Welcome to CF!
I live outside of Boston and sailed out Hull
at the south end of Boston Harbor for many years. We've moved our base to Rhode Island
which has been great, but not better than Boston Harbor.
You mention "getting into" sailing. I'm going to infer that that means that you and your wife are planning to learn. Boston has a couple of excellent ways to learn sailing without breaking the bank. If you're completely new to the activity, Community Boating on the Charles River is a good way to learn the basics in small boats. If you're beyond that (or once you're beyond that), the Boston Harbor Sailing Club Boston Sailing - Schools Lessons Certifications - Boston Harbor Sailing Club - Sailboat Racing Moorings Rentals Charters
has a range of cruising boats that members use for day sailing
out into Massachusetts
Bay and chartering for longer trips. Many years ago, my (not yet) wife made the transition from crewing
for her Dad to sailing her own boat
at BHSC and still has friends from the experience. If you live in Boston, the sailing is close enough that weekday summer evenings are a viable option for lessons and short sails
The Boston Harbor Islands are a well kept secret since Boston Harbor was once best know for its well-named "Dirty Water" by the Standells. Thanks to massive cleanup, it's now a great place to sail and swim (if you like the cold temperature).
Once you're out on your own, there are excellent cruising grounds from Maine
to Block Island that are extremely varied and have kept coastal sailors engaged for a lifetime.