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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.

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Explora Journeys, EXPLORA I
Discount
EXPLORA I7 NT A Journey Of Caribbean Adventure& Tropical Harmony from $3635 pp
7 Night - A Journey of Caribbean Adventure & Shimmering Tropical Harmony - Starting in Miami, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Antigua, Terre-De-Haut, St Maarten / Philipsburg, San Juan
2026 Sails: Dec 13 Get a Quote
Seabourn, Seabourn Ovation
Discount
Seabourn Ovation14 Nights Exotic Caribbean In Depth Cruise from $6760 pp plus OBC
14 Night - Caribbean Yacht Explorer - Starting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Dec 19
2027 Sails: Jan 23, Feb 13, Feb 27, Mar 13, Nov 27
2028 Sails: Jan 15, Feb 12, Feb 26 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation14 Nights Exotic Caribbean In Depth Cruise from $6912 pp
14 Night - Caribbean Yacht Explorer - Starting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Dec 19 Get a Quote
Holland America, Volendam
Family
Volendam14 Nights Southern Caribbean Cruise from $1467 pp
14 Night - Southern Caribbean : Abc & Windward Islands Holiday - Starting in Fort Lauderdale, Florida, Key West, Florida, Oranjestad, Aruba, Charlotteville, Trinidad and Tobago, Saint Georges, Grenada, Bridgetown, Barbados, Castries, Saint Lucia, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 22 Get a Quote
Holland America, Volendam
Family
Volendam14 Nights Southern Caribbean Cruise from $1392 pp
14 Night - Southern Caribbean : Abc & Windward Islands Holiday - Starting in Fort Lauderdale, Florida, Key West, Florida, Oranjestad, Aruba, Charlotteville, Trinidad and Tobago, Saint Georges, Grenada, Bridgetown, Barbados, Castries, Saint Lucia, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 22 Get a Quote
Holland America, Nieuw Amsterdam
Discount
Nieuw Amsterdam21 Nights Panama Canal & Southern Caribbean Holiday Cruise $2147 pp plus
21 Night - Panama Canal & Southern Caribbean Holiday - Starting in Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Oranjestad, Aruba, Cartagena CO, Enter Panama Canal Cristobal, Cruising Panama Canal and Gatun Lake, Gatun Lake, Panama, Cruising Gatun Lake and Panama Canal, Exit Panama Canal Cristobal, Colon, Panama, Puerto Limon (San Jose), Costa Rica, Georgetown, Cayman Islands, Fort Lauderdale, Florida, Kralendijk, Bonaire, Willemstad AN, Curacao, Oranjestad, Aruba, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 27 Get a Quote
Holland America, Nieuw Amsterdam
Discount
Nieuw Amsterdam9 Nights Southern Caribbean & Abc Islands Cruise from $1111 pp
9 Night - Southern Caribbean & Abc Islands - Starting in Fort Lauderdale, Florida, Kralendijk, Bonaire, Willemstad AN, Curacao, Oranjestad, Aruba, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2027 Sails: Jan 8 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation14 Nights Exotic Caribbean In Depth Cruise from $7125 pp
14 Night - Exotic Caribbean in Depth - Starting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2027 Sails: Jan 9 Get a Quote
Sea Cloud, Sea Cloud Spirit
Family
Sea Cloud Spirit7 Nights Sun-Drenched Sailing Days Voyage $5,400 pp
7 Night - Caribbean Roundtrip from St Maarten (Philipsburg) - Starting in Philipsburg, Saint-Pierre, Soufriere, Cabrits, Charlestown, Nevis, Road Bay (Sandy Ground), Philipsburg
2027 Sails: Jan 11, Jan 25 Get a Quote
Holland America, Zuiderdam
Family
Zuiderdam20 Nights Ultimate Caribbean Cruise from $2446 pp
20 Night - Ultimate Caribbean : Bahamas to Abc Islands - Starting in Miami, Florida, RelaxAway, Half Moon Cay, Bahamas, San Juan, Puerto Rico, St Thomas, US Virgin Islands, Road Town (Tortola), British Virgin Islands, Philipsburg, Sint Maarten, St Johns AG, Antigua, Castries, Saint Lucia, Scenic Cruising Soufriere Bay, Roseau, Dominica, Bridgetown, Barbados, Saint Georges, Grenada, Scarborough, Trinidad and Tobago, Kralendijk, Bonaire, Oranjestad, Aruba, Willemstad AN, Curacao, Falmouth, Jamaica, Miami, Florida
2027 Sails: Feb 14 Get a Quote

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Southern Caribbean Cruise Specials