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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
Mar 2026	20	29	$229 pp
Apr 2026	26	29	$103 pp
May 2026	12	21	$564 pp
Jun 2026	9	18	$879 pp
Jul 2026	10	19	$825 pp
Aug 2026	9	22	$519 pp
Sep 2026	16	23	$479 pp
Oct 2026	21	32	$464 pp
Nov 2026	33	39	$464 pp
Dec 2026	45	49	$604 pp
Jan 2027	56	67	$524 pp
Feb 2027	39	50	$544 pp
Mar 2027	34	42	$639 pp
Apr 2027	20	22	$664 pp
May 2027	14	20	$659 pp
Jun 2027	9	11	$909 pp
Jul 2027	9	14	$909 pp
Aug 2027	9	12	$649 pp
Sep 2027	13	18	$614 pp
Oct 2027	23	30	$624 pp
Nov 2027	42	49	$514 pp
Dec 2027	45	53	$499 pp
Jan 2028	53	60	$431 pp
Feb 2028	43	51	$649 pp
Mar 2028	32	43	$699 pp
Apr 2028	32	38	$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.