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Windstar Cruises to Caribbean
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22-night caribbean cruise
$4,870
Windstar Cruises –
Star Legend
Departs
Feb 21, 2028
from
San Juan, Puerto Rico
21-night caribbean cruise
$6,686
Windstar Cruises –
Star Pride
Departs
Feb 21, 2028
from
Puerto Caldera (Puntarenas), Costa Rica
14-night caribbean cruise
$4,824
Windstar Cruises –
Star Pride
Departs
Feb 28, 2028
from
Balboa, Panama
7-night caribbean cruise
$2,558
Windstar Cruises –
Star Pride
Departs
Mar 06, 2028
from
Oranjestad, Aruba
Up to 1 deal
including an Avoya Exclusive
14-night caribbean cruise
$4,489
Windstar Cruises –
Star Pride
Departs
Mar 06, 2028
from
Oranjestad, Aruba
21-night caribbean cruise
$6,952
Windstar Cruises –
Star Pride
Departs
Mar 06, 2028
from
Oranjestad, Aruba
17-night caribbean cruise
$17,784
Windstar Cruises –
Star Seeker
Departs
Mar 27, 2026
from
San Juan, Puerto Rico
Up to 2 deals
including an Avoya Exclusive