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Windworks 2022 San Juan Islands Sailing Program

For 2022, Windworks will be stationing our vessels here at Shilshole Bay Marina instead of Cap Sante Marina in Anacortes. We will be offering 7 day charters for the price of 6 to ensure you and your crew are getting the best value and enough time to get up to the San Juan Islands! All sailboats have a least (3) staterooms.  Charters available to members only (Must be US Sailing Bareboat, ASA 105 or equivalent).

How to Reserve

Windworks will honor booking requests on a “First Come, First Serve” basis for both our members and non-members. Please submit your request with your date preferences, and a staff member will confirm your charter or contact you for the next steps.  Please contact customer support for more details.

If you have not sailed with us before, please submit a sailing resume by clicking here.

Charters departing from Shilshole operate on a weekly schedule. Our standard charter week is Saturday at 9 AM until Friday at 12 PM. This schedule allows our staff to have adequate time for cleaning and maintenance between reservations, as they will most likely be scheduled “back to back”.

The Fleet

The Shilshole San Juan Fleet will consist of 4 very capable cruising boats that are especially suited for cruising the San Juan Islands:

Sailing into the sunset
Jeanneau 40′ – RALLY CAP

Rally Cap is designed for speed and carries a wonderfully balanced sail set. In addition to being a dream to sail, she’s also very comfortable to overnight on — the best of both worlds! Rally Cap is equipped with a hoisting, full-batten dacron main sail, roller furling jib, and 4 Harken 2-speed winches — all rigged to the rear of the cockpit for maximum visibility and proximity between trimmers and helmsman.

Dates Availability
6/4 to 6/10 Book Now
6/11 to 6/17 Book Now
6/25 to 7/1 Book Now
7/30 to 8/5 Book Now
8/6 to 8/12 Book Now
8/13 to 8/19 BOOKED
8/20 to 8/26 Book Now
8/27 to 9/2 Book Now
Fun filled Seattle sailing
Beneteau 40 – LE REVE

2008 Beneteau Oceanis, Le Reve (The Dream), has 3 staterooms, two heads, (Upgraded 54 horse engine), inverter, diesel heat, sleeps 8 comfortably, twin helm wheels, autopilot, GPS and more. The large cockpit can seat up to 10 people. New Iverson Dodger/Bimini/Connector installed November 2020.

Dates Availability
6/18 to 6/24 Book Now
6/25 to 7/1 Book Now
7/2 to 7/8 BOOKED
7/9 to 7/15 BOOKED
7/16 to 7/22 Book Now
Fun filled Seattle sailing
Bayliner 40′ 4087 – SUNSHINE

Sunshine is a 2000 Bayliner 40′, she is a well thought-out use of space for a 40′ yacht that can sleep 3 couples or a family group. Full bridge and aft deck enclosure for weather protection!

7/16 to 7/22 Book Now
7/23 to 7/29 BOOKED
7/30 to 8/5 BOOKED
8/6 to 8/12 BOOKED
8/13 to 8/19 BOOKED
8/20 to 8/26 Book Now
8/27 to 9/2 Book Now
9/3 to 9/9 Book Now
9/10 to 9/16 Book Now or call for details
sailing in seattle
Catalina 42.5′ – LUCKY DOG

Boat of year in 2017 from Sail and Cruising Magazines. Everywhere you look on the 425, you’ll find features that make sailing for the day or for extended periods a pure pleasure. Some features inspired by her predecessor are an articulating forward berth with innerspring mattress, a dedicated filter locker, large cockpit locker with gull wing hatch and available quad-leaf folding table.

Dates Availability
7/16 to 7/22 BOOKED
7/23 to 7/29 Book Now
9/3 to 9/9 Book Now or call for details

What’s Included

  • Dinghy
  • Free parking
  • 24 hour Vessel Assist, should you encounter any difficulties
  • Personal cruise planning assistance, just ask
  • All reservations incur an additional $99 turn charge that includes cleaning, dive, and inspection fees.
  • All charters subject to Windworks Charter Policies