There's a ton of info on building rollers on this forum. I built a metal one this winter and it was really easy. Use 1 1/4" EMT for the main roller, and put two of these bearings in the ends 1623-2RS Bearing 5/8 x 1 3/8 x 7/16 inch Sealed Ball Bearings: Deep Groove Ball Bearings: Amazon.com: Industrial & Scientific
Then just mount it on two gate hangers and you're set. Probably cost $30 for parts and took about 30 minutes to install. It's strong enough to fully support a loaded gear raft when winching onto the trailer.
As far as the winch, I bought a 2,500 pound two gear one with a brake and a buddy and I welded a tower on using some scrap metal. It's really beefy and I love it. I'm sure any machine shop or fabricator could easily weld a winch tower on, and depending on what type of trailer you have there are some prefab winch mounts that go on the tongue.
Then just mount it on two gate hangers and you're set. Probably cost $30 for parts and took about 30 minutes to install. It's strong enough to fully support a loaded gear raft when winching onto the trailer.
As far as the winch, I bought a 2,500 pound two gear one with a brake and a buddy and I welded a tower on using some scrap metal. It's really beefy and I love it. I'm sure any machine shop or fabricator could easily weld a winch tower on, and depending on what type of trailer you have there are some prefab winch mounts that go on the tongue.