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Southern Caribbean Cruises

Southern Caribbean cruises are known for port-intensive itineraries and fewer sea days. You usually visit islands such as Aruba, Curacao, Barbados, and St. Lucia, where landscapes range from desert coastlines to lush volcanic peaks. These sailings often depart from San Juan, allowing you to experience more destinations in less time. A Southern Caribbean cruise appeals to travelers who prioritize variety and distinctive island cultures. From large resort-style ships to luxury vessels to yachts, Caribbean cruises remain a versatile option year-round.

Southern Caribbean Cruises Sailing Calendar

Month	Number of Itineraries	Number of Cruises	From Price
Sep 2026	6	9	$595 pp
Oct 2026	21	30	$529 pp
Nov 2026	32	38	$554 pp
Dec 2026	45	49	$519 pp
Jan 2027	51	62	$452 pp
Feb 2027	38	49	$468 pp
Mar 2027	34	42	$587 pp
Apr 2027	22	24	$614 pp
May 2027	11	17	$655 pp
Jun 2027	9	11	$806 pp
Jul 2027	9	14	$908 pp
Aug 2027	10	13	$628 pp
Sep 2027	12	18	$606 pp
Oct 2027	21	27	$610 pp
Nov 2027	45	49	$519 pp
Dec 2027	49	56	$526 pp
Jan 2028	56	62	$406 pp
Feb 2028	42	49	$591 pp
Mar 2028	37	46	$661 pp
Apr 2028	29	35	$817 pp
May 2028	1	1	$2,036 pp

Cruise Lines Sailing to Southern Caribbean

The cruise lines sail to this destination, spanning a variety of cruise line categories and ship sizes. For each cruise line, you’ll find the number of unique itineraries and sailing dates available. Signature Preferred Partners may offer added value, exclusive perks, or additional savings.