Road Town Cruises
Cruises that visit Caribbean: Virgin Islands (British): Road Town
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, More...
7 Night - South Caribbean
Starting in La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, La Romana, Dominican Republic
2026 Sails: Nov 16, Nov 30, Dec 14, 2027: Feb 8, Apr 12, Apr 26, May 10, May 24, Jun 7, Jun 21, Jul 5, Jul 19, Aug 2, Aug 16, Aug 30, Sep 13, Sep 27, Oct 11, Oct 25, Nov 8, 2028: Apr 10, Apr 24, May 8, May 22, More...
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, More...
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, More...
14 Night - South Caribbean
Starting in Bridgetown, Barbados, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, La Romana, Dominican Republic, Samana Bay, Dominican Republic, Virgin Gorda, British Virgin Islands, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, Catalina Island, Dominican Republic, La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados
2026 Sails: Nov 19, More...
14 Night - South Caribbean
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, La Romana, Dominican Republic, Samana Bay, Dominican Republic, Virgin Gorda, British Virgin Islands, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, Catalina Island, Dominican Republic, La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados, Fort-de-France, Martinique
2026 Sails: Nov 20, More...
14 Night - An Extended Journey of Sunlit Horizons & Sapphire Bays
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, Grand Turk, Miami
2026 Sails: Nov 22, More...
9 Night - The Americas & Caribbean
Starting in Fort Lauderdale, St Thomas, Road Town, Marigot, St Martin, San Juan, Fort Lauderdale
2026 Sails: Nov 24, More...
21 Night - Caribbean Roundtrip from Miami
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, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL
2026 Sails: Nov 26, More...
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, More...
Cruises that visit Caribbean: Virgin Islands (British): Road Town
Click on a cruise ship itinerary that visits Road Town (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Road Town), please visit: Cruise Search or try our Virtual Cruise Advisor™.
Deal link -> Special
7 Night - Eastern Caribbean Cruise : Barbados, Saint Lucia & British Virgin IslandsStarting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan
2026 Sails: Nov 14, More...
Deal link -> Special
7 Night - South CaribbeanStarting in La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, La Romana, Dominican Republic
2026 Sails: Nov 16, Nov 30, Dec 14, 2027: Feb 8, Apr 12, Apr 26, May 10, May 24, Jun 7, Jun 21, Jul 5, Jul 19, Aug 2, Aug 16, Aug 30, Sep 13, Sep 27, Oct 11, Oct 25, Nov 8, 2028: Apr 10, Apr 24, May 8, May 22, More...
Deal link -> Special
21 Night - Caribbean Roundtrip from MiamiStarting 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, More...
Deal link -> Special
11 Night - Eastern CaribbeanStarting 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, More...
14 Night - South CaribbeanStarting in Bridgetown, Barbados, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, La Romana, Dominican Republic, Samana Bay, Dominican Republic, Virgin Gorda, British Virgin Islands, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, Catalina Island, Dominican Republic, La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados
2026 Sails: Nov 19, More...
14 Night - South CaribbeanStarting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, La Romana, Dominican Republic, Samana Bay, Dominican Republic, Virgin Gorda, British Virgin Islands, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, Catalina Island, Dominican Republic, La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados, Fort-de-France, Martinique
2026 Sails: Nov 20, More...
14 Night - An Extended Journey of Sunlit Horizons & Sapphire BaysStarting 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, Grand Turk, Miami
2026 Sails: Nov 22, More...
9 Night - The Americas & CaribbeanStarting in Fort Lauderdale, St Thomas, Road Town, Marigot, St Martin, San Juan, Fort Lauderdale
2026 Sails: Nov 24, More...
21 Night - Caribbean Roundtrip from MiamiStarting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL
2026 Sails: Nov 26, More...
Deal link -> Special
12 Night - Eastern CaribbeanStarting 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, More...