from:Bridgetown, Barbados
Ports of call:Bequia, Grenadines•St. Georges, Grenada, West Indies•Fort-de-France, Martinique•Deshaies, Guadeloupe•Soufriere, St. Lucia•Port of Basseterre, St. Kitts, St. Kitts and Nevis•Philipsburg, St. Maarten•Gustavia, St. Barts•Anguilla, Caribbean•Day At Sea•Miami, Florida
Sailing dates:February 26, 2027
Suite from $6,500/ pp
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11 Night Caribbean Cruise

Silver Ray
Silver Ray Recommended Cruise
Departing from:Miami, Florida
Ports of call:Day At Sea•San Juan, Puerto Rico•Cruz Bay, St. John, U.S. Virgin Islands•Gustavia, St. Barts•Road Town, Tortola, B.V.I.•Anguilla, Caribbean•Port of Charlestown, Nevis, St. Kitts and Nevis
Sailing dates:January 16, 2027
Suite from $7,800/ pp
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11 Night Caribbean Cruise

Silver Ray
Silver Ray Recommended Cruise
Departing from:Miami, Florida
Ports of call:Day At Sea•San Juan, Puerto Rico•Cruz Bay, St. John, U.S. Virgin Islands•Gustavia, St. Barts•Codrington, Barbuda•Deshaies, Guadeloupe•Anguilla, Caribbean
Sailing dates:January 27, 2027
Suite from $8,200/ pp
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12 Night Caribbean Cruise

Silver Ray
Silver Ray Recommended Cruise
Departing from:Miami, Florida
Ports of call:Key West, Florida•Day At Sea•Cruz Bay, St. John, U.S. Virgin Islands•Codrington, Barbuda•Anguilla, Caribbean•Port of Basseterre, St. Kitts, St. Kitts and Nevis•Spanish Town•Grand Turk, Turks and Caicos
Sailing dates:December 7, 2028
Suite from $5,900/ pp
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11 Night Caribbean Cruise

Silver Ray
Silver Ray Recommended Cruise
Departing from:Miami, Florida
Ports of call:Day At Sea•Grand Turk, Turks and Caicos•Spanish Town•Gustavia, St. Barts•Codrington, Barbuda•Anguilla, Caribbean•Cruz Bay, St. John, U.S. Virgin Islands
Sailing dates:January 14, 2029
Suite from $6,300/ pp
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11 Night Caribbean Cruise

Silver Ray
Silver Ray Recommended Cruise
Departing from:Miami, Florida
Ports of call:Day At Sea•Cruz Bay, St. John, U.S. Virgin Islands•Anguilla, Caribbean•Codrington, Barbuda•Gustavia, St. Barts•Spanish Town•Key West, Florida
Sailing dates:February 4, 2029
Suite from $6,300/ pp
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11 Night Caribbean Cruise

Silver Ray
Silver Ray Recommended Cruise
Departing from:Miami, Florida
Ports of call:Day At Sea•Grand Turk, Turks and Caicos•Spanish Town•Codrington, Barbuda•Gustavia, St. Barts•Anguilla, Caribbean•Cruz Bay, St. John, U.S. Virgin Islands
Sailing dates:February 25, 2029
Suite from $6,300/ pp
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11 Night Caribbean Cruise

Silver Shadow
Silver Shadow Recommended Cruise
Departing from:San Juan, Puerto Rico
Ports of call:Day At Sea•Port of Oranjestad, Aruba, Caribbean•Willemstad, Curacao•Kralendijk, Bonaire, Dutch Antilles•Canouan, St. Vincent•Castries, St. Lucia•Iles des Saintes, Guadeloupe•Codrington, Barbuda•Anguilla, Caribbean
Sailing dates:January 16, 2029
Suite from $6,000/ pp
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12 Night Caribbean Cruise

Silver Spirit
Silver Spirit Great Deal Recommended Cruise
Departing from:Miami, Florida
Ports of call:Day At Sea•San Juan, Puerto Rico•Anguilla, Caribbean•Port of Basseterre, St. Kitts, St. Kitts and Nevis•Roseau, Dominica•Gustavia, St. Barts•Codrington, Barbuda•Spanish Town
Sailing dates:November 12, 2028
Suite from $4,700/ pp
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10 Night Caribbean Cruise

Silver Nova
Silver Nova Recommended Cruise
Departing from:Fort Lauderdale (Port Everglades), Florida
Ports of call:Day At Sea•Grand Turk, Turks and Caicos•Anguilla, Caribbean•Codrington, Barbuda•Gustavia, St. Barts•Cruz Bay, St. John, U.S. Virgin Islands
Sailing dates:December 11, 2028•January 3, 2029
Suite from $5,800/ pp
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Showing Results 10 of 19

About Anguilla cruises

Cruises to or from Anguilla sail mostly to the Caribbean. Silversea runs most of the sailings here. Trips include 9- to 12-night itineraries with stops at Gustavia, Codrington, and Miami.

Sailings to or from Anguilla run from January 2027 to February 2029, most often in January. Choose from suite cabins. You can sail on Silver Ray, Silver Spirit, and Silver Shadow. Check out the sailings above to find a departure that suits your plans.

Frequently asked questions

Which ports do Anguilla cruises visit?

Anguilla itineraries include stops at Gustavia, Codrington, and Cruz Bay. 18 sailings stop at Gustavia.

Which cruise lines sail to or from Anguilla?

Silversea sails to or from Anguilla.

Where do Anguilla cruises leave from?

You can sail from Miami and San Juan. Departures are most frequent from Miami.

Which ships sail to or from Anguilla most often?

Ships sailing most often include Silver Ray, Silver Spirit, and Silver Shadow.

What kinds of cabins are available?

You can choose suite cabins.

How many cruises and ships are sailing to or from Anguilla?

There are currently 20 sailings on 5 ships. Departures run from January 2027 to February 2029.

What are the shortest and longest Anguilla cruises?

The shortest trip is 7 nights, and the longest is 12 nights. Most trips last 9 to 12 nights.

How long are Anguilla cruises?

Trips include 9- to 12-night itineraries.