I’ve often commented on how much I love Boston and am happy to act as any newcomer’s or visitor’s concierge, answering questions or providing suggestions. While I realize my preferences may not be yours, I thought I’d share ideas on what to see over three days in Boston. I’ve taken care to avoid suggesting places only a trust fund baby can afford.
I’m happy to provide suggestions on places to stay but for the purpose of this series of posts I am going to assume you have reserved a hotel, B&B or apartment in downtown Boston and will provide suggestions with dining options for morning, afternoon and evening.
Day 1: Three (Gay) Days in Boston
Start your morning at Panificio Bakery on Charles Street in Beacon Hill. Grab a cup of coffee, tea or juice and a decadent, warm carb recently pulled from the oven that you can enjoy while walking along the Charles River. This public park offers great views of Back Bay, Cambridge (and men walking, running and biking).
In the afternoon, enjoy a relaxing picnic in Boston’s Public Garden (the nation’s first botanical garden). Call The Upper Crust in Beacon Hill (617) 723-9600 and ask them to walk or bike over your pizza order. All you need to have is a cell phone and a credit card. They will bring the pizza, drinks, plates and napkins. You can enjoy the park, the views and of course the pizza. After lunch take a stroll through Back Bay: enjoy the Commonwealth Mall with sculptures on each block with some of the neighborhoods most beautiful homes or walk along Newbury Street (Boston’s version of 5th Avenue) which includes both national luxury chains as well as one of a kind boutiques.
In the evening head over to The Trophy Room on the corner of Berkeley and Chandler Street in the South End. Grab a cocktail (or two) at this gay friendly neighborhood bar and when your appetite reminds you it is time to eat, walk the four blocks to Aquitaine on Tremont Street (reservations are strongly suggested). I won’t presume to know your preferences and am confident that everything on the menu would be to your liking. After dinner if you are in the mood for a 20 or 30-something crowd head to Club Cafe on Columbus Ave and Berkeley Street where there is always a crowd and dancing in the backroom. If you would like something more relaxing walk two blocks down Union Park to Boston Chops and enjoy a cocktail and the guys who congregate here after dinner by the bar.
BosGuy 