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December 2026 All Caribbean Cruises
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Showing 281 - 290 of 1,708 Cruises
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Add to Compare
7 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises Star Pride
Departure Port:
San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: ST. GEORGE'S, GRENADA; BEQUIA; MARIGOT BAY; SAN JUAN; SAN JUAN
Departing
Interior
Oceanview
Balcony
Suite
Dec 6, 2026
-
$2,126
$2,857
$4,152
Dec 20, 2026
-
$2,157
$2,857
$4,152
Jan 3, 2027
-
$4,117
$4,817
$7,652
Add to Compare
7 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises Star Pride
Departure Port:
San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: GUSTAVIA, ST. BARTHELEMY; BASSETERRE, ST. KITTS; PHILIPSBURG, ST. MAARTEN; SAN JUAN; SAN JUAN
Departing
Interior
Oceanview
Balcony
Suite
Dec 13, 2026
-
$2,654
$3,809
$4,299
Add to Compare
7 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises Star Pride
Departure Port:
San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: BASSETERRE, ST. KITTS; GUSTAVIA, ST. BARTHELEMY; PHILIPSBURG, ST. MAARTEN; SAN JUAN; SAN JUAN
Departing
Interior
Oceanview
Balcony
Suite
Jan 10, 2027
-
$2,126
$2,857
$4,152
Add to Compare
7 Night Caribbean Cruise from Santo Domingo, Dominican Republic
Costa Cruise Lines Costa Favolosa
Departure Port:
Santo Domingo, Dominican Republic
OCG Class
Mainstream
Cruises to: Martinique (Antilles); Guadeloupe (Antilles); Castries; St. Kitts (Antilles); Philipsburg; Santo Domingo (Dominican Republic)
Departing
Interior
Oceanview
Balcony
Suite
Dec 28, 2026
$1,565
$1,695
$1,995
$2,255
Add to Compare
7 Night Caribbean Cruise from Santo Domingo, Dominican Republic
Costa Cruise Lines Costa Favolosa
Departure Port:
Santo Domingo, Dominican Republic
OCG Class
Mainstream
Cruises to: Antigua (Antilles); Martinique (Antilles); Guadeloupe (Antilles); St. Kitts (Antilles); Philipsburg; Santo Domingo (Dominican Republic)
Departing
Interior
Oceanview
Balcony
Suite
Jan 18, 2027
$884
$1,214
$1,204
$1,394
Add to Compare
7 Night Caribbean Cruise from Santo Domingo, Dominican Republic
Costa Cruise Lines Costa Favolosa
Departure Port:
Santo Domingo, Dominican Republic
OCG Class
Mainstream
Cruises to: Martinique (Antilles); Guadeloupe (Antilles); Philipsburg; St. Kitts (Antilles); Road Harbour | Tortola; Santo Domingo (Dominican Republic)
Departing
Interior
Oceanview
Balcony
Suite
Dec 21, 2026
$1,078
$1,408
$1,398
$1,608
Add to Compare
7 Night Caribbean Cruise from Santo Domingo, Dominican Republic
Costa Cruise Lines Costa Favolosa
Departure Port:
Santo Domingo, Dominican Republic
OCG Class
Mainstream
Cruises to: Martinique (Antilles); Guadeloupe (Antilles); St. Kitts (Antilles); Antigua (Antilles); Road Harbour | Tortola; Santo Domingo (Dominican Republic)
Departing
Interior
Oceanview
Balcony
Suite
Dec 7, 2026
$1,159
$1,279
$1,569
$1,769
Add to Compare
7 Night Caribbean Cruise from Santo Domingo, Dominican Republic
Costa Cruise Lines Costa Favolosa
Departure Port:
Santo Domingo, Dominican Republic
OCG Class
Mainstream
Cruises to: Antigua (Antilles); Martinique (Antilles); Guadeloupe (Antilles); St. Kitts (Antilles); Road Harbour | Tortola; Santo Domingo (Dominican Republic)
Departing
Interior
Oceanview
Balcony
Suite
Jan 4, 2027
$899
$1,229
$1,219
$1,409
Add to Compare
7 Night Caribbean Cruise from Santo Domingo, Dominican Republic
Costa Cruise Lines Costa Favolosa
Departure Port:
Santo Domingo, Dominican Republic
OCG Class
Mainstream
Cruises to: Roseau (Dominica); Martinique (Antilles); Guadeloupe (Antilles); St. Kitts (Antilles); Road Harbour | Tortola; Santo Domingo (Dominican Republic)
Departing
Interior
Oceanview
Balcony
Suite
Jan 25, 2027
$955
$1,245
$1,235
$1,425
Add to Compare
7 Night Caribbean Cruise from Santo Domingo, Dominican Republic
Costa Cruise Lines Costa Favolosa
Departure Port:
Santo Domingo, Dominican Republic
OCG Class
Mainstream
Cruises to: Philipsburg; Martinique (Antilles); Guadeloupe (Antilles); St. Kitts (Antilles); Road Harbour | Tortola; Santo Domingo (Dominican Republic)
Departing
Interior
Oceanview
Balcony
Suite
Jan 11, 2027
$888
$1,218
$1,208
$1,398
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