Start your morning at the Boston Public Market and taste the New England difference in one of the region's most important agricultural products: apples! Apple cider donuts await you to fuel the rest of your explorations.

If that wasn’t enough, you'll taste a bit of history at a second market stall in the form of a surprising 17th-century snack with English roots.

Time to head downtown. Boston is one of the oldest and most historically significant cities in America, packed with significant sites with amazing stories to tell. Follow in the footsteps of the revolutionaries as you walk the historic Freedom Trail, where Boston’s history unfolds alongside the birth of America. And don’t worry…there’s more food coming your way!

There's no better place to continue your Boston history lesson than at an iconic restaurant that hasn't closed its doors since 1826. This makes it not only the oldest restaurant in Boston, but the oldest one with continuous service in the entire United States! You'll sit in the very booth that was reserved for the 35th president, John F. Kennedy, to taste creamy clam chowder, Boston’s signature molasses-infused baked beans, and another coastal classic: oysters!

Hit the Freedom Trail again and wind your way over to the North End neighborhood, where Italian influences offer a delightful change of pace. Stop at a fourth-generation family-run eatery specializing in hot and buttery lobster rolls—a quintessential New England classic. This particular spot must not be missed while in Boston—they've even been featured on Good Morning America!

Next, step back in time to the 1930s with a visit to a hole-in-the-wall neighborhood coffee joint and enjoy a taste of Boston’s Italian past.

Finally, you'll wrap up at one of the North End’s most famous local favorite pastry shops. Finish on a sweet note with a melt-in-your-mouth cannoli.