Historic New England: Boston to Maine in 5 Days Itinerary

Indulge in a delicious breakfast at Neptune Oyster, known for its seafood. Then, set off on a thrilling Boston Whale Watching Catamaran Cruise.

For lunch, head to Row 34 for a variety of oysters. Afterward, visit the New England Aquarium and Boston Tea Party Ships and Museum Interactive Tour.

Dine at the historic Union Oyster House, the oldest operating restaurant in the U.S. Conclude the day with a Boston Harbor Champagne Sunset Sail from Rowes Wharf.

Start your day with a spooky breakfast at Gulu-Gulu Cafe. Then, immerse yourself in the dark history of the Salem Witch Museum Admission Ticket.

Enjoy a seafood lunch at Turner's Seafood. Afterward, take a Salem 1692 Witchcraft Trials Walk and visit the Peabody Essex Museum.

For dinner, experience the haunted ambiance of The Lobster Shanty. Conclude the day with the Salem Night Tour Haunt and History Guided Night Tour.

Enjoy a scenic drive to Portland, Maine. Stop for a classic Maine breakfast at Becky's Diner known for its lobster omelette. Then, visit the historic Portland Head Light.

Indulge in a traditional lobster roll for lunch at Bite into Maine. Explore the vibrant Old Port district and take a Maine Lighthouse and Lobster Boat Cruise.

For dinner, savor the local flavors at Eventide Oyster Co. Conclude the day with a leisurely walk along the waterfront.

Return to Boston and have a final breakfast at the iconic The Paramount. Then, take a Boston View Boston Observatory Entry Ticket for a last panoramic view of the city.

Spend your last afternoon strolling through the charming streets of Beacon Hill. For lunch, enjoy a meal at the historic Beacon Hill Bistro.

End your journey with a memorable dinner at No. 9 Park, known for its fine dining experience. Reflect on your historic and maritime adventures in New England.