undefined Itinerary

Spend the morning kayaking or paddleboarding around the harbor with Tidal Transit Kayak Company. For lunch, grab a sandwich or salad at the famous Red Cup Coffee House, a quirky cafe with a colorful interior.

Visit the Maine State Aquarium to see a variety of marine life, including lobsters, crabs, and seals. Next, head to the Boothbay Harbor Memorial Library, a beautiful building that houses a collection of rare books and local artifacts.

Enjoy a seafood dinner at McSeagull's Restaurant, a lively spot with a waterfront deck and live music. Finish the night with a cocktail at The Thistle Inn, a historic inn with a cozy bar and outdoor seating.

Take a morning hike at the Boothbay Region Land Trust, which offers miles of beautiful trails and stunning views of the harbor. For breakfast, try the blueberry pancakes at the iconic Lobster Dock Restaurant.

Visit the Boothbay Harbor Art Foundation to see works by local artists and take a watercolor class. Next, head to the Coastal Maine Popcorn Co. to sample a variety of gourmet popcorn flavors.

Indulge in a dinner of fresh seafood at The Boathouse Bistro, a waterfront restaurant with a cozy atmosphere. End the night with a scoop of homemade ice cream at Downeast Ice Cream Factory.

Take a day trip to Monhegan Island, a small island off the coast of Maine that is known for its stunning natural beauty and artists' community. Take the ferry from Boothbay Harbor and spend the day hiking, birdwatching, and exploring the island's art galleries and studios.

After returning from Monhegan Island, head to the Maine Maritime Museum to learn about the state's rich maritime history. For dinner, try the fried clams at the classic Wiscasset-based Red's Eats.

End the day with a glass of wine at the Boothbay Harbor Inn's waterfront bar, which offers stunning views of the harbor.

Visit the Boothbay Farmers' Market to sample fresh produce and artisanal products. Next, head to the Boothbay Harbor Historical Society to learn about the town's past. For lunch, try the lobster stew at Lobsterman's Wharf, a cozy seafood spot with beautiful views.

Take a drive to the Pemaquid Point Lighthouse, a picturesque lighthouse that has been guiding ships since the 1820s. Next, head to the Sweet Bay Shop, a charming store that sells handmade chocolates and other sweet treats.

End the day with a dinner of fresh seafood at The Lobster House, a waterfront restaurant that specializes in lobster and other local seafood. Finish the night with a drink at the Boat Bar, a cozy spot with live music and a waterfront deck.