undefined Itinerary

Take a tour of the Tate House Museum , a historic home that dates back to the 18th century and offers a glimpse into life in colonial Maine. Afterward, head to the Portland Museum of Art, which features a collection of over 18,000 works of art from around the world.

Visit the Portland Observatory, a historic tower that was used to signal the arrival of ships in Portland Harbor in the 19th century. Afterward, explore the vibrant arts district of Congress Street, which is home to many galleries, theaters, and music venues.

Spend the evening at the Portland Symphony Orchestra, which performs a variety of classical and contemporary music throughout the year.

Start your day with a visit to the Maine Narrow Gauge Railroad Co. & Museum, which features a collection of historic narrow-gauge trains and offers train rides along Portland's waterfront. Afterward, visit the Portland Farmers' Market, which offers a variety of fresh produce, baked goods, and artisanal products from local vendors.

Take a trip to the nearby town of Freeport, which is known for its outlet shopping and outdoor activities like hiking and fishing. Visit the L.L. Bean flagship store, which is open 24 hours a day and offers a wide range of outdoor gear and clothing.

End your night with dinner at Fore Street, a farm-to-table restaurant located in the Old Port that specializes in local and seasonal ingredients.

Explore the Western Promenade, a scenic park that offers stunning views of the city and surrounding mountains. Afterward, take a walk through the West End, a historic neighborhood that features many beautiful Victorian homes.

Visit the Maine Historical Society, which features exhibits and artifacts related to the history of Maine. Afterward, take a stroll through the Deering Oaks Park, a 55-acre park that features a pond, walking paths, and a playground.

Spend the evening at the Portland Stage Company, which performs a variety of plays and musicals throughout the year.

Start your day with a visit to the Portland Head Light , a historic lighthouse that offers stunning views of the Atlantic Ocean. Afterward, visit the nearby Two Lights State Park, which offers hiking trails and a rocky beach.

Take a trip to the nearby town of Cape Elizabeth, which is known for its beautiful coastline and historic landmarks like the Portland Head Light. Visit the Fort Williams Park, which features a variety of historic sites and scenic views of the ocean.

End your night with dinner at Eventide Oyster Co., a popular seafood restaurant located in the Old Port that offers a variety of fresh oysters and other seafood dishes.