Top Boston Private and Luxury

Enjoy some of the best pizza in Boston on this walking food tour. Stroll through the city’s oldest neighborhoods, including, appropriately, Little Italy on the North End. Walk along the Freedom Trail that leads to 16 historically significant sites, like Paul Revere House, Old North Church, and the USS ‘Constitution,’ to name a few. Visit some of Boston's best pizzerias and enjoy a slice at each. It’s a fun and flavorful way to get to know Boston.

Discover Boston’s top attractions on this comprehensive guided bike tour around the city. See the unique character and charm of each community up close, like the beautiful brownstones in Back Bay and the South End. Visit Boston’s historic North End and pedal past Copley Square and Fenway Park. Cross the Freedom Trail, passing significant locations to United States history.

Revel in the history of Fenway Park, one of baseball’s most beloved stadiums, during this guided tour. Revisit the careers of Red Sox greats like Ted Williams, Babe Ruth, and Carl Yastrzemski, celebrate the club’s numerous World Series titles, and tour famous stadium locales like the ‘Green Monster,’ ‘Pesky’s Pole,’ and the Fenway Park Living Museum.

Discover the best of Boston and see the sights that interest you most on this half-day tour. Board your private vehicle along with your group and explore key landmarks in the comfort of an air-conditioned vehicle. See Harvard University, Fenway Park, the Boston Public Library, Beacon Hill, and much more while listening to commentary from your driver about Boston’s history.

Join Boston's only award-winning, original, Martha's Vineyard Day Trip! Leave the trouble of driving to someone else and enjoy a day trip to Martha’s Vineyard from Boston. Then, take a short cruise to Martha's Vineyard then enjoy free time to explore or upgrade to add an island tour. Complimentary snacks, bottled water, island guidebooks and a discount card with island perks are provided during the drive.

Hop into a duck boat—renovated World War II amphibious vehicle—for a comprehensive tour of Boston. Pass Boston Common, Quincy Market, and the Celtics' home turf at TD Garden. Then splashdown into the Charles River for a view of the city by boat. Learn all about Boston's history and landmarks as you go.

Take a deep dive into the history of the American Revolution on this walking tour of Boston. Your historian guide will focus on the years between and 1760 and 1775, a tumultuous time with lots to talk about. Stroll the Freedom Trail and ask plenty of questions along the way; your small group will make for an intimate atmosphere.

Explore the best that Boston has to offer on this hop-on hop-off tour of the city. See Boston’s top attractions—like the USS ‘Constitution’ and the Boston Tea Party Ships and Museum, to name a few—on the loop. Enjoy discounted admission to attractions like the Boston Tea Party Ships and Museum with the purchase of your tour.

Combine two attractions Boston has to offer—delicious food and rich history—on this tour that starts in the popular North End and continues along the Freedom Trail. Snack your way through this historic Italian neighborhood, trying fresh bread at a hidden bakery and enjoying an Italian salumeria. Once fortified, walk the Freedom Trail to discover the rich history of the American Revolution and experience the modern city Boston is now.

Take an evening cruise on Boston Harbor to watch the sunset from the water. Glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, Leonard P. Zakim Bunker Hill Memorial Bridge, and the USS Cassin Young. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night.

Learn about Boston’s thriving craft beer scene and sample a variety of libations on this morning or evening brewery tour. Get an inside look at how beer is made and learn about their operations as you visit breweries, cider houses, and distilleries. Visit brewpubs that may include the well-known Samuel Adams or gastropub Meadhall. Round-trip transportation in downtown Boston by air-conditioned van is included.

Experience the charms of Cambridge on this bicycle tour. Sometimes referred to as “Boston’s Left Bank,” Cambridge is a celebrated hub for academia, technology, and culture. Ride across the gleaming waters of the Charles River and visit Harvard Square, MIT, the Stata Center designed by Frank Gehry, and more. Over the course of 2.5 to 3 hours, you’ll cover 11-13 miles in this bike-friendly area.

Boston’s North End boasts cobbled streets, historical buildings and trendy Italian-inspired food spots—the latter testifying to its nickname of “Little Italy”. Skip hours of Googling and book a private walking tour with a guide who’ll introduce you to the area’s tucked-away gems and tastiest Italian eats. Delve into back alleys, hear tales of local history, find hidden crime and movie locations you'd otherwise miss, and pause along the way to savor treats such as pasta dishes, cannoli and more.

Experience Boston Harbor on a sunset cruise aboard a historic tall ship. Depart from Central Wharf on the 67-foot Liberty Star or the 125-foot Liberty Clipper and enjoy views of the outer harbor, Fort Independence, East Boston, the Charlestown Navy Yard, and beyond. Relax and let the crew handle the sails or jump in the action and a grab a line on this fun and affordable outing.

The Liberty Ride is a 90 minute guided tour in an air conditioned trolley. An entertaining and knowledgeable guide in authentic period dress will provide you with information about the Battle of Lexington and Concord as well as life in Colonial America that is historically accurate. During the trolley ride you will see historic sites and attractions in Lexington and Concord.

Visit Martha’s Vineyard on a day trip from Boston to experience the island beauty without the hassle of booking ground and ferry transport. From hotel pickup and drop-off to included ferry tickets, snacks, water, and sightseeing maps, this Martha’s Vineyard excursion is designed for maximum time exploring, with the option to upgrade and include a guided tour of the entire island aboard a high-top, small-group van and explore all six towns on the island, indulge in lunch, and spend more time learning about scenic New England.

Escape the hustle of the city and get away to the tranquility of Newport, Rhode Island, on a guided, small-group day tour from Boston. This quaint coastal town, known as America’s First Resort, is the perfect getaway and just 70 miles south of Beantown. Explore the Breakers mansion, the most grandiose of Newport’s summer mansions. Visit attractions like the Ocean Drive Historic District, the St Mary’s Church complex and the U.S. Naval War College, among others. Hotel pickup and drop-off plus a snack, guidebook and discount offer card are included.

Explore Boston’s culinary delights on this guided group walking tour. With a local expert leading the way, sample lobster rolls, apple cider doughnuts, maple syrups, and more at Boston Public Market and Haymarket Market (Fridays and Saturdays). Learn about the rich food heritage of historic Little Italy as you feast on Italian bread, taste fresh mozzarella at an old-school salumeria, gobble up cannoli. All tastings are included in this fun, convenient and delicious outing.

Pair your Boston sightseeing with a frothy brew or two on this combination history tour and tavern crawl. Meet your guide in the afternoon, and set off with just a small group for company. You’ll wander along the city’s Freedom Trail, and will see 10 key Boston attractions—all while your guide shares the stories and history behind the sights. As you go, stop for refreshing beers in several centuries-old taverns.

New England is renowned for having some of the most beautiful fall foliage in the country—and this seamless, full-day tour from Boston makes it easy to discover the region’s vibrant scenery. Following morning pickup from your Boston hotel, travel to New Hampshire’s White Mountains, and stop for photography breaks along the Kancamagus Highway. Following lunch in charming North Conway (own expense), continue the seasonal sightseeing as you journey to the storied Mount Washington Hotel. At the end of the day, return to your Boston hotel.

Taste only the best in Boston’s North End. This foodie tour takes you to a careful selection of award-winning restaurants throughout this historic neighborhood. Stop by Best of Boston winners to sample the city’s top pizza, sandwiches, and bread. Sample iconic cannoli and visit an Old World salumeria shown on the Food Network. Learn about Boston’s rich culinary history, and and end your tour with a delicious pasta finale.

Get a taste for Boston’s best Tavern Snacks and beer on a guided pub crawl around the city. Boston taverns are legendary. In fact, our founding fathers planned the American Revolution in one of them, and it’s still open today. Step inside this historic pub and grab a cold one (or two) along with some of Boston’s best Tavern Snacks. During the tour, you’ll explore some of the city’s oldest neighborhoods, like Beacon Hill, the Blackstone Block, the North End and Charlestown and two taverns.

Visit the historic Boch Center Wang Theatre and take a 1-hour behind-the-scenes tour of one of Boston’s most prominent landmarks - plus get an exclusive look at The Music Hall, part of the upcoming Folk Americana Roots Hall of Fame! Stand on the stage graced by Lady Gaga, Bing Crosby, Bruce Springsteen, Neil Young, Ella Fitzgerald, Mikhail Baryshnikov, Janet Jackson, Queen, Benny Goodman, Elton John, Hugh Jackman, Liza Minnelli, Diana Ross and more! Please note that all areas of the theatre are subject to availability based on the performance and event schedule. The Boch Center Wang Theatre is listed on the National Register of Historic Places and has been one of the premiere theatrical destinations in Boston since opening in 1925. Rivaled by few other theatres in the world, it boasts a seating capacity of 3,500 and one of the five largest stages in the U.S. This tour allows guests of all ages to experience many aspects of the theatre like never before!

Take a leisurely ride through Boston on the on this 2.5-hour cycling tour. Take in the Boston skyline, ride along the banks of the Charles River, and learn about Cambridge and Boston's history through your guide's commentary. Suitable for families with young children, this tour includes use of bike and helmet.