Charlestown Cruises
Cruises that visit Caribbean: Saint Kitts / Nevis: Charlestown
14 Night - Star Collector : Caribbean Explorations
Starting in Philipsburg, St Maarten, Gustavia, St Barthelemy, Falmouth Harbour, Antigua, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Philipsburg, St Maarten, Gustavia, St Barthelemy, Charlestown, Roseau, Dominica, Mayreau, Les Saintes, Guadeloupe, Basseterre, St Kitts, Philipsburg, St Maarten
2026 Sails: Dec 19, More...
7 Night - Eastern Caribbean with St. Barths
Starting in Marigot, Saint Martin, Norman Island, British Virgin Islands, Gustavia, Saint Barthelemy, Charlestown, Saint Kitts and Nevis / Cades Bay, Saint Kitts and Nevis, Falmouth Bay (English Harbour), Antigua and Barbuda, Iles des Saintes, Guadeloupe, Soufriere, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 20, More...
7 Night - History and Culture Visiting Caribbean Jewels
Starting in Marigot, Prickley Pear Cays, Gustavia, Charlestown, Nevis, Falmouth Bay, Barbuda, Les Saintes, Pointe-a-Pitre
2026 Sails: Dec 26, 2027: Jan 23, Feb 20, Mar 20, Dec 20, 2028: Jan 10, Feb 7, Mar 6, Apr 3, More...
14 Night - Star Collector : Caribbean Explorations
Starting in Philipsburg, St Maarten, Gustavia, St Barthelemy, Charlestown, Roseau, Dominica, Mayreau, Les Saintes, Guadeloupe, Basseterre, St Kitts, Philipsburg, St Maarten, Falmouth Harbour, Antigua, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Gustavia, St Barthelemy, Philipsburg, St Maarten
2026 Sails: Dec 26, More...
7 Night - Classic Caribbean
Starting in Philipsburg, St Maarten, Gustavia, St Barthelemy, Charlestown, Roseau, Dominica, Mayreau, Les Saintes, Guadeloupe, Basseterre, St Kitts, Philipsburg, St Maarten
2026 Sails: Dec 26, More...
8 Night - Caribbean New Year's Cruise : Aruba, Saint Lucia & Saint Croix
Starting in Bridgetown, Oranjestad, Willemstad AN, Castries, Charlestown, Nevis, Frederiksted, Saint Croix, San Juan
2026 Sails: Dec 28, More...
17 Night - Caribbean Combination Cruise : Aruba, Curacao & Saint Lucia
Starting in Bridgetown, Oranjestad, Willemstad AN, Castries, Charlestown, Nevis, Frederiksted, Saint Croix, San Juan, St John VI, US Virgin Islands, Jost Van Dyke, Philipsburg, St Johns AG, Basseterre, St Kitts, Road Town, Tortola, Miami, Florida
2026 Sails: Dec 28, More...
7 Night - Leeward Islands
Starting in Philipsburg, St Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles Des Saintes, Cabrits, Dominica, Deshaies, Guadeloupe, Terre-De-Haut, Iles Des Saintes, Falmouth Harbour, Antigua, Gustavia, St Barts, Philipsburg, St Maarten
2027 Sails: Jan 2, 2028: Jan 15, Jan 29, More...
14 Night - Star Collector : Caribbean Explorations
Starting in Philipsburg, St Maarten, Falmouth Harbour, Antigua, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Gustavia, St Barthelemy, Philipsburg, St Maarten, Charlestown, Les Saintes, Guadeloupe, Mayreau, Roseau, Dominica, Basseterre, St Kitts, Gustavia, St Barthelemy, Philipsburg, St Maarten
2027 Sails: Jan 2, More...
7 Night - History and Culture Visiting Caribbean Jewels
Starting in Pointe-a-Pitre, Les Saintes, Falmouth Bay, Barbuda, Charlestown, Nevis, Gustavia, Prickley Pear Cays, Marigot
2027 Sails: Jan 9, Mar 6, Apr 3, Dec 6, 2028: Jan 3, Jan 24, Feb 21, Mar 20, More...
Cruises that visit Caribbean: Saint Kitts / Nevis: Charlestown
Click on a cruise ship itinerary that visits Charlestown (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Charlestown), please visit: Cruise Search or try our Virtual Cruise Advisor™.
14 Night - Star Collector : Caribbean ExplorationsStarting in Philipsburg, St Maarten, Gustavia, St Barthelemy, Falmouth Harbour, Antigua, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Philipsburg, St Maarten, Gustavia, St Barthelemy, Charlestown, Roseau, Dominica, Mayreau, Les Saintes, Guadeloupe, Basseterre, St Kitts, Philipsburg, St Maarten
2026 Sails: Dec 19, More...
7 Night - Eastern Caribbean with St. BarthsStarting in Marigot, Saint Martin, Norman Island, British Virgin Islands, Gustavia, Saint Barthelemy, Charlestown, Saint Kitts and Nevis / Cades Bay, Saint Kitts and Nevis, Falmouth Bay (English Harbour), Antigua and Barbuda, Iles des Saintes, Guadeloupe, Soufriere, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 20, More...
7 Night - History and Culture Visiting Caribbean JewelsStarting in Marigot, Prickley Pear Cays, Gustavia, Charlestown, Nevis, Falmouth Bay, Barbuda, Les Saintes, Pointe-a-Pitre
2026 Sails: Dec 26, 2027: Jan 23, Feb 20, Mar 20, Dec 20, 2028: Jan 10, Feb 7, Mar 6, Apr 3, More...
14 Night - Star Collector : Caribbean ExplorationsStarting in Philipsburg, St Maarten, Gustavia, St Barthelemy, Charlestown, Roseau, Dominica, Mayreau, Les Saintes, Guadeloupe, Basseterre, St Kitts, Philipsburg, St Maarten, Falmouth Harbour, Antigua, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Gustavia, St Barthelemy, Philipsburg, St Maarten
2026 Sails: Dec 26, More...
7 Night - Classic CaribbeanStarting in Philipsburg, St Maarten, Gustavia, St Barthelemy, Charlestown, Roseau, Dominica, Mayreau, Les Saintes, Guadeloupe, Basseterre, St Kitts, Philipsburg, St Maarten
2026 Sails: Dec 26, More...
Deal link -> Special
8 Night - Caribbean New Year's Cruise : Aruba, Saint Lucia & Saint CroixStarting in Bridgetown, Oranjestad, Willemstad AN, Castries, Charlestown, Nevis, Frederiksted, Saint Croix, San Juan
2026 Sails: Dec 28, More...
17 Night - Caribbean Combination Cruise : Aruba, Curacao & Saint LuciaStarting in Bridgetown, Oranjestad, Willemstad AN, Castries, Charlestown, Nevis, Frederiksted, Saint Croix, San Juan, St John VI, US Virgin Islands, Jost Van Dyke, Philipsburg, St Johns AG, Basseterre, St Kitts, Road Town, Tortola, Miami, Florida
2026 Sails: Dec 28, More...
7 Night - Leeward IslandsStarting in Philipsburg, St Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles Des Saintes, Cabrits, Dominica, Deshaies, Guadeloupe, Terre-De-Haut, Iles Des Saintes, Falmouth Harbour, Antigua, Gustavia, St Barts, Philipsburg, St Maarten
2027 Sails: Jan 2, 2028: Jan 15, Jan 29, More...
14 Night - Star Collector : Caribbean ExplorationsStarting in Philipsburg, St Maarten, Falmouth Harbour, Antigua, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Gustavia, St Barthelemy, Philipsburg, St Maarten, Charlestown, Les Saintes, Guadeloupe, Mayreau, Roseau, Dominica, Basseterre, St Kitts, Gustavia, St Barthelemy, Philipsburg, St Maarten
2027 Sails: Jan 2, More...
7 Night - History and Culture Visiting Caribbean JewelsStarting in Pointe-a-Pitre, Les Saintes, Falmouth Bay, Barbuda, Charlestown, Nevis, Gustavia, Prickley Pear Cays, Marigot
2027 Sails: Jan 9, Mar 6, Apr 3, Dec 6, 2028: Jan 3, Jan 24, Feb 21, Mar 20, More...