A boat propelled partly or entirely by sails, these wooden boats are situated throughout Appalachia in various sizes and states of disrepair. Some settlers gave created homes out of the remains of such boats. Some of the boats have some portions of the sails and masts attached and others do not. There are both small and large variants found in Appalachia.
- Three are found in the dry Summersville Lake.
- A large sailboat is located north of Charleston, westbound on the way to the Giant Teapot.
- One is used as a part of the sign at the Portside Pub.
- A tiny model is on a first floor mantle of the Riverside Manor.
Sailboats appear only in Fallout 76.