If this is truely an exceptional boat and there is not a comparable boat closer, then I would suggest; get the boat made seaworthy in BVI and move it to Puerto Rico for a more complete fit-out.
Costs are lower in Puerto Rico than BVI and may also be lower than in Chicago.
Research directly with the various government agencies in BVI, Puerto Rico, Illinois and the USCG on what you need to do to make this legal, and check with your insurance carrier.
1970 Havsfidra 20 by Fisksatra
On the Delaware River at Fox Grove Marina Essington PA