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Southern Caribbean Cruise Specials

We've gathered all of the Southern Caribbean 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 Southern Caribbean cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.

All Cruise Specials


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Princess Cruises, Grand Princess
Couples
Grand Princess Cruise Ship7 Night Southern Caribbean Exclusive Rate from $323pp dep 1/18/26 San Juan
7 Night - Southern Caribbean with Barbados and Antigua - Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Jan 18 Get a Quote
Princess Cruises, Grand Princess
Discount
Grand Princess Cruise Ship7 Night Southern Caribbean Exclusive Rate from $323pp dep 1/18/26 San Juan
7 Night - Southern Caribbean with Barbados and Antigua - Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Jan 18 Get a Quote
Princess Cruises, Grand Princess
Luxury and Exotic
Grand Princess Cruise Ship7 Night Southern Caribbean Exclusive Rate from $323pp dep 1/18/26 San Juan
7 Night - Southern Caribbean with Barbados and Antigua - Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Jan 18 Get a Quote
Princess Cruises, Grand Princess
Seniors
Grand Princess Cruise Ship7 Night Southern Caribbean Exclusive Rate from $323pp dep 1/18/26 San Juan
7 Night - Southern Caribbean with Barbados and Antigua - Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Jan 18 Get a Quote
Princess Cruises, Grand Princess
Wedding
Grand Princess Cruise Ship7 Night Southern Caribbean Exclusive Rate from $323pp dep 1/18/26 San Juan
7 Night - Southern Caribbean with Barbados and Antigua - Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Jan 18 Get a Quote
Princess Cruises, Grand Princess
Wholesale
Grand Princess Cruise Ship7 Night Southern Caribbean Exclusive Rate from $323pp dep 1/18/26 San Juan
7 Night - Southern Caribbean with Barbados and Antigua - Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Jan 18 Get a Quote
Virgin Voyages, Valiant Lady
Discount
Valiant Lady CruisesVirgin Valiant Lady | St Lucia-Barbados | 7 Nights $1323
7 Night - St. Lucia, Barbados & More - Starting in San Juan, Puerto Rico, Philipsburg, Sint Maarten, Basseterre, Saint Kitts and Nevis, Castries, Saint Lucia, Bridgetown, Barbados, St Thomas, US Virgin Islands, San Juan, Puerto Rico
2026 Sails: Feb 7 Get a Quote
Virgin Voyages, Valiant Lady
Discount
Valiant Lady CruisesVirgin Valiant Lady | Valiant Valentines Voyages | 7 Nights $938
7 Night - Valiant Valentine's Voyage - Starting in San Juan, Puerto Rico, Oranjestad, Aruba, Willemstad AN, Curacao, St Croix, US Virgin Islands, Philipsburg, Sint Maarten, San Juan, Puerto Rico
2026 Sails: Feb 14 Get a Quote
Explora Journeys, EXPLORA I
Family
EXPLORA I Cruises10 Nights A Journey Into Historic Charm & Tropical Bliss from $5360 pp
10 Night - A Journey Into Historic Charm & Tropical Bliss - Starting in San Juan, Oranjestad, Willemstad AN, Kralendijk, Bridgetown, Terre-De-Haut, St Maarten / Philipsburg, Jost Van Dyke, San Juan
2026 Sails: Feb 20 Get a Quote
Carnival Cruise Lines, Carnival Horizon
Discount
Carnival Horizon Cruises8 Night Southern Caribbean with up to $500 OBC from $699
8 Night - Southern Caribbean - Starting in Miami, Fl, Aruba, Bonaire, Curacao, Miami, Fl
2026 Sails: Feb 28, Mar 14, Mar 28, Apr 11, Apr 25, May 9, May 23, Jun 6, Jun 20, Jul 4, Jul 18, Aug 1, Aug 15, Aug 29, Sep 12, Sep 26, Oct 10, Oct 24, Nov 7, Nov 21 Get a Quote

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Southern Caribbean Cruise Specials