shipping a wooden boat over land is a horse of a different color, compared to one of fiberglass...we used to move some 28-32' ChrisCrafts, with two sets of tandems to spread the load, this on trailers spec'ed out and bunked for them....towing that much dense weight can be a challenge
You would do well to find someone who has copious experience with rigging, lifting, moving and trailering a wooden boat. The result of an un-knowing, but well intentioned rigger is not pleasant and could break your boat, literally.
A few years back a 30' wooden power boat being towed through Radford, VA broke down...the trailer, that is. It took a commercial rigger and tower almost 3 weeks to find another trailer capable of handling the weight, along with a crane (actually two) to move it and resettle. There were some concerns as to how dry she had become and everyone kept their fingers crossed when it was transferred to the working trailer.
Weight is a big factor, and will keep your tow driver on his toes. The wooden backbone will scare some boat movers away. I am not aware of any "good" or reputable folks, on this end, any longer in business. You may want to give Marian, at Krentz Marine in Callao, VA a call as they are still quite involved in wooden boat repairs...you can reach her at:
Krentz Marine Railway
3048 Harryhogan Rd, Callao, VA 22435
Best of luck, and stay away from the internet Ushipits, they will likely be your worse enemy...