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Windstar Cruises to Caribbean
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7-night caribbean cruise
$2,448
Windstar Cruises –
Wind Surf
Departs
Feb 27, 2028
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Up to 2 deals
including an Avoya Exclusive
7-night caribbean cruise
$2,467
Windstar Cruises –
Wind Surf
Departs
Mar 05, 2028
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Up to 2 deals
including an Avoya Exclusive
7-night caribbean cruise
$2,439
Windstar Cruises –
Star Pride
Departs
Mar 06, 2028
from
Oranjestad, Aruba
Up to 1 deal
14-night caribbean cruise
$3,898
Windstar Cruises –
Star Pride
Departs
Mar 06, 2028
from
Oranjestad, Aruba
Up to 1 deal
21-night caribbean cruise
$5,865
Windstar Cruises –
Star Pride
Departs
Mar 06, 2028
from
Oranjestad, Aruba
Up to 1 deal
18-night caribbean cruise
$13,537
Windstar Cruises –
Wind Star
Departs
Nov 24, 2026
from
Bridgetown, Barbados
9-night caribbean cruise
$2,549
Windstar Cruises –
Star Pride
Departs
Jan 17, 2027
from
San Juan, Puerto Rico
21-night caribbean cruise
$4,870
Windstar Cruises –
Star Legend
Departs
Feb 21, 2028
from
San Juan, Puerto Rico
23-night caribbean cruise
$4,151
Windstar Cruises –
Star Pride
Departs
Mar 27, 2028
from
San Juan, Puerto Rico
Up to 1 deal