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Enjoy the natural beauty of the area at Arnold Arboretum. The arboretum is part of Boston's Emerald Necklace park system, and at 265 acres, it's the second largest part of the “necklace”. Throughout the park, you'll see a variety of plant species and animals like turtles, racoons, white-tailed deer, squirrels, and a variety of birds and insects. There are a number of tours to choose from, leaving you with plenty of options for exploring this outdoor destination.

Spend the night laughing while enjoying the comedic entertainment hosted by the Improv Asylum. On-the-spot hilarity ensues at the shows here at what's been called “Boston's Best Comedy Club.” You can expect an experience that's like watching Saturday Night Live and Who's Line is it Anyway? combined.

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.

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.