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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.

All Cruise Specials


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Azamara Cruises, Azamara Journey
Discount
Azamara Journey7 Night Caribbean with Drinks, Gratuities and OBC from $1,259
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 Get a Quote
Azamara Cruises, Azamara Journey
Family
Azamara Journey7 Nights Eastern Caribbean Cruise from $1,259 pp plus OBC
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 Get a Quote
Azamara Cruises, Azamara Journey
Family
Azamara Journey7 Nights Eastern Caribbean Cruise from $1439 pp plus OBC
7 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
Family
Azamara Journey6 Nights Eastern Caribbean Cruise from $1,069 pp plus OBC
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 Get a Quote
Azamara Cruises, Azamara Journey
Family
Azamara Journey8 Nights Caribbean New Year’s Cruise from $1,779 pp plus OBC
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 Get a Quote
Azamara Cruises, Azamara Journey
Family
Azamara Journey11 Nights Eastern Caribbean Cruise from $2,839 pp plus OBC
11 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 Quest
Family
Azamara Quest7 Nights Eastern Caribbean Cruise from $1647 pp plus OBC
7 Night - Eastern Caribbean Cruise : Saint Lucia, Sint Maarten & British Virgin Islands - Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan
2027 Sails: Nov 14 Get a Quote
Azamara Cruises, Azamara Quest
Family
Azamara Quest7 Nights Eastern Caribbean Cruise from $1657 pp plus OBC
7 Night - Eastern Caribbean Cruise : Sint Maarten, Saint Kitts & Nevis - Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Charlotte Amalie, St Thomas, San Juan
2027 Sails: Nov 28 Get a Quote
Azamara Cruises, Azamara Quest
Family
Azamara Quest7 Nights Eastern Caribbean Cruise from $1655 pp plus OBC
7 Night - Eastern Caribbean Cruise : Saint Lucia, Dominica & Sint Maarten - Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan
2027 Sails: Dec 12 Get a Quote

Charlestown Cruise Specials