THE LEGENDARY FRYES LEAP.
Its located in Sebago Lake Maine, once you get on Sebago lake, ask any boater how to get to frye's island and once you get to Frye's look to the left (in most cases the left, if you for some reason are coming in from the other direction the right) and you'll see Frye's leap. There's like 3 other cliffs that no one jumps off idk why, but Frye's is the biggest and like 10 feet from the other cliffs. There are portions of Frye's Leap that are 15 feet, 60 feet, and then 90. There's a game warden who patrols the island and the leap, if they catch you on Frye's Leap you'll either be told to leave or be slapped a fine, so when ancoring look out for any boats floating around, looking sketchy. Its also good to jump frye's when other people are already there so you can watch them, and also you will know the Game Warden is no where near. Here's a video of the leap: its not CALLED friars leap its Frye's these are most likely non locals who are complete idiots. Also: THIS GUY IS ONLY JUMPING THE 60 Foot PART I KNOW IT LOOKS SMALLER THEN 60 BUT BELIEVE ME I'VE SEEN IT PLENTY OF TIMES. YOU CAN SEE THE 90 FOOTER TO THE SIDE of the part this kids jumping off, its not as sketchy as it looks, it just looks that way on the vid.
Also, anyone near Windham, ME there is a great spot called the Trussel by locals. Its basically a bridge which on the side you jump off has train tracks. I'd say 25-30 footer. Waters deep, you'll easily see it, its on Gambo Fields in Windham. Look for directions to Gambo Fields, then you'll see "The Mountian Division Trail" walk for like .5 miles and you'll be right on the trussell. Its a nice jump, not as legendary as Frye's leap, and only know to locals of the windham area. Have fun.