Moonlit stroll, cobblestone streets

Explore Boston's waterfront with your date free of charge by uploading a walking tour onto your own MP3 player. The hour-long tour starts at the Christopher Columbus Park and continues past Rowes Wharf and Long Wharg along the Boston Harbor (pictured). You won’t be sorry—it’s one of the most romantic walks in Boston.

After your stroll, wander through the cobblestone streets of the North End and stop in to grab a bite of gelatos or cannolis.