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Road Town Cruise Specials

We've gathered all of the Road Town 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 Road Town cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.



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Azamara Journey7NT Eastern Caribbean Cruise St.Lucia Dominica St.Kitts from $1069 pp
7 Night - Eastern Caribbean Cruise : Barbados, Saint Lucia & British Virgin Islands - Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan
2026 Sails: Nov 14 Get a Quote
Queen Elizabeth21 Nights Caribbean Cruise from $1549 pp
21 Night - Caribbean Roundtrip from Miami - Starting in Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL
2026 Sails: Nov 17 Get a Quote
Queen Mary 211 Nights Eastern Caribbean Cruise from $779 pp
11 Night - Eastern Caribbean - Starting in New York, NY, St Thomas, US Virgin Islands, Road Town, Tortola, Basseterre, St Kitts, Philipsburg, St Maarten, New York, NY
2026 Sails: Nov 17 Get a Quote
Queen Elizabeth12 Nights Eastern Caribbean Cruise from $688 pp
12 Night - Eastern Caribbean - Starting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL
2026 Sails: Nov 26 Get a Quote
Queen Mary 230 Nights Transatlantic Crossing and Caribbean Celebration from $3524 pp
30 Night - Transatlantic Crossing and Caribbean Celebration - Starting in Southampton, England, UK, New York, NY, Road Town, Tortola, Philipsburg, St Maarten, Bridgetown, Barbados, Castries, St Lucia, Roseau, Dominica, Basseterre, St Kitts, New York, NY, Southampton, England, UK
2026 Sails: Dec 12 Get a Quote
EXPLORA I14 NT An Extended Journey Of Island Calm & Coastal Retreats from $7000 pp
14 Night - An Extended Journey of Island Calm & Coastal Retreats - Starting in Miami, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Antigua, Terre-De-Haut, St Maarten / Philipsburg, San Juan, Basseterre, Tortola / Road Town, Gustavia, Road Bay, Miami
2026 Sails: Dec 13 Get a Quote
Queen Mary 214 Nights Caribbean Celebration Cruise from $1585 pp
14 Night - Caribbean Celebration - Starting in New York, NY, Road Town, Tortola, Philipsburg, St Maarten, Bridgetown, Barbados, Castries, St Lucia, Roseau, Dominica, Basseterre, St Kitts, New York, NY
2026 Sails: Dec 19 Get a Quote
Queen Mary 223 Nights Transatlantic Crossing and Caribbean Celebration from $1908 pp
23 Night - Transatlantic Crossing and Caribbean Celebration - Starting in New York, NY, Road Town, Tortola, Philipsburg, St Maarten, Bridgetown, Barbados, Castries, St Lucia, Roseau, Dominica, Basseterre, St Kitts, New York, NY, Southampton, England, UK
2026 Sails: Dec 19 Get a Quote
EXPLORA I7 Nights A Journey Of Caribbean Celebrations Island Wonders from $4995 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
MSC Opera14 Nights South Caribbean Cruise from $1858 pp plus OBC
14 Night - South Caribbean - Starting in Fort-de-France, Martinique, St Johns AG, Antigua, Road Town (Tortola), British Virgin Islands, La Romana, Dominican Republic, Samana Bay, Dominican Republic, Virgin Gorda, British Virgin Islands, Basseterre, St Kitts and Nevis, Philipsburg, St Maarten, Catalina Island, Dominican Republic, La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados, Fort-de-France, Martinique
2027 Sails: Jan 1 Get a Quote


Road Town Cruise Specials