Road Town Cruises
Cruises that visit Caribbean: Virgin Islands (British): Road Town
7 Night - South Caribbean
Starting in Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe
2026 Sails: Jan 11, Jan 25, Feb 22, Mar 22, More...
15 Night - An Extended Journey of Fabled Ports, Volcanic Isles and Soft Sands
Starting in Miami, St John VI (Cruz Bay), US Virgin Islands, Deshaies, St Georges, Grenada, Bridgetown, Little Bay, San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami
2026 Sails: Jan 13, More...14 Night - An Extended Journey Between Sophistication & Silky Sands
Starting in Bridgetown, Little Bay, San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown
2026 Sails: Jan 19, More...14 Night - South Caribbean
Starting in Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint Georges, Granada, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Bridgetown, Barbados
2026 Sails: Jan 20, More...15 Night - An Extended Journey of Caribbean Inspiration and Island Beauty
Starting in San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan
2026 Sails: Jan 21, More...7 Night - A Journey from San Juan to Miami
Starting in San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami
2026 Sails: Jan 21, More...
7 Night - Barbados, Antigua, Bvi & More
Starting in San Juan, Puerto Rico, Road Town, Tortola, British Virgin Islands, Bridgetown, Barbados, Fort-De-France, Martinique, St Johns AG, Antigua and Barbuda, Philipsburg, Sint Maarten, San Juan, Puerto Rico
2026 Sails: Jan 24, More...15 Night - An Extended Journey Into the Tropical Enchantment of Caribbean Splendour
Starting in Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2026 Sails: Jan 28, 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: Jan 29, More...10 Night - An Extended Journey Into the Caribbean's Most Desirable Shores
Starting in Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2026 Sails: Feb 2, 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™.
7 Night - South CaribbeanStarting in Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe
2026 Sails: Jan 11, Jan 25, Feb 22, Mar 22, More...
15 Night - An Extended Journey of Fabled Ports, Volcanic Isles and Soft SandsStarting in Miami, St John VI (Cruz Bay), US Virgin Islands, Deshaies, St Georges, Grenada, Bridgetown, Little Bay, San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami
2026 Sails: Jan 13, More...
Deal link -> Special
14 Night - An Extended Journey Between Sophistication & Silky SandsStarting in Bridgetown, Little Bay, San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown
2026 Sails: Jan 19, More...
14 Night - South CaribbeanStarting in Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint Georges, Granada, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Bridgetown, Barbados
2026 Sails: Jan 20, More...
15 Night - An Extended Journey of Caribbean Inspiration and Island BeautyStarting in San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan
2026 Sails: Jan 21, More...
Deal link -> Special
7 Night - A Journey from San Juan to MiamiStarting in San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami
2026 Sails: Jan 21, More...
7 Night - Barbados, Antigua, Bvi & MoreStarting in San Juan, Puerto Rico, Road Town, Tortola, British Virgin Islands, Bridgetown, Barbados, Fort-De-France, Martinique, St Johns AG, Antigua and Barbuda, Philipsburg, Sint Maarten, San Juan, Puerto Rico
2026 Sails: Jan 24, More...
15 Night - An Extended Journey Into the Tropical Enchantment of Caribbean SplendourStarting in Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2026 Sails: Jan 28, 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: Jan 29, More...
10 Night - An Extended Journey Into the Caribbean's Most Desirable ShoresStarting in Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2026 Sails: Feb 2, More...
