Caribbean cruises Windstar Cruises - 59 deals for 2022, 2023

Save up to
30%
3142 ---- 2199
logo Windstar Cruises
from $3,446
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%
3466 ---- 2599
logo Windstar Cruises
from $4,073
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%
3732 ---- 2799
logo Windstar Cruises
from $4,387
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%
4705 ---- 3199
logo Windstar Cruises
from $5,014
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%
3636 ---- 2799
logo Windstar Cruises
from $4,387
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 $5,014
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%
3999 ---- 2799
logo Windstar Cruises
from $4,387
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%
4999 ---- 3399
logo Windstar Cruises
from $5,327
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

Save up to
28%
3055 ---- 2199
logo Windstar Cruises
from $3,446
Tour Operator Windstar Cruises
Ship Star Legend
Depart from Sint Maarten
Length 7 Nights
Departure Date 26 February 2022
Arrival Date 05 March 2022
Details

Save up to
26%
3783 ---- 2799
logo Windstar Cruises
from $4,387
Tour Operator Windstar Cruises
Ship Star Legend
Depart from Sint Maarten
Length 7 Nights
Departure Date 05 March 2022
Arrival Date 12 March 2022
Details

Save up to
19%
3086 ---- 2499
logo Windstar Cruises
from $3,917
Tour Operator Windstar Cruises
Ship Wind Star
Depart from Bridgetown
Length 7 Nights
Departure Date 05 March 2022
Arrival Date 12 March 2022
Details

Save up to
20%
3124 ---- 2499
logo Windstar Cruises
from $3,917
Tour Operator Windstar Cruises
Ship Wind Surf
Depart from Sint Maarten
Length 7 Nights
Departure Date 05 March 2022
Arrival Date 12 March 2022
Details

Save up to
24%
3947 ---- 2999
logo Windstar Cruises
from $4,700
Tour Operator Windstar Cruises
Ship Star Legend
Depart from Sint Maarten
Length 7 Nights
Departure Date 12 March 2022
Arrival Date 19 March 2022
Details

Save up to
17%
3011 ---- 2499
logo Windstar Cruises
from $3,917
Tour Operator Windstar Cruises
Ship Wind Star
Depart from Bridgetown
Length 7 Nights
Departure Date 12 March 2022
Arrival Date 19 March 2022
Details

Save up to
18%
3048 ---- 2499
logo Windstar Cruises
from $3,917
Tour Operator Windstar Cruises
Ship Wind Surf
Depart from Sint Maarten
Length 7 Nights
Departure Date 12 March 2022
Arrival Date 19 March 2022
Details

Save up to
24%
3289 ---- 2499
logo Windstar Cruises
from $3,917
Tour Operator Windstar Cruises
Ship Wind Star
Depart from Bridgetown
Length 7 Nights
Departure Date 19 March 2022
Arrival Date 26 March 2022
Details

Save up to
25%
3332 ---- 2499
logo Windstar Cruises
from $3,917
Tour Operator Windstar Cruises
Ship Wind Surf
Depart from Sint Maarten
Length 7 Nights
Departure Date 19 March 2022
Arrival Date 26 March 2022
Details

Save up to
23%
3506 ---- 2699
logo Windstar Cruises
from $4,230
Tour Operator Windstar Cruises
Ship Wind Surf
Depart from Sint Maarten
Length 7 Nights
Departure Date 26 March 2022
Arrival Date 02 April 2022
Details

Save up to
13%
2873 ---- 2499
logo Windstar Cruises
from $3,917
Tour Operator Windstar Cruises
Ship Star Pride
Depart from San Juan
Length 9 Nights
Departure Date 03 November 2022
Arrival Date 12 November 2022
Details

Save up to
11%
2808 ---- 2499
logo Windstar Cruises
from $3,917
Tour Operator Windstar Cruises
Ship Star Pride
Depart from San Juan
Length 7 Nights
Departure Date 12 November 2022
Arrival Date 19 November 2022
Details

Departure month