Cutter, this is from previous posts:
The Wye River is on the eastern shore of Maryland, near Wye Mills. The boat rental is named Schnaitmans. The Wye is the premier location for jumbo crabs in the summer months.
Look at the following map of Talbot County:http://mddnr.chesapeakebay.net/fish/Cntyramps/TA.html
Then mouse on Wye Landing and it will give you specifics. Mouse on the Get map and directions near the top and you have a satellite image of the area.
All weekends and most weekdays are busy during the summer months and the rental boats go fast, so get there real early. These are row boats. I understand that they have a very few boats with low-HP outboards, but you have to be there real early to get one of these. Otherwise, you have to supply your own outboard (9.9-20HP) or electric motor to really get around and explore the place. If you bring your own boat/motor, don't forget to purchase a Talbot County ramp permit to a fix to the trailer, otherwise you'll return to your trailer at the end of the day to find a ticket with a hefty fine.
Crab Alley is located on the eastern shore of Maryland. A map is available from the link above. From Route 50/301 take Exit 39B south on Route 552 to the end of the road at Little Creek Landing. Crab Alley Marina is here and has boat/motor rentals.
As far as when to go, I'd wait until late-June/early-July.
Not sure how this spring is going to turn out. If we have a lot of sunshine and little precipitation, you can come down a little earlier, otherwise stick with June/July timeframe.