Tennis & Squash Shop

If you're hungry, head to the South Street Diner to appease your appetite. No matter what time of day or night, this eatery stays open 24 hours a day, 7 days a week, so it's perfect for late in the day breakfasts or that necessary fourth meal after a night at the bar. This diner has been a part of city culture since 1947 and it's definitely a Boston destination that you have to experience.

Follow the red-brick road, otherwise known as Freedom Trail. The trail stretches 2.5 miles and leads the way to 16 historical sites that are significant to American history. Some of the sites and attractions include the Boston Common, the Old State House, the Bunker Hill Monument, the Paul Revere house and the site of the Boston Massacre.

Step into the opulence of yesteryear and tour the Otis House Museum. The house is the last surviving mansion in what used to be Boston's most affluent neighborhood in the 18th century; the man who owned the home, Harrison Gray Otis, was a lawyer who served in Congress and was mayor of the city at one time. The Otis House is still decorated with furnishings that were the best of their time period, including fine furniture pieces and art work.

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.