Day 1 - Saturday, 10/4/2025
Arrive Boston
Upon arrival, meet your Tour Manager and transfer to your hotel. Dinner is on your own tonight.

Day 2 - Sunday, 10/5/2025 - Breakfast - Dinner
Boston / To Maine
This morning enjoy a Boston City Tour featuring Boston Commons, Old State House, Old North Church from where Paul Revere got the signal to start his legendary ride, Old South Meeting House, Beacon Hill, and Old Ironsides. Next enjoy a guided tour of historic Fenway Park, the soul of our “national pastime” for many. Fenway is America’s oldest ballpark and home of the Boston Red Sox since 1912. Your Walking Tour may include some of its most famous landmarks: the Triangle, Pesky’s Pole, and the legendary Green Monster of left field. Visit the Faneuil Hall Marketplace, near the waterfront with free time to shop and enjoy lunch on your own. This afternoon take in the natural beauty of the New England coastline as you travel north towards Maine with a photo stop in the picturesque coastal town of Portsmouth, New Hampshire. Later travel to Coastal Maine with its sandy beaches, beautiful landscapes, quaint villages, and lighthouses. Check-in for a five-night hotel stay and enjoy a Welcome Dinner.

Day 3 - Monday, 10/6/2025 - Breakfast
Portland, Maine
This morning visit Portland, Maine’s largest city in beautiful island-filled Casco Bay. Stop at Len Libby’s Candies in Scarborough, to sample treats and meet Lenny, the world’s only life-size chocolate moose! Enjoy a scenic Casco Bay Cruise to see lighthouses, forts, lobster boats, and seals. Visit the Victoria Mansion, also known as the Morse Libby House, the nation’s premier showpiece of Victorian architecture.  Enjoy some leisure time in Old Port Historic District before heading to Cape Elizabeth for a visit to the Portland Head Lighthouse & Museum, one of America’s oldest and most photographed lighthouses.

Day 4 - Tuesday, 10/7/2025 - Breakfast - Dinner
Kennebunkport / York
Today explore the Southern Maine Coast dotted with charming seaside towns, picturesque beaches, and magnificent old captains’ mansions.  In Kennebunkport, see the Wedding Cake House, an over-exuberant version of gingerbread Victorian architecture and the most photographed house in Maine. Visit the Seashore Trolley Museum, the oldest and largest electric railway museum in the world. No visit to Kennebunkport would be complete without taking in the view from Walker’s Point, the longtime summer retreat of George H.W. Bush and family. In the seaside village of Ogunquit, take a leisurely stroll along Marginal Way, a one-and-a-quarter-mile walking path that winds along the town’s rocky shore and offers dramatic iconic views of the craggy Maine coastline leading to quaint Perkins Cove. Later board a Lobster Boat where a local lobsterman takes you out into the harbor aboard his working boat for an authentic, hands-on experience in the lobstering trade with a lobster haul. In nearby York take in breathtaking views of the Cape Neddick Lighthouse, commonly known as Nubble Light. Top off the day with a Traditional Lobster Clambake and a chance to try some delicious Maine Lobster!

Day 5 - Wednesday, 10/8/2025 - Breakfast
Day at Leisure
Enjoy the day at leisure to relax and explore the area at your own pace.  An optional tour will be available.

Day 6 - Thursday, 10/9/2025 - Breakfast - Dinner
Boothbay Harbor / Gardens
This morning travel north to scenic Boothbay Harbor. Arrive and visit the Coastal Maine Botanical Gardens, the largest in New England, comprised of 295 acres, 17 of which are gardens featuring native plants of Maine and Northern New England. With exquisite gardens and dramatic natural landscape this area is endlessly captivating and thoroughly unique. Then visit the historic and picturesque village of Boothbay Harbor featuring charming streets lined with flower boxes, quaint shops, restaurants, coffee houses, breweries, art stores and ice cream stands. Tonight enjoy a special Farewell Dinner with your fellow travelers.

Day 7 - Friday, 10/10/2025 - Breakfast
Boston / Fly Home
Today head south to Boston for your flight home filled with wonderful memories.