Marblehead, Massachusetts is the birthplace of American Navy and home to one of the most beautiful harbors in New England. Marblehead (located just 20 miles north of Boston) offers a quaint New England Village that wraps around a picturesque harbor.
A Mecca for sailors, Marblehead draws enthusiasts from around the world to its waters. The harbor fills to its capacity in the summertime with upwards of 2,000 sailboats.
Local tip: Meet up with a local Captain and crew on a sailboat for a day. You will get a front-seat view and a great workout.
Head over to Maddies Sail Loft afterwards to calm your sore muscles with one of their legendary pint-size cocktails. Careful: 2 drinks at this local establishment will transform a scruffy looking sailor into Brad Pitt.