Montserrat Cruises
Cruises that visit Caribbean: Montserrat
12 Night - Southern Caribbean Holiday & Aruba, Bonaire & Curacao
Starting in Bridgetown, Barbados, Rodney Bay, Saint Lucia, Terre-de-Haut, Iles des Saintes, Guadeloupe, Carambola Beach, Saint Kitts and Nevis, Little Bay, Montserrat, Willemstad AN, Curacao, Oranjestad, Aruba, Kralendijk, Bonaire, Saint Georges, Grenada, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Bridgetown, Barbados
2025 Sails: Dec 22, More...
14 Night - Discover the Yachting Islands of the Caribbean
Starting in San Juan, Puerto Rico, Culebra Island, Puerto Rico, St John VI, US Virgin Islands / Jost Van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua, Barbuda, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Gustavia, Saint Barthelemy, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico
2026 Sails: Jan 3, More...7 Night - Caribbean Yachting Hideaways
Starting in San Juan, Puerto Rico, Culebra Island, Puerto Rico, St John VI, US Virgin Islands / Jost Van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua
2026 Sails: Jan 3, More...
7 Night - Philipsburg to Philipsburg
Starting in Philipsburg, St Maarten, St Johns, St Thomas, Little Bay, Montserrat, Castries, St Lucia, Bequia, Les Saintes, Philipsburg, St Maarten
2026 Sails: Jan 4, Jan 11, Feb 19, More...14 Night - Discover the Yachting Islands of the Caribbean
Starting in St Johns AG, Antigua, Barbuda, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Gustavia, Saint Barthelemy, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico, Culebra Island and Vieques Island, Puerto Rico, St John VI, US Virgin Islands / Jost Van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua
2026 Sails: Jan 10, More...7 Night - Classic Caribbean Yacht Harbors
Starting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten
2026 Sails: Jan 10, Jan 24, Feb 14, Feb 28, Mar 21, Dec 19, 2027: Jan 23, Feb 13, Feb 27, Mar 13, More...14 Night - Exotic Caribbean Isles
Starting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Saint Pierre, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Jan 10, Jan 24, Feb 28, Mar 21, More...14 Night - Discover the Yachting Islands of the Caribbean
Starting in San Juan, Puerto Rico, Culebra Island and Vieques Island, Puerto Rico, St John VI, US Virgin Islands / Jost Van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua, Gustavia, Saint Barthelemy, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Barbuda, Antigua and Barbuda, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico
2026 Sails: Jan 17, More...7 Night - Caribbean Yachting Hideaways
Starting in San Juan, Puerto Rico, Culebra Island and Vieques Island, Puerto Rico, St John VI, US Virgin Islands / Jost Van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua
2026 Sails: Jan 17, Feb 28, More...14 Night - Discover the Yachting Islands of the Caribbean
Starting in St Johns AG, Antigua, Gustavia, Saint Barthelemy, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Barbuda, Antigua and Barbuda, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico, Culebra Island, Puerto Rico, St John VI, US Virgin Islands, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua
2026 Sails: Jan 24, More...
Cruises that visit Caribbean: Montserrat
Click on a cruise ship itinerary that visits Montserrat (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Montserrat), please visit: Cruise Search or try our Virtual Cruise Advisor™.
12 Night - Southern Caribbean Holiday & Aruba, Bonaire & CuracaoStarting in Bridgetown, Barbados, Rodney Bay, Saint Lucia, Terre-de-Haut, Iles des Saintes, Guadeloupe, Carambola Beach, Saint Kitts and Nevis, Little Bay, Montserrat, Willemstad AN, Curacao, Oranjestad, Aruba, Kralendijk, Bonaire, Saint Georges, Grenada, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Bridgetown, Barbados
2025 Sails: Dec 22, More...
14 Night - Discover the Yachting Islands of the CaribbeanStarting in San Juan, Puerto Rico, Culebra Island, Puerto Rico, St John VI, US Virgin Islands / Jost Van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua, Barbuda, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Gustavia, Saint Barthelemy, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico
2026 Sails: Jan 3, More...
7 Night - Caribbean Yachting HideawaysStarting in San Juan, Puerto Rico, Culebra Island, Puerto Rico, St John VI, US Virgin Islands / Jost Van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua
2026 Sails: Jan 3, More...
7 Night - Philipsburg to PhilipsburgStarting in Philipsburg, St Maarten, St Johns, St Thomas, Little Bay, Montserrat, Castries, St Lucia, Bequia, Les Saintes, Philipsburg, St Maarten
2026 Sails: Jan 4, Jan 11, Feb 19, More...
14 Night - Discover the Yachting Islands of the CaribbeanStarting in St Johns AG, Antigua, Barbuda, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Gustavia, Saint Barthelemy, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico, Culebra Island and Vieques Island, Puerto Rico, St John VI, US Virgin Islands / Jost Van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua
2026 Sails: Jan 10, More...
Deal link -> Special
7 Night - Classic Caribbean Yacht HarborsStarting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten
2026 Sails: Jan 10, Jan 24, Feb 14, Feb 28, Mar 21, Dec 19, 2027: Jan 23, Feb 13, Feb 27, Mar 13, More...
Deal link -> Special
14 Night - Exotic Caribbean IslesStarting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Saint Pierre, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Jan 10, Jan 24, Feb 28, Mar 21, More...
14 Night - Discover the Yachting Islands of the CaribbeanStarting in San Juan, Puerto Rico, Culebra Island and Vieques Island, Puerto Rico, St John VI, US Virgin Islands / Jost Van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua, Gustavia, Saint Barthelemy, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Barbuda, Antigua and Barbuda, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico
2026 Sails: Jan 17, More...
7 Night - Caribbean Yachting HideawaysStarting in San Juan, Puerto Rico, Culebra Island and Vieques Island, Puerto Rico, St John VI, US Virgin Islands / Jost Van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua
2026 Sails: Jan 17, Feb 28, More...
14 Night - Discover the Yachting Islands of the CaribbeanStarting in St Johns AG, Antigua, Gustavia, Saint Barthelemy, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Barbuda, Antigua and Barbuda, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico, Culebra Island, Puerto Rico, St John VI, US Virgin Islands, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua
2026 Sails: Jan 24, More...
