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Windstar Cruises · THE VOYAGE CALENDAR

Wind Surf
2027 cruises & itineraries

A year of journeys, in departure order. Explore published routes, voyage numbers and daily port calls, then view your sailing with Deluxe Cruises.

20Published sailings listed

7Months with departures

20With daily itinerary records

Partial published calendar. 20 distinct dated sailings included. The source year calendar contains 23 entries and the sitemap supplies 0 additional records; 3 identical sailing aliases are counted once. Earlier and retained departures remain included; reconfirm current schedules and availability. Source checked 15 Sep 2026.

View Wind Surf 2027 at Deluxe Cruises

Earlier departures in 2027 remain included when published by the source. Missing details are marked “Not published”. The source may retain revised or overlapping voyages; confirm the final schedule on your selected itinerary.

March 2027 2 sailings

Day-by-day itinerary 16 published stops / days

Wind Surf · 27 Mar 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
27 Mar 2027	PHILIPSBURG, ST. MAARTEN	Not published	17:00	March 27, 2027 · Embarkation · Departure 17:00
28 Mar 2027	Sea Days	Not published	Not published	March 28, 2027 · No separately published port call
29 Mar 2027	Sea Days	Not published	Not published	March 29, 2027 · No separately published port call
30 Mar 2027	Sea Days	Not published	Not published	March 30, 2027 · No separately published port call
31 Mar 2027	Sea Days	Not published	Not published	March 31, 2027 · No separately published port call
1 Apr 2027	Sea Days	Not published	Not published	April 1, 2027 · No separately published port call
2 Apr 2027	Sea Days	Not published	Not published	April 2, 2027 · No separately published port call
3 Apr 2027	Sea Days	Not published	Not published	April 3, 2027 · No separately published port call
4 Apr 2027	Sea Days	Not published	Not published	April 4, 2027 · No separately published port call
5 Apr 2027	Sea Days	Not published	Not published	April 5, 2027 · No separately published port call
6 Apr 2027	Sea Days	Not published	Not published	April 6, 2027 · No separately published port call
7 Apr 2027	FUNCHAL, MADEIRA	08:00	23:59	April 7, 2027 · Arrival 08:00 · Departure 23:59
8 Apr 2027	PORTO SANTO, MADEIRA	08:00	13:00	April 8, 2027 · Arrival 08:00 · Departure 13:00
9 Apr 2027	Sea Days	Not published	Not published	April 9, 2027 · No separately published port call
10 Apr 2027	Sea Days	Not published	Not published	April 10, 2027 · No separately published port call
11 Apr 2027	LISBON	08:00	Not published	April 11, 2027 · Arrival 08:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

Day-by-day itinerary 24 published stops / days

Wind Surf · 27 Mar 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
27 Mar 2027	PHILIPSBURG, ST. MAARTEN	Not published	17:00	March 27, 2027 · Embarkation · Departure 17:00
28 Mar 2027	Sea Days	Not published	Not published	March 28, 2027 · No separately published port call
29 Mar 2027	Sea Days	Not published	Not published	March 29, 2027 · No separately published port call
30 Mar 2027	Sea Days	Not published	Not published	March 30, 2027 · No separately published port call
31 Mar 2027	Sea Days	Not published	Not published	March 31, 2027 · No separately published port call
1 Apr 2027	Sea Days	Not published	Not published	April 1, 2027 · No separately published port call
2 Apr 2027	Sea Days	Not published	Not published	April 2, 2027 · No separately published port call
3 Apr 2027	Sea Days	Not published	Not published	April 3, 2027 · No separately published port call
4 Apr 2027	Sea Days	Not published	Not published	April 4, 2027 · No separately published port call
5 Apr 2027	Sea Days	Not published	Not published	April 5, 2027 · No separately published port call
6 Apr 2027	Sea Days	Not published	Not published	April 6, 2027 · No separately published port call
7 Apr 2027	FUNCHAL, MADEIRA	08:00	23:59	April 7, 2027 · Arrival 08:00 · Departure 23:59
8 Apr 2027	PORTO SANTO, MADEIRA	08:00	13:00	April 8, 2027 · Arrival 08:00 · Departure 13:00
9 Apr 2027	Sea Days	Not published	Not published	April 9, 2027 · No separately published port call
10 Apr 2027	Sea Days	Not published	Not published	April 10, 2027 · No separately published port call
11 Apr 2027	LISBON	08:00	17:00	April 11, 2027 · Arrival 08:00 · Departure 17:00
12 Apr 2027	Sea Days	Not published	Not published	April 12, 2027 · No separately published port call
13 Apr 2027	CADIZ	08:00	22:00	April 13, 2027 · Arrival 08:00 · Departure 22:00
14 Apr 2027	GIBRALTAR	09:00	18:00	April 14, 2027 · Arrival 09:00 · Departure 18:00
15 Apr 2027	MALAGA	08:00	20:00	April 15, 2027 · Arrival 08:00 · Departure 20:00
16 Apr 2027	ALMERIA, GRANADA	07:00	20:00	April 16, 2027 · Arrival 07:00 · Departure 20:00
17 Apr 2027	CARTAGENA, SPAIN	07:00	12:00	April 17, 2027 · Arrival 07:00 · Departure 12:00
18 Apr 2027	PALMA DE MALLORCA	09:00	17:00	April 18, 2027 · Arrival 09:00 · Departure 17:00
19 Apr 2027	TARRAGONA (BARCELONA)	07:00	Not published	April 19, 2027 · Arrival 07:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

April 2027 5 sailings

Day-by-day itinerary 17 published stops / days

Wind Surf · 11 Apr 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
11 Apr 2027	LISBON	Not published	17:00	April 11, 2027 · Embarkation · Departure 17:00
12 Apr 2027	Sea Days	Not published	Not published	April 12, 2027 · No separately published port call
13 Apr 2027	CADIZ	08:00	22:00	April 13, 2027 · Arrival 08:00 · Departure 22:00
14 Apr 2027	GIBRALTAR	09:00	18:00	April 14, 2027 · Arrival 09:00 · Departure 18:00
15 Apr 2027	MALAGA	08:00	20:00	April 15, 2027 · Arrival 08:00 · Departure 20:00
16 Apr 2027	ALMERIA, GRANADA	07:00	20:00	April 16, 2027 · Arrival 07:00 · Departure 20:00
17 Apr 2027	CARTAGENA, SPAIN	07:00	12:00	April 17, 2027 · Arrival 07:00 · Departure 12:00
18 Apr 2027	PALMA DE MALLORCA	09:00	17:00	April 18, 2027 · Arrival 09:00 · Departure 17:00
19 Apr 2027	TARRAGONA (BARCELONA)	07:00	17:00	April 19, 2027 · Arrival 07:00 · Departure 17:00
20 Apr 2027	PALAMOS	08:00	21:00	April 20, 2027 · Arrival 08:00 · Departure 21:00
21 Apr 2027	COLLIOURE	08:00	17:00	April 21, 2027 · Arrival 08:00 · Departure 17:00 · Watersports platform scheduled
22 Apr 2027	TOULON	08:30	18:00	April 22, 2027 · Arrival 08:30 · Departure 18:00
23 Apr 2027	MONTE CARLO	08:00	23:59	April 23, 2027 · Arrival 08:00 · Departure 23:59
24 Apr 2027	CANNES	07:00	18:00	April 24, 2027 · Arrival 07:00 · Departure 18:00 · Watersports platform scheduled
25 Apr 2027	PORTOFINO	09:00	21:00	April 25, 2027 · Arrival 09:00 · Departure 21:00 · Watersports platform scheduled
26 Apr 2027	PORTOFERRAIO	08:00	18:00	April 26, 2027 · Arrival 08:00 · Departure 18:00
27 Apr 2027	CIVITAVECCHIA, ROME	07:00	Not published	April 27, 2027 · Arrival 07:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

Day-by-day itinerary 9 published stops / days

Wind Surf · 11 Apr 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
11 Apr 2027	LISBON	Not published	17:00	April 11, 2027 · Embarkation · Departure 17:00
12 Apr 2027	Sea Days	Not published	Not published	April 12, 2027 · No separately published port call
13 Apr 2027	CADIZ	08:00	22:00	April 13, 2027 · Arrival 08:00 · Departure 22:00
14 Apr 2027	GIBRALTAR	09:00	18:00	April 14, 2027 · Arrival 09:00 · Departure 18:00
15 Apr 2027	MALAGA	08:00	20:00	April 15, 2027 · Arrival 08:00 · Departure 20:00
16 Apr 2027	ALMERIA, GRANADA	07:00	20:00	April 16, 2027 · Arrival 07:00 · Departure 20:00
17 Apr 2027	CARTAGENA, SPAIN	07:00	12:00	April 17, 2027 · Arrival 07:00 · Departure 12:00
18 Apr 2027	PALMA DE MALLORCA	09:00	17:00	April 18, 2027 · Arrival 09:00 · Departure 17:00
19 Apr 2027	TARRAGONA (BARCELONA)	07:00	Not published	April 19, 2027 · Arrival 07:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

Day-by-day itinerary 16 published stops / days

Wind Surf · 19 Apr 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
19 Apr 2027	TARRAGONA (BARCELONA)	Not published	17:00	April 19, 2027 · Embarkation · Departure 17:00
20 Apr 2027	PALAMOS	08:00	21:00	April 20, 2027 · Arrival 08:00 · Departure 21:00
21 Apr 2027	COLLIOURE	08:00	17:00	April 21, 2027 · Arrival 08:00 · Departure 17:00 · Watersports platform scheduled
22 Apr 2027	TOULON	08:30	18:00	April 22, 2027 · Arrival 08:30 · Departure 18:00
23 Apr 2027	MONTE CARLO	08:00	23:59	April 23, 2027 · Arrival 08:00 · Departure 23:59
24 Apr 2027	CANNES	07:00	18:00	April 24, 2027 · Arrival 07:00 · Departure 18:00 · Watersports platform scheduled
25 Apr 2027	PORTOFINO	09:00	21:00	April 25, 2027 · Arrival 09:00 · Departure 21:00 · Watersports platform scheduled
26 Apr 2027	PORTOFERRAIO	08:00	18:00	April 26, 2027 · Arrival 08:00 · Departure 18:00
27 Apr 2027	CIVITAVECCHIA, ROME	07:00	17:00	April 27, 2027 · Arrival 07:00 · Departure 17:00
28 Apr 2027	SORRENTO	13:00	23:59	April 28, 2027 · Arrival 13:00 · Departure 23:59 · Overnight stay · Watersports platform scheduled
29 Apr 2027	SORRENTO	Not published	17:00	April 29, 2027 · Departure 17:00 · Overnight stay · Watersports platform scheduled
30 Apr 2027	MESSINA, TAORMINA	10:00	18:30	April 30, 2027 · Arrival 10:00 · Departure 18:30
1 May 2027	Sea Days	Not published	Not published	May 1, 2027 · No separately published port call
2 May 2027	GYTHION	08:00	22:00	May 2, 2027 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
3 May 2027	MONEMVASIA	08:00	17:00	May 3, 2027 · Arrival 08:00 · Departure 17:00 · Watersports platform scheduled
4 May 2027	PIRAEUS, ATHENS	07:00	Not published	May 4, 2027 · Arrival 07:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

Day-by-day itinerary 9 published stops / days

Wind Surf · 19 Apr 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
19 Apr 2027	TARRAGONA (BARCELONA)	Not published	17:00	April 19, 2027 · Embarkation · Departure 17:00
20 Apr 2027	PALAMOS	08:00	21:00	April 20, 2027 · Arrival 08:00 · Departure 21:00
21 Apr 2027	COLLIOURE	08:00	17:00	April 21, 2027 · Arrival 08:00 · Departure 17:00 · Watersports platform scheduled
22 Apr 2027	TOULON	08:30	18:00	April 22, 2027 · Arrival 08:30 · Departure 18:00
23 Apr 2027	MONTE CARLO	08:00	23:59	April 23, 2027 · Arrival 08:00 · Departure 23:59
24 Apr 2027	CANNES	07:00	18:00	April 24, 2027 · Arrival 07:00 · Departure 18:00 · Watersports platform scheduled
25 Apr 2027	PORTOFINO	09:00	21:00	April 25, 2027 · Arrival 09:00 · Departure 21:00 · Watersports platform scheduled
26 Apr 2027	PORTOFERRAIO	08:00	18:00	April 26, 2027 · Arrival 08:00 · Departure 18:00
27 Apr 2027	CIVITAVECCHIA, ROME	07:00	Not published	April 27, 2027 · Arrival 07:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

Day-by-day itinerary 8 published stops / days

Wind Surf · 27 Apr 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
27 Apr 2027	CIVITAVECCHIA, ROME	Not published	17:00	April 27, 2027 · Embarkation · Departure 17:00
28 Apr 2027	SORRENTO	13:00	23:59	April 28, 2027 · Arrival 13:00 · Departure 23:59 · Overnight stay · Watersports platform scheduled
29 Apr 2027	SORRENTO	Not published	17:00	April 29, 2027 · Departure 17:00 · Overnight stay · Watersports platform scheduled
30 Apr 2027	MESSINA, TAORMINA	10:00	18:30	April 30, 2027 · Arrival 10:00 · Departure 18:30
1 May 2027	Sea Days	Not published	Not published	May 1, 2027 · No separately published port call
2 May 2027	GYTHION	08:00	22:00	May 2, 2027 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
3 May 2027	MONEMVASIA	08:00	17:00	May 3, 2027 · Arrival 08:00 · Departure 17:00 · Watersports platform scheduled
4 May 2027	PIRAEUS, ATHENS	07:00	Not published	May 4, 2027 · Arrival 07:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

May 2027 1 sailings

Day-by-day itinerary 8 published stops / days

Wind Surf · 4 May 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
4 May 2027	PIRAEUS, ATHENS	Not published	17:00	May 4, 2027 · Embarkation · Departure 17:00
5 May 2027	NAFPLIO	08:00	17:00	May 5, 2027 · Arrival 08:00 · Departure 17:00 · Watersports platform scheduled
6 May 2027	MYKONOS	08:00	18:00	May 6, 2027 · Arrival 08:00 · Departure 18:00
7 May 2027	KUSADASI	07:00	23:59	May 7, 2027 · Arrival 07:00 · Departure 23:59
8 May 2027	PATMOS	08:00	18:00	May 8, 2027 · Arrival 08:00 · Departure 18:00
9 May 2027	SANTORINI	07:00	21:00	May 9, 2027 · Arrival 07:00 · Departure 21:00
10 May 2027	MONEMVASIA	12:00	18:00	May 10, 2027 · Arrival 12:00 · Departure 18:00 · Watersports platform scheduled
11 May 2027	PIRAEUS, ATHENS	07:00	Not published	May 11, 2027 · Arrival 07:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

July 2027 1 sailings

Day-by-day itinerary 10 published stops / days

Wind Surf · 27 Jul 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
27 Jul 2027	PIRAEUS, ATHENS	Not published	17:00	July 27, 2027 · Embarkation · Departure 17:00
28 Jul 2027	MONEMVASIA	08:00	17:00	July 28, 2027 · Arrival 08:00 · Departure 17:00 · Watersports platform scheduled
29 Jul 2027	Sea Days	Not published	Not published	July 29, 2027 · No separately published port call
30 Jul 2027	SYRACUSE, SICILY	08:00	18:00	July 30, 2027 · Arrival 08:00 · Departure 18:00
31 Jul 2027	VALLETTA	08:00	23:59	July 31, 2027 · Arrival 08:00 · Departure 23:59
1 Aug 2027	GOZO, MGARR	07:00	13:00	August 1, 2027 · Arrival 07:00 · Departure 13:00
2 Aug 2027	ECLIPSE	06:00	12:00	August 2, 2027 · Arrival 06:00 · Departure 12:00
3 Aug 2027	Sea Days	Not published	Not published	August 3, 2027 · No separately published port call
4 Aug 2027	GYTHION	08:00	16:00	August 4, 2027 · Arrival 08:00 · Departure 16:00 · Watersports platform scheduled
5 Aug 2027	PIRAEUS, ATHENS	07:00	Not published	August 5, 2027 · Arrival 07:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

October 2027 4 sailings

Day-by-day itinerary 15 published stops / days

Wind Surf · 14 Oct 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
14 Oct 2027	PIRAEUS, ATHENS	Not published	17:00	October 14, 2027 · Embarkation · Departure 17:00
15 Oct 2027	MONEMVASIA	08:00	17:00	October 15, 2027 · Arrival 08:00 · Departure 17:00 · Watersports platform scheduled
16 Oct 2027	GYTHION	08:00	17:00	October 16, 2027 · Arrival 08:00 · Departure 17:00 · Watersports platform scheduled
17 Oct 2027	Sea Days	Not published	Not published	October 17, 2027 · No separately published port call
18 Oct 2027	MESSINA, TAORMINA	08:00	17:00	October 18, 2027 · Arrival 08:00 · Departure 17:00
19 Oct 2027	SORRENTO	10:00	23:59	October 19, 2027 · Arrival 10:00 · Departure 23:59 · Overnight stay · Watersports platform scheduled
20 Oct 2027	SORRENTO	Not published	13:00	October 20, 2027 · Departure 13:00 · Overnight stay · Watersports platform scheduled
21 Oct 2027	CIVITAVECCHIA, ROME	07:00	17:00	October 21, 2027 · Arrival 07:00 · Departure 17:00
22 Oct 2027	PORTOFERRAIO	08:00	18:00	October 22, 2027 · Arrival 08:00 · Departure 18:00
23 Oct 2027	PORTOFINO	08:00	22:00	October 23, 2027 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
24 Oct 2027	MONTE CARLO	08:00	23:59	October 24, 2027 · Arrival 08:00 · Departure 23:59
25 Oct 2027	CANNES	07:00	18:00	October 25, 2027 · Arrival 07:00 · Departure 18:00
26 Oct 2027	MARSEILLE	08:00	18:00	October 26, 2027 · Arrival 08:00 · Departure 18:00
27 Oct 2027	COLLIOURE	09:00	18:00	October 27, 2027 · Arrival 09:00 · Departure 18:00 · Watersports platform scheduled
28 Oct 2027	BARCELONA	07:00	Not published	October 28, 2027 · Arrival 07:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

Day-by-day itinerary 8 published stops / days

Wind Surf · 14 Oct 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
14 Oct 2027	PIRAEUS, ATHENS	Not published	17:00	October 14, 2027 · Embarkation · Departure 17:00
15 Oct 2027	MONEMVASIA	08:00	17:00	October 15, 2027 · Arrival 08:00 · Departure 17:00 · Watersports platform scheduled
16 Oct 2027	GYTHION	08:00	17:00	October 16, 2027 · Arrival 08:00 · Departure 17:00 · Watersports platform scheduled
17 Oct 2027	Sea Days	Not published	Not published	October 17, 2027 · No separately published port call
18 Oct 2027	MESSINA, TAORMINA	08:00	17:00	October 18, 2027 · Arrival 08:00 · Departure 17:00
19 Oct 2027	SORRENTO	10:00	23:59	October 19, 2027 · Arrival 10:00 · Departure 23:59 · Overnight stay · Watersports platform scheduled
20 Oct 2027	SORRENTO	Not published	13:00	October 20, 2027 · Departure 13:00 · Overnight stay · Watersports platform scheduled
21 Oct 2027	CIVITAVECCHIA, ROME	07:00	Not published	October 21, 2027 · Arrival 07:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

Day-by-day itinerary 16 published stops / days

Wind Surf · 21 Oct 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
21 Oct 2027	CIVITAVECCHIA, ROME	Not published	17:00	October 21, 2027 · Embarkation · Departure 17:00
22 Oct 2027	PORTOFERRAIO	08:00	18:00	October 22, 2027 · Arrival 08:00 · Departure 18:00
23 Oct 2027	PORTOFINO	08:00	22:00	October 23, 2027 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
24 Oct 2027	MONTE CARLO	08:00	23:59	October 24, 2027 · Arrival 08:00 · Departure 23:59
25 Oct 2027	CANNES	07:00	18:00	October 25, 2027 · Arrival 07:00 · Departure 18:00
26 Oct 2027	MARSEILLE	08:00	18:00	October 26, 2027 · Arrival 08:00 · Departure 18:00
27 Oct 2027	COLLIOURE	09:00	18:00	October 27, 2027 · Arrival 09:00 · Departure 18:00 · Watersports platform scheduled
28 Oct 2027	BARCELONA	07:00	17:00	October 28, 2027 · Arrival 07:00 · Departure 17:00
29 Oct 2027	PALMA DE MALLORCA	08:00	16:00	October 29, 2027 · Arrival 08:00 · Departure 16:00
30 Oct 2027	CARTAGENA, SPAIN	13:00	19:00	October 30, 2027 · Arrival 13:00 · Departure 19:00
31 Oct 2027	ALMERIA, GRANADA	08:00	22:00	October 31, 2027 · Arrival 08:00 · Departure 22:00
1 Nov 2027	MALAGA	09:00	23:59	November 1, 2027 · Arrival 09:00 · Departure 23:59
2 Nov 2027	GIBRALTAR	09:00	18:00	November 2, 2027 · Arrival 09:00 · Departure 18:00
3 Nov 2027	CADIZ	07:00	23:59	November 3, 2027 · Arrival 07:00 · Departure 23:59
4 Nov 2027	Sea Days	Not published	Not published	November 4, 2027 · No separately published port call
5 Nov 2027	LISBON	08:00	Not published	November 5, 2027 · Arrival 08:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

Day-by-day itinerary 9 published stops / days

Wind Surf · 28 Oct 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
28 Oct 2027	BARCELONA	Not published	17:00	October 28, 2027 · Embarkation · Departure 17:00
29 Oct 2027	PALMA DE MALLORCA	08:00	16:00	October 29, 2027 · Arrival 08:00 · Departure 16:00
30 Oct 2027	CARTAGENA, SPAIN	13:00	19:00	October 30, 2027 · Arrival 13:00 · Departure 19:00
31 Oct 2027	ALMERIA, GRANADA	08:00	22:00	October 31, 2027 · Arrival 08:00 · Departure 22:00
1 Nov 2027	MALAGA	09:00	23:59	November 1, 2027 · Arrival 09:00 · Departure 23:59
2 Nov 2027	GIBRALTAR	09:00	18:00	November 2, 2027 · Arrival 09:00 · Departure 18:00
3 Nov 2027	CADIZ	07:00	23:59	November 3, 2027 · Arrival 07:00 · Departure 23:59
4 Nov 2027	Sea Days	Not published	Not published	November 4, 2027 · No separately published port call
5 Nov 2027	LISBON	08:00	Not published	November 5, 2027 · Arrival 08:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

November 2027 5 sailings

Day-by-day itinerary 16 published stops / days

Wind Surf · 5 Nov 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
5 Nov 2027	LISBON	Not published	17:00	November 5, 2027 · Embarkation · Departure 17:00
6 Nov 2027	Sea Days	Not published	Not published	November 6, 2027 · No separately published port call
7 Nov 2027	Sea Days	Not published	Not published	November 7, 2027 · No separately published port call
8 Nov 2027	FUNCHAL, MADEIRA	08:00	15:00	November 8, 2027 · Arrival 08:00 · Departure 15:00
9 Nov 2027	Sea Days	Not published	Not published	November 9, 2027 · No separately published port call
10 Nov 2027	Sea Days	Not published	Not published	November 10, 2027 · No separately published port call
11 Nov 2027	Sea Days	Not published	Not published	November 11, 2027 · No separately published port call
12 Nov 2027	Sea Days	Not published	Not published	November 12, 2027 · No separately published port call
13 Nov 2027	Sea Days	Not published	Not published	November 13, 2027 · No separately published port call
14 Nov 2027	Sea Days	Not published	Not published	November 14, 2027 · No separately published port call
15 Nov 2027	Sea Days	Not published	Not published	November 15, 2027 · No separately published port call
16 Nov 2027	Sea Days	Not published	Not published	November 16, 2027 · No separately published port call
17 Nov 2027	Sea Days	Not published	Not published	November 17, 2027 · No separately published port call
18 Nov 2027	Sea Days	Not published	Not published	November 18, 2027 · No separately published port call
19 Nov 2027	GREAT HARBOUR, JOST VAN DYKE	08:00	18:00	November 19, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
20 Nov 2027	PHILIPSBURG, ST. MAARTEN	06:00	Not published	November 20, 2027 · Arrival 06:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

Day-by-day itinerary 25 published stops / days

Wind Surf · 5 Nov 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
5 Nov 2027	LISBON	Not published	17:00	November 5, 2027 · Embarkation · Departure 17:00
6 Nov 2027	Sea Days	Not published	Not published	November 6, 2027 · No separately published port call
7 Nov 2027	Sea Days	Not published	Not published	November 7, 2027 · No separately published port call
8 Nov 2027	FUNCHAL, MADEIRA	08:00	15:00	November 8, 2027 · Arrival 08:00 · Departure 15:00
9 Nov 2027	Sea Days	Not published	Not published	November 9, 2027 · No separately published port call
10 Nov 2027	Sea Days	Not published	Not published	November 10, 2027 · No separately published port call
11 Nov 2027	Sea Days	Not published	Not published	November 11, 2027 · No separately published port call
12 Nov 2027	Sea Days	Not published	Not published	November 12, 2027 · No separately published port call
13 Nov 2027	Sea Days	Not published	Not published	November 13, 2027 · No separately published port call
14 Nov 2027	Sea Days	Not published	Not published	November 14, 2027 · No separately published port call
15 Nov 2027	Sea Days	Not published	Not published	November 15, 2027 · No separately published port call
16 Nov 2027	Sea Days	Not published	Not published	November 16, 2027 · No separately published port call
17 Nov 2027	Sea Days	Not published	Not published	November 17, 2027 · No separately published port call
18 Nov 2027	Sea Days	Not published	Not published	November 18, 2027 · No separately published port call
19 Nov 2027	GREAT HARBOUR, JOST VAN DYKE	08:00	18:00	November 19, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
20 Nov 2027	PHILIPSBURG, ST. MAARTEN	06:00	19:00	November 20, 2027 · Arrival 06:00 · Departure 19:00
21 Nov 2027	GUSTAVIA, ST. BARTHELEMY	08:00	22:00	November 21, 2027 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
22 Nov 2027	ST. JOHN'S, ANTIGUA	08:00	22:00	November 22, 2027 · Arrival 08:00 · Departure 22:00
23 Nov 2027	DESHAIES	07:00	17:00	November 23, 2027 · Arrival 07:00 · Departure 17:00
24 Nov 2027	ROAD BAY, ANGUILLA	08:00	18:00	November 24, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
25 Nov 2027	GREAT HARBOUR, JOST VAN DYKE	19:00	23:59	November 25, 2027 · Arrival 19:00 · Departure 23:59 · Overnight stay · Watersports platform scheduled
25 Nov 2027	SOPER'S HOLE, TORTOLA, BVI	08:00	18:00	November 25, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
26 Nov 2027	GREAT HARBOUR, JOST VAN DYKE	Not published	22:00	November 26, 2027 · Departure 22:00 · Overnight stay · Watersports platform scheduled
27 Nov 2027	VIRGIN GORDA/PRICKLY PEAR, BVI	08:00	17:00	November 27, 2027 · Arrival 08:00 · Departure 17:00
28 Nov 2027	PHILIPSBURG, ST. MAARTEN	06:00	Not published	November 28, 2027 · Arrival 06:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

Day-by-day itinerary 17 published stops / days

Wind Surf · 20 Nov 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
20 Nov 2027	PHILIPSBURG, ST. MAARTEN	Not published	19:00	November 20, 2027 · Embarkation · Departure 19:00
21 Nov 2027	GUSTAVIA, ST. BARTHELEMY	08:00	22:00	November 21, 2027 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
22 Nov 2027	ST. JOHN'S, ANTIGUA	08:00	22:00	November 22, 2027 · Arrival 08:00 · Departure 22:00
23 Nov 2027	DESHAIES	07:00	17:00	November 23, 2027 · Arrival 07:00 · Departure 17:00
24 Nov 2027	ROAD BAY, ANGUILLA	08:00	18:00	November 24, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
25 Nov 2027	SOPER'S HOLE, TORTOLA, BVI	08:00	18:00	November 25, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
25 Nov 2027	GREAT HARBOUR, JOST VAN DYKE	19:00	23:59	November 25, 2027 · Arrival 19:00 · Departure 23:59 · Overnight stay · Watersports platform scheduled
26 Nov 2027	GREAT HARBOUR, JOST VAN DYKE	Not published	22:00	November 26, 2027 · Departure 22:00 · Overnight stay · Watersports platform scheduled
27 Nov 2027	VIRGIN GORDA/PRICKLY PEAR, BVI	08:00	17:00	November 27, 2027 · Arrival 08:00 · Departure 17:00
28 Nov 2027	PHILIPSBURG, ST. MAARTEN	06:00	19:00	November 28, 2027 · Arrival 06:00 · Departure 19:00
29 Nov 2027	CHARLESTOWN	08:00	17:00	November 29, 2027 · Arrival 08:00 · Departure 17:00
30 Nov 2027	ROSEAU, DOMINICA	08:00	16:00	November 30, 2027 · Arrival 08:00 · Departure 16:00
1 Dec 2027	MAYREAU	08:00	17:00	December 1, 2027 · Arrival 08:00 · Departure 17:00
2 Dec 2027	LES SAINTES, GUADELOUPE	12:00	18:00	December 2, 2027 · Arrival 12:00 · Departure 18:00 · Watersports platform scheduled
3 Dec 2027	GUSTAVIA, ST. BARTHELEMY	08:00	22:00	December 3, 2027 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
4 Dec 2027	BASSETERRE, ST. KITTS	08:00	17:00	December 4, 2027 · Arrival 08:00 · Departure 17:00
5 Dec 2027	PHILIPSBURG, ST. MAARTEN	06:00	Not published	December 5, 2027 · Arrival 06:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

Day-by-day itinerary 10 published stops / days

Wind Surf · 20 Nov 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
20 Nov 2027	PHILIPSBURG, ST. MAARTEN	Not published	19:00	November 20, 2027 · Embarkation · Departure 19:00
21 Nov 2027	GUSTAVIA, ST. BARTHELEMY	08:00	22:00	November 21, 2027 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
22 Nov 2027	ST. JOHN'S, ANTIGUA	08:00	22:00	November 22, 2027 · Arrival 08:00 · Departure 22:00
23 Nov 2027	DESHAIES	07:00	17:00	November 23, 2027 · Arrival 07:00 · Departure 17:00
24 Nov 2027	ROAD BAY, ANGUILLA	08:00	18:00	November 24, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
25 Nov 2027	SOPER'S HOLE, TORTOLA, BVI	08:00	18:00	November 25, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
25 Nov 2027	GREAT HARBOUR, JOST VAN DYKE	19:00	23:59	November 25, 2027 · Arrival 19:00 · Departure 23:59 · Overnight stay · Watersports platform scheduled
26 Nov 2027	GREAT HARBOUR, JOST VAN DYKE	Not published	22:00	November 26, 2027 · Departure 22:00 · Overnight stay · Watersports platform scheduled
27 Nov 2027	VIRGIN GORDA/PRICKLY PEAR, BVI	08:00	17:00	November 27, 2027 · Arrival 08:00 · Departure 17:00
28 Nov 2027	PHILIPSBURG, ST. MAARTEN	06:00	Not published	November 28, 2027 · Arrival 06:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

Day-by-day itinerary 8 published stops / days

Wind Surf · 28 Nov 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
28 Nov 2027	PHILIPSBURG, ST. MAARTEN	Not published	19:00	November 28, 2027 · Embarkation · Departure 19:00
29 Nov 2027	CHARLESTOWN	08:00	17:00	November 29, 2027 · Arrival 08:00 · Departure 17:00
30 Nov 2027	ROSEAU, DOMINICA	08:00	16:00	November 30, 2027 · Arrival 08:00 · Departure 16:00
1 Dec 2027	MAYREAU	08:00	17:00	December 1, 2027 · Arrival 08:00 · Departure 17:00
2 Dec 2027	LES SAINTES, GUADELOUPE	12:00	18:00	December 2, 2027 · Arrival 12:00 · Departure 18:00 · Watersports platform scheduled
3 Dec 2027	GUSTAVIA, ST. BARTHELEMY	08:00	22:00	December 3, 2027 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
4 Dec 2027	BASSETERRE, ST. KITTS	08:00	17:00	December 4, 2027 · Arrival 08:00 · Departure 17:00
5 Dec 2027	PHILIPSBURG, ST. MAARTEN	06:00	Not published	December 5, 2027 · Arrival 06:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

December 2027 2 sailings

Day-by-day itinerary 9 published stops / days

Wind Surf · 5 Dec 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
5 Dec 2027	PHILIPSBURG, ST. MAARTEN	Not published	19:00	December 5, 2027 · Embarkation · Departure 19:00
6 Dec 2027	FALMOUTH HARBOUR, ANTIGUA	08:00	18:00	December 6, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
7 Dec 2027	ROAD BAY, ANGUILLA	08:00	18:00	December 7, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
8 Dec 2027	SOPER'S HOLE, TORTOLA, BVI	08:00	18:00	December 8, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
8 Dec 2027	GREAT HARBOUR, JOST VAN DYKE	19:00	23:59	December 8, 2027 · Arrival 19:00 · Departure 23:59 · Overnight stay · Watersports platform scheduled
9 Dec 2027	GREAT HARBOUR, JOST VAN DYKE	Not published	22:00	December 9, 2027 · Departure 22:00 · Overnight stay · Watersports platform scheduled
10 Dec 2027	VIRGIN GORDA/PRICKLY PEAR, BVI	08:00	17:00	December 10, 2027 · Arrival 08:00 · Departure 17:00
11 Dec 2027	GUSTAVIA, ST. BARTHELEMY	08:00	22:00	December 11, 2027 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
12 Dec 2027	PHILIPSBURG, ST. MAARTEN	06:00	Not published	December 12, 2027 · Arrival 06:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

Day-by-day itinerary 14 published stops / days

Wind Surf · 27 Dec 2027 — published itinerary
Date	Port / location	Arrival	Departure	Notes
27 Dec 2027	PHILIPSBURG, ST. MAARTEN	Not published	19:00	December 27, 2027 · Embarkation · Departure 19:00
28 Dec 2027	CHARLESTOWN	08:00	17:00	December 28, 2027 · Arrival 08:00 · Departure 17:00
29 Dec 2027	ROSEAU, DOMINICA	08:00	16:00	December 29, 2027 · Arrival 08:00 · Departure 16:00
30 Dec 2027	MAYREAU	08:00	17:00	December 30, 2027 · Arrival 08:00 · Departure 17:00
31 Dec 2027	LES SAINTES, GUADELOUPE	12:00	18:00	December 31, 2027 · Arrival 12:00 · Departure 18:00 · Watersports platform scheduled
1 Jan 2028	BASSETERRE, ST. KITTS	08:00	22:00	January 1, 2028 · Arrival 08:00 · Departure 22:00
2 Jan 2028	GUSTAVIA, ST. BARTHELEMY	08:00	22:00	January 2, 2028 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
3 Jan 2028	PHILIPSBURG, ST. MAARTEN	06:00	19:00	January 3, 2028 · Arrival 06:00 · Departure 19:00
4 Jan 2028	ROAD BAY, ANGUILLA	08:00	18:00	January 4, 2028 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
5 Jan 2028	GUSTAVIA, ST. BARTHELEMY	08:00	19:00	January 5, 2028 · Arrival 08:00 · Departure 19:00 · Watersports platform scheduled
6 Jan 2028	GREAT HARBOUR, JOST VAN DYKE	08:00	22:00	January 6, 2028 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
7 Jan 2028	VIRGIN GORDA/PRICKLY PEAR, BVI	08:00	17:00	January 7, 2028 · Arrival 08:00 · Departure 17:00
8 Jan 2028	SOPER'S HOLE, TORTOLA, BVI	08:00	18:00	January 8, 2028 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
9 Jan 2028	PHILIPSBURG, ST. MAARTEN	06:00	Not published	January 9, 2028 · Arrival 06:00 · Disembarkation

Dates and times follow the published source. “Not published” indicates an unavailable field; it does not indicate a sea day.

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