Boston to Portland Road Trip: Culinary Delights and Coastal Charms Itinerary

Enjoy a hearty breakfast at Neptune Oyster, known for its lobster rolls. Then, take a student-guided walking tour of Harvard University in Cambridge, followed by a visit to the Harvard Museum of Natural History.

For lunch, head to Giacomo's Ristorante, a local favorite for Italian cuisine. Afterward, explore the spooky side of Salem on a Salem Ghosts, Witches, & Warlocks Guided Walking Tour.

Have a memorable dinner at Toro, offering a unique Spanish dining experience. Conclude the day with the Salem Night Tour Haunt and History Guided Night Tour to learn about the city's dark past.

Depart for Portland, Maine, in the morning. Upon arrival, have a delightful breakfast at Becky's Diner, a local institution known for its seafood. Explore the charming Old Port district and visit the Portland Observatory for panoramic views.

Enjoy a seafood feast for lunch at Eventide Oyster Co. or Street & Co.. Afterward, take a scenic cruise of Portland Harbor to appreciate the coastal beauty.

Indulge in a fine dining experience at Fore Street, known for its farm-to-table cuisine. Take a leisurely walk along the waterfront to end the day.

Start your day with a delicious breakfast at The Holy Donut, famous for its unique potato donuts. Then, embark on a foodie tour of Portland, sampling local specialties and visiting artisanal shops.

For lunch, enjoy the lobster roll at Bite into Maine. Afterward, explore the picturesque Portland Head Light and Fort Williams Park, a perfect spot for a leisurely afternoon.

Conclude your Portland visit with a memorable dinner at Union Restaurant, known for its innovative cuisine. Watch the sunset at Portland Head Light before heading back to Boston for your final day.

On your last day, enjoy a leisurely breakfast at Flour Bakery + Cafe. Then, take a guided tour of the Boston Public Library and explore the Boston Public Garden.

For lunch, experience a traditional New England clam chowder at Neptune Oyster. Spend the afternoon shopping and strolling along Newbury Street, known for its upscale boutiques.

Conclude your trip with a spectacular dinner at Ostra, a Mediterranean seafood restaurant. Afterward, take a relaxing Boston Harbor Sunset Yacht Cruise to enjoy the city lights from the water.