1. Be careful if launching from Kent Narrows. If at low tide, it's a long way down the ladder, at the pier. Also, there's a wicked current there. If going south, you'll have to launch with mast down, in order to clear the 18 foot bridge. You can't buy a permit sticker at the landing. You'll need to find a marina shop in town there, I think it's on Route 18, to buy it. 2. There's a great little marina - Schnaicthman's - at Wye Landing. But you'll need to buy a permit fee (about $40 bucks I think), which you can buy right at the marina shop there. You can't park in the marina parking lot overnight but you can park your car and trailer right outside the gate overnight for a number of days if you wish. 3. Cambridge has no permit fee, has a huge parking lot, and large paved ramps, with easy access to the Choptank or Chesapeake. Plus the town's great to walk around in. 4. Oxford's really sweet, too. Stretch your legs, buy some groceries, see the wooden boat museum. I anchored near the town cemetary. I call it Cemetary Cove. You can spend a lifetime cruising the Chesapeake, and always find new places to explore. If you pack enough food on board, you can anchor out every night for days and days, avoiding marinas, fees, and restaurant costs - there's always a sheltered cove nearby somewhere to stay the night and watch the stars. Have a great time.