We're in Downtown Key West!
Call to book or book online now
Winter in Key West!
Book online now...or call us for your ticket
Check out our online store...
...and order before 12/18 for shipping in time for Christmas! Our star products are our new buff/face coverings and gorgeous 2021 When And If calendars but have a look at all our fab swag and get shopping!
Daysail in Key West, FL
Tropical Winter Sailing
Sunset Sails in Key West
Winter in the Keys!
Our Winter Hosts
Sunset Sail Key West
Sunset Sails. Day Sails. Private Charters. Regattas. Special Events.
General Patton's gorgeous 1939 wooden schooner is sailing out of Key West, FL every day.
Click here to call and enquire about chartering When and If.
We know you'll have lots of questions so don't be shy!