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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.

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Explora Journeys, EXPLORA III
Family
EXPLORA III Cruises14 NT An Extended Journey of Maritime Soul & Island Zest from $7470 pp
14 Night - An Extended Journey of Maritime Soul & Island Zest - Starting in Miami, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Antigua, Terre-De-Haut, St Maarten / Philipsburg, San Juan, Tortola / Road Town, Basseterre, Gustavia, Road Bay, Miami
2026 Sails: Oct 25 Get a Quote
Explora Journeys, EXPLORA I
Discount
EXPLORA I Cruises16 Nigh A Grand Journey Of Lively Culture & Stunning Beaches from $8705 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 I
Family
EXPLORA I Cruises16 NT A Grand Journey of Lively Culture & Stunning Beaches from $7525 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
Discount
EXPLORA III Cruises7 NT A Journey Into Caribbean Exploration & Island Delights from $4310 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 III Cruises7 NT A Journey into Caribbean Exploration & Island Delights from $4310 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 III Cruises7 Nights A Journey of Blissful Escapes & Island Splendour from $3850 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
Explora Journeys, EXPLORA III
Family
EXPLORA III Cruises14 NT An Extended Journey of Tropical Harmony&Natural Wonders from $7150pp
14 Night - An Extended Journey of Tropical Harmony & Natural Wonders - Starting in San Juan, Road Bay, St Johns AG, Antigua, Frederiksted, Saint Croix, Isla Catalina, Puerto Plata, Dominican Republic, Miami, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Antigua, Terre-De-Haut, St Maarten / Philipsburg, San Juan
2026 Sails: Nov 15 Get a Quote
Explora Journeys, EXPLORA III
Discount
EXPLORA III Cruises7 NT A Journey Through Caribbean Gems & Multi-Coloured Coasts from $4125 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 III Cruises7 Night Caribbean Gems & Multi-Coloured Coasts from $3,575 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 I
Family
EXPLORA I Cruises7 NT A Journey Of Caribbean Celebrations & Island Wonders from $3835 pp
7 Night - A Journey of Caribbean Celebrations & Island Wonders - Starting in San Juan, Basseterre, Tortola / Road Town, Gustavia, Road Bay, Miami
2026 Sails: Dec 20 Get a Quote

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Anguilla Cruise Specials