Roam AroundAI Travel Planner

Morning. Start your day with a visit to Portland Head Light [24375], one of the most photographed lighthouses in the country, located in Cape Elizabeth, just a short drive from downtown Portland. Afterward, take a ferry ride to Casco Bay [21488], a scenic bay dotted with islands and lighthouses.

Afternoon. Visit Fort Gorges [21490], a historic fort located on an island in Casco Bay, and take a guided tour to learn about its fascinating history. Afterward, head to Rising Tide Brewing Company [24767], a local brewery that offers tours and tastings of their delicious craft beers.

Evening. Enjoy a relaxing evening at Eastern Promenade [21489], a park that offers stunning views of Casco Bay and the Portland skyline. End your night with a visit to New England Distilling [21491], a distillery that produces small-batch spirits using traditional techniques.

Morning. Visit the Tate House Museum [25633], a historic home that dates back to the 18th century and offers guided tours that provide a glimpse into life in colonial Maine. Afterward, take a scenic drive to Acadia National Park [16085], a stunning national park located on Mount Desert Island that features hiking trails, scenic drives, and breathtaking views of the coast.

Afternoon. Take a hike or bike ride through the park's rugged terrain, or enjoy a picnic lunch while taking in the stunning views. Afterward, head back to Portland and enjoy dinner at one of the city's many seafood restaurants, such as Eventide Oyster Co.

Evening. Spend the evening exploring Portland's Old Port district, which features a variety of shops, galleries, and restaurants housed in historic brick buildings. End your night with a drink at the Top of the East, a rooftop bar that offers stunning views of the city skyline.

Morning. Start your day with a visit to Cape Neddick Nubble Lighthouse [22573], a picturesque lighthouse located on a small island just off the coast of York, Maine. Afterward, head to Kittery Premium Outlets [23199], a shopping center that features a variety of high-end retailers and designer brands.

Afternoon. Return to Portland and take a stroll through the city's charming neighborhoods, such as the West End, which features a variety of historic homes and tree-lined streets. Stop by the Portland Museum of Art to see their collection of American and European art.

Evening. Enjoy dinner at one of Portland's many farm-to-table restaurants, such as Fore Street, which features locally sourced ingredients and a wood-fired oven. End your night with a visit to the Portland Observatory, a historic tower that offers stunning views of the city and the harbor.

Morning. Start your day with a visit to the International Cryptozoology Museum, a unique museum that explores the world of cryptozoology, the study of animals that have not yet been proven to exist. Afterward, take a walk through Deering Oaks Park, a beautiful green space in the heart of Portland.

Afternoon. Visit the Portland Science Center, a museum that features interactive exhibits and hands-on activities that explore the world of science and technology. Afterward, head to Allagash Brewing Company, a local brewery that specializes in Belgian-style beers.

Evening. Spend the evening exploring Portland's vibrant arts scene, with a visit to the State Theatre or the Portland Stage Company. End your night with a drink at the Portland Hunt + Alpine Club, a stylish cocktail bar that offers a variety of craft cocktails and small plates.

Morning. Start your day with a visit to the Maine Historical Society, a museum that explores the history of Maine and its people. Afterward, head to the Portland Farmers' Market, which features a variety of local vendors and artisanal products.

Afternoon. Take a scenic drive along the coast, with stops at the charming towns of Kennebunkport and Ogunquit. Afterward, head back to Portland and enjoy dinner at one of the city's many excellent restaurants, such as Street & Co.

Evening. Spend the evening enjoying live music at one of Portland's many venues, such as the State Theatre or the Port City Music Hall.