Discover: Sail on General Patton's Ship!

Sunset Sail Key West a small, locally-owned fleet of sailboats and sailors in beautiful Key West, Florida.

We love sailing, and that’s what we’re here to do! Join us on one of our boats and experience the Florida Keys from the best place you can—out on the water! We depart daily from Key West and Stock Island on our authentic sailing vessels.

It’s not just about sunset sails, either! Come sailing with us to snorkel the backcountry, have your wedding or private party, or see anything from the sunrise to the full moon.

Discover Stock Island; Discover Sailing our Seas...

We want to share our love of sailing with you. Have a real sailing experience during Discover Stock Island...Join us on the Historic Schooner When and If for a Sail. Built in 1939 for General George Patton. She is beautifully restored and open to the public for the first time! Come take a turn at the helm, help the crew raise sail or just sit back and enjoy the ride!

Schedule of Events

• Saturday, November 26th 2016 @ 10am - 11:15am. Adults $25/Children $10. You must REGISTER HERE
  
  


• Saturday, November 26th 2016 @ 12pm - 1:15pm. Adults $25/Children $10. You must REGISTER HERE
  
  


• Saturday, November 26th 2016 @ 2pm - 3:15pm. Adults $25/Children $10. You must REGISTER HERE
  
  


• Saturday, November 26th 2016 @ 4pm. FREE. Come learn a little history and watch When and If Induction Ceremony into the Conch Republic Navy!
  
  


• Saturday, November 26th 2016 @ 4:30pm - 6:30pm. Adults $50/Children $20. You must REGISTER HERE

You must be at the dock 15 minutes prior to departure or your seat will be given away. Please bring your own beverages. Every passenger, no matter the age, must have a ticket. It is customary to tip the crew.

Treasurer: Win a Free Sunset Sail for two When & If. All passengers will be entered in a drawing. Please see them for full details, rules and regulations. Value $179

If you can't make one of these sails, please check out all our other events happening during I Love Stock Island.