Wind Surf Sailings

Wind Surf

Windstar Cruises

Sunday, December 7, 2025

7 nights

Day	Port
1	Philipsburg, St. Maarten
2	Charlestown, Nevis
3	Roseau, Dominica
4	Pigeon Island, St. Lucia
5	Terre-De-Haut, Iles Des Saintes, Guadeloupe
6	Gustavia, St. Barthelemy
7	Basseterre, St. Kitts
8	Philipsburg, St. Maarten

Wind Surf

Windstar Cruises

Sunday, December 14, 2025

8 nights

Day	Port
1	Philipsburg, St. Maarten
2	Falmouth Harbour,Antigua
3	ROAD BAY, ANGUILLA
4	Jost Van Dyke, B.V.I.
5	Soper's Hole, Tortola, B.V.I.
6	Jost Van Dyke, B.V.I.
7	Spanish Town, Virgin Gorda, B.V.I.
8	Gustavia, St. Barthelemy
9	Philipsburg, St. Maarten

Wind Surf

Windstar Cruises

Sunday, December 21, 2025

7 nights

Day	Port
1	Philipsburg, St. Maarten
2	Charlestown, Nevis
3	Roseau, Dominica
4	Pigeon Island, St. Lucia
5	Terre-De-Haut, Iles Des Saintes, Guadeloupe
6	Gustavia, St. Barthelemy
7	Basseterre, St. Kitts
8	Philipsburg, St. Maarten

Wind Surf

Windstar Cruises

Sunday, December 28, 2025

8 nights

Day	Port
1	Philipsburg, St. Maarten
2	Falmouth Harbour,Antigua
3	ROAD BAY, ANGUILLA
4	Jost Van Dyke, B.V.I.
5	Soper's Hole, Tortola, B.V.I.
6	Jost Van Dyke, B.V.I.
7	Spanish Town, Virgin Gorda, B.V.I.
8	Gustavia, St. Barthelemy
9	Philipsburg, St. Maarten

Wind Surf

Windstar Cruises

Sunday, January 4, 2026

8 nights

Day	Port
1	Philipsburg, St. Maarten
2	Falmouth Harbour,Antigua
3	ROAD BAY, ANGUILLA
4	Jost Van Dyke, B.V.I.
5	Soper's Hole, Tortola, B.V.I.
6	Jost Van Dyke, B.V.I.
7	Spanish Town, Virgin Gorda, B.V.I.
8	Gustavia, St. Barthelemy
9	Philipsburg, St. Maarten

Wind Surf

Windstar Cruises

Sunday, January 11, 2026

7 nights

Day	Port
1	Philipsburg, St. Maarten
2	Basseterre, St. Kitts
3	Little Bay, Montserrat
4	Gustavia, St. Barthelemy
5	Deshaies, Guadeloupe
6	Roseau, Dominica
7	Pigeon Island, St. Lucia
8	Bridgetown, Barbados

Wind Surf

Windstar Cruises

Sunday, January 18, 2026

8 nights

Day	Port
1	Bridgetown, Barbados
2	Anse Mitan, Martinique
3	Castries, St. Lucia
4	Pigeon Island, St. Lucia
5	Pigeon Island, St. Lucia
6	Bequia, Grenadines
7	Mayreau, Grenadines
8	St. George's, Grenada
9	Bridgetown, Barbados

Wind Surf

Windstar Cruises

Sunday, January 25, 2026

7 nights

Day	Port
1	Bridgetown, Barbados
2	Charlotteville, Tobago
3	Mayreau, Grenadines
4	Soufriere, St. Lucia
5	At Sea
6	Kralendijk, Bonaire
7	Willemstad, Curacao
8	Oranjestad, Aruba

Wind Surf

Windstar Cruises

Saturday, March 14, 2026

8 nights

Day	Port
1	Philipsburg, St. Maarten
2	Falmouth Harbour,Antigua
3	ROAD BAY, ANGUILLA
4	Jost Van Dyke, B.V.I.
5	Soper's Hole, Tortola, B.V.I.
6	Jost Van Dyke, B.V.I.
7	Spanish Town, Virgin Gorda, B.V.I.
8	Gustavia, St. Barthelemy
9	Philipsburg, St. Maarten