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Enjoy a performance by the talented actors at the American Repertory Theater. The theater has garnered many accolades since being founded in 1980, including a Tony Award and a Pulitzer Prize. Most of A.R.T's shows are American plays and musicals or new takes on classic stories, along with some provocative programming that's known to push the envelope. A few past productions hosted by the company include Cabaret, Paradise Lost, Donnie Darko, Oliver Twist, Romeo & Juliet, Oedipus, and many others.

There's not much that could be more romantic than a date on the water. Plan your next date night with a Spirit of Boston sunset dinner cruise on the beautiful Boston Harbor. As you dine on a buffet of sumptuous foods you'll enjoy taking in the view of the city from the luxury ship; after dinner you'll have plenty of opportunities to get close with drinks and dancing. For an extra romantic moment, toast to your love while experiencing the view from the ship's outdoor deck.

If you're a book lover there's no better way to celebrate that than by visiting the Boston Public Library, the nation's second largest library. This huge library is home to around 6.1 million books, in addition to about 1.7 million rare books and manuscripts that feature records from colonial Boston, early works of William Shakespeare and the personal book collection of John Adams.

Grab a beer at Cheers Boston, “where everybody knows your name”! That's right, this is the bar that inspired the famous TV show Cheers. Food, entertainment, and beer reign supreme at this famous nightlife destination.