20 Days Exploring New York, Boston, Maine, and Vermont Itinerary

Begin your day with a visit to Brooklyn Bridge Park. This waterfront park offers stunning views of Manhattan and plenty of green space for relaxation. Grab breakfast at Russ & Daughters Cafe, known for its delicious bagels and smoked fish.

Spend your afternoon exploring Dumbo, a trendy neighborhood in Brooklyn known for its cobblestone streets, art galleries, and unique shops. Enjoy lunch at Roberta's Pizza, famous for its wood-fired pizzas.

In the evening, head over to Williamsburg, another vibrant Brooklyn neighborhood known for its nightlife and dining scene. Have dinner at The Spotted Pig, a popular gastropub offering delicious food in a cozy setting.

Start your day with a visit to Grand Army Plaza followed by exploring the nearby attractions such as the iconic Plaza Hotel. Enjoy breakfast at Balthazar, which offers classic French bistro fare in a charming setting.

In the afternoon, head over to Greenwich Village. This historic neighborhood is known for its bohemian vibe, charming streets, and cultural landmarks. Have lunch at Carbone, an Italian-American restaurant that serves up classic dishes with a modern twist.

End your day with a visit to One World Trade Center and its observatory for breathtaking views of the city skyline. For dinner, dine at Eleven Madison Park, one of New York's most acclaimed restaurants offering an unforgettable fine dining experience.

Begin your morning with a visit to the historic landmark New York City St. Patrick's Cathedral. This stunning cathedral is an architectural marvel located in Midtown Manhattan. Afterward, enjoy breakfast at nearby cafe Joe's Pizza which serves some of the best slices in town.

Spend your afternoon visiting the iconic landmark Statue of Liberty followed by Ellis Island Immigration Museum where you can learn about America's rich immigrant history. Have lunch on Liberty Island or return back to Manhattan for dining options around Battery Park area.

Conclude your day by taking in Broadway show performance around Theater District area followed by dinner at renowned steakhouse restaurantPeter Luger Steak House located just across East River bridge into Brooklyn.

Start your day with a visit to Freedom Trail. This 2.5-mile-long path through downtown Boston passes by 16 significant historic sites, offering a perfect introduction to the city's rich history. For breakfast, head to Neptune Oyster, known for its fresh seafood and classic New England fare.

In the afternoon, explore Boston Common, America's oldest public park. It's a great place for a leisurely walk or picnic. Nearby, you can visit Boston Public Garden, famous for its swan boats and beautiful landscapes. Enjoy lunch at Myers + Chang, which offers an eclectic mix of Asian-inspired dishes.

End your day with a visit to Faneuil Hall Marketplace. This bustling market is filled with shops, eateries, and street performers. For dinner, dine at Ostra, a highly-rated seafood restaurant known for its elegant atmosphere and delicious dishes.

Harvard University is a must-visit in the morning. Take a guided tour of this prestigious institution and explore its historic campus. For breakfast, try Alden & Harlow, located nearby in Harvard Square, offering creative American cuisine.

MIT Museum awaits you in the afternoon with its fascinating exhibits on science and technology. Afterward, take a stroll around Kendall Square, known as one of the most innovative squares in the world. Have lunch at Giulia, an Italian restaurant praised for its handmade pasta.

Boston Symphony Hall is perfect for an evening activity if there's a performance scheduled during your visit. Alternatively, you can explore more of Cambridge's vibrant nightlife scene. For dinner, head to Sarma, which offers Mediterranean-inspired small plates in a lively setting.

Start your day with a visit to Freedom Trail. This 2.5-mile-long path through downtown Boston passes by 16 significant historic sites, offering a perfect introduction to the city's rich history. For breakfast, head to Neptune Oyster, known for its fresh seafood and classic New England fare.

In the afternoon, explore Boston Common, America's oldest public park. It's a great place for a leisurely walk or picnic. Nearby, you can visit Boston Public Garden, famous for its swan boats and beautiful landscapes. Enjoy lunch at Myers + Chang, which offers an eclectic mix of Asian-inspired dishes.

End your day with a visit to Faneuil Hall Marketplace. This bustling market is filled with shops, eateries, and street performers. For dinner, dine at Ostra, a highly-rated seafood restaurant known for its elegant atmosphere and delicious dishes.

Harvard University is a must-visit in the morning. Take a guided tour of this prestigious institution and explore its historic campus. For breakfast, try Alden & Harlow, located nearby in Harvard Square, offering creative American cuisine.

MIT Museum awaits you in the afternoon with its fascinating exhibits on science and technology. Afterward, take a stroll around Kendall Square, known as one of the most innovative squares in the world. Have lunch at Giulia, an Italian restaurant praised for its handmade pasta.

Boston Symphony Hall is perfect for an evening activity if there's a performance scheduled during your visit. Alternatively, you can explore more of Cambridge's vibrant nightlife scene. For dinner, head to Sarma, which offers Mediterranean-inspired small plates in a lively setting.

Portland Head Light is one of Maine's most iconic lighthouses and makes for a picturesque start to your day. Enjoy breakfast at one of Portland's charming cafes before heading out.

Casco Bay offers beautiful views and opportunities for boating or simply relaxing by the water. Have lunch at one of Portland's waterfront restaurants before continuing your exploration.

Eastern Promenade is perfect for an evening stroll with stunning views of the bay and city skyline. For dinner, enjoy fresh seafood at one of Portland's renowned eateries like Eventide Oyster Co.

Cape Neddick Nubble Lighthouse is an iconic lighthouse that makes for a perfect morning visit. Enjoy breakfast nearby before heading out to explore this picturesque site.

Portland Head Light is one of Maine's most iconic lighthouses and makes for a picturesque start to your day. Enjoy breakfast at one of Portland's charming cafes before heading out.

Portland Head Light is one of Maine's most iconic lighthouses and makes for a picturesque start to your day. Enjoy breakfast at one of Portland's charming cafes before heading out.

Casco Bay offers beautiful views and opportunities for boating or simply relaxing by the water. Have lunch at one of Portland's waterfront restaurants before continuing your exploration.

Eastern Promenade is perfect for an evening stroll with stunning views of the bay and city skyline. For dinner, enjoy fresh seafood at one of Portland's renowned eateries like Eventide Oyster Co.

'Start your day with exploring{ A-Acadia National Park[16085]}. This national treasure offers breathtaking landscapes from rugged coastlines to lush forests making it ideal spot hiking or nature walks followed by breakfast picnic within park grounds itself enjoying scenic vistas all around you .

'Visit{ A-Fort Gorges[21490]} located on uninhabited island accessible only via boat tours departing from Portland harbor area where can learn about history fortification while taking panoramic views surrounding waters have lunch nearby cafe once return mainland .

'Conclude day visiting local brewery such as Rising Tide Brewing Company sampling some craft beers produced right here Maine itself then head over nearby restaurant like Fore Street enjoy farm-to-table dining experience featuring seasonal ingredients sourced locally ensuring freshest flavors possible every dish served .

Begin your day with a visit to Squam Lakes Natural Science Center. This center offers educational exhibits and trails that highlight the natural beauty and wildlife of the region. For breakfast, stop by Penny Cluse Cafe, known for its hearty and delicious morning fare.

In the afternoon, take a scenic drive along Vermont, Route 100 | Self-Guided Audio Driving Tour. This route is famous for its picturesque landscapes, charming small towns, and covered bridges. Enjoy lunch at The Farmhouse Tap & Grill, which offers farm-to-table dishes in a cozy setting.

End your day with a visit to Burlington Haunted Walking Tour. This tour will take you through some of Burlington's most historic and haunted sites. For dinner, dine at Hen of the Wood, a highly-rated restaurant known for its locally-sourced ingredients and creative dishes.

Smartphone-Guided Walking Tour of Burlington is perfect for starting your day. This self-guided tour will take you through the city's highlights at your own pace. Enjoy breakfast at The Skinny Pancake Burlington Waterfront, which offers delicious crepes and other breakfast favorites.

Burlington VT Scavenger Hunt awaits you in the afternoon. This fun activity will have you exploring different parts of the city while solving clues and learning about its history. Have lunch at American Flatbread Burlington Hearth, known for its wood-fired pizzas made with local ingredients.

Stowe, Vermont Half-Day Local Brewery Tour is an excellent way to spend your evening if you're a fan of craft beer. You'll visit several local breweries and sample their offerings. For dinner, head to Prohibition Pig, which offers a great selection of BBQ dishes and craft beers.

Kancamagus Highway Self-Guided Audio Driving Tour is a perfect way to start your day. This scenic drive offers breathtaking views of the White Mountains and is especially beautiful during the fall foliage season. Enjoy breakfast at Leunig's Bistro, known for its French-inspired cuisine.

Seven Birches Winery - Meet the Winemakers Winery Tour awaits you in the afternoon. This tour offers an inside look at the winemaking process and includes tastings of their delicious wines. Have lunch at Butch + Babe's, which offers creative comfort food in a relaxed setting.

Burlington Haunted Walking Tour is perfect for an evening activity if you're interested in local legends and ghost stories. For dinner, head to Juniper Bar & Restaurant, which offers a farm-to-table dining experience with stunning views of Lake Champlain.

Smartphone-Guided Walking Tour of Burlington is a great way to start your day. This self-guided tour will take you through the city's highlights at your own pace. Enjoy breakfast at The Skinny Pancake Burlington Waterfront, which offers delicious crepes and other breakfast favorites.

Burlington VT Scavenger Hunt awaits you in the afternoon. This fun activity will have you exploring different parts of the city while solving clues and learning about its history. Have lunch at American Flatbread Burlington Hearth, known for its wood-fired pizzas made with local ingredients.

Stowe, Vermont Half-Day Local Brewery Tour is an excellent way to spend your evening if you're a fan of craft beer. You'll visit several local breweries and sample their offerings. For dinner, head to Prohibition Pig, which offers a great selection of BBQ dishes and craft beers.