Anguilla Cruises
Cruises that visit Caribbean: Anguilla
Related areas: Dog Island : Prickly Pear Cay : Road Bay : Sandy Ground
15 Night - An Extended Journey Into the Tropical Enchantment of Caribbean Splendour
Starting in Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2026 Sails: Jan 28, More...
7 Night - Eastern Caribbean with St. Barths
Starting in Marigot, Saint Martin, Prickly Pear Cays, Anguilla, Gustavia, Saint Barthelemy, Charlestown / Cades Bay, Saint Kitts and Nevis, Falmouth Bay, English Harbour, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Soufriere, Saint Lucia, Bridgetown, Barbados
2026 Sails: Jan 31, More...
7 Night - Caribbean Island Adventure Cruise
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Trellis Bay, Beef Island, Sandy Ground, Gustavia, Philipsburg, White Bay, Jost van Dyke, Spanish Town, Virgin Gorda, Norman Island, Charlotte Amalie, St Thomas
2026 Sails: Jan 31, More...
7 Night - Beach Fun & Sun : a Remote Caribbean Getaway
Starting in Philipsburg, St Maarten, St Johns, Road Bay, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St Maarten
2026 Sails: Jan 31, More...10 Night - An Extended Journey Into the Caribbean's Most Desirable Shores
Starting in Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2026 Sails: Feb 2, More...7 Night - A Journey from San Juan to Miami
Starting in San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2026 Sails: Feb 5, More...15 Night - A Grand Journey Through Caribbean Serenity and Tropical Treasures
Starting in San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami, Puerto Plata, Dominican Republic, Roseau, Bridgetown, Deshaies, St John VI (Cruz Bay), US Virgin Islands, San Juan
2026 Sails: Feb 5, More...
7 Night - History and Culture Visiting Caribbean Jewels
Starting in Pointe-a-Pitre, Les Saintes, Falmouth Bay, Barbuda, Charlestown, Nevis, Gustavia, Road Bay, Anguilla, Prickley Pear Cays, Marigot
2026 Sails: Feb 7, More...
7 Night - Antigua to the British Virgin Islands : Hidden Cays and Azure Seas Aboard
Starting in Philipsburg, Sint Maarten / Embark Ship, British Virgin Islands, Anguilla / Under Sail, Saint Kitts, Saint Kitts and Nevis / Under Sail, Saint Barthelemy / Under Sail, Antigua, Antigua and Barbuda, Philipsburg, Sint Maarten / Disembark Ship
2026 Sails: Feb 13, Feb 20, More...7 Night - Reverie Under Sail in the Heart of the Lesser Antilles
Starting in Marigot, Sandy Island, Anguilla, Virgin Gorda, Norman Island, Cooper Island, Jost Van Dyke, Beef Island, Dog Island, Anguilla, Philipsburg
2026 Sails: Feb 14, More...
Cruises that visit Caribbean: Anguilla
Click on a cruise ship itinerary that visits Anguilla (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Anguilla), please visit: Cruise Search or try our Virtual Cruise Advisor™.
Related areas: Dog Island : Prickly Pear Cay : Road Bay : Sandy Ground
15 Night - An Extended Journey Into the Tropical Enchantment of Caribbean SplendourStarting in Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2026 Sails: Jan 28, More...
7 Night - Eastern Caribbean with St. BarthsStarting in Marigot, Saint Martin, Prickly Pear Cays, Anguilla, Gustavia, Saint Barthelemy, Charlestown / Cades Bay, Saint Kitts and Nevis, Falmouth Bay, English Harbour, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Soufriere, Saint Lucia, Bridgetown, Barbados
2026 Sails: Jan 31, More...
7 Night - Caribbean Island Adventure CruiseStarting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Trellis Bay, Beef Island, Sandy Ground, Gustavia, Philipsburg, White Bay, Jost van Dyke, Spanish Town, Virgin Gorda, Norman Island, Charlotte Amalie, St Thomas
2026 Sails: Jan 31, More...
7 Night - Beach Fun & Sun : a Remote Caribbean GetawayStarting in Philipsburg, St Maarten, St Johns, Road Bay, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St Maarten
2026 Sails: Jan 31, More...
10 Night - An Extended Journey Into the Caribbean's Most Desirable ShoresStarting in Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2026 Sails: Feb 2, More...
7 Night - A Journey from San Juan to MiamiStarting in San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2026 Sails: Feb 5, More...
15 Night - A Grand Journey Through Caribbean Serenity and Tropical TreasuresStarting in San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami, Puerto Plata, Dominican Republic, Roseau, Bridgetown, Deshaies, St John VI (Cruz Bay), US Virgin Islands, San Juan
2026 Sails: Feb 5, More...
7 Night - History and Culture Visiting Caribbean JewelsStarting in Pointe-a-Pitre, Les Saintes, Falmouth Bay, Barbuda, Charlestown, Nevis, Gustavia, Road Bay, Anguilla, Prickley Pear Cays, Marigot
2026 Sails: Feb 7, More...
7 Night - Antigua to the British Virgin Islands : Hidden Cays and Azure Seas AboardStarting in Philipsburg, Sint Maarten / Embark Ship, British Virgin Islands, Anguilla / Under Sail, Saint Kitts, Saint Kitts and Nevis / Under Sail, Saint Barthelemy / Under Sail, Antigua, Antigua and Barbuda, Philipsburg, Sint Maarten / Disembark Ship
2026 Sails: Feb 13, Feb 20, More...
7 Night - Reverie Under Sail in the Heart of the Lesser AntillesStarting in Marigot, Sandy Island, Anguilla, Virgin Gorda, Norman Island, Cooper Island, Jost Van Dyke, Beef Island, Dog Island, Anguilla, Philipsburg
2026 Sails: Feb 14, More...
