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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.
| 10th September 2026 for 9 nights | |
Venice ~ Rovinj ~ Zadar ~ Hvar Island ~ Dubrovnik ~ Kotor ~ Piran ~ Venice | |
Cruise Only from Oceanview £4,885pp Suite £5,960pp Please Call for Flights |
| 16th September 2026 for 8 nights | |
Cernobbio ~ Venice ~ Rovinj ~ Split ~ Kotor ~ Dubrovnik ~ Giardini Naxos ~ Sorrento ~ Rome | |
Please call for availability |
| 19th September 2026 for 8 nights | |
Venice ~ Rovinj ~ Split ~ Kotor ~ Dubrovnik ~ Giardini Naxos ~ Sorrento ~ Civitavecchia | |
Cruise Only from Oceanview £6,154pp Suite £7,109pp Please Call for Flights |
| 19th September 2026 for 18 nights | |
Venice ~ Rovinj ~ Split ~ Kotor ~ Dubrovnik ~ Giardini Naxos ~ Sorrento ~ Civitavecchia ~ Siracuse, Sicily ~ Valletta ~ Porto Empedocle ~ Trapani, Sicily ~ Lipari ~ Sorrento ~ Amalfi ~ Civitavecchia | |
Cruise Only from Oceanview £10,003pp Suite £13,361pp Please Call for Flights |
| 19th September 2026 for 10 nights | |
Venice ~ Rovinj ~ Split ~ Kotor ~ Dubrovnik ~ Giardini Naxos ~ Sorrento ~ Civitavecchia ~ Rome | |
Please call for availability |
| 27th September 2026 for 18 nights | |
Civitavecchia ~ Siracuse, Sicily ~ Valletta ~ Porto Empedocle ~ Trapani, Sicily ~ Lipari ~ Sorrento ~ Amalfi ~ Civitavecchia ~ Sorrento ~ Giardini Naxos ~ Kotor ~ Dubrovnik ~ Trogir ~ Rovinj ~ Venice | |
Cruise Only from Oceanview £9,600pp Suite £14,301pp Please Call for Flights |
| 27th September 2026 for 10 nights | |
Civitavecchia ~ Siracuse, Sicily ~ Valletta ~ Porto Empedocle ~ Trapani, Sicily ~ Lipari ~ Sorrento ~ Amalfi ~ Civitavecchia | |
Cruise Only from Oceanview £4,318pp Suite £6,930pp Please Call for Flights |
| 5th October 2026 for 10 nights | |
Rome ~ Civitavecchia ~ Sorrento ~ Giardini Naxos ~ Kotor ~ Dubrovnik ~ Trogir ~ Rovinj ~ Venice | |
Please call for availability |
| 7th October 2026 for 8 nights | |
Civitavecchia ~ Sorrento ~ Giardini Naxos ~ Kotor ~ Dubrovnik ~ Trogir ~ Rovinj ~ Venice | |
Cruise Only from Oceanview £5,766pp Suite £8,065pp Please Call for Flights |
| 7th October 2026 for 12 nights | |
Civitavecchia ~ Sorrento ~ Giardini Naxos ~ Kotor ~ Dubrovnik ~ Trogir ~ Rovinj ~ Venice ~ Cernobbio | |
Please call for availability |
| 12th October 2026 for 13 nights | |
Cernobbio ~ Venice ~ Rovinj ~ Split ~ Dubrovnik ~ Kotor ~ Giardini Naxos ~ Sorrento ~ Civitavecchia | |
Please call for availability |
| 15th October 2026 for 23 nights | |
Venice ~ Rovinj ~ Split ~ Dubrovnik ~ Kotor ~ Giardini Naxos ~ Sorrento ~ Civitavecchia ~ Portofino ~ Monte-Carlo ~ Sanary-sur-Mer ~ Palamós ~ Barcelona ~ Palma de Mallorca ~ Cartagena ~ Málaga ~ Gibraltar ~ Cádiz ~ Lisbon | |
Cruise Only from Oceanview £7,919pp Suite £14,784pp Please Call for Flights |
| 15th October 2026 for 10 nights | |
Venice ~ Rovinj ~ Split ~ Dubrovnik ~ Kotor ~ Giardini Naxos ~ Sorrento ~ Civitavecchia | |
Cruise Only from Oceanview £4,178pp Suite £7,051pp Please Call for Flights |
| 15th October 2026 for 15 nights | |
Venice ~ Rovinj ~ Split ~ Dubrovnik ~ Kotor ~ Giardini Naxos ~ Sorrento ~ Civitavecchia ~ Portofino ~ Monte-Carlo ~ Sanary-sur-Mer ~ Palamós ~ Barcelona | |
Cruise Only from Oceanview £5,325pp Suite £9,466pp Please Call for Flights |
| 15th October 2026 for 12 nights | |
Venice ~ Rovinj ~ Split ~ Dubrovnik ~ Kotor ~ Giardini Naxos ~ Sorrento ~ Civitavecchia ~ Rome ~ Vatican City | |
Please call for availability |
| 23rd October 2026 for 7 nights | |
Venice ~ Rome ~ Civitavecchia ~ Portofino ~ Monte-Carlo ~ Sanary-sur-Mer ~ Palamós ~ Barcelona | |
Please call for availability |
| 25th October 2026 for 13 nights | |
Civitavecchia ~ Portofino ~ Monte-Carlo ~ Sanary-sur-Mer ~ Palamós ~ Barcelona ~ Palma de Mallorca ~ Cartagena ~ Málaga ~ Gibraltar ~ Cádiz ~ Lisbon | |
Cruise Only from Oceanview £3,953pp Suite £8,028pp Please Call for Flights |
| 25th October 2026 for 5 nights | |
Civitavecchia ~ Portofino ~ Monte-Carlo ~ Sanary-sur-Mer ~ Palamós ~ Barcelona | |
Cruise Only from Oceanview £1,388pp Suite £2,843pp Please Call for Flights |
| 25th October 2026 for 9 nights | |
Civitavecchia ~ Portofino ~ Monte-Carlo ~ Sanary-sur-Mer ~ Palamós ~ Barcelona ~ Madrid | |
Please call for availability |
| 26th October 2026 for 12 nights | |
Madrid ~ Barcelona ~ Palma de Mallorca ~ Cartagena ~ Málaga ~ Gibraltar ~ Cádiz ~ Lisbon | |
Please call for availability |
| 30th October 2026 for 12 nights | |
Barcelona ~ Palma de Mallorca ~ Cartagena ~ Málaga ~ Gibraltar ~ Cádiz ~ Lisbon | |
Cruise Only from Oceanview £4,449pp Suite £7,285pp Please Call for Flights |
| 30th October 2026 for 8 nights | |
Barcelona ~ Palma de Mallorca ~ Cartagena ~ Málaga ~ Gibraltar ~ Cádiz ~ Lisbon | |
Cruise Only from Oceanview £2,732pp Suite £5,568pp Please Call for Flights |
| 5th December 2026 for 21 nights | |
Lisbon ~ Philipsburg ~ Gustavia ~ Falmouth ~ Road Bay ~ Sopers Hole, Tortola ~ Great Harbour, Jost Van Dyke ~ Philipsburg | |
Please call for availability |
| 5th December 2026 for 14 nights | |
Lisbon ~ Philipsburg | |
Please call for availability |
| 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 £4,843pp Suite £8,238pp Please Call for Flights |