Windstar Cruises Wind Surf Cruise Itineraries

Select an upcoming Wind Surf cruise itinerary list below to find a Wind Surf sailing itinerary by cruise area or departure port.

Group Cruises by:   Destination  |  Date  |  Cruise
Caribbean
11/29/2020
6 Night Caribbean Cruise
Yachtsmans Caribbean 6D Ph1
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$1,499
-
-
12/05/2020
7 Night Caribbean Cruise
Classic Caribbean 7D Ph1
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$1,499
-
-
12/12/2020
7 Night Caribbean Cruise
Yachtsmans Caribbean 7D Ph1
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$1,499
-
-
12/19/2020
7 Night Caribbean Cruise
Classic Caribbean 7D Ph1
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,499
-
-
12/26/2020
7 Night Caribbean Cruise
Yachtsmans Caribbean
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,999
-
-
01/02/2021
7 Night Caribbean Cruise
Lush & Lovely Islands of the Lesser Antilles 7D Ph1
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,199
-
-
01/09/2021
7 Night Caribbean Cruise
Jewels of Windward Islands 7D Bgi
on the Windstar Cruises Wind Surf departing from Bridgetown, Barbados
Interior
Oceanview
Balcony
Suite
-
$2,499
-
-
01/16/2021
7 Night Caribbean Cruise
Uncovering the Windward Wonders of the Caribbean 7D Bgi
on the Windstar Cruises Wind Surf departing from Bridgetown, Barbados
Interior
Oceanview
Balcony
Suite
-
$2,499
-
-
01/23/2021
7 Night Caribbean Cruise
Jewels of Windward Islands 7D Bgi
on the Windstar Cruises Wind Surf departing from Bridgetown, Barbados
Interior
Oceanview
Balcony
Suite
-
$2,499
-
-
01/30/2021
7 Night Caribbean Cruise
Lush & Lovely Islands of the Lesser Antilles 7D Bgi
on the Windstar Cruises Wind Surf departing from Bridgetown, Barbados
Interior
Oceanview
Balcony
Suite
-
$2,199
-
-
02/06/2021
7 Night Caribbean Cruise
Yachtsmans Caribbean 7D Ph1
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,499
-
-
02/13/2021
7 Night Caribbean Cruise
Classic Caribbean 7D Ph1
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,399
-
-
02/20/2021
7 Night Caribbean Cruise
Lush & Lovely Islands of the Lesser Antilles 7D Ph1
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,199
-
-
02/27/2021
7 Night Caribbean Cruise
Jewels of Windward Islands 7D Bgi
on the Windstar Cruises Wind Surf departing from Bridgetown, Barbados
Interior
Oceanview
Balcony
Suite
-
$2,399
-
-
03/06/2021
7 Night Caribbean Cruise
Uncovering the Windward Wonders of the Caribbean 7D Bgi
on the Windstar Cruises Wind Surf departing from Bridgetown, Barbados
Interior
Oceanview
Balcony
Suite
-
$2,399
-
-
03/13/2021
7 Night Caribbean Cruise
Jewels of Windward Islands 7D Bgi
on the Windstar Cruises Wind Surf departing from Bridgetown, Barbados
Interior
Oceanview
Balcony
Suite
-
$2,399
-
-
03/20/2021
7 Night Caribbean Cruise
Lush & Lovely Islands of the Lesser Antilles 7D Bgi
on the Windstar Cruises Wind Surf departing from Bridgetown, Barbados
Interior
Oceanview
Balcony
Suite
-
$2,399
-
-
03/27/2021
7 Night Caribbean Cruise
Yachtsmans Caribbean 7D Ph1
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,399
-
-
04/03/2021
7 Night Caribbean Cruise
Classic Caribbean 7D Ph1
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,399
-
-
Mediterranean
09/05/2020
7 Night Mediterranean Cruise
Yachtmans Harbors of the Rivieras 7D Bcn
on the Windstar Cruises Wind Surf departing from Barcelona, Spain
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
11/01/2020
7 Night Mediterranean Cruise
Autumn Revelries on the French Riviera 7D Cvv
on the Windstar Cruises Wind Surf departing from Civitavecchia, Italy
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
05/02/2021
7 Night Mediterranean Cruise
Yachtmans Harbors of the Rivieras 7D Bcn
on the Windstar Cruises Wind Surf departing from Barcelona, Spain
Interior
Oceanview
Balcony
Suite
-
$2,899
-
-
06/22/2021
7 Night Mediterranean Cruise
Enchanting Greece & the Amalfi Coast 7D Pir
on the Windstar Cruises Wind Surf departing from Piraeus, Greece
Interior
Oceanview
Balcony
Suite
-
$3,199
-
-
06/06/2020
8 Night Mediterranean Cruise
Spanish Symphony 8D Bcn
on the Windstar Cruises Wind Surf departing from Barcelona, Spain
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
08/28/2020
8 Night Mediterranean Cruise
Spanish Symphony 8D Lis
on the Windstar Cruises Wind Surf departing from Lisbon, Portugal
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
09/12/2020
8 Night Mediterranean Cruise
Classic Italy & the Dalmatian Coast 8D Cvv
on the Windstar Cruises Wind Surf departing from Civitavecchia, Italy
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
09/20/2020
8 Night Mediterranean Cruise
Classic Italy & the Dalmatian Coast 8D Vce
on the Windstar Cruises Wind Surf departing from Venice, Italy
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
10/08/2020
8 Night Mediterranean Cruise
Classic Italy & the Dalmatian Coast 8D Cvv
on the Windstar Cruises Wind Surf departing from Civitavecchia, Italy
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
10/24/2020
8 Night Mediterranean Cruise
Classic Italy & the Dalmatian Coast 8D Vce
on the Windstar Cruises Wind Surf departing from Venice, Italy
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
11/08/2020
8 Night Mediterranean Cruise
Spanish Symphony 8D Bcn
on the Windstar Cruises Wind Surf departing from Barcelona, Spain
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
04/24/2021
8 Night Mediterranean Cruise
Spanish Symphony 8D Lis
on the Windstar Cruises Wind Surf departing from Lisbon, Portugal
Interior
Oceanview
Balcony
Suite
-
$2,999
-
-
05/26/2021
8 Night Mediterranean Cruise
Classic Italy & the Dalmatian Coast 8D Cvv
on the Windstar Cruises Wind Surf departing from Civitavecchia, Italy
Interior
Oceanview
Balcony
Suite
-
$4,099
-
-
06/03/2021
9 Night Mediterranean Cruise
Antiquities of the Adriatic & Greece 9D Vce
on the Windstar Cruises Wind Surf departing from Venice, Italy
Interior
Oceanview
Balcony
Suite
-
$4,199
-
-
06/29/2021
9 Night Mediterranean Cruise
Classic Italy & the Dalmatian Coast 9D Cvv
on the Windstar Cruises Wind Surf departing from Civitavecchia, Italy
Interior
Oceanview
Balcony
Suite
-
$4,299
-
-
09/28/2020
10 Night Mediterranean Cruise
Sicilian Splendors 10D Cvv
on the Windstar Cruises Wind Surf departing from Civitavecchia, Italy
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
05/09/2021
10 Night Mediterranean Cruise
Sicilian Splendors 10D Cvv
on the Windstar Cruises Wind Surf departing from Civitavecchia, Italy
Interior
Oceanview
Balcony
Suite
-
$5,199
-
-
06/12/2021
10 Night Mediterranean Cruise
Ancient Wonders of Greece & Ephesus 10D Pir
on the Windstar Cruises Wind Surf departing from Piraeus, Greece
Interior
Oceanview
Balcony
Suite
-
$6,499
-
-
Scandinavia & Northern Europe
06/22/2020
8 Night Scandinavia & Northern Europe Cruise
Gaelic Explorer 8D Dlg
on the Windstar Cruises Wind Surf departing from Dun Laoghaire, Ireland
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
08/09/2020
8 Night Scandinavia & Northern Europe Cruise
Sail Amsterdam Celebration 8D Le1
on the Windstar Cruises Wind Surf departing from Leith, Scotland
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
06/30/2020
10 Night Scandinavia & Northern Europe Cruise
Norwegian Fjords Spectacular 10D Le1
on the Windstar Cruises Wind Surf departing from Leith, Scotland
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
07/10/2020
10 Night Scandinavia & Northern Europe Cruise
Baltic Delights 10D Cph
on the Windstar Cruises Wind Surf departing from Copenhagen, Denmark
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
07/20/2020
10 Night Scandinavia & Northern Europe Cruise
Baltic Delights 10D Sto
on the Windstar Cruises Wind Surf departing from Stockholm, Sweden
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
07/30/2020
10 Night Scandinavia & Northern Europe Cruise
Norwegian Fjords Spectacular 10D Cph
on the Windstar Cruises Wind Surf departing from Copenhagen, Denmark
Interior
Oceanview
Balcony
Suite
Contact cruise line for pricing & availability
Transatlantic
11/16/2020
13 Night Transatlantic Cruise
Transatlantic 13D Lis
on the Windstar Cruises Wind Surf departing from Lisbon, Portugal
Interior
Oceanview
Balcony
Suite
-
$1,799
-
-
04/10/2021
14 Night Transatlantic Cruise
Ocean Crossing + Ponta Delgada, Azores 14D Ph1
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$1,599
-
-
OCG Class
Luxury
Wind Surf
Year Built1990
Year Last Refurbished2012
Capacity312 passengers
Decks7
Tonnage14,745
RegistryBahamas