Mon-Fri 9am to 5:30pm, Sat 9am to 8pm
Sun 10am to 7pm, Bank Holidays Closed
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Wind Surf
  • Overview
  • Deckplans
  • Staterooms
  • Dining
  • Entertainment
  • Health & Fitness
  • Enrichment
Launch Year
1998
Refit Year
2019
Tonnage
14,745
Capacity
342
Cabins
171
Accessible
0
Wind Surf
  • Introduction
  • Gratuities
  • Staterooms
  • Dining
  • Enrichment
  • Entertainment
  • Health & Fitness
  • Kids & Teenagers

Windstar's Flagship Sailing Ship

On any day, our 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. During their cruise, you will find the perfect setting for ‘making an entrance’ in the beautiful reception area – and, appropriately, that’s only the beginning.

When you return to your stateroom, the luxury gets personal. Windstar’s signature bowl of fresh fruit will still be waiting for you, along with rich tufted headboards, soft seascape colors, beautiful new upholstery, and fine count Egyptian cotton linens welcome you to an oasis of relaxing indulgence.

Wind Surf underwent a significant renovation of public spaces and suites, including an expanded lounge with new lights and sound for upcoming stage performances. Relax into the destinations you’re visiting at the new World Spa by Windstar, which will offer regional spa treatments, including massage styles like Swedish, Japanese Shiatsu and Hawaiian Lomi Lomi. An Officer’s Suite, which might be the only one of its kind, provides you with the chance to stay in the heart of the officer quarters tucked right behind the Bridge.

Everything about Wind Surf speaks of welcome. Come aboard and see it for yourself.

Windstar has always been known for our iconic sailing ships, and now we are embarking on a multi-year refresh of the Wind Class ships. The initiative, Setting Sails: A Wind Class Refresh, brings the tight-knit connection of the Windstar community to the forefront through the redesign of public spaces and staterooms. From a revamped lobby to a new pool and larger pool bar, new World Spa by Windstar to a redesigned lounge, this initiative also includes intricate details like new teak decks and décor for a timeless and welcoming experience. Wind Surf will complete her redesign in 2026.

Available cruises aboard the Wind Surf
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Beach Fun & Sun: A Remote Caribbean Getaway
19th December 2026 for 7 nights
Philipsburg ~ Gustavia ~ Falmouth ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Philipsburg
Cruise Only
from
Oceanview
£2,796pp
Suite
£4,585pp
Please Call
for Flights
Star Collector: Caribbean Explorations
19th December 2026 for 14 nights
Philipsburg ~ Gustavia ~ Falmouth ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Philipsburg ~ Gustavia ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Philipsburg
Cruise Only
from
Oceanview
£6,036pp
Suite
£9,562pp
Please Call
for Flights
Classic Caribbean
26th December 2026 for 7 nights
Philipsburg ~ Gustavia ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Philipsburg
Cruise Only
from
Oceanview
£3,551pp
Suite
£5,469pp
Please Call
for Flights
Star Collector: Caribbean Explorations
26th December 2026 for 14 nights
Philipsburg ~ Gustavia ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Philipsburg ~ Falmouth ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£5,984pp
Suite
£9,614pp
Please Call
for Flights
Beach Fun & Sun: A Remote Caribbean Getaway
2nd January 2027 for 7 nights
Philipsburg ~ Falmouth ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£2,693pp
Suite
£4,611pp
Please Call
for Flights
Star Collector: Caribbean Explorations
2nd January 2027 for 14 nights
Philipsburg ~ Falmouth ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Philipsburg ~ Terre-de-Haut ~ Mayreau Island ~ Roseau ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£4,844pp
Suite
£8,318pp
Please Call
for Flights
Classic Caribbean
9th January 2027 for 7 nights
Philipsburg ~ Terre-de-Haut ~ Mayreau Island ~ Roseau ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£2,616pp
Suite
£4,535pp
Please Call
for Flights
Star Collector: Caribbean Explorations
9th January 2027 for 14 nights
Philipsburg ~ Terre-de-Haut ~ Mayreau Island ~ Roseau ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Falmouth ~ Philipsburg
Cruise Only
from
Oceanview
£5,051pp
Suite
£8,888pp
Please Call
for Flights
Beach Fun & Sun: A Remote Caribbean Getaway
16th January 2027 for 7 nights
Philipsburg ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Falmouth ~ Philipsburg
Cruise Only
from
Oceanview
£2,667pp
Suite
£4,793pp
Please Call
for Flights
Star Collector: Caribbean Explorations
16th January 2027 for 14 nights
Philipsburg ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Falmouth ~ Philipsburg ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£6,244pp
Suite
£10,081pp
Please Call
for Flights
Classic Caribbean
23rd January 2027 for 7 nights
Philipsburg ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£3,861pp
Suite
£5,779pp
Please Call
for Flights
Star Collector: Caribbean Explorations
23rd January 2027 for 14 nights
Philipsburg ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Falmouth ~ Philipsburg
Cruise Only
from
Oceanview
£6,192pp
Suite
£9,977pp
Please Call
for Flights
Beach Fun & Sun: A Remote Caribbean Getaway
30th January 2027 for 7 nights
Philipsburg ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Falmouth ~ Philipsburg
Cruise Only
from
Oceanview
£2,641pp
Suite
£4,689pp
Please Call
for Flights
Star Collector: Caribbean Explorations
30th January 2027 for 14 nights
Philipsburg ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Falmouth ~ Philipsburg ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£5,518pp
Suite
£9,511pp
Please Call
for Flights
Classic Caribbean
6th February 2027 for 7 nights
Philipsburg ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£3,135pp
Suite
£5,287pp
Please Call
for Flights
Star Collector: Caribbean Explorations
6th February 2027 for 14 nights
Philipsburg ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg ~ Falmouth ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£5,259pp
Suite
£9,096pp
Please Call
for Flights
Beach Fun & Sun: A Remote Caribbean Getaway
13th February 2027 for 7 nights
Philipsburg ~ Falmouth ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£2,615pp
Suite
£4,767pp
Please Call
for Flights
Star Collector: Caribbean Explorations
13th February 2027 for 14 nights
Philipsburg ~ Falmouth ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Philipsburg ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£4,533pp
Suite
£8,163pp
Please Call
for Flights
Classic Caribbean
20th February 2027 for 7 nights
Philipsburg ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£2,331pp
Suite
£4,250pp
Please Call
for Flights
Star Collector: Caribbean Explorations
20th February 2027 for 14 nights
Philipsburg ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Road Bay ~ Falmouth ~ Philipsburg
Cruise Only
from
Oceanview
£4,222pp
Suite
£7,644pp
Please Call
for Flights
Beach Fun & Sun: A Remote Caribbean Getaway
27th February 2027 for 7 nights
Philipsburg ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Road Bay ~ Falmouth ~ Philipsburg
Cruise Only
from
Oceanview
£2,278pp
Suite
£4,196pp
Please Call
for Flights
Star Collector: Caribbean Explorations
27th February 2027 for 14 nights
Philipsburg ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Road Bay ~ Falmouth ~ Philipsburg ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£4,170pp
Suite
£7,800pp
Please Call
for Flights
Classic Caribbean
6th March 2027 for 7 nights
Philipsburg ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£2,305pp
Suite
£4,379pp
Please Call
for Flights
Star Collector: Caribbean Explorations
6th March 2027 for 14 nights
Philipsburg ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg ~ Falmouth ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£4,429pp
Suite
£8,163pp
Please Call
for Flights
Star Collector: Caribbean Explorations
13th March 2027 for 14 nights
Philipsburg ~ Falmouth ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Gustavia ~ Philipsburg ~ Roseau ~ Mayreau Island ~ Terre-de-Haut ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg
Cruise Only
from
Oceanview
£5,051pp
Suite
£8,681pp
Please Call
for Flights
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