Wind Surf Sailings

Wind Surf

Wednesday, August 27, 2025

9 nights

Day	Port
1	Venice, Italy
2	Zadar, Croatia
3	Hvar, Croatia
4	Dubrovnik, Croatia
5	Kotor, Montenegro
6	Kotor, Montenegro
7	Corfu, Greece
8	Katakolon (Olympia), Greece
9	Monemvasia, Greece
10	Piraeus (Athens), Greece

Wind Surf

Windstar Cruises

Friday, September 5, 2025

17 nights

Day	Port
1	Piraeus (Athens), Greece
2	Monemvasia, Greece
3	Katakolon (Olympia), Greece
4	Corfu, Greece
5	Kotor, Montenegro
6	Kotor, Montenegro
7	Dubrovnik, Croatia
8	Hvar, Croatia
9	Zadar, Croatia
10	Venice, Italy
11	Rovinj, Croatia
12	Split, Croatia
13	Dubrovnik, Croatia
14	Kotor, Montenegro
15	At Sea
16	Giardini Di Naxos (Taormina), Sicily
17	Sorrento, Italy
18	Civitavecchia (Rome), Italy

Wind Surf

Windstar Cruises

Sunday, September 14, 2025

8 nights

Day	Port
1	Venice, Italy
2	Rovinj, Croatia
3	Split, Croatia
4	Dubrovnik, Croatia
5	Kotor, Montenegro
6	At Sea
7	Giardini Di Naxos (Taormina), Sicily
8	Sorrento, Italy
9	Civitavecchia (Rome), Italy

Wind Surf

Windstar Cruises

Monday, September 22, 2025

11 nights

Day	Port
1	Civitavecchia (Rome), Italy
2	At Sea
3	Giardini Di Naxos (Taormina), Sicily
4	Siracusa, Sicily
5	Gozo Island, Malta
6	Valletta, Malta
7	Porto Empedocle, Sicily
8	Trapani, Sicily
9	Lipari (Isola Lipari), Italy
10	Sorrento, Italy
11	Amalfi, Italy
12	Civitavecchia (Rome), Italy

Wind Surf

Windstar Cruises

Friday, October 3, 2025

7 nights

Day	Port
1	Civitavecchia (Rome), Italy
2	Sorrento, Italy
3	Giardini Di Naxos (Taormina), Sicily
4	At Sea
5	Dubrovnik, Croatia
6	Split, Croatia
7	Rovinj, Croatia
8	Venice, Italy

Wind Surf

Windstar Cruises

Friday, October 10, 2025

8 nights

Day	Port
1	Venice, Italy
2	Rovinj, Croatia
3	Split, Croatia
4	Dubrovnik, Croatia
5	Kotor, Montenegro
6	At Sea
7	Giardini Di Naxos (Taormina), Sicily
8	Sorrento, Italy
9	Civitavecchia (Rome), Italy

Wind Surf

Windstar Cruises

Saturday, October 18, 2025

8 nights

Day	Port
1	Civitavecchia (Rome), Italy
2	Sorrento, Italy
3	Giardini Di Naxos (Taormina), Sicily
4	At Sea
5	Kotor, Montenegro
6	Dubrovnik, Croatia
7	Split, Croatia
8	Rovinj, Croatia
9	Venice, Italy

Wind Surf

Windstar Cruises

Sunday, October 26, 2025

15 nights

Day	Port
1	Venice, Italy
2	Rovinj, Croatia
3	Split, Croatia
4	Dubrovnik, Croatia
5	Kotor, Montenegro
6	At Sea
7	Giardini Di Naxos (Taormina), Sicily
8	Sorrento, Italy
9	Civitavecchia (Rome), Italy
10	Portoferraio, Elba
11	Portofino, Italy
12	Monte Carlo, Monaco
13	Cannes, France
14	Sanary-Sur-Mer, France
15	Palamos, Spain
16	Barcelona, Spain

Wind Surf

Windstar Cruises

Monday, November 10, 2025

8 nights

Day	Port
1	Barcelona, Spain
2	Palma De Mallorca, Balearic Islands
3	Cartagena, Spain
4	Almeria, Spain
5	Malaga, Spain
6	Gibraltar (U.K.)
7	Cadiz (Seville), Spain
8	At Sea
9	Lisbon, Portugal

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