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See Boston Harbor’s sights from the water on this day sail aboard a replica of a pilot schooner. Step aboard the boat and sail off through the harbor, bound for Spectacle Island, Fort Independence, Castle Island, and Long Island. Snap photos of Boston's coast from the water and feel free to ask the captain or crew questions about the passing landmarks.

Learn about Boston’s revolutionary history on a walking tour that emphasizes good storytelling. Enjoy personalized attention from your guide in your small group as you walk a curated route that includes the Freedom Trail. Visit well-known sites as well as more local places and develop an understanding of modern Boston along with its history.

See Boston from a whole new angle aboard a Boston Harbor evening cruise. Watch the sunset from the water, and glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, the USS Cassin Young, and more. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night, and sip a cocktail (own expense) from the onboard bar as you relax and enjoy the views.

See the landmarks and highlights of Boston from the water on this sightseeing cruise in Boston Harbor aboard a 1920s-style yacht. Snap photos and enjoy a unique perspective of the harbor, very different than a typical walking or driving tour through Boston. Highlights include the USS Constitution, Bunker Hill Monument, Old North Church, and the USS Cassin Young.

Spend two hours sailing on the Boston Harbor as the sun goes down, taking in the sights of the city skyline. Your captain will set sail and take you on a smooth cruise along the waterfront in a comfortable schooner, with a friendly and informative crew who’s happy to help you have the best possible experience while you’re on the water.

Enjoy a gourmet brunch on this scenic cruise of the Boston Harbor. Set sail aboard the Northern Lights at Rowes Wharf and settle in for a buffet filled with eggs, bacon, fresh fruit, and more. View popular Boston highlights such as Bunker Hill Monument, the USS Constitution, Old North Church, and Sea Castle Island. This brunch cruise offers a great overview of Boston and a lovely morning on the water.

Don’t waste time looking for the ideal place to eat as you walk the cobblestone streets of Boston’s North End. Join other passionate foodies to snack your way through the neighborhood’s hidden gems. Your guide directs you to a hidden Italian bakery, an authentic Italian salumeria, and a family-run pastry shop. Visit the Old North Church (or equivalent alternative) and enjoy a rich cappuccino or bold espresso with a pastry.

Explore Boston’s North End through its food on a guided walking tour that blends local history with tastings at long-established eateries. This experience offers insight into the neighborhood’s Italian-American roots while helping you navigate its most respected food spots without guesswork. With curated stops and storytelling throughout, it’s an efficient way to understand the area’s culture, avoid tourist traps, and sample classic flavors in a short time.

Relive one of the most important events leading up to the American Revolution and learn about a side of the story most tourists miss on this guided tour of the Boston Tea Party Ships and Museum. Explore authentically restored tea ships with the help of a guide as you get their insights into this pivotal event, and throw some of your own tea into Boston Harbor. It's an ideal experience for American history buffs, tourists, and locals alike.

Enjoy a private pickup and ride to historic Salem with your guide. Walk the streets where hysteria once ruled, and learn about the Puritan past that shaped daily life in early New England. Uncover the tragic history of the witch trials during a visit to the moving Witch Trials Memorial. Discover Salem's prosperity during the "Old China Trade," when ships sailed to Asia and returned with exotic goods like silk and porcelain, making it one of the wealthiest towns in the early United States and home to the country's first millionaire. See how this era shaped the city beyond the witch trials with a visit to the Salem Maritime National Historic Site. You'll have 1.5 hours of free time to grab lunch and browse for souvenirs, from classic mementos to mystical finds like tarot decks and potion ingredients. Afterward, we'll continue exploring Salem's landmarks before your private ride returns you to Boston.

Don’t let time determine whether to see Boston or Salem. Visit both towns with the help of a quick and comfortable catamaran. This high-speed ferry service travels from Boston to Salem (or vice versa). Enjoy the scenic adventure from the upper or lower deck of the boat—or just relax at the lounge inside. An onboard galley offers food and beverages for purchase. Upon arrival, many top attractions are within walking distance. For Round Trip, you will need to purchase two separate one way tickets - one departing from Boston and one departing from Salem.

Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This expedition on Boston Harbor features a meal with live entertainment and dancing. Watch the sun set, then take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night, or head to the dance floor for music and fun in the ship’s nightclub.

Enjoy one of the simplest ways to discover Martha's Vineyard, and leave all the planning and logistics to someone else, on this hassle-free day trip from Boston. Following pickup directly from your centrally located hotel, take a short ferry ride to Martha's Vineyard. Upon arrival, enjoy free time to explore—or upgrade to add on an island tour that visits its highlights. Complimentary snacks, bottled water, and guidebooks are provided during the drive.

Explore Boston’s must-see attractions in one tour. Walk along the picturesque streets of Beacon Hill, home to Acorn Street, the most photographed street in Boston. Discover the most scenic locations in the Boston Public Garden and Back Bay’s beautiful 19th-century residential neighborhood.

Explore Boston while delving into its eerie past on this guided ghost tour. See the city’s most haunted hotspots, including the Boston Common, Omni Parker House, and the Boston Athenaeum. Learn more about the dark past behind these locales, hearing chilling stories that blend historical facts with paranormal phenomena.

Beat the Boston heat and get out on the water on this dog-friendly harbor cruise. With your group and your canine companion, board the cruise boat and set sail. Learn about Boston's history and sights including the Seaport District, Castle Island, USS Constitution, and North End from live narration onboard, and relax during Boston’s long summer days in the company of your dog.

Uniquely nestled in the city of Boston is Fenway Park, dubbed 'America's Most Beloved Ballpark'. It is a place where dreams are made, traditions are celebrated and baseball is forever. See the home of Red Sox Legends, Williams, Yaz, Fisk, and Rice. Be part of the pre-game excitement!  Visit Pesky's Pole and sit atop the world-famous Green Monster which stands 37 feet 2 inches high overlooking left field. Experienced tour guides will provide a thrilling walking tour of Fenway Park before the day's game. All areas are subject to availability and weather.

While a guided tour is a great way to get to know a city, many try to fit in as many participants as possible. On this small-group tour of Boston, one-on-one time with your guide is guaranteed. Explore the interior of Old Ironsides, the battlegrounds and museum at Bunker Hill, Harvard, and much more on this full-day driving tour dedicated to sharing the hidden history even Bostonians don’t know.

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.

This small-group tour stands out by offering an intimate, authentic experience, allowing guests to connect more deeply with Boston’s local stories. With a focus on personal attention, our passionate local guides share not just historical facts but real, untold stories of the city, making each stop feel unique. The small group size ensures a more personalized experience, giving you the chance to ask questions, interact, and truly immerse yourself in the heart of Boston’s history. It’s more than just a tour—it’s a genuine journey through the city’s past, told by the people who live it.

Explore Boston’s top 3 attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary and fun photo tips to help you capture memorable photos of your adventure. Discover the history behind Back Bay's the iconic architectural landmarks in Copley Square. We’ll take a scenic stroll in the Boston Public Garden to see the colorful flowerbeds and the famous Swan Boats. And for the grand finale in Beacon Hill, find out why Acorn St. is the most photographed street in Boston. Designed for history buffs, urban explorers, smartphone users, and casual photographers, this guided walking tour blends engaging historical commentary with photo tips. It is not a technical photography class.

While there are many areas within Boston where you can experience the city’s revolutionary history, to get a more complete picture, history lovers can visit the real locations where the American Revolution began. On this full-day private tour, head to Lexington and Concord to walk the Battle Road Trail, see where the Minutemen bested the Redcoats, and much more.

Enjoy a more personalized way to explore Boston’s Beacon Hill—and benefit from plenty of in-depth commentary along the way—on this small-group walking tour of the popular neighborhood. Be sure to bring your smartphone or camera along: Your guide leads you straight to many of the neighborhood's most photogenic sights, including Acorn Street: the most photographed street in Boston.