Cruise LineWindstar Cruises
ShipWind Surf
Nights21
DepartsSat, Dec 5th 2026
ReturnsSat, Dec 26th 2026
Departing PortLisbon
Ports of CallLisbon, St. John's, Philipsburg, Gustavia, Falmouth, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Philipsburg
Inside Cabin
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Outside
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Balcony
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Suite
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Itinerary
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Day
Port
Arrive
Depart
-
Day 1
Port Lisbon, Portugal
Arrival --
Departure 5:00pm
-
Day 2
Port At Sea
Arrival --
Departure --
-
Day 3
Port At Sea
Arrival --
Departure --
-
Day 4
Port At Sea
Arrival --
Departure --
-
Day 5
Port At Sea
Arrival --
Departure --
-
Day 6
Port At Sea
Arrival --
Departure --
-
Day 7
Port At Sea
Arrival --
Departure --
-
Day 8
Port At Sea
Arrival --
Departure --
-
Day 9
Port At Sea
Arrival --
Departure --
-
Day 10
Port At Sea
Arrival --
Departure --
-
Day 11
Port At Sea
Arrival --
Departure --
-
Day 12
Port At Sea
Arrival --
Departure --
-
Day 13
Port At Sea
Arrival --
Departure --
-
Day 14
Port St. John's, Antigua and Barbuda
Arrival 8:00am
Departure 7:00pm
-
Day 15
Arrival 6:00am
Departure 7:00pm
-
Day 16
Port Gustavia
Arrival 8:00am
Departure 10:00pm
-
Day 17
Port Falmouth, Antigua and Barbuda
Arrival 8:00am
Departure 6:00pm
-
Day 18
Port Road Bay, Anguilla
Arrival 8:00am
Departure 6:00pm
-
Day 19
Port Tortola, British Virgin Islands
Arrival 8:00am
Departure 6:00pm
-
Day 19
Port Great Harbour, Jost Van Dyke BVI
Arrival --
Departure --
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Day 20
Port Great Harbour, Jost Van Dyke BVI
Arrival --
Departure 10:00pm
-
Day 21
Port Leverick Bay, Virgin Gorda, British Virgin Islands
Arrival 8:00am
Departure 5:00pm
-
Day 22
Arrival 6:00am
Departure --
Ship Details
Decks
Select any deck plan to see more details. Once clicked, hover over the image to zoom.- Bridge (5)
- World Spa by Windstar (6)
- Compass Rose Bar (7)
- Owner's Suite
- Broadmoor Suite
- Sea Island Suite
- Amphora Restaurant (8)
- Amphora Wine Room (9)
- Lounge (10)
- Reception (11)
- Yacht Club Café (12)
- Cruise Consultant Desk (13)
- Destination Desk (14)
- Star Boutique (15)
- Pool / Pool Bar / Whirlpools (16)
Ship Categories
Dining
Here, the dining room manager seats you, but where is your decision. There are no pre-assigned tables or first or second seatings. When you dine and with whom are entirely up to you. Seating usually begins at 6:30 p.m. and will be printed in the ship's daily program. Each delightful dish is prepared exactly to your liking – an exquisite dinner served course-by-course with a fine selection of vintage wines.
Treat your palate to the French-inspired café cuisine of Stella Bistro, Wind Surf's alternative restaurant. You'll find delightfully indulgent desserts and a wonderful array of wines specifically paired to the meal. (Wind Surf only)
Entertainment
The ship’s Compass Rose features comfortable, modern décor with pops of blue and orange, a chic bar, and a new multi-purpose stage area ideal for live music and local performances.
This space will now maximise Wind Surf’s ocean views and create a more convivial vibe for poolside lounging and top-shelf mixology. Tropical scenes and greenery at the bar pull in a natural, outdoor atmosphere. Soothing natural colours convey a beach scene and new arty tiling on the two whirlpools take the form of ocean waves. Look for a variety of new outdoor furniture as well.
A new, more welcoming location that’s better able to serve guests with additional seating options, plus an updated and fresh (yet still nautical) vibe akin to a boutique hotel.
A larger retail area with upscale details, reminiscent of a luxury brand store’s shopping experience.
Health & Fitness
New breathtaking pool and whirlpool. Soak it all in with an elevated pool, and expanded deck for sunbathing and relaxing.
Prices are per person, double occupancy, cruise only and on select sailings. Prices shown are for stateroom categories as noted and are shown in US Dollars. Pricing listed includes taxes and fees. Airfare is not included. Prices and itineraries are based on availability and are subject to change without notice.