I think we rented from Windjammer Watersports out on the west end of the island, at Cambridge Beaches. Do an Internet search for them, I couldn't find a website specifically for them but there were several references on Bermuda tourism sites. They might be worth checking out. When we were there, granted quite a while ago, we had some trouble finding anyone who rented daysailors, you could either find beach cats or larger bareboats but little in between. The folks managing the cottages we were staying at, sent us to the place we used.