I've not used a Dob, but I agree it would be the easiest with virtually no setup time.
My first scope was a 4-inch Maksutov-Cassegrain on an equatorial mount. The advantage this mount offers is once set up and on target, you only need to move your scope on one axis. Makes things easier to continue to stay on target. The slightly difficult part is setting it up (point South and angle the scope to your latitude).
I buy my telescopes from
http://www.astroanarchy.com.au/
Their prices are competitive.