Day 1 Morning Arrive in Portland, Maine. Get rental car. Noon Portland Lobster Company. Stroll through Portland Harbor. Head north up the coast. Afternoon Stop at scenic points, through Freeport, Newcastle, Rockport, and Camden. Arrive in Bar Harbor, Maine. Check into The Atlantean Bed and Breakfast. Have dinner at Mache Bistro. Day 2 Morning Breakfast at the inn. Take a trolley tour of Acadia National Park. Noon Fish House Grill. Explore Frenchman’s Bay. Afternoon Take a whale watching cruise. Have dinner at the Dog and Pony Tavern. Day 3 Morning Eat breakfast at the inn. Drive south through Bangor and Newport. Noon Arrive in Cape Elizabeth, Maine. Eat at The Lobster Shack. Visit Portland Head Light lighthouse. Afternoon Continue south down the coast stopping at scenic points, through Old Orchard Beach, Kennebunk, York, Gloucester, and Salem. Arrive in Boston, Massachusetts. Have dinner at Menton restaurant. Check in at Hyatt Regency hotel. Day 4 Morning Eat breakfast at Mike and Patty’s restaurant. Tour Sam Adams Brewery. Noon Mulligans restaurant. Take Freedom Trail tour of historic sites. Afternoon Shop for souvenirs. Head to Fenway Park for Red Sox vs. Phillies. Eat a hotdog at the game. Day Five Morning Olga’s Cafe. Take Boston Harborwalk tour. Noon Casa Razdora. Head to airport to return rental car and check in for flight home. Afternoon Return flight home.