Caribbean cruises Windstar Cruises - 71 deals for 2021, 2022

Save up to
22%
1922 ---- 1499
logo Windstar Cruises
from $2,439
Tour Operator Windstar Cruises
Ship Star Legend
Depart from Sint Maarten
Length 7 Nights
Departure Date 11 December 2021
Arrival Date 18 December 2021
Details

Save up to
16%
1666 ---- 1399
logo Windstar Cruises
from $2,276
Tour Operator Windstar Cruises
Ship Wind Surf
Depart from Sint Maarten
Length 7 Nights
Departure Date 11 December 2021
Arrival Date 18 December 2021
Details

Save up to
13%
2298 ---- 1999
logo Windstar Cruises
from $3,252
Tour Operator Windstar Cruises
Ship Star Legend
Depart from Sint Maarten
Length 10 Nights
Departure Date 18 December 2021
Arrival Date 28 December 2021
Details

Save up to
36%
3124 ---- 1999
logo Windstar Cruises
from $3,252
Tour Operator Windstar Cruises
Ship Wind Surf
Depart from Sint Maarten
Length 10 Nights
Departure Date 18 December 2021
Arrival Date 28 December 2021
Details

Save up to
15%
2352 ---- 1999
logo Windstar Cruises
from $3,252
Tour Operator Windstar Cruises
Ship Star Legend
Depart from Sint Maarten
Length 11 Nights
Departure Date 28 December 2021
Arrival Date 08 January 2022
Details

Save up to
38%
3063 ---- 1899
logo Windstar Cruises
from $3,089
Tour Operator Windstar Cruises
Ship Wind Surf
Depart from Sint Maarten
Length 11 Nights
Departure Date 28 December 2021
Arrival Date 08 January 2022
Details

Save up to
27%
2191 ---- 1599
logo Windstar Cruises
from $2,601
Tour Operator Windstar Cruises
Ship Star Legend
Depart from Sint Maarten
Length 7 Nights
Departure Date 08 January 2022
Arrival Date 15 January 2022
Details

Save up to
21%
2531 ---- 1999
logo Windstar Cruises
from $3,252
Tour Operator Windstar Cruises
Ship Wind Surf
Depart from Sint Maarten
Length 7 Nights
Departure Date 08 January 2022
Arrival Date 15 January 2022
Details

Save up to
25%
1999 ---- 1499
logo Windstar Cruises
from $2,439
Tour Operator Windstar Cruises
Ship Star Legend
Depart from Sint Maarten
Length 7 Nights
Departure Date 15 January 2022
Arrival Date 22 January 2022
Details

Save up to
19%
2468 ---- 1999
logo Windstar Cruises
from $3,252
Tour Operator Windstar Cruises
Ship Wind Surf
Depart from Sint Maarten
Length 7 Nights
Departure Date 15 January 2022
Arrival Date 22 January 2022
Details

Save up to
23%
2207 ---- 1699
logo Windstar Cruises
from $2,764
Tour Operator Windstar Cruises
Ship Star Legend
Depart from Sint Maarten
Length 7 Nights
Departure Date 22 January 2022
Arrival Date 29 January 2022
Details

Save up to
17%
2168 ---- 1799
logo Windstar Cruises
from $2,927
Tour Operator Windstar Cruises
Ship Wind Surf
Depart from Bridgetown
Length 7 Nights
Departure Date 22 January 2022
Arrival Date 29 January 2022
Details

Save up to
30%
2142 ---- 1499
logo Windstar Cruises
from $2,439
Tour Operator Windstar Cruises
Ship Star Legend
Depart from Sint Maarten
Length 7 Nights
Departure Date 29 January 2022
Arrival Date 05 February 2022
Details

Save up to
25%
2532 ---- 1899
logo Windstar Cruises
from $3,089
Tour Operator Windstar Cruises
Ship Wind Surf
Depart from Bridgetown
Length 8 Nights
Departure Date 29 January 2022
Arrival Date 06 February 2022
Details

Save up to
25%
2532 ---- 1899
logo Windstar Cruises
from $3,089
Tour Operator Windstar Cruises
Ship Star Legend
Depart from Sint Maarten
Length 7 Nights
Departure Date 05 February 2022
Arrival Date 12 February 2022
Details

Save up to
32%
5146 ---- 3499
logo Windstar Cruises
from $5,692
Tour Operator Windstar Cruises
Ship Wind Star
Depart from Colon
Length 11 Nights
Departure Date 05 February 2022
Arrival Date 16 February 2022
Details

Save up to
23%
2597 ---- 1999
logo Windstar Cruises
from $3,252
Tour Operator Windstar Cruises
Ship Star Legend
Depart from Sint Maarten
Length 7 Nights
Departure Date 12 February 2022
Arrival Date 19 February 2022
Details

Save up to
33%
4775 ---- 3199
logo Windstar Cruises
from $5,204
Tour Operator Windstar Cruises
Ship Wind Star
Depart from Bridgetown
Length 10 Nights
Departure Date 16 February 2022
Arrival Date 26 February 2022
Details

Save up to
30%
2856 ---- 1999
logo Windstar Cruises
from $3,252
Tour Operator Windstar Cruises
Ship Star Legend
Depart from Sint Maarten
Length 7 Nights
Departure Date 19 February 2022
Arrival Date 26 February 2022
Details

Save up to
32%
3676 ---- 2499
logo Windstar Cruises
from $4,066
Tour Operator Windstar Cruises
Ship Wind Surf
Depart from Cozumel Island
Length 11 Nights
Departure Date 22 February 2022
Arrival Date 05 March 2022
Details

Departure month