Baltimore's nice for living, and about 1/2 or 2/3 the price of Annapolis. But ... and it's a big BUT, it fails one of your vital criteria. You're about an hour up the Patapsco from sailing. Ya gets, unfortunately, what ya pays for.
Unless you stay at the Maryland Yacht Club, we can sail into our slips. We are at the end of the Patapsco on Rock Creek where I am. We have liveaboards. We are as close the the Bay as Annapolis in a nice creek and setting. You can sail 1 hour up to Baltimore center, sail the huge wide Patapsco when the Bay is blowing 35 knots, or sail right out into the Bay as quickly as you can from Annapolis. A lot less crowded also than Annapolis.
Annapolis is a quaint energetic town and the marinas are mega marinas with well over 500 boats. This is a 124 boat slip hurricane hole protected from winds and the oldest Yacht Club on the Chesapeake, But it isnt one of the snooty ones.
Our prices are two thirds the price of any slips you will find in Annapolis. We have a pool, restaurant, laundry facilities, 10 year old docks and piers, fuel dock, pump out and over 12 acreas of land in quiet suburban setting right on the corner of the Patapsco River and the Chesapeak bay. From the Clubhouse you can see across the Bay to Tolchester. Close to stores,
You didnt say the size of boat, But membership in the club, a 60 foot slip with a 35 foot side pier, would run less than, 3400 per year. $1000 food chit ( you pay $100 a mmonth) for the club restaurant and the food and drinks are discounted. (Our slips run $40 per foot) So cost per year is $4,400 and that includes the $1000 you get back in food. Annapolis will run you well over $6500 for just a smaller slip than 60 ft for sure. ( For that $2000 a year you can get a small used car to commute the 20 minutes to BWI. ) BTW if you take the Marc on a monthly pass parking is free there.
In terms of sailing, hard to beat as you are 4 hours sailing time to Annapolis, Rock Hall, Sassafras River, Worton Creek, Still Pond , Chester River, 7 hours to St Michaels or the West and Rhode Rivers. Very well located to explore the North and Central Chesapeake on a weekend.
Commute is not a bad one to DC. Bus to BWI takes 20 minutes, where you can catc MarC train or Busses to Metro or cnter of DC. By car 55 minutes to DC from the club. Check us out we have 12 liveaboards. What kind of boat?
When you open the website, in the pitcure the Chesapeake is to the right of the green peninsula at the bottom sticking out ( thats Fort Smallwood) so you can see how close we are to sailing in the Bay.
Chesapeake Bay Boating and Sailing Clubs ~ Maryland Yacht Club
Check it out and feel free to PM me,