Best Caribbean Cruises
Find the Best Caribbean Cruises for you. Easily compare prices and find out when to book your dream vacation to Caribbean with our cruise search.
12 Night Caribbean
PORTS
New York City; Philipsburg, Saint-Martin; Roseau; Bridgetown; Castries; Basseterre; New York City
SAIL DATE: Nov 26, 2025 - Dec 08, 2025
19 Night Caribbean
PORTS
Southampton; New York City; Philipsburg, Saint-Martin; Roseau; Bridgetown; Castries; Ba... New York City
SAIL DATE: Nov 19, 2025 - Dec 08, 2025
26 Night Caribbean
PORTS
Southampton; New York City; Philipsburg, Saint-Martin; Roseau; Bridgetown; Castries; Bass... Southampton
SAIL DATE: Nov 19, 2025 - Dec 15, 2025
Interior
$3356 $129/night
Oceanview
not available
Balcony
$4956 $190/night
Suite
$13762 $529/night
11 Night Caribbean
PORTS
New York City; St Thomas, Vi; Basseterre; Philipsburg, Saint-Martin; New York City
SAIL DATE: Nov 17, 2026 - Nov 28, 2026
27 Night Caribbean
PORTS
Southampton; New York City; St Thomas, Vi; Basseterre; Philipsburg, Saint-Martin; Road To... Southampton
SAIL DATE: Dec 15, 2025 - Jan 11, 2026
19 Night Caribbean
PORTS
New York City; Philipsburg, Saint-Martin; Roseau; Bridgetown; Castries; Basseterre; New Y... Southampton
SAIL DATE: Nov 26, 2025 - Dec 15, 2025
Interior
$2658 $139/night
Oceanview
not available
Balcony
$3964 $208/night
Suite
$11460 $603/night
20 Night Caribbean
PORTS
New York City; St Thomas, Vi; Basseterre; Philipsburg, Saint-Martin; Road Town, Tortola;... Southampton
SAIL DATE: Dec 22, 2025 - Jan 11, 2026
Interior
$2884 $144/night
Oceanview
$3653 $182/night
Balcony
$4414 $220/night
Suite
not available
34 Night Caribbean
PORTS
Southampton; Funchal, Madeira; Basseterre; Bridgetown; Bridgetown; Castries; Roseau; Ambe... Southampton
SAIL DATE: Jan 11, 2027 - Feb 14, 2027
18 Night Caribbean
PORTS
Southampton; New York City; St Thomas, Vi; Basseterre; Philipsburg, Saint-Martin; New York City
SAIL DATE: Nov 10, 2026 - Nov 28, 2026
Interior
$2664 $148/night
Oceanview
not available
Balcony
$3771 $209/night
Suite
$9894 $549/night
25 Night Caribbean
PORTS
Southampton; New York City; St Thomas, Vi; Basseterre; Philipsburg, Saint-Martin; New Yor... Southampton
SAIL DATE: Nov 10, 2026 - Dec 05, 2026
