undefined Itinerary

Explore the Old Port, the historic district of Portland that features brick-lined streets, quaint shops, and restaurants. Visit New England Distilling for a tour and tasting of their award-winning spirits. Afterward, head to the Tate House Museum , a historic home built in the 18th century that offers a glimpse into colonial life in Maine.

Take a walk through the Eastern Promenade , which features a playground, a beach, and a walking trail that offers stunning views of the harbor. Stop by one of the many food trucks in the area for a quick bite to eat.

Spend the evening at one of the many bars or pubs in the Old Port, like Novare Res Bier Cafe or The Thirsty Pig, which offer a wide selection of local and international beers.

Start your day with a visit to the Portland Museum of Art, which features a collection of more than 18,000 works of art from around the world. Afterward, take a scenic drive along the coast to explore some of the nearby towns, like Kennebunkport or Ogunquit.

Head back to Portland and stop by the Eastern Promenade for a picnic lunch with stunning views of the harbor. Afterward, take a walk through the Old Port to explore some of the many boutique shops and art galleries.

Spend the evening at one of the many restaurants in the Old Port, like Fore Street or Central Provisions, which offer farm-to-table cuisine and a wide selection of local wines.

Take a scenic drive to the nearby town of Freeport, known for its outlet shopping and the iconic L.L. Bean flagship store. Afterward, head back to Portland and visit the Portland Observatory, a historic tower that offers stunning views of the city and the harbor.

Explore the Eastern Promenade , which features a playground, a beach, and a walking trail that offers stunning views of the harbor. Stop by one of the many food trucks in the area for a quick bite to eat.

Spend the evening at one of the many bars or pubs in the Old Port, like Novare Res Bier Cafe or The Thirsty Pig, which offer a wide selection of local and international beers.

Start your day with a visit to the Allagash Brewing Company, one of the most popular breweries in Maine, known for its Belgian-style beers. Afterward, head to the nearby Fore River Sanctuary, a 85-acre nature preserve that offers hiking trails and scenic views of the Fore River.

Visit the Eastern Promenade for a picnic lunch with stunning views of the harbor. Afterward, take a stroll through the Old Port to explore some of the many boutique shops and art galleries.

Spend the evening at one of the many restaurants in the Old Port, like Duckfat or Scales, which offer a wide selection of seafood dishes and local wines.