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Travel AI

New England States 14-Day Adventure Itinerary

Last updated: 2024 Jun 14

Historic Beginnings and Culinary Delights

Morning

Start your New England journey with a delicious breakfast at OAK Long Bar + Kitchen, known for its elegant ambiance and delectable dishes. Afterward, take a guided walking tour of the Freedom Trail, visiting iconic landmarks and learning about the city's rich history.

Afternoon

For lunch, head to Quincy Market [1226] and explore the diverse food options. Spend your afternoon at the New England Aquarium, where you can marvel at marine life and even enjoy a behind-the-scenes tour.

Evening

Dine at The Black Rose, an authentic Irish pub with a lively atmosphere. Afterward, take a relaxing Boston Harbor Sunset Yacht Cruise to see the city from a different perspective.

Bedtime

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4.61
Freedom Trail
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4.12
New England Aquarium
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Academic Wonders and Scenic Views

Morning

Enjoy a morning coffee at Silvertone Bar & Grill, a cozy spot with a retro vibe. Then, take a self-guided tour of the prestigious Harvard University and explore the historic Harvard Square.

Afternoon

Have lunch at Emmets, a local favorite for its Irish-inspired menu. Spend your afternoon strolling along the beautiful Charles River or visiting the Harvard Museum of Natural History to admire its exhibits.

Evening

Dine at 21st Amendment, known for its diverse menu and vibrant atmosphere. After dinner, take a leisurely walk through the charming Longfellow House (Washington's Headquarters) and nearby areas.

Bedtime

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4.25
Harvard University
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4.20
Harvard Square
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Fenway Fun and Trolley Tour

Morning

Start your day with a hearty breakfast at The Bell In Hand Tavern, the oldest tavern in America. Then, embark on a guided tour of the iconic Fenway Park, home of the Boston Red Sox.

Afternoon

Grab a quick bite at Bleacher Bar, where you can enjoy a unique dining experience with views into Fenway Park. Afterward, hop on the Old Town Trolley Tour to explore the city's major attractions with the flexibility of hopping on and off at your leisure.

Evening

For dinner, head to Bostonia Public House, a historic and sophisticated spot with a menu featuring locally-sourced ingredients. End your evening with the festive Boston Holiday Sights and Festive Nights Trolley Tour, taking in the city's holiday spirit.

Bedtime

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4.19
Fenway Park
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4.50
Old Town Trolley Tour
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Maritime History and Haunted Tales

Morning

Begin with breakfast at Porters Bar and Grill, offering a classic American menu. Then, immerse yourself in the interactive exhibits of the Boston Tea Party Ships and Museum, learning about the famous event that sparked the American Revolution.

Afternoon

Enjoy a seafood lunch at Five Horses Tavern - South End, known for its fresh and innovative dishes. Afterward, take a guided walking tour of the Salem Ghosts, Witches, & Warlocks, delving into the eerie history of the witch trials.

Evening

Return to Boston for dinner at Yvonne's, a sophisticated spot with a speakeasy vibe and a menu of modern American fare. Cap off the night with the Salem Night Tour Haunt and History Guided Night Tour, exploring the dark side of the city.

Bedtime

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4.75
Boston Tea Party Ships and Museum
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4.30
Salem Ghosts, Witches, & Warlocks
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MIT Marvels and Evening Elegance

Morning

Start your day with a delightful breakfast at Birch Bar, offering a cozy and stylish setting. Then, take a guided tour of the renowned Massachusetts Institute of Technology (MIT), exploring its innovative campus and learning about cutting-edge research.

Afternoon

Have lunch at Rock & Rye American Bar, known for its creative cocktails and elevated pub fare. Spend your afternoon at the MIT Museum, where you can admire a range of technological and scientific artifacts.

Evening

Dine at Boston Harbor Gourmet Brunch or Dinner Cruise [8167], enjoying a luxurious meal while cruising the harbor. As the night continues, experience the city's nightlife at 4th Wall Restaurant & Bar, offering late-night bites and entertainment.

Bedtime

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4.33
Massachusetts Institute of Technology (MIT)
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4.91
MIT Museum
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Cultural Enclaves and Waterfront Wonders

Morning

Begin with breakfast at The White Bull Tavern, a cozy spot with a European feel. Then, take a morning stroll through the North End, Boston's oldest residential community, known for its Italian heritage and delicious food.

Afternoon

Enjoy a lunch at Bukowski Tavern, a laid-back spot with a great beer selection and a menu of comfort food. Afterward, visit the USS Constitution, the world's oldest commissioned warship afloat, and the adjacent Charlestown Navy Yard.

Evening

Dine at Back Bay Social, offering a vibrant atmosphere and a menu of shareable plates. After dinner, take a romantic Boston Harbor Sunset Yacht Cruise, enjoying the city lights and the cool ocean breeze.

Bedtime

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4.51
North End
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4.74
USS Constitution
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Capital City Charms and Culinary Delights

Morning

Start your day with a delicious breakfast at 21st Amendment, preparing you for a day of exploration. Begin with a visit to the Rhode Island State House, one of the country's most beautiful capitol buildings.

Afternoon

For lunch, head to The Black Rose, where you can enjoy a hearty meal in a cozy Irish pub setting. Spend your afternoon at the Roger Williams Park Zoo, home to a diverse array of animal species and beautifully landscaped grounds.

Evening

Dine at Birch Bar, offering a stylish and intimate dining experience. Afterward, take a leisurely walk along the Providence Riverwalk, enjoying the city's skyline and the WaterFire installations if they're scheduled during your visit.

Bedtime

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4.65
Providence Riverwalk
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Mansions and Maritime Heritage

Morning

Enjoy breakfast at Porters Bar and Grill, a classic American spot. Then, spend your morning exploring the opulent Newport Mansions, such as The Breakers, Marble House, and The Elms, which offer a glimpse into the Gilded Age.

Afternoon

Have lunch at Solas Irish Pub, known for its traditional Irish dishes and a wide selection of beers. Afterward, visit the Newport Cliff Walk, a 3.5-mile path that winds between the Newport mansions and the Atlantic Ocean, offering stunning views.

Evening

Dine at OAK Long Bar + Kitchen, where you can enjoy a sophisticated meal in a historic setting. Conclude your evening with a visit to the Newport Vineyards, where you can take a tour, enjoy a wine tasting, and perhaps even participate in a wine blending class.

Bedtime

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4.36
Newport Mansions
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4.65
Newport Vineyards
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Seafaring History and Maritime Magic

Morning

Start your day with breakfast at Bostonia Public House, preparing you for a day of nautical exploration. Then, visit the Mystic Seaport Museum, the nation's leading maritime museum, where you can explore historic ships, a re-created 19th-century coastal village, and exhibits spanning 19 acres.

Afternoon

Enjoy a seafood lunch at Five Horses Tavern - South End, known for its fresh and innovative dishes. Afterward, continue your maritime journey with a visit to the Mystic Aquarium, where you can encounter a variety of marine animals, including beluga whales, African penguins, and Steller sea lions.

Evening

Dine at Yvonne's, a sophisticated spot with a speakeasy vibe and a menu of modern American fare. After dinner, take a leisurely stroll through downtown Mystic, exploring its charming shops and galleries.

Bedtime

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4.52
Mystic Seaport Museum
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3.91
Mystic Aquarium
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Lighthouses and Lobster Rolls

Morning

Begin with breakfast at Bleacher Bar, where you can enjoy a unique dining experience with views into Fenway Park. Then, embark on a lighthouse tour, visiting iconic beacons such as Portland Head Light and Two Lights State Park.

Afternoon

Have a classic Maine lunch at The White Bull Tavern, offering a European feel and a menu of hearty dishes. Afterward, explore the vibrant arts district of Portland Old Port, known for its cobblestone streets, 19th-century brick buildings, and a wide range of boutiques, restaurants, and bars.

Evening

Dine at Back Bay Social, offering a vibrant atmosphere and a menu of shareable plates. After dinner, take a scenic sunset cruise with Lucky Catch Lobstering, where you can learn about lobstering and even help haul in traps.

Bedtime

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4.60
Lucky Catch Lobstering
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Mill Tours and Cultural Gems

Morning

Start your day with a delightful breakfast at Birch Bar, offering a cozy and stylish setting. Then, visit the Millyard Museum, where you can learn about the history of Manchester, including its role in the Industrial Revolution and the Amoskeag Manufacturing Company.

Afternoon

Have lunch at Rock & Rye American Bar, known for its creative cocktails and elevated pub fare. Afterward, explore the Currier Museum of Art, which features an impressive collection of European and American paintings, decorative arts, photographs, and sculpture.

Evening

Dine at 21st Amendment, known for its diverse menu and vibrant atmosphere. Afterward, enjoy a performance at the Palace Theatre, a historic venue that hosts a variety of shows, from Broadway productions to concerts and comedy acts.

Bedtime

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4.17
Currier Museum of Art
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4.78
Palace Theatre
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Lakefront Serenity and Culinary Delights

Morning

Begin with breakfast at The Bell In Hand Tavern, the oldest tavern in America. Then, take a leisurely stroll along the Burlington Bike Path, which offers beautiful views of Lake Champlain and the Adirondack Mountains.

Afternoon

Have lunch at Emmets, a local favorite for its Irish-inspired menu. Afterward, visit the ECHO Leahy Center for Lake Champlain, where you can explore interactive exhibits and learn about the ecology, culture, and history of the region.

Evening

Dine at Silvertone Bar & Grill, a cozy spot with a retro vibe and a menu of comfort food. After dinner, enjoy a sunset cruise on Lake Champlain with Spirit of Ethan Allen, taking in the natural beauty of the area.

Bedtime

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4.54
ECHO Leahy Center for Lake Champlain
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Culinary Tour and Evening Entertainment

Morning

Start your day with a guided Delicious Donut Tour with Tastings, exploring the city's best donut shops and enjoying a variety of delicious treats. This tour will also take you through some of Boston's vibrant neighborhoods.

Afternoon

For lunch, head to jm Curley, a casual spot known for its burgers and craft cocktails. Afterward, spend your afternoon at the John F. Kennedy Presidential Library and Museum, where you can learn about the life and legacy of the 35th President of the United States.

Evening

Dine at The Black Rose, an authentic Irish pub with a lively atmosphere. After dinner, enjoy live music at The Beehive, a bohemian eatery and bar that offers a variety of performances, from jazz and blues to cabaret and burlesque.

Bedtime

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4.79
Delicious Donut Tour with Tastings
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3.37
The Beehive
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Farewell to New England

Morning

Enjoy a final breakfast at 21st Amendment, reflecting on your New England journey. Depending on your departure time, you may have a chance to visit a local farmers' market or take a morning walk in one of Boston's parks to soak in the last moments of the region's charm.

Afternoon

As you bid adieu to New England, consider a visit to the Isabella Stewart Gardner Museum to immerse yourself in its unique collection of art and the enchanting atmosphere of the museum's courtyard. Alternatively, take a leisurely drive through the picturesque New England countryside before heading to your next destination.

Evening