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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
Apr 2026	14	14	$94 pp
May 2026	12	21	$654 pp
Jun 2026	9	18	$748 pp
Jul 2026	10	19	$839 pp
Aug 2026	10	22	$569 pp
Sep 2026	16	23	$499 pp
Oct 2026	21	32	$514 pp
Nov 2026	33	39	$499 pp
Dec 2026	44	48	$629 pp
Jan 2027	56	67	$474 pp
Feb 2027	40	50	$484 pp
Mar 2027	34	42	$579 pp
Apr 2027	19	21	$664 pp
May 2027	12	18	$674 pp
Jun 2027	9	11	$936 pp
Jul 2027	9	14	$909 pp
Aug 2027	9	12	$649 pp
Sep 2027	11	16	$614 pp
Oct 2027	22	28	$624 pp
Nov 2027	45	52	$544 pp
Dec 2027	49	57	$532 pp
Jan 2028	56	64	$431 pp
Feb 2028	40	48	$649 pp
Mar 2028	30	41	$699 pp
Apr 2028	32	37	$879 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.