Road Town Cruises
Cruises that visit Caribbean: Virgin Islands (British): Road Town
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, More...14 Night - An Extended Journey Into Island Delights, Hidden Coves & Chic Coastlines
Starting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Road Bay, Miami, Providenciales, Puerto Plata, Dominican Republic, La Romana, Jost Van Dyke, Gustavia, San Juan
2026 Sails: Nov 1, 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 5, Nov 26, More...
14 Night - Caribbean Combination Cruise : San Juan, St. Lucia & St. Kitts
Starting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan
2026 Sails: Nov 7, More...
8 Night - Eastern Caribbean & Bimini Beach Club
Starting in Miami, Puerto Plata, Dominican Republic, San Juan, Puerto Rico, Road Town, Tortola, British Virgin Islands, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Nov 8, More...
25 Night - Transatlantic Crossing and Eastern Caribbean
Starting in Southampton, England, UK, New York, NY, St Thomas, US Virgin Islands, Road Town, Tortola, Basseterre, St Kitts, Philipsburg, St Maarten, New York, NY, Southampton, England, UK
2026 Sails: Nov 10, More...18 Night - Transatlantic Crossing and Eastern Caribbean
Starting in Southampton, England, UK, New York, NY, St Thomas, US Virgin Islands, Road Town, Tortola, Basseterre, St Kitts, Philipsburg, St Maarten, New York, NY
2026 Sails: Nov 10, More...14 Night - Caribbean Combination Cruise : Barbados, St. Lucia & St. Kitts
Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Nov 14, More...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...
10 Night - Eastern Caribbean & Bimini Beach Club
Starting in Miami, Philipsburg, Sint Maarten, Road Town, Tortola, British Virgin Islands, Basseterre, Saint Kitts and Nevis, St Johns AG, Antigua and Barbuda, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Nov 15, 2027: Jan 25, Feb 22, 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 - A Journey Into Caribbean Exploration & Island DelightsStarting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Road Bay, Miami
2026 Sails: Nov 1, More...
Deal link -> Special
14 Night - An Extended Journey Into Island Delights, Hidden Coves & Chic CoastlinesStarting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Road Bay, Miami, Providenciales, Puerto Plata, Dominican Republic, La Romana, Jost Van Dyke, Gustavia, San Juan
2026 Sails: Nov 1, 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 5, Nov 26, More...
14 Night - Caribbean Combination Cruise : San Juan, St. Lucia & St. KittsStarting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan
2026 Sails: Nov 7, More...
8 Night - Eastern Caribbean & Bimini Beach ClubStarting in Miami, Puerto Plata, Dominican Republic, San Juan, Puerto Rico, Road Town, Tortola, British Virgin Islands, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Nov 8, More...
25 Night - Transatlantic Crossing and Eastern CaribbeanStarting in Southampton, England, UK, New York, NY, St Thomas, US Virgin Islands, Road Town, Tortola, Basseterre, St Kitts, Philipsburg, St Maarten, New York, NY, Southampton, England, UK
2026 Sails: Nov 10, More...
18 Night - Transatlantic Crossing and Eastern CaribbeanStarting in Southampton, England, UK, New York, NY, St Thomas, US Virgin Islands, Road Town, Tortola, Basseterre, St Kitts, Philipsburg, St Maarten, New York, NY
2026 Sails: Nov 10, More...
14 Night - Caribbean Combination Cruise : Barbados, St. Lucia & St. KittsStarting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Nov 14, More...
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...
10 Night - Eastern Caribbean & Bimini Beach ClubStarting in Miami, Philipsburg, Sint Maarten, Road Town, Tortola, British Virgin Islands, Basseterre, Saint Kitts and Nevis, St Johns AG, Antigua and Barbuda, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Nov 15, 2027: Jan 25, Feb 22, More...
