Cruise Club Logo
  • Join! It's Free
  • Free Cruise Quote
Cruise Club Logo
  • Join! It's Free
  • Free Cruise Quote
Cruise Club Logo

Wind Surf Cruise Itineraries & Ship Specs

Windstar Cruises
Wind Surf from Windstar Cruises

Search Widget

Wind Surf Overview

The largest sailing cruise ship in the world, Wind Surf impresses with five masts and elegant interiors.

About the Wind Surf
  • Total Passengers: 342 guests
  • Total Crew: 210 staff
  • Year Built: 1990
  • Last Renovation: 2019
  • Gross Tonnage: 14745 tonnes
  • Length: 617 ft (188 m)
  • Beam (width): 66 ft (20 m)
  • Speed: 12 knots (under sail)
  • Draft: 16 ft (4.9 m)
  • Ship Class: Wind Class
  • Ship Registry: Bahamas
View Sailing Dates

Wind Surf Sailing Dates

Oct 25, 2026 (Sun - Fri)
5 Nt Southern Europe Cruise
From Civitavecchia (Rome)
Ports of Call:
Civitavecchia, Rome | Portofino | Monte Carlo | Sanary-Sur-Mer | Palamos | Barcelona
Special Offers:
  • Reduced Deposits
  • Signature Collection
$2,372 pp
Oct 30, 2026 (Fri - Sat)
8 Nt Western Mediterranean Cruise
From Barcelona
Ports of Call:
Barcelona | Palma De Mallorca | Cartagena, Spain | Almeria, Granada | Malaga | Gibraltar | Cadiz | Lisbon | Lisbon
Special Offers:
  • Reduced Deposits
  • Signature Collection
$4,502 pp
Dec 19, 2026 (Sat - Sat)
7 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Gustavia, St Barthelemy | Falmouth Harbour, Antigua | Road Bay, Anguilla | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$3,148 pp
Dec 19, 2026 (Sat - Sat)
14 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Gustavia, St Barthelemy | Falmouth Harbour, Antigua | Road Bay, Anguilla | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Philipsburg, St Maarten | Gustavia, St Barthelemy | Charlestown | Roseau, Dominica | Mayreau | Les Saintes, Guadeloupe | Basseterre, St Kitts | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$6,070 pp
Dec 26, 2026 (Sat - Sat)
7 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Gustavia, St Barthelemy | Charlestown | Roseau, Dominica | Mayreau | Les Saintes, Guadeloupe | Basseterre, St Kitts | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$3,132 pp
Dec 26, 2026 (Sat - Sat)
14 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Gustavia, St Barthelemy | Charlestown | Roseau, Dominica | Mayreau | Les Saintes, Guadeloupe | Basseterre, St Kitts | Philipsburg, St Maarten | Falmouth Harbour, Antigua | Road Bay, Anguilla | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Gustavia, St Barthelemy | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$5,510 pp
Jan 2, 2027 (Sat - Sat)
7 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Falmouth Harbour, Antigua | Road Bay, Anguilla | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Gustavia, St Barthelemy | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$2,658 pp
Jan 2, 2027 (Sat - Sat)
14 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Falmouth Harbour, Antigua | Road Bay, Anguilla | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Gustavia, St Barthelemy | Philipsburg, St Maarten | Charlestown | Les Saintes, Guadeloupe | Mayreau | Roseau, Dominica | Basseterre, St Kitts | Gustavia, St Barthelemy | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$5,580 pp
Jan 9, 2027 (Sat - Sat)
14 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Charlestown | Les Saintes, Guadeloupe | Mayreau | Roseau, Dominica | Basseterre, St Kitts | Gustavia, St Barthelemy | Philipsburg, St Maarten | Road Bay, Anguilla | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Gustavia, St Barthelemy | Falmouth Harbour, Antigua | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$5,860 pp
Jan 9, 2027 (Sat - Sat)
7 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Charlestown | Les Saintes, Guadeloupe | Mayreau | Roseau, Dominica | Basseterre, St Kitts | Gustavia, St Barthelemy | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$2,922 pp
Jan 16, 2027 (Sat - Sat)
14 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Road Bay, Anguilla | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Gustavia, St Barthelemy | Falmouth Harbour, Antigua | Philipsburg, St Maarten | Charlestown | Roseau, Dominica | Mayreau | Les Saintes, Guadeloupe | Basseterre, St Kitts | Gustavia, St Barthelemy | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$6,700 pp
Jan 16, 2027 (Sat - Sat)
7 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Road Bay, Anguilla | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Gustavia, St Barthelemy | Falmouth Harbour, Antigua | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$2,868 pp
Jan 23, 2027 (Sat - Sat)
14 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Charlestown | Roseau, Dominica | Mayreau | Les Saintes, Guadeloupe | Basseterre, St Kitts | Gustavia, St Barthelemy | Philipsburg, St Maarten | Road Bay, Anguilla | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Gustavia, St Barthelemy | Falmouth Harbour, Antigua | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$7,190 pp
Jan 23, 2027 (Sat - Sat)
7 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Charlestown | Roseau, Dominica | Mayreau | Les Saintes, Guadeloupe | Basseterre, St Kitts | Gustavia, St Barthelemy | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$3,937 pp
Jan 30, 2027 (Sat - Sat)
14 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Road Bay, Anguilla | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Gustavia, St Barthelemy | Falmouth Harbour, Antigua | Philipsburg, St Maarten | Charlestown | Roseau, Dominica | Mayreau | Les Saintes, Guadeloupe | Basseterre, St Kitts | Gustavia, St Barthelemy | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$6,630 pp
Jan 30, 2027 (Sat - Sat)
7 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Road Bay, Anguilla | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Gustavia, St Barthelemy | Falmouth Harbour, Antigua | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$3,603 pp
Feb 6, 2027 (Sat - Sat)
14 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Charlestown | Roseau, Dominica | Mayreau | Les Saintes, Guadeloupe | Basseterre, St Kitts | Gustavia, St Barthelemy | Philipsburg, St Maarten | Falmouth Harbour, Antigua | Road Bay, Anguilla | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Gustavia, St Barthelemy | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$5,860 pp
Feb 6, 2027 (Sat - Sat)
7 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Charlestown | Roseau, Dominica | Mayreau | Les Saintes, Guadeloupe | Basseterre, St Kitts | Gustavia, St Barthelemy | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$3,132 pp
Feb 13, 2027 (Sat - Sat)
14 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Falmouth Harbour, Antigua | Road Bay, Anguilla | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Gustavia, St Barthelemy | Philipsburg, St Maarten | Charlestown | Roseau, Dominica | Mayreau | Les Saintes, Guadeloupe | Basseterre, St Kitts | Gustavia, St Barthelemy | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$5,860 pp
Feb 13, 2027 (Sat - Sat)
7 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Falmouth Harbour, Antigua | Road Bay, Anguilla | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Gustavia, St Barthelemy | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$2,938 pp
Feb 20, 2027 (Sat - Sat)
7 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Charlestown | Roseau, Dominica | Mayreau | Les Saintes, Guadeloupe | Basseterre, St Kitts | Gustavia, St Barthelemy | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$3,657 pp
Feb 20, 2027 (Sat - Sat)
14 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Charlestown | Roseau, Dominica | Mayreau | Les Saintes, Guadeloupe | Basseterre, St Kitts | Gustavia, St Barthelemy | Philipsburg, St Maarten | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Gustavia, St Barthelemy | Road Bay, Anguilla | Falmouth Harbour, Antigua | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$6,630 pp
Feb 27, 2027 (Sat - Sat)
7 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Gustavia, St Barthelemy | Road Bay, Anguilla | Falmouth Harbour, Antigua | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$3,288 pp
Feb 27, 2027 (Sat - Sat)
14 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Sopers Hole, Tortola, Bvi | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Virgin Gorda/Prickly Pear, Bvi | Gustavia, St Barthelemy | Road Bay, Anguilla | Falmouth Harbour, Antigua | Philipsburg, St Maarten | Charlestown | Roseau, Dominica | Mayreau | Les Saintes, Guadeloupe | Basseterre, St Kitts | Gustavia, St Barthelemy | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$6,280 pp
Mar 6, 2027 (Sat - Sat)
7 Nt Eastern Caribbean Cruise
From St Maarten
Ports of Call:
Philipsburg, St Maarten | Charlestown | Roseau, Dominica | Mayreau | Les Saintes, Guadeloupe | Basseterre, St Kitts | Gustavia, St Barthelemy | Philipsburg, St Maarten
Special Offers:
  • Reduced Deposits
  • Signature Collection
$3,412 pp

Thank you!

Close