5-Day Maine Adventure Itinerary

Begin your day with a visit to the Tate House Museum. This historic house offers a glimpse into 18th-century life in Portland.

Enjoy lunch at Duckfat, famous for its Belgian fries and gourmet sandwiches. Then, head to Rising Tide Brewing Company for an afternoon of craft beer tasting.

For dinner, make reservations at Hugo's Restaurant, one of Portland's finest dining establishments. Afterward, take a leisurely evening walk through the charming streets of Old Port.

Kick off your day with an exciting bike tour around Portland's peninsula with the Portland, Maine Guided Bike Tour Around The Peninsula. It's a great way to see the city's highlights while staying active.

Refuel with lunch at Becky's Diner, a local favorite known for its hearty meals. In the afternoon, embark on the Portland Best of Maine Lighthouse Scenic Cruise to see some of Maine's most picturesque lighthouses from the water.

Dine at Street & Co., renowned for its seafood dishes. After dinner, unwind with drinks at one of Old Port's cozy bars.

Drive down to Kittery and start your day shopping at the famous Kittery Premium Outlets. With numerous stores offering great deals, it's a shopper's paradise.

Have lunch at one of Kittery's local eateries before heading back to Portland. Once back in Portland, visit the Maine Historical Society to learn more about the state's rich history.

For dinner, try out Central Provisions, known for its innovative small plates and vibrant atmosphere. End your evening with a relaxing walk along Portland's waterfront.

Start your day early with a drive to Acadia National Park. Begin your exploration with a visit to the famous Cadillac Mountain, where you can enjoy breathtaking panoramic views of the park and the surrounding area. It's a great spot for family photos and offers several hiking trails for all skill levels.

For lunch, pack a picnic and head to Jordan Pond House. Enjoy your meal with stunning views of Jordan Pond and the Bubbles mountains in the background. After lunch, take a leisurely hike around Jordan Pond or rent bikes to explore the carriage roads.

In the evening, drive back to Portland and have dinner at Scales, known for its fresh seafood and waterfront views. End your trip with a relaxing evening stroll along Portland's waterfront, reflecting on the beautiful experiences of your Maine adventure.