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Anguilla Cruise Specials

We've gathered all of the Anguilla cruise specials ordered by sail date. Click on a special and select a sail date to get a single cruise quote from the cruise agency that posted that particular special. To search through all cruise itineraries (not just Anguilla cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.

All Cruise Specials


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Explora Journeys, EXPLORA I
Family
EXPLORA I16 NT A Grand Journey Of Lively Culture & Stunning Beaches from $6795 pp
16 Night - A Grand Journey of Lively Culture & Stunning Beaches - Starting in Barcelona, Cadiz, Funchal (Madeira), St Johns AG, Antigua, Road Bay, San Juan, Miami
2026 Sails: Nov 1 Get a Quote
Explora Journeys, EXPLORA III
Family
EXPLORA III7 Nights A Journey Into Caribbean Exploration &Island Delightsfrom $4665 pp
7 Night - A Journey Into Caribbean Exploration & Island Delights - Starting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Road Bay, Miami
2026 Sails: Nov 1 Get a Quote
Explora Journeys, EXPLORA III
Family
EXPLORA III7 Nights A Journey Of Blissful Escapes & Island Splendour from $4390 pp
7 Night - A Journey of Blissful Escapes & Island Splendour - Starting in San Juan, Road Bay, St Johns AG, Antigua, Frederiksted, Saint Croix, Isla Catalina, Puerto Plata, Dominican Republic, Miami
2026 Sails: Nov 15 Get a Quote
Seabourn, Seabourn Quest
Family
Seabourn Quest14 Nights Leeward Island Jewels Cruise from $5945 pp
14 Night - Leeward Island Jewels - Starting in Miami, Florida, San Juan, Puerto Rico, Spanish Town, Virgin Gorda, British Virgin Islands, Carambola Beach, Saint Kitts and Nevis, Roseau, Dominica, Fort-De-France, Martinique, Terre-de-Haut, Iles des Saintes, Guadeloupe, Little Bay, Montserrat, Road Bay, Anguilla, Great Harbour, Jost van Dyke, British Virgin Islands, Miami, Florida
2026 Sails: Dec 6 Get a Quote
Explora Journeys, EXPLORA III
Family
EXPLORA III7 NT A Journey Through Caribbean Gems & Multi-Coloured Coasts from $4390 pp
7 Night - A Journey Through Caribbean Gems & Multi-Coloured Coasts - Starting in San Juan, Road Bay, St Johns AG, Antigua, Basseterre, Grand Turk, Miami
2026 Sails: Dec 13 Get a Quote
Explora Journeys, EXPLORA III
Family
EXPLORA III9 NT A Journey Through Caribbean Delights & Wildlife Wonders from $5435 pp
9 Night - A Journey Through Caribbean Delights & Wildlife Wonders - Starting in Miami, Puerto Plata, Dominican Republic, Cayo Levantado, Dominican Republic, San Juan, Spanish Town (Virgin Gorda), Road Bay, Miami
2027 Sails: Feb 19 Get a Quote
Explora Journeys, EXPLORA I
Family
EXPLORA I7 Night A Journey From Exciting Escapades To Idyllic Tranquil from $4385 pp
7 Night - A Journey from Exciting Escapades to Idyllic Tranquillity - Starting in San Juan, St Johns AG, Antigua, Road Bay, Spanish Town (Virgin Gorda), Grand Turk, Miami
2027 Sails: Mar 1 Get a Quote
Explora Journeys, EXPLORA II
Family
EXPLORA II7 Night A Journey Into Dominican Rhythms &Caribbean Splendour from $3420 pp
7 Night - A Journey Into Dominican Charm & Caribbean Splendour - Starting in Miami, Puerto Plata, Dominican Republic, Isla Catalina, Charlotte Amalie (Saint Thomas), Road Bay, St John VI (Cruz Bay), US Virgin Islands, San Juan
2028 Sails: Jan 30 Get a Quote
Explora Journeys, EXPLORA IV
Family
EXPLORA IV7 NT A Journey Across Turquoise Seas And Timeless Streets from $3780 pp
7 Night - A Journey Across Turquoise Seas and Timeless Streets - Starting in San Juan, St Maarten / Philipsburg, Terre-De-Haut, Road Bay, Ocean Cay, Miami
2028 Sails: Feb 19 Get a Quote
Explora Journeys, EXPLORA II
Family
EXPLORA II7 Night Across Oceanic Gems &the Unresistible Caribbean Charm from $3620 pp
7 Night - A Journey Across Oceanic Gems & the Unresistible Caribbean Charm - Starting in Miami, Road Bay, Charlotte Amalie (Saint Thomas), St Johns AG, Antigua, St John VI (Cruz Bay), US Virgin Islands, San Juan
2028 Sails: Mar 5 Get a Quote

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Anguilla Cruise Specials