Philipsburg, St. Maarten to Oranjestad
- 4 Jan ‘26
- 28 nights
- Departing from Philipsburg
- Wind Surf
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Inside price fromCall for price
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Outside price from$9,099*/pp
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Balcony price fromCall for price
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Suite price from$11,899*/pp
YOUR ITINERARY
Philipsburg, St. Martin - Falmouth, Antigua - Road Bay, Anguilla - Soper'S Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I - Jost Van Dyke, B.V.I - Virgin Gorda, B.V.I - Gustavia, St. Barthelemy - Philipsburg, St. Martin - Basseterre, St. Kitts - Little Bay, Montserrat, Bwi - Gustavia, St. Barthelemy - Les Saintes, F.W.I. - Roseau, Dominica - Pigeon Island, St.Lucia - Bridgetown, Barbados - Anse Mitan, Martinique - Castries, St. Lucia - Pigeon Island, St.Lucia - Pigeon Island, St.Lucia - Bequia, Grenadines - Mayreau, Grenadines - St Georges, Grenada - Bridgetown, Barbados - Man-o-War Bay, Charlotteville, Tobago - Mayreau, Grenadines - Soufriere, St. Lucia - Kralendijk, Bonaire - Willemstad, Curacao - Oranjestad, Aruba
























Philipsburg is the capital of Sint Maarten, the Dutch side of t...
Surrounded by many abandoned sugar mills, the small village o...
Soper’s Hole Marina is arguably one of the most picturesq...
Inviting beaches and tiny shops selling local treasures wel...
Inviting beaches and tiny shops selling local trea...
The most chic resorts of the British Virgin Isles are...
Gustavia is the main town and capital of the island of S...
Philipsburg is the capital of Sint Maarten, the Dutch si...
Basseterre, set against the irresistible backdrop of ...
Little Bay is a town under construction, intended to be ...
Gustavia is the main town and capital of the island ...
The Îles des Saintes, or Les Saintes, are dependency i...
Roseau is the capital of the Caribbean island nation of D...
The twin towers of the Pitons, two volcanic peaks rising to...
An infectiously happy island, with beautiful beac...
This is the Caribbean of days gone by – deep blue wat...
Castries is the capital of the island nation of St. Luc...
The twin towers of the Pitons, two volcanic peaks rising t...
The twin towers of the Pitons, two volcanic peaks...
Life in Bequia revolves around the sea. Walk through the pret...
In the north of Mayreau is Salt Whistle Bay, a per...
St. George’s is the capital city of the Car...
An infectiously happy island, with beautiful beaches, balmy ...
The large, horseshoe-shaped Man of War Bay is frin...
In the north of Mayreau is Salt Whistle Bay, a perfect half m...
Soufrière is a town on the West Coast of Saint Lucia,...
Kralendijk is the capital of Bonaire, a Dutch island ...
The people of the Netherlands established a tradi...
When it comes to the Caribbean, many islands are bles...
YOUR SHIP - The Wind Surf
On any day, our 342-guest flagship, Wind Surf, the world’s largest sailing ship, 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 bowls of flowers and 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 recently underwent a significant renovation in November 2019 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. A new Officer’s Suite, which might be the only one of its kind, provides you 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.
On any day, our 342-guest flagship, Wind Surf, the world’s largest sailing ship, 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 bowls of flowers and 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 recently underwent a significant renovation in November 2019 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. A new Officer’s Suite, which might be the only one of its kind, provides you 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.
Description
On any day, our 342-guest flagship, Wind Surf, the world’s largest sailing ship, 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 bowls of flowers and 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 recently underwent a significant renovation in November 2019 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. A new Officer’s Suite, which might be the only one of its kind, provides you 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.
Relaxation
Hot Tubs
Massage
Spa
Whirlpool
Recreational
Library
Outdoor Pool
Food and Drink
Bar
Compass Rose
Degrees
Poolside Bar
Terrace Bar
Veranda