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Explore the carriage roads and Maine coast in Acadia National Park and travel scenic byways ablaze in fall color
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Uncover New England history on cultural tours in Boston, Bar Harbor, Portland, and charming small towns
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Savor regional specialties, from fresh Maine lobster to seasonal cuisine sourced from organic local farms
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Your Guides

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The best people to immerse you in a destination are the ones who live there, which is why we feature local Adventure Guides on our trips. Here are a few that you might meet on this adventure.

Local Tour Guide .

We work with only the most experienced and knowledgeable local guides on our trips. You will be in excellent hands with a fully licensed and accredited local guide who will share their expertise in everything from history and architecture, to culture and traditions, the best local cuisine, activities and crafts, or even shopping. Local guides live, breathe, and love their trips because as locals they are an integral part of their communities. Their connections run deep and pride in their piece of the world is contagious.

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                    [Headline] => Arrive in Boston & Take a History Tour on the Freedom Trail
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Arrive in Boston, pick up your rental car, and settle into your centrally located downtown hotel, where valet parking makes for an easy start to your New England adventure. This afternoon, take a guided walk along Boston’s famed Freedom Trail, tracing the red-brick path to all 16 historic landmarks. Hear vivid stories of Revolutionary icons Paul Revere, John Hancock, and the often-overlooked women, African Americans, and immigrants whose contributions shaped the nation. Your guide brings to life Boston’s pivotal role in the Revolution, abolition, and education reform. Afterward, enjoy free time to explore at your own pace—stroll Beacon Hill’s charming streets, dine in the North End, or visit nearby Cambridge, home to Harvard University and MIT.
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                    [Latitude] => 42.349
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                    [Headline] => Drive to Bar Harbor, Maine & Enjoy a Portland City Tour
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Drive north toward Bar Harbor, stopping to savor Maine’s coastal character along the way. If time permits, stop in the charming seaside town of Kennebunkport for a taste of classic New England charm. This afternoon, discover Portland on a guided city tour, exploring its lively downtown, vibrant Arts District, and historic Old Port lined with excellent restaurants and waterfront energy. Admire rows of brownstones and elegant Victorian in residential neighborhoods, watch lobstermen at work, and take in sweeping coastal views across Casco Bay. A highlight is iconic Portland Head Light, where dramatic ocean scenery meets rich maritime history. After your tour, continue along the scenic coast to Bar Harbor, gateway to Maine’s rugged island landscapes.
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                    [Headline] => Explore Acadia National Park with a Private Guide
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This morning, set out with your private guide and driver for a full-day exploration of Acadia National Park and Mount Desert Island, tailored to your interests and pace. Pause for easy scenic walks at highlights such as Sand Beach, a striking crescent of golden sand tucked between granite headlands, and Thunder Hole, where surf crashes dramatically into a narrow rock inlet. Admire the sheer granite wall at Otter Cliff, stroll the rocky shores of Otter Cove, and enjoy the serene beauty of Jordan Pond, famed for its crystal-clear waters and mountain backdrop. Weather permitting, ascend Cadillac Mountain for sweeping coastal vistas from Acadia’s highest peak. Return to Bar Harbor with the evening free to explore at leisure.
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                    [Headline] => Savor a Bar Harbor Culinary Tour & Drive to New Hampshire
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Check out of your hotel and meet your private guide for a flavorful walking tour through historic Bar Harbor. Stroll less than a mile along charming village streets as you sample classic local specialties—buttery lobster rolls, creamy New England clam chowder, fresh oyster tastings, wild blueberry pie, and whoopie pies beloved across Maine—are all possibilities! Between bites, hear stories of Bar Harbor’s maritime heritage, Gilded Age grandeur, and enduring connection to the sea. After your culinary adventure, enjoy a scenic drive inland to North Conway, nestled amid the White Mountains and rich with small-town New England charm.

In spring and summer, other options for this day, such as whale-watching cruises, private catamaran sails, and traditional clambakes, offer another memorable taste of the coast.

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                    [Headline] => Drive through New Hampshire\'s White Mountains & Ride Horses in Vermont
                    [ActivityOverview] => 1-hour Private Guided Horseback Ride
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Drive west toward Burlington along the legendary Kancamagus Highway, one of New England’s finest fall foliage routes, where mountainsides glow with brilliant reds, golds, and oranges. Passing through White Mountain National Forest, Rocky Gorge, Lower Falls, or Lost River Gorge for waterfalls, easy walks, and remarkable geology. Cross into Vermont and take time to stroll through charming Stowe, a picture-perfect village of steeples, shops, and classic New England charm. This afternoon, saddle up for a private guided horseback ride from Franconia Stables, following forest and meadow trails ablaze with autumn color, with mountain views and possible sightings of deer, moose, and wild turkeys.In spring and summer kayaking or canoeing are options and make a great way to experience the White Mountain region.
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There are many ways to experience Burlington, with a menu of memorable adventures. Glide along the shores of Lake Champlain on a guided e-bike ride or take to the water for a scenic cruise with wide-open mountain views. Food lovers may choose a visit to the famous Ben & Jerry\'s factory for a behind-the-scenes taste of Vermont’s sweetest icon, while history and nature enthusiasts can explore the pastoral beauty of Shelburne Farms. Another tempting option is a guided craft brewery tour through Burlington’s lively downtown, sampling inventive local brews. Whatever you have planned for the day, Burlington’s lakeside charm and creative spirit shine through.
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                    [Headline] => Follow Vermont\'s Route 100 to Woodstock
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Set out on scenic Route 100, one of Vermont’s most beautiful byways, winding south through rolling hills, vibrant villages, and classic autumn landscapes. Head for Woodstock, stopping for self-guided exploration at Vermont gems such as Quechee Gorge’s dramatic river-carved views and charming towns like Warren. Meet up with your guide for a private organic farm experience in the rolling hills of Vermont. Pop a sweet cherry tomato in your mouth and pick some blueberries or even put your hands in the warm soil and plant a seedling. During the tour, you\'ll harvest produce for your lunch and learn about sustainable gardening and farming methods before enjoying an outdoor picnic with your fresh-picked ingredients—a delicious hands-on taste of Vermont’s agricultural heart.
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                    [Latitude] => 43.609
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                    [Headline] => Explore the Heart of Vermont with a Private Guide
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This morning, meet your MT Sobek guide for a private exploration of central Vermont\'s most charming backroads and hidden treasures. Travel through a landscape of green hills, winding country lanes, and postcard-perfect villages, stopping to admire classic covered bridges and scenic state parks. In the Warren and Woodstock region, discover the authentic rhythm of small-town Vermont, where white church steeples, village greens, and historic inns create timeless New England appeal. Enjoy leisurely walks at scenic overlooks and tucked-away local spots known best to insiders, with opportunities to browse artisan shops, sample regional specialties, and soak in the peaceful beauty of the countryside. It is a day rich in quiet discoveries, local flavor, and the unmistakable charm that makes Vermont so beloved.
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Today, enjoy a final scenic drive back to Boston, reflecting on the landscapes and experiences of your New England journey. As you travel south, consider taking a stroll in the lively town of Brattleboro, known for its welcoming town square, and excellent local farmers market, perhaps picking up a last Vermont treat for the road. Return your rental car in Boston before boarding your flight home. With memories of coastal villages, mountain drives, farm-fresh flavors, and brilliant fall landscapes, your adventure comes to a rewarding close.
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    [ActivityHighlight] => Guests can expect a moderately active adventure with a mix of guided walking tours, hiking, scenic drives, horseback riding, and culinary adventures. You should be comfortable walking on riverside trails, rural roads, and city streets to get the most out of this adventure.
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Accommodations

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Curated accommodations offering a diverse range of stays, moving from the historic city hotels, refined coastal seaside resorts to the sleek, boutique retreats.

The Harborside Hotel

Comfortable Hotel

The Harborside Hotel is located in the heart of downtown Bar Harbor. The elegantly-appointed rooms and suites feature coastal inspired decor with natural wood accents, plush bedding, luxurious marble bathrooms, upgraded amenities and private or semi-private balconies. The hotel also offers an expansive ocean front swimming pool, fitness facilities, tennis courts, a full service spa and several on-property dining options including the Enoteca Wine Bar which serves up tapas-style small plates and wonderful wine selections.

Fairmont Copley Plaza

Comfortable Hotel

Centrally located in Boston's historic Back Bay, Fairmont Copley Plaza sits steps away from the Boston Public Library, historic Beacon Hill, and the Freedom Trail. The hotel features lavish accommodations which carefully blend modern amenities with the hotel's rich history. The hotel also offers a full service fitness center and on-property dining at the OAK Long Bar and Kitchen which serves up American brasserie style cuisine.

Stonehurst Manor

Comfortable Hotel

Stonehurst Manor is a grand 19th-century Victorian estate nestled on 33 secluded acres in North Conway, offering breathtaking views of the White Mountains and Mount Washington. The hotel preserves its historic opulence through intricate English oak woodwork, hand-carved details, and warm fieldstone fireplaces.

Hotel Vermont

Comfortable Hotel

Located in central Burlington, this modern hotel features on-site dining and contemporary artwork. Free bicycles and yoga classes are also available. Church Street Marketplace is 10 minutes' walk away.

506 on the River

Comfortable Hotel

Featuring rooms with panoramic river and garden views, On the River Inn is located in Woodstock, Vermont. The property offers an indoor pool and sauna, gym and kids game rooms, a restaurant and bar. Each air conditioned room includes a seating area and a balcony with a view. The decor style is influenced by New England. The private bathrooms are equipped with free toiletries and towels. Some rooms feature a river view. WiFi access is free for all our guests. 506 Bistro & Bar offers a menu of seasonal dishes as well as a selection of local beers, wines and cocktails. A hot breakfast buffet is also included. A 24-hour front desk is available. Free parking is provided.