transport to Annapolis
Unless you have a trailer and can tow the boat down yourself, given the relatively small resale value of a Seafarer 26 vs the high cost to move, you are probably better off selling and buying a new (to you) boat in Annapolis. That said if your 26 footer is a Maridian and you really love the boat then it might make emotional sense to move here as Meridians are pretty rare these days. On the other hand, Merridians are not exactly great "Bay Boats".
BTW- I live in Annapolis, welcome to town- its a great place to live. Feel free to email me.