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9-Day Adventure through NYC, Portland, and Vermont

9-Day Adventure through NYC, Portland, and Vermont Itinerary

Last updated: 2024 Jun 14

Exploring Iconic Manhattan

Morning
Start your adventure in the heart of Manhattan with a visit to Central Park. This iconic park offers a serene escape from the bustling city and is perfect for a morning stroll. Enjoy the lush greenery, picturesque bridges, and perhaps even a horse-drawn carriage ride. Don't miss the Strawberry Fields (John Lennon Memorial), a tranquil spot dedicated to the legendary musician.
Afternoon
After your peaceful morning in Central Park, head over to The Dakota Apartments, where John Lennon lived. It's just a short walk away. Then make your way to Metropolitan Museum of Art (The Met), one of the world's largest and finest art museums. Spend your afternoon exploring its vast collection of art and artifacts from around the globe.
Evening
As evening approaches, take a leisurely walk to Times Square. Experience the dazzling lights and vibrant atmosphere of this iconic location. For dinner, indulge in some delicious cuisine at Carmine's Italian Restaurant, known for its family-style servings and classic Italian dishes.
Bedtime
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Brooklyn's Best Kept Secrets

Morning
Begin your day with a visit to Brooklyn Bridge Park. This waterfront park offers stunning views of Manhattan's skyline and is perfect for a morning walk or bike ride. Don't forget to explore Dumbo, known for its cobblestone streets and trendy boutiques.
Afternoon
Next on your list is Brooklyn Museum. This museum boasts an impressive collection of art from various cultures and time periods. Afterward, take a short trip to Prospect Park, designed by the same architects who created Central Park. Enjoy a relaxing afternoon surrounded by nature.
Evening
In the evening, head over to Williamsburg for some nightlife fun. Start with dinner at Peter Luger Steak House, famous for its mouthwatering steaks. Afterward, explore the vibrant bar scene in Williamsburg or catch some live music at one of its many venues.
Bedtime
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Cultural Gems & Hidden Treasures

Morning
Kick off your day with a visit to Brooklyn Public Library Central Branch (Central Library). This historic library is not only an architectural gem but also offers various exhibits and events. Then make your way to Grand Army Plaza, an impressive landmark featuring the Soldiers' and Sailors' Arch.
Afternoon
Spend your afternoon exploring Carroll Gardens. This charming neighborhood is known for its tree-lined streets and historic brownstones. Enjoy lunch at one of its cozy cafes like Buttermilk Channel, which serves delicious American comfort food.
Evening
End your day with an unforgettable experience by taking part in the activity: New York City Sunset Yacht Cruise. Witness breathtaking views of Manhattan's skyline as you sail along the Hudson River during sunset.
Bedtime
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Discovering Portland's Coastal Charm

Morning
Start your day with a visit to Eastern Promenade. This scenic park offers stunning views of Casco Bay and is perfect for a morning walk or bike ride. Enjoy the fresh sea breeze and take in the beautiful coastal scenery. Afterward, head to The Holy Donut for some delicious and unique potato donuts, a local favorite.
Afternoon
In the afternoon, explore the historic Tate House Museum. This 18th-century house offers a glimpse into Portland's colonial past. Take a guided tour to learn about its fascinating history and architecture. After your visit, enjoy lunch at Eventide Oyster Co., known for its fresh seafood and innovative dishes.
Evening
As evening approaches, embark on the activity: Portland Sunset Lighthouse Cruise in Casco Bay with Drinks. This relaxing cruise will take you past several iconic lighthouses while you enjoy drinks and stunning sunset views over the bay. For dinner, head to Fore Street, a highly-rated restaurant offering farm-to-table cuisine in a cozy setting.
Bedtime
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Exploring Portland's History & Breweries

Morning
Portland Trolley City Tour with Portland Head Light Stop is the perfect way to start your day. This guided tour will take you around the city's key historical sites and includes a stop at the iconic Portland Head Light, one of Maine's most photographed lighthouses. Afterward, grab breakfast at Becky's Diner, a beloved local spot known for its hearty meals.
Afternoon
Portland Old Port Culinary Walking Tour is an excellent way to spend your afternoon. This guided tour will take you through Portland's charming Old Port district, where you'll sample delicious local foods from various eateries. Learn about the area's history while indulging in some of its best culinary offerings.
Evening
Portland Schooner Tall Ship Cruise on Casco Bay offers an unforgettable evening experience. Sail aboard a classic schooner as you take in the beautiful coastal scenery of Casco Bay. For dinner, visit Duckfat, known for its mouthwatering fries cooked in duck fat and other delectable dishes.
Bedtime
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Journey into Vermont's Scenic Beauty

Morning
Squam Lakes Natural Science Center is an ideal place to start your day in Vermont. This center offers interactive exhibits and live animal displays that showcase New England's natural beauty and wildlife. Enjoy walking trails that lead through forests, wetlands, and meadows.
Afternoon
Cannon Mountain Aerial Tramway provides breathtaking views of Vermont's landscape from above. Take this scenic tram ride up Cannon Mountain for panoramic vistas of Franconia Notch State Park and beyond. Afterward, have lunch at The Little Grille, which serves delicious Mexican-American cuisine.
Evening
Stowe Vermont Half-Day Local Brewery Tour is perfect for beer enthusiasts looking to explore Vermont's craft beer scene. Visit several local breweries where you'll sample various brews while learning about their brewing processes from knowledgeable guides.
Bedtime
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Historic Gems and Scenic Wonders

Morning
Begin your day with a visit to New Hampshire State House. This historic building, located in Concord, New Hampshire, offers guided tours that delve into the state's rich history and political heritage. The architecture and surrounding gardens are also worth exploring.
Afternoon
After your morning at the State House, head to Manchester Historic Association Millyard Museum. This museum provides fascinating insights into Manchester's industrial past and its impact on the region. Enjoy lunch at The Foundry, a nearby restaurant known for its farm-to-table cuisine.
Evening
Conclude your day with a scenic drive to Vermont's picturesque landscapes. Check into your accommodation and unwind with dinner at Hen of the Wood, a highly-rated restaurant offering locally-sourced dishes in a rustic setting.
Bedtime
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Nature's Beauty and Local Flavors

Morning
Start your day with an outdoor adventure at Squam Lake. This pristine lake offers opportunities for kayaking, canoeing, or simply enjoying the serene surroundings. Pack a picnic breakfast or grab something from Squamscott River Cafe before heading out.
Afternoon
In the afternoon, explore the charming town of Stowe. Take part in the activity: Montpelier Scavenger Hunt, which will guide you through various historical landmarks and hidden gems in Vermont's capital city. Enjoy lunch at Harrison's Restaurant, known for its cozy atmosphere and delicious American fare.
Evening
End your day with a relaxing evening at one of Stowe's local breweries or wineries. Visit The Alchemist Brewery to sample some of their famous craft beers while enjoying live music or other events they may have on offer.
Bedtime
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Final Day of Exploration

Morning
Spend your final morning in Vermont visiting the beautiful Squam Lakes Natural Science Center. Explore their nature trails and learn about local wildlife through interactive exhibits. Enjoy breakfast at Canoe Restaurant & Tavern, which offers stunning views of Squam Lake.
Afternoon
For your afternoon activity, take a scenic drive to Franconia Notch State Park and ride the Cannon Mountain Aerial Tramway once more for breathtaking views from above. Have lunch at Mountain View Grand Resort & Spa, where you can savor delicious meals while taking in panoramic mountain vistas.
Evening
Conclude your trip with an unforgettable experience by participating in the activity: Stowe Vermont Half-Day Local Brewery Tour. Visit several local breweries where you'll sample various brews while learning about their brewing processes from knowledgeable guides.
Bedtime
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