Affectionately known as Beantown, this revolutionary city is one of the oldest in the United States. After settling in, perhaps take a stroll to Downtown Crossing or historic Faneuil Hall. For those looking to shop, Quincy Market offers big brands and local products, set indoors and surrounding the columns of a regal 19th-century building. At 18:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests at your hotel.

Today discover some of Boston’s most famous sights as you delve into the city’s transformative past. Follow part of the red-brick Freedom Trail that brings the story of the American Revolution to life. Sights include Beacon Hill, Newbury Street, Faneuil Hall Marketplace and the Old South Meeting House. This afternoon, explore Stockbridge with an Insight Choice. Choose to visit the Norman Rockwell Museum, home to the largest and most significant collection of original Rockwell art. Alternatively, choose to take a guided tour of Chesterwood, the former summer home and studio of renowned 20th-century sculptor Daniel Chester French. Travel on through the rolling hills of the Berkshires and onto your upstate New York hotel, situated within the Saratoga Spa State Park.

Journey through the bronze fall foliage of Vermont. For a unique shopping experience, visit the Vermont Country Store, in operation since 1946 and renowned for a nostalgic assortment of products. Explore the Rockefellers' renowned Billings Farm and Museum, a captivating working dairy and farm life museum, followed by a stop in the village of Woodstock with its picturesque covered bridges. In the northern Vermont town of Stowe, visit the women-owned and -operated Bread and Butter Farm and Blossom Wholesome Foods Kitchen for an introduction to the farm, a hands-on experience and a farm-to-table lunch. Journey to the Trapp Lodge, your home for the next two nights, where you’ll join a crafting activity learning how to make a birdhouse you can take home with you.

Experience Vermont’s beautiful scenery ablaze with fall’s golden colours. Stop by Lake Champlain Chocolates for a taste of their award-winning ice cream. Like their chocolates, the ice cream is crafted with the finest local ingredients, including fresh cream, maple syrup and honey. Next, travel to Morse Farm Maple Sugarworks, where maple syrup is "tapped" from the trees. Taste a Vermont tradition, the unusually named ‘sugar on snow,’ a combination of maple syrup and packed snow traditionally served with a doughnut and pickle. Return to the enchanting town of Stowe where the rest of the afternoon is yours. Later, enjoy Austrian-style lagers during your dinner at the von Trapp Brewery and Bierhall.

From Vermont, journey to New Hampshire’s White Mountains and enter striking Franconia Notch. Take a scenic ride on the Gondola SkyRide at Loon Mountain Resort. On a clear day, you'll have panoramic views of New Hampshire, Maine, Vermont, New York and Canada. Later, journey through the crimson and orange hues of the famed Kancamagus Scenic Byway to North Conway. This spectacular section of Route 112 is unspoilt by industry and boasts 34.5 miles of untouched natural beauty.

In the morning, join a MAKE TRAVEL MATTER® Experience for an insightful talk by a naturalist expert on the North Woods' wildlife and ecology. More spectacular fall foliage awaits as you journey through Crawford Notch, an arresting pass through the White Mountains. Pause to capture the Silver Cascade Waterfall and Bretton Woods, which offers stunning views of Mount Washington, the tallest peak in the northeast. Your Travel Director will guide you on a scenic hike to the cascading waterfalls of Diana's Baths.

Cross from New Hampshire into Maine this morning as you travel along the jagged coastline. Then spend the rest of your afternoon at leisure. In the evening, enjoy a delicious Celebration Dinner featuring Maine lobster with your fellow travellers.

Known for its sandy beaches, Kennebunkport is a year-round coastal destination that houses the rich and famous, even serving as the summer retreat of former President George H.W. Bush. Travel along Ocean Drive with more stunning views of the Maine coastline before driving back to Boston. Guests departing from Boston will arrive at Boston Logan International Airport at 12:30 pm.