Annapolis is great from what my Uncle tells me. He has sailed there for decades.
Stay under 30 feet at this point. Save a ton of money. Build your skills along with your wife. A small family can cruise great in a 27-29ft boat.
FWIW, my folks would spend two weeks with them and 5 grandkids on a Cal 29. Worked out great.
Good luck and thanks for serving.
S/V Legacy, Catalina 400 MkII, Hull #328
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