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14 Days of Underrated Experiences and Scenery Itinerary

Last updated: 2024 Jun 14

Exploring Portland's Hidden Gems

Morning

Start your day with a hearty breakfast at Becky's Diner, a local favorite known for its delicious and affordable meals. Afterward, head to the Eastern Promenade, a scenic park offering stunning views of Casco Bay and the surrounding islands. It's a perfect spot for a morning walk or bike ride.

Afternoon

For lunch, visit Duckfat, renowned for its mouthwatering fries and paninis. Afterward, embark on the Portland Food Walking Tour with Tastings. This guided tour will take you through the historic Old Port district while sampling some of Portland's best local foods.

Evening

Dine at Fore Street, one of Portland's top-rated restaurants known for its farm-to-table cuisine. End your day with a relaxing stroll along the waterfront or enjoy a drink at one of the many nearby bars.

Bedtime

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4.53
Eastern Promenade
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Portland Food Walking Tour with Tastings
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Historical and Culinary Delights in Portland

Morning

Begin your day with breakfast at Hot Suppa!, famous for its Southern-inspired dishes. Then visit the Tate House Museum, an 18th-century home that offers insight into Portland's colonial history.

Afternoon

Have lunch at The Honey Paw, which offers an eclectic mix of Asian-inspired dishes. In the afternoon, explore more of Portland’s history with the Portland Best of Maine Lighthouse Scenic Cruise, providing picturesque views and fascinating stories about Maine’s iconic lighthouses.

Evening

Enjoy dinner at Eventide Oyster Co., celebrated for its fresh seafood and innovative dishes. Conclude your evening with a craft beer tasting at the popular Rising Tide Brewing Company.

Bedtime

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Tate House Museum
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4.86
Portland Best of Maine Lighthouse Scenic Cruise
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Adventures in White Mountains' Wilderness

Morning

Drive to White Mountains early in the morning (approx 2 hours). Start your adventure with breakfast at Peach's Restaurant in North Conway. Then head to the scenic Kancamagus Highway for breathtaking views and short hikes along various trails.

Afternoon

For lunch, stop by Flatbread Company in North Conway for some delicious wood-fired pizzas. Spend your afternoon exploring more trails or visiting attractions like Echo Lake State Park or Diana’s Baths.

Evening

Dine at Moat Mountain Smokehouse & Brewing Co. where you can enjoy hearty meals paired with house-brewed beers. Relax after dinner by enjoying stargazing or unwinding at your accommodation.

Bedtime

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Scenic Drives and Local Flavors in White Mountains

Morning

Begin your day with breakfast at The Sunrise Shack, known for its cozy atmosphere and tasty breakfast options. Visit the famous Mount Washington Auto Road for an exhilarating drive up to New England’s highest peak (weather permitting). Enjoy panoramic views from the summit.

Afternoon

Have lunch at Delaney's Hole in the Wall in North Conway before heading to explore more natural beauty spots like Franconia Notch State Park or Flume Gorge.

Evening

Conclude your day with dinner at Red Fox Bar & Grille, offering delicious American fare in a rustic setting. Spend your evening relaxing back at your accommodation or exploring local shops.

Bedtime

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Burlington's Unique Charm

Morning

Start your day with breakfast at Penny Cluse Cafe, known for its creative and delicious breakfast options. Afterward, enjoy a leisurely stroll along the Burlington Waterfront Park, taking in the beautiful views of Lake Champlain.

Afternoon

For lunch, head to The Farmhouse Tap & Grill, which offers a great selection of local dishes and craft beers. In the afternoon, immerse yourself in a fun and interactive experience with the Burlington VT Scavenger Hunt, which will take you through some of the city's hidden gems.

Evening

Dine at Hen of the Wood, one of Burlington's top-rated restaurants known for its farm-to-table cuisine. End your evening with a visit to one of Burlington's local bars or lounges for a nightcap.

Bedtime

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Burlington VT Scavenger Hunt
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Stowe's Scenic Beauty

Morning

Butler's Pantry is an excellent spot for breakfast with its cozy atmosphere and hearty meals. Afterward, embark on a scenic drive through Smugglers' Notch State Park, stopping to take in the breathtaking views and short hikes.

Afternoon

Doc Ponds offers a great lunch menu with local ingredients and craft beers. Spend your afternoon exploring Stowe Mountain Resort or taking part in an outdoor activity like hiking or biking.

Evening

Harrison's Restaurant & Bar is perfect for dinner with its charming ambiance and delicious dishes. Conclude your day by relaxing at your accommodation or enjoying a peaceful evening walk.

Bedtime

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Mystic's Maritime Magic

Morning

Bleu Squid Breakfast and Bakery Cafe is an ideal spot for breakfast with its delightful pastries and coffee. Visit the Mystic Seaport Museum to explore maritime history through interactive exhibits and historic ships.

Afternoon

S&P Oyster Restaurant and Bar offers a fantastic lunch menu with fresh seafood options. In the afternoon, take part in the Mystic Guided Ghost Tour of Downtown Mystic at Night to uncover Mystic’s haunted past.

Evening

Enjoy dinner at Oyster Club, known for its farm-to-table dining experience. End your day by exploring Mystic’s charming downtown area or relaxing by the waterfront.

Bedtime

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Mystic Seaport Museum
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4.47
Mystic Guided Ghost Tour of Downtown Mystic at Night
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Newport’s Coastal Elegance

Morning

Start your day with breakfast at Corner Cafe, loved for its cozy setting and delicious food. Then visit The Breakers Mansion , one of Newport’s most famous Gilded Age mansions offering stunning architecture and gardens.

Afternoon

Have lunch at Brick Alley Pub & Restaurant, known for its extensive menu featuring local favorites. Spend your afternoon walking along Newport Cliff Walk , enjoying panoramic ocean views along this historic trail.

Evening

Dine at The Mooring Seafood Kitchen & Bar, renowned for its fresh seafood dishes. Conclude your evening by taking part in Newport Sunset Cocktail Cruise on Rum Runner II to enjoy beautiful sunset views over Narragansett Bay.

Bedtime

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Providence's Cultural Riches

Morning

Begin your day with breakfast at Nick's on Broadway, known for its creative and locally-sourced dishes. Afterward, join the Welcome to Providence Walking Tour to get an insightful introduction to the city's history and architecture.

Afternoon

For lunch, head to Hemenway's Seafood Grill & Oyster Bar, a local favorite for fresh seafood. In the afternoon, explore the Creative Capital Art and Architecture Tour of Providence, which showcases the city's vibrant art scene and architectural marvels.

Evening

Dine at Al Forno, famous for its wood-fired pizzas and Italian cuisine. End your evening with a relaxing stroll along Waterplace Park or enjoy a drink at one of Providence’s trendy bars.

Bedtime

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Welcome to Providence Walking Tour
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Creative Capital Art and Architecture Tour of Providence
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Berkshires' Natural Beauty

Morning

Haven Cafe & Bakery is perfect for breakfast with its cozy atmosphere and delicious pastries. Spend your morning exploring Mount Greylock State Reservation, offering stunning views from the highest peak in Massachusetts.

Afternoon

The Red Lion Inn offers a delightful lunch menu in a historic setting. In the afternoon, visit The Clark Art Institute or enjoy a scenic drive through the picturesque towns of the Berkshires.

Evening

John Andrews Farmhouse Restaurant is ideal for dinner with its farm-to-table dining experience. Conclude your day by relaxing at your accommodation or enjoying an evening walk through one of the charming towns.

Bedtime

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Cape Cod's Coastal Charm

Morning

Hangar B Eatery is a great spot for breakfast with its fresh and creative dishes. Spend your morning exploring Cape Cod National Seashore, taking in beautiful beaches and scenic trails.

Afternoon

Moby Dick's Restaurant offers delicious seafood options for lunch. In the afternoon, visit Provincetown or take part in a whale-watching tour to experience Cape Cod’s marine life up close.

Evening

The Lobster Pot is perfect for dinner with its waterfront views and fresh seafood dishes. End your evening by enjoying a sunset walk along one of Cape Cod’s picturesque beaches.

Bedtime

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Exploring More of Cape Cod

Morning

Start your day with breakfast at The Blueberry Muffin, known for its hearty breakfasts and cozy atmosphere. Afterward, visit Heritage Museums & Gardens in Sandwich to explore beautiful gardens and fascinating exhibits.

Afternoon

Have lunch at Marion's Pie Shop, famous for its savory pies and baked goods. Spend your afternoon visiting Chatham Lighthouse Beach or taking part in an outdoor activity like kayaking or biking along Cape Cod Rail Trail.

Evening

Dine at Blackfish, offering creative American cuisine in a charming setting. Conclude your day by relaxing back at your accommodation or enjoying an evening stroll through one of Cape Cod’s quaint towns.

Bedtime

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Discovering Cape Cod's Hidden Gems

Morning

Start your day with breakfast at The Blueberry Muffin, known for its hearty breakfasts and cozy atmosphere. Afterward, visit the Cape Cod Museum of Art in Dennis to explore local art and culture.

Afternoon

Have lunch at Marion's Pie Shop, famous for its savory pies and baked goods. Spend your afternoon visiting the Wellfleet Bay Wildlife Sanctuary, where you can enjoy walking trails and observe local wildlife.

Evening

Bedtime

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Final Day in Cape Cod

Morning

Hangar B Eatery is a great spot for breakfast with its fresh and creative dishes. Spend your morning exploring the scenic beauty of Nickerson State Park, where you can hike or bike along picturesque trails.

Afternoon

Moby Dick's Restaurant offers delicious seafood options for lunch. In the afternoon, visit the Chatham Fish Pier to watch local fishermen unload their catch or take a leisurely walk along Chatham’s charming Main Street.

Evening

The Lobster Pot is perfect for dinner with its waterfront views and fresh seafood dishes. End your evening by enjoying a sunset walk along one of Cape Cod’s picturesque beaches before heading back home.

Bedtime

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