Charlestown Cruise Specials
We've gathered all of the Charlestown cruise specials ordered by sail date. Click on a special and select a sail date to get a single cruise quote from the cruise agency that posted that particular special. To search through all cruise itineraries (not just Charlestown cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.
Azamara Cruises, Azamara Journey
7 Nights Eastern Caribbean Cruise from $1,569 pp plus OBC7 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 Get a Quote
Azamara Cruises, Azamara Journey
7 Nights Eastern Caribbean Cruise from $2,039 pp plus OBC7 Night - Eastern Caribbean Cruise : Saint Kitts, Nevis & Saint Barthelemy - Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Gustavia, San Juan
2026 Sails: Nov 28 Get a Quote
Azamara Cruises, Azamara Journey
14 Nights Caribbean Cruise from $3,759 pp plus OBC14 Night - Caribbean Combination Cruise : Barbados, St. Lucia & St. Maarten - Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Gustavia, San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Nov 28 Get a Quote
Azamara Cruises, Azamara Journey
13 Nights Caribbean Cruise from $3,239 pp plus OBC13 Night - Caribbean Combination Cruise : San Juan, Antigua & St. Lucia - 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, San Juan
2026 Sails: Dec 5 Get a Quote
Azamara Cruises, Azamara Journey
6 Nights Eastern Caribbean Cruise from $1,319 pp plus OBC6 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 Get a Quote
Azamara Cruises, Azamara Journey
18 Nights Caribbean Cruise from $5,159 pp plus OBC18 Night - Caribbean Combination Cruise : San Juan, St. Barts & Curacao - Starting in San Juan, Charlotte Amalie, St Thomas, Virgin Gorda, St Johns AG, Gustavia, Saint-Pierre, Port Elizabeth VC, Bequia, Scarborough, Tobago, Mayreau, Grenadines, Bridgetown, Oranjestad, Willemstad AN, Castries, Charlestown, Nevis, Frederiksted, Saint Croix, San Juan
2026 Sails: Dec 18 Get a Quote
Azamara Cruises, Azamara Journey
8 Nights Caribbean New Year’s Cruise from $2,209 pp plus OBC8 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 Get a Quote
Azamara Cruises, Azamara Journey
17 Nights Western Caribbean Cruise from $5,719 pp plus OBC17 Night - Caribbean Combination Cruise : Barbados, Aruba & St. Barts - Starting in Bridgetown, Oranjestad, Willemstad AN, Castries, Charlestown, Nevis, Frederiksted, Saint Croix, San Juan, Virgin Gorda, Gustavia, Philipsburg, St Johns AG, Basseterre, St Kitts, Road Town, Tortola, Miami, Florida
2026 Sails: Dec 28 Get a Quote
Azamara Cruises, Azamara Journey
11 Nights Eastern Caribbean Cruise from $3,699 pp plus OBC11 Night - Eastern Caribbean : St.Kitts, Antigua & Martinique - Starting in Miami, Florida, St John VI, US Virgin Islands, Charlotte Amalie, St Thomas, Philipsburg, Charlestown, Nevis, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Bridgetown
2027 Sails: Jan 14 Get a Quote
Azamara Cruises, Azamara Journey
34 Nights South America & Antarctica Cruise from $12,329 pp plus OBC34 Night - South America Combination Cruise : Miami, Rio De Janeiro & Buenos Aires - Starting in Miami, Florida, St John VI, US Virgin Islands, Charlotte Amalie, St Thomas, Philipsburg, Charlestown, Nevis, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Bridgetown, Scarborough, Tobago, Isle Royale, French Guiana, Belem, Recife, Salvador De Bahia, Buzios, Brazil, Rio De Janeiro, Paraty, Ilhabela, Brazil, Santos (Sao Paulo), Montevideo, Buenos Aires
2027 Sails: Jan 14 Get a Quote
Charlestown Cruise Specials
