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Windstar Cruises to Caribbean
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7-night caribbean cruise
$2,930
Windstar Cruises –
Star Pride
Departs
Nov 08, 2027
from
San Juan, Puerto Rico
14-night caribbean cruise
$4,593
Windstar Cruises –
Star Pride
Departs
Nov 08, 2027
from
San Juan, Puerto Rico
7-night caribbean cruise
$2,862
Windstar Cruises –
Star Pride
Departs
Nov 15, 2027
from
San Juan, Puerto Rico
14-night caribbean cruise
$4,593
Windstar Cruises –
Star Pride
Departs
Nov 15, 2027
from
San Juan, Puerto Rico
8-night caribbean cruise
$3,067
Windstar Cruises –
Wind Surf
Departs
Nov 20, 2027
from
Saint Maarten (Phillipsburg), Netherlands Antilles
15-night caribbean cruise
$4,719
Windstar Cruises –
Wind Surf
Departs
Nov 20, 2027
from
Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$2,930
Windstar Cruises –
Star Pride
Departs
Nov 22, 2027
from
San Juan, Puerto Rico
7-night caribbean cruise
$2,851
Windstar Cruises –
Wind Surf
Departs
Nov 28, 2027
from
Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,519
Windstar Cruises –
Wind Surf
Departs
Nov 28, 2027
from
Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$2,835
Windstar Cruises –
Star Pride
Departs
Nov 29, 2027
from
San Juan, Puerto Rico
14-night caribbean cruise
$4,993
Windstar Cruises –
Star Pride
Departs
Nov 29, 2027
from
San Juan, Puerto Rico
7-night caribbean cruise
$2,867
Windstar Cruises –
Wind Surf
Departs
Dec 05, 2027
from
Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,519
Windstar Cruises –
Wind Surf
Departs
Dec 05, 2027
from
Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$2,851
Windstar Cruises –
Wind Surf
Departs
Dec 12, 2027
from
Saint Maarten (Phillipsburg), Netherlands Antilles
15-night caribbean cruise
$4,919
Windstar Cruises –
Wind Surf
Departs
Dec 12, 2027
from
Saint Maarten (Phillipsburg), Netherlands Antilles
8-night caribbean cruise
$3,267
Windstar Cruises –
Wind Surf
Departs
Dec 19, 2027
from
Saint Maarten (Phillipsburg), Netherlands Antilles
15-night caribbean cruise
$5,219
Windstar Cruises –
Wind Surf
Departs
Dec 19, 2027
from
Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$3,262
Windstar Cruises –
Star Legend
Departs
Dec 20, 2027
from
San Juan, Puerto Rico
14-night caribbean cruise
$5,193
Windstar Cruises –
Star Legend
Departs
Dec 20, 2027
from
San Juan, Puerto Rico
7-night caribbean cruise
$3,230
Windstar Cruises –
Star Legend
Departs
Dec 27, 2027
from
San Juan, Puerto Rico
7-night caribbean cruise
$3,251
Windstar Cruises –
Wind Surf
Departs
Dec 27, 2027
from
Saint Maarten (Phillipsburg), Netherlands Antilles
13-night caribbean cruise
$4,819
Windstar Cruises –
Wind Surf
Departs
Dec 27, 2027
from
Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,993
Windstar Cruises –
Star Legend
Departs
Dec 27, 2027
from
San Juan, Puerto Rico
6-night caribbean cruise
$2,767
Windstar Cruises –
Wind Surf
Departs
Jan 03, 2028
from
Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$3,062
Windstar Cruises –
Star Legend
Departs
Jan 03, 2028
from
San Juan, Puerto Rico