A Colonial Tours

Wine connoisseurs, get your tickets to Chef Daniel Bruce's Boston Wine Festival, one of the nation's longest-running wine events. This isn't your typical, two-day festival; the festival spans three and a half months and hosts a few events each week. The 23-year-old event features wine tastings, paired with signature dishes created by Chef Bruce. Throughout the history of the Boston Wine Festival, the menu has never been repeated.

While you're hanging out in the Boston Public Garden, take a ride on the city's signature Swan Boats. The boats are the only ones of their kind in the world and they float the waters of the Public Garden lagoon. A ride on one of these boats is the best way to see all of the attractions in and around America's first botanical garden.

Spend a romantic weekend at a cozy getaway guest room at the Bed and Breakfast at 44 Commonwealth Avenue, located at The College Club. The 11 rooms are all restored and boast “vintage charm with modern convenience”. You'll feel like you're in a 19th century love story during your stay here.