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Road Bay Cruise Specials

We've gathered all of the Road Bay 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 Bay 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 III
Family
EXPLORA III14 NT An Extended Journey Of Maritime Soul & Island Zest from $12280 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 III
Discount
EXPLORA III14 NT A Journey Of Blissful Escapes & Shoreline Splendour from $12825 pp
14 Night - An Extended Journey of Blissful Escapes & Shoreline Splendour - Starting in Miami, Providenciales, Puerto Plata, Dominican Republic, La Romana, Jost Van Dyke, Gustavia, San Juan, Road Bay, St Johns AG, Antigua, Frederiksted, Saint Croix, Isla Catalina, Puerto Plata, Dominican Republic, Miami
2026 Sails: Nov 8 Get a Quote
Explora Journeys, EXPLORA III
Family
EXPLORA III7 NT A Journey Of Blissful Escapes & Island Splendour from $4200 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
Discount
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
Seabourn, Seabourn Quest
Family
Seabourn Quest14 Nights Leeward Island Jewels Cruise from $6071 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
Sea Cloud, Sea Cloud Spirit
Family
Sea Cloud Spirit7 Nights Sun-Drenched Sailing Days Voyage $5,400 pp
7 Night - Caribbean Roundtrip from St Maarten (Philipsburg) - Starting in Philipsburg, Saint-Pierre, Soufriere, Cabrits, Charlestown, Nevis, Road Bay (Sandy Ground), Philipsburg
2027 Sails: Jan 11, Jan 25 Get a Quote
Sea Cloud, Sea Cloud Spirit
Discount
Sea Cloud Spirit8 Nights Caribbean Flair Away From The Everyday Cruise from $6530 pp
8 Night - Caribbean Roundtrip from St Maarten (Philipsburg) - Starting in Philipsburg, Saint-Pierre, Tobago Cays, St Vincent and the Grenadines, Soufriere, Terre-De-Haut, Iles Des Saintes, Road Bay (Sandy Ground), Philipsburg
2027 Sails: Nov 27 Get a Quote

Road Bay Cruise Specials