Charlestown Cruises
Cruises that visit Caribbean: Saint Kitts / Nevis: Charlestown
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...
14 Night - Discover Eastern Caribbean & Grenadines
Starting in Bridgetown, Barbados, Speightstown, Barbados, Bequia Island, Saint Vincent and the Grenadines, Kingstown, Saint Vincent and the Grenadines, Mayreau Island / Union Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Union Island / Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Bay (English Harbour), Antigua and Barbuda, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Norman Island, British Virgin Islands, Marigot, Saint Martin
2026 Sails: Nov 29, More...
7 Night - Cruise from St. Johns to San Juan
Starting in St Johns AG, Sint Eustatius, Gustavia, Charlestown, Nevis, Sandy Ground, White Bay, Jost van Dyke, Spanish Town, Virgin Gorda, Norman Island, San Juan
2026 Sails: Dec 5, More...
7 Night - Leeward Islands
Starting in Philipsburg, St Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles Des Saintes, Cabrits, Dominica, Terre-De-Haut, Iles Des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, Philipsburg, St Maarten
2026 Sails: Dec 5, More...
7 Night - Eastern Caribbean with St. Barths
Starting in Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Bay (English Harbour), Antigua and Barbuda, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Norman Island, British Virgin Islands, Marigot, Saint Martin
2026 Sails: Dec 6, 2027: Jan 30, Mar 27, More...
14 Night - Discover the Pearls of the Caribbean
Starting in Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Bay (English Harbour), Antigua and Barbuda, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Norman Island, British Virgin Islands, Marigot, Saint Martin, Marigot, Saint Martin, Anguilla, Norman Island, British Virgin Islands, Jost van Dyke, British Virgin Islands, Virgin Gorda, British Virgin Islands, Saba, Bonaire, Saint Eustatius and Saba / Gustavia, Saint Barthelemy, Gustavia, Saint Barthelemy, Marigot, Saint Martin
2026 Sails: Dec 6, More...
8 Night - Pirates Islands and Sailors' Haunts
Starting in Philipsburg, Cabrits, Saint-Pierre, Soufriere, Terre-De-Haut, Iles Des Saintes, Charlestown, Nevis, Road Bay (Sandy Ground), Philipsburg
2026 Sails: Dec 6, More...
6 Night - Eastern Caribbean Cruise : Saint Lucia, Dominica & Sint Maarten
Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, San Juan
2026 Sails: Dec 12, More...
7 Night - St. Barths & Caribbean Gems Cruise
Starting in Charlotte Amalie, St Thomas, Philipsburg, Simpson Bay, Gustavia, Falmouth Bay, Charlestown, Nevis, Spanish Town, Virgin Gorda, Norman Island, White Bay, Jost van Dyke, San Juan
2026 Sails: Dec 12, More...
7 Night - Leeward Islands
Starting in Philipsburg, St Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles Des Saintes, Cabrits, Dominica, Terre-De-Haut, Iles Des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Gustavia, St Barts, Philipsburg, St Maarten
2026 Sails: Dec 19, 2027: Jan 16, Jan 30, Feb 13, Feb 27, Mar 13, Dec 4, 2028: Feb 12, Feb 26, 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™.
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...
14 Night - Discover Eastern Caribbean & GrenadinesStarting in Bridgetown, Barbados, Speightstown, Barbados, Bequia Island, Saint Vincent and the Grenadines, Kingstown, Saint Vincent and the Grenadines, Mayreau Island / Union Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Union Island / Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Bay (English Harbour), Antigua and Barbuda, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Norman Island, British Virgin Islands, Marigot, Saint Martin
2026 Sails: Nov 29, More...
7 Night - Cruise from St. Johns to San JuanStarting in St Johns AG, Sint Eustatius, Gustavia, Charlestown, Nevis, Sandy Ground, White Bay, Jost van Dyke, Spanish Town, Virgin Gorda, Norman Island, San Juan
2026 Sails: Dec 5, More...
7 Night - Leeward IslandsStarting in Philipsburg, St Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles Des Saintes, Cabrits, Dominica, Terre-De-Haut, Iles Des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, Philipsburg, St Maarten
2026 Sails: Dec 5, More...
7 Night - Eastern Caribbean with St. BarthsStarting in Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Bay (English Harbour), Antigua and Barbuda, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Norman Island, British Virgin Islands, Marigot, Saint Martin
2026 Sails: Dec 6, 2027: Jan 30, Mar 27, More...
14 Night - Discover the Pearls of the CaribbeanStarting in Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Bay (English Harbour), Antigua and Barbuda, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Norman Island, British Virgin Islands, Marigot, Saint Martin, Marigot, Saint Martin, Anguilla, Norman Island, British Virgin Islands, Jost van Dyke, British Virgin Islands, Virgin Gorda, British Virgin Islands, Saba, Bonaire, Saint Eustatius and Saba / Gustavia, Saint Barthelemy, Gustavia, Saint Barthelemy, Marigot, Saint Martin
2026 Sails: Dec 6, More...
8 Night - Pirates Islands and Sailors' HauntsStarting in Philipsburg, Cabrits, Saint-Pierre, Soufriere, Terre-De-Haut, Iles Des Saintes, Charlestown, Nevis, Road Bay (Sandy Ground), Philipsburg
2026 Sails: Dec 6, More...
Deal link -> Special
6 Night - Eastern Caribbean Cruise : Saint Lucia, Dominica & Sint MaartenStarting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, San Juan
2026 Sails: Dec 12, More...
7 Night - St. Barths & Caribbean Gems CruiseStarting in Charlotte Amalie, St Thomas, Philipsburg, Simpson Bay, Gustavia, Falmouth Bay, Charlestown, Nevis, Spanish Town, Virgin Gorda, Norman Island, White Bay, Jost van Dyke, San Juan
2026 Sails: Dec 12, More...
7 Night - Leeward IslandsStarting in Philipsburg, St Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles Des Saintes, Cabrits, Dominica, Terre-De-Haut, Iles Des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Gustavia, St Barts, Philipsburg, St Maarten
2026 Sails: Dec 19, 2027: Jan 16, Jan 30, Feb 13, Feb 27, Mar 13, Dec 4, 2028: Feb 12, Feb 26, More...