Day 1 | Boston – Kennebunkport – Freeport, ME

Distance: 132.00 miles / 212.4 km

Pick-up your rental car, depart Boston and proceed to Kennebunkport, one of Maine''s most popular summer vacation destinations. Experience the tranquility and enjoy the beauty of this quiet seaside village with its charming shops and galleries, country grocery store, lobster pounds, fish markets and the numerous restaurants known for their fabulous fresh seafood. After having your fill, enjoy a peaceful walk at Goose Rocks Beach. This beautiful and pristine three-mile-long beach boasts sand dunes and wonderful views making it a favorite of walkers of all generations. Continue to Freeport, a beautiful coastal Maine village, where an overnight stay has been arranged.

Accommodations: (SUP) Harraseeket Inn or similar (1 Night)

Day 2 | Freeport – North Conway, NH

Distance: 101.00 miles / 162.5 km

This morning enjoy some of Freeport’s treasures before continuing to North Conway. Freeport was founded in 1789 and is home to well-known Pettengill Farm and Wolfe''s Neck Farm, both offering nature walks and guided tours. The Wolfe’s Neck State Park contains varied ecosystems, including climax white pine and hemlock forests, a salt marsh estuary, the rocky shorelines on Casco Bay and the Harraseeket River. As you continue to North Conway, drive through the White Mountains which is a perfect area for outdoor activities. The mountains provide exceptional hiking and mountain biking opportunities as well as water activities such as kayaking, canoeing and boat tours. For the next two nights you will stay in this beautiful area, at Merrill Farm Resort.

Accommodations: (SUP) Merrill Farm Resort or similar (2 Nights)

Day 3 | North Conway, NH

Distance: 0.00 miles / 0.0 km

The Merrill Farm Resort is located on the banks of the crystal clear Saco River, in the heart of the beautiful White Mountains of New Hampshire. This wonderful New England bed & breakfast is found nestled among seven acres of beautiful trees and lovely landscaping. Its rustic, warm, and tranquil country charm will make you feel at home. Here you will enjoy a memorable culinary experience. A cooking class has been arranged at the Inn which will focuse on regional cooking style and flavors. Learn to prepare several New England favorites from scratch by following expert instructions and using only the freshest ingredients. Later, enjoy the fruits of your labor as you take pleasure in having a sumptious diner for two, including wine, at the Inn’s dinning room. During your free time, enjoy the White Mountains’ natural beauty. Cannon Aerial Tramway, Conway Scenic Railroad, Wildcat Mountain Gondola and Hobo Railroad are great avenues for touring the countryside, while Lost River Gorge & Boulder Caves and Polar Caves Park offer up-close encounters with the area''s natural features.

Day 4 | Day four

Distance: 138.00 miles / 222.0 km

Leave the White Mountains behind and drive toward Essex. On your way, you will first pass Waterbury where you can visit Vermont’s icon, Ben and Jerry’s Ice Cream Factory. Take a brief tour of this delicious plant which affords visitors an elevated view of the factory floor, a video depicting their humble beginings, and a "taste test" of samples from whatever ice cream flavors the plant produced that day. Afterwards, stop by the gift shop and the popular “Flavor Graveyard”. Once you are able to tear yourself away from all that scrumptious ice cream, continue to Vermont. Because Vermont is the largest producer of pure maple syrup in the U.S. and was the first state to establish a maple law you can visit some Maple Syrup farms on your way. To show you some more of Vermont’s culinary aspects, you can visit some of the wineries as well. The overnight will take place at the Inn at Essex which is nestled in the panoramic Green Mountains. Discover this New England bed & breakfast where stylish charm and rich service are basic ingredients for every stay.

Accommodations: (SUP) Inn at Essex or similar (1 Night)

Day 5 | Essex – Green Mountains, VT

Distance: 114.00 miles / 183.4 km

Depart Essex this morning and drive through the Green Mountains. The Green Mountains, a signature symbol for the state of Vermont, are a premier, four-season travel destination. Hunting, fishing, hiking, biking, cross-country skiing, and viewing the maple leaves, resplendent in their changing fall colors, are just a few of the favored activities. Experience the Vermont Cheese Trail by visiting 8 cheese-making members who produce over 60 varieties of award winning artisan and farmstead cheese. An overnight stay has been arranged here.

Accommodations: (SUP) Governor’s Inn or similar (1 Night)

Day 6 | Green Mountains – Boston, MA

Distance: 144.00 miles / 231.7 km

Today you can visit The Boston Beer Company, the leading brewer of handcrafted, full-flavored beers, on your way to Boston. Tour the facilities where founder and Master Brewer, Jim Koch, brews Samuel Adams® beers using the time-honored, traditional four-vessel brewing process, and the world''s finest all-natural ingredients. With 18 distinctive, award-winning styles of beer, Samuel Adams offers discerning beer drinkers a variety of brews, taste them for yourself! Drop-off rental car