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Despite continuously serving for more than 200 years as the political, economic and cultural hub of New England, Boston’s reputation as a staid municipality with rabid sports fans hadn’t changed much over the years. Now home to a bevy of charming neighborhoods and some great restaurants, not to mention a stellar selection of colleges, Boston is one of the most historic places on the East Coast for a long weekend.
Work with Indagare to design the perfect itinerary for an immersive journey. Our travel experts know the destination inside and out, and they can make recommendations based on your travel needs and preferences.
Indagare can help with a customized itinerary in Boston that includes guided historical walks and boat charters. Here is just one example of what our destination experts can create for you.
Get your bearings with a walk through the Boston Common, a 50-acre park that is the oldest in the country. If you have children in tow, take a duck boat tour of the city. The über-perky guides border on corny, but the 80-minute ride includes a drive-by of the city’s major landmarks (another option is chartering a private boat around the harbor). After lunch, take a guided tour of the Paul Revere House, one of the few remaining early colonial homes in Boston. Enjoy dinner at an elegant restaurant on Newbury street before hitting the Beehive, a bohemian-chic spot for live music.
Today, you have the option to visit several of Boston’s world-class museums. Favorites include the Museum of Fine Arts, the city’s primary cultural institution which boasts the largest collection of Monets outside of France; and the Institute of Contemporary Art, which contains fascinating exhibitions across all mediums (be sure to go with an Indagare-approved guide who can bring the pieces to life and provide context). In the evening, head to a game at Fenway Park.
Begin your day with a visit to the Isabella Stewart Gardner Museum, a Venetian-style palace with Italian Renaissance works. After lunch, drive to historic Concord and take a guided walk of Walden Pond, the famous 62-acre reservation that includes a web of hiking trails and a replica of the philosopher’s one-room cabin. In the evening, head to concert at Symphony Hall, or stroll through the South End or Beacon Hill before dinner.
We only feature hotels that we can vouch for first-hand. At many of them, Indagare members receive special amenities, including upgrades, early check-in, breakfast, spa credits and more. Look for the Indagare Plus logo in the reviews.
XV Beacon manages to deliver the personality, intimacy and character that corporate hotels too often lack, but also the high-end execution of service that boutique hotels usually cannot.
The Mandarin Oriental is a luxurious oasis in the heart of Boston’s shopping and entertainment district.
This fifty-acre park, adjacent to Beacon Hill and Back Bay, is the oldest in the country. Originally used as grazing ground for cattle, the green was also the site of public hangings and served as a camp for British troops....
Central to the Public Garden is a pond on which pedal-powered swan boats provide endless amusement to young visitors. Local residents transformed the lush area from salt marsh to public park in the mid-19th century, and it has since served...
A highlight for baseball fans of all ages is a visit to the sport’s most fabled stadium, Fenway Park. Although there’s no bad time for a trip, the most exciting season occurs in the fall as the Red Sox fight...
The famous silversmith’s house in the North End was built in 1680 and is one of the few remaining early colonial homes in Boston. Much of the restored home is original and the wide hearths and the 18th-century decor impart...
Everything we recommend is sourced first-hand by our well-traveled team and incredible network of insiders and resources around the world. Here are some the latest articles, interviews, and book and film recommendations not to be missed.
Indagare’s Annie Fitzsimmons shares her latest intel on the newly reopened Four Seasons Boston—plus an insider’s favorites: what to see, where to eat, shop, stroll and more.
Fresh lobster rolls, colonial cottages, sea breezes at sunset: there is a certain magic about summer on the East Coast. Whether you prefer the beach or the country—or a mix of the two—the Northeast has it all for families, friends...
The grand estates and hotels of the Berkshires might be hushed, but the towns in which they sit — Lenox and Great Barrington — are vibrant, quirky and hip. Lenox, which is home to Wheatleigh, Blantyre and also Tanglewood and...
For teenagers, heading off to college means freedom and fun and all the glory that entails (e.g., sleeping on dorm room futons and eating dining hall rations). But on college visits—and later, when visiting collegiate children—parents need not accept sub-par...
Travel is the perfect opportunity to enhance a child's innate sense of curiosity about the world. Whether you’re planning a trip to supplement your kids’ history education or to enjoy some quality time together, these themes and destinations—from London to...
A trip here can easily be combined with these amazing destinations and more. Contact our team to craft the perfect itinerary.
Despite an A-list patronage—the Obamas are frequent visitors—Martha’s Vineyard is one of New England’s loveliest and most low-key islands. At its heart, the Vineyard is about the simple pleasures of summer.
Nantucket is to New England what the Hamptons are to New York; an elite, elegant and chic escape from the city. But with nary a traffic light in sight, Nantucket entrances visitors with its old whaling town charm, and surprisingly low-key glamour.
America’s First Resort,” Newport has set itself apart from New England’s other seaside enclaves for nearly four centuries. The town celebrates its colonial architecture and Gilded Age mansions with style, and its harbor is a yachting mecca. Just beyond the...
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