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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.

Head out on a Boston Lobster Tour to fish for lobster and learn about the Boston Harbor. Along with a narrated history of the area, you'll get to see lobsters, sea urchins, star fish, and crabs up close. Bring your camera because your trip on the water offers some pretty great views of the city.

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.