All 109 sailings visiting Grenada, Windward Islands,Grenadines
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Open these cruises in search →| View | Sailing | Departs | Nights | Ship | From |
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| Southern Caribbean from Port Canaveral (Orlando), FL | Oct 18, 2026 | 14 | Carnival Venezia |
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| Eastern Caribbean Islands Fly-Cruise | Nov 6, 2026 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Nov 7, 2026 | 14 | Arvia |
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| Caribbean Islands Fly-Cruise | Nov 13, 2026 | 14 | Britannia |
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| Caribbean Islands Fly-Cruise | Nov 14, 2026 | 14 | Britannia |
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| Eastern Caribbean Islands Fly-Cruise | Nov 14, 2026 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Nov 20, 2026 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Nov 21, 2026 | 14 | Arvia |
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| Caribbean Islands Fly-Cruise | Nov 27, 2026 | 14 | Britannia |
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| Caribbean Islands Fly-Cruise | Nov 28, 2026 | 14 | Britannia |
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| Eastern Caribbean Islands Fly-Cruise | Nov 28, 2026 | 14 | Arvia |
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| Southern Caribbean from Port Canaveral | Nov 29, 2026 | 14 | Carnival Venezia |
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| Eastern Caribbean Islands Fly-Cruise | Dec 4, 2026 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Dec 5, 2026 | 14 | Arvia |
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| Christmas and New Year Caribbean Escape | Dec 11, 2026 | 28 | Britannia |
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| Christmas in the Caribbean Islands | Dec 12, 2026 | 14 | Arvia |
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| Christmas and New Year Caribbean Escape | Dec 18, 2026 | 14 | Arvia |
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| Christmas and New Year Caribbean Escape | Dec 19, 2026 | 14 | Arvia |
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| Christmas and New Year Caribbean Escape | Dec 22, 2026 | 17 | Britannia |
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| New Year in the Caribbean Islands | Dec 26, 2026 | 14 | Britannia |
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| New Year in the Caribbean Islands | Dec 26, 2026 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Jan 1, 2027 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Jan 2, 2027 | 14 | Arvia |
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| America and Caribbean Discovery | Jan 3, 2027 | 75 | Aurora |
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| Caribbean Winter Warmth | Jan 4, 2027 | 35 | Iona |
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| Caribbean Islands Fly-Cruise | Jan 8, 2027 | 14 | Britannia |
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| Caribbean Islands Fly-Cruise | Jan 9, 2027 | 14 | Britannia |
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| Eastern Caribbean Islands Fly-Cruise | Jan 9, 2027 | 14 | Arvia |
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| Southern Caribbean from Miami | Jan 11, 2027 | 11 | Carnival Conquest |
from $751 $68 / night |
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| Eastern Caribbean Islands Fly-Cruise | Jan 15, 2027 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Jan 16, 2027 | 14 | Arvia |
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| Caribbean Islands Fly-Cruise | Jan 22, 2027 | 14 | Britannia |
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| Caribbean Islands Fly-Cruise | Jan 23, 2027 | 14 | Britannia |
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| Eastern Caribbean Islands Fly-Cruise | Jan 23, 2027 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Jan 29, 2027 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Jan 30, 2027 | 14 | Arvia |
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| Caribbean Islands Fly-Cruise | Feb 5, 2027 | 14 | Britannia |
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| Caribbean Islands Fly-Cruise | Feb 6, 2027 | 14 | Britannia |
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| Eastern Caribbean Islands Fly-Cruise | Feb 12, 2027 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Feb 13, 2027 | 14 | Arvia |
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| Caribbean Islands Fly-Cruise | Feb 19, 2027 | 14 | Britannia |
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| Caribbean Islands Fly-Cruise | Feb 20, 2027 | 14 | Britannia |
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| Eastern Caribbean Islands Fly-Cruise | Feb 20, 2027 | 14 | Arvia |
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| Southern Caribbean from Port Canaveral | Feb 21, 2027 | 14 | Carnival Venezia |
from $914 $65 / night |
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| Eastern Caribbean Islands Fly-Cruise | Feb 26, 2027 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Feb 27, 2027 | 14 | Arvia |
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| Caribbean Islands Fly-Cruise | Mar 5, 2027 | 14 | Britannia |
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| Caribbean Islands Fly-Cruise | Mar 6, 2027 | 14 | Britannia |
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| Caribbean Transatlantic | Mar 6, 2027 | 22 | Arvia |
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| Southern Caribbean from Miami, FL | Mar 22, 2027 | 13 | Carnival Firenze |
from $876 $67 / night |
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| Southern Caribbean from Port Canaveral (Orlando), FL | May 8, 2027 | 15 | Carnival Freedom |
from $1,190 $79 / night |
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| Expedition Caribbean islands: the untamed side of the Caribbean - Halifax to Curacao | Oct 20, 2027 | 16 | HANSEATIC Inspiration |
from $8,498 $531 / night |
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| Southern Caribbean from Miami, FL | Nov 1, 2027 | 11 | Carnival Conquest |
from $783 $71 / night |
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| Eastern Caribbean Islands Fly-Cruise | Nov 5, 2027 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Nov 6, 2027 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Nov 8, 2027 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Nov 12, 2027 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Nov 13, 2027 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Nov 13, 2027 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Nov 15, 2027 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Nov 19, 2027 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Nov 20, 2027 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Nov 20, 2027 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Nov 22, 2027 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Nov 26, 2027 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Nov 27, 2027 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Nov 27, 2027 | 14 | Arvia |
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| Southern Caribbean from Port Canaveral (Orlando), FL | Nov 28, 2027 | 14 | Carnival Firenze |
from $1,055 $75 / night |
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| Eastern Caribbean Islands Fly-Cruise | Nov 29, 2027 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Dec 4, 2027 | 14 | Iona |
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| Festive Celebrations in the Caribbean | Dec 7, 2027 | 30 | Spirit of Discovery |
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| Eastern Caribbean Islands Fly-Cruise | Dec 10, 2027 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Dec 11, 2027 | 14 | Iona |
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| Christmas in the Caribbean Islands | Dec 13, 2027 | 14 | Iona |
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| Christmas and New Year Caribbean Escape | Dec 18, 2027 | 14 | Iona |
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| Christmas and New Year Caribbean Escape | Dec 24, 2027 | 14 | Iona |
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| Christmas and New Year Caribbean Escape | Dec 25, 2027 | 14 | Iona |
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| New Year in the Caribbean Islands | Dec 31, 2027 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Jan 1, 2028 | 14 | Iona |
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| Epic South America Journey | Jan 3, 2028 | 75 | Aurora |
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| Eastern Caribbean Islands Fly-Cruise | Jan 3, 2028 | 14 | Arvia |
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| Caribbean Winter Warmth | Jan 4, 2028 | 35 | Britannia |
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| Eastern Caribbean Islands Fly-Cruise | Jan 7, 2028 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Jan 8, 2028 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Jan 8, 2028 | 14 | Iona |
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| Southern Caribbean from Port Canaveral (Orlando), FL | Jan 9, 2028 | 14 | Carnival Firenze |
from $1,009 $72 / night |
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| Eastern Caribbean Islands Fly-Cruise | Jan 10, 2028 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Jan 14, 2028 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Jan 15, 2028 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Jan 15, 2028 | 14 | Arvia |
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| Eastern Caribbean Islands Fly-Cruise | Jan 21, 2028 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Jan 22, 2028 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Jan 22, 2028 | 14 | Arvia |
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| Southern Caribbean from Port Canaveral (Orlando), FL | Jan 23, 2028 | 14 | Carnival Firenze |
from $1,013 $72 / night |
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| Eastern Caribbean Islands Fly-Cruise | Feb 4, 2028 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Feb 5, 2028 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Feb 7, 2028 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Feb 12, 2028 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Feb 18, 2028 | 14 | Iona |
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| Eastern Caribbean Islands Fly-Cruise | Feb 19, 2028 | 14 | Iona |
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