Sightseeing in Boston, Massachusetts

Old Town Trolley Tours of Boston are a convenient and fun way to tour the city. Hop on and hop off all day at your leisure at up to 18 stops, including a stop along the route outside the iconic ‘Cheers!’ bar on Beacon Street. Once there, you can visit Boston Common and the Public Garden, or stroll along historic Charles Street. Details

The Boston historic sightseeing cruise around the Boston Harbor packs a story—from the Revolutionary War to the legends of the sea. This fully-narrated Boston Historic Harbor Cruise also offers panoramic views of the city skyline and world-famous landmarks, including Boston Harbor Islands, USS Constitution, Old North Church, Bunker Hill Monument and more. Details

Step aboard Spirit of Boston for a delicious lunch buffet on the scenic Boston Harbor. Enjoy DJ entertainment, interactive games, and unparalleled of the Boston skyline and iconic landmarks like the USS Constitution and Bunker Hill as you sail aboard a luxury yacht with climate-controlled decks. Cocktails, wine, and beer available for purchase onboard. Details

Sail away on a Spirit of Boston dinner cruise with family, friends or colleagues. Enjoy the sunset and stunning city skyline while dining on a delicious meal aboard a multi-level luxury yacht on Boston Harbor. Dance the night away on the indoor dance floor, lounge on the rooftop deck, and sip refreshing cocktails from the onboard bar for an added fee. Details

Come aboard the Premier Boston Brunch Cruise for a delicious buffet brunch and breathtaking city skyline views from the historic Boston Harbor. Savor a menu of freshly prepared brunch favorites as you sail past the North End, Charlestown Naval Yard and Castle Island on the luxury Odyssey yacht. Perfect for celebrations or a special weekend with loved ones. Details

Sail in style on this luxurious Odyssey Dinner Cruise Boston. Enjoy a lavish three-course meal with unlimited tea, water and coffee aboard the state-of-the-art Boston Odyssey yacht, featuring an outdoor rooftop deck for an uninterrupted view of the Boston skyline and three climate-controlled indoor decks with a dance floor, live DJ music, and a full bar. Details

Experience history firsthand on Boston's VIP Freedom Trail Walking Tour. Explore 13 iconic sites with a local guide, from Boston Common to the North End. See Paul Revere’s home and enjoy private access to Old North Church's bell chamber and crypt. Hear stories of patriots, the Boston Massacre, and pivotal Revolutionary events on America's path to independence. Details

This private Boston walking tour not only takes you to the famed Boston Freedom Trail but also to notable sights like picturesque Beacon Hill, Faneuil Hall, Boston Public Market, and more. You’ll enjoy an insider’s appreciation of the city’s architectural marvels and rich history as you explore the sites and their storied past with your local guide. Details

Join this fun and unique Boston bar crawl pub tour for an adventure along Boston’s famous Freedom Trail. Uncover untold stories of colonial and revolutionary times while laughing with global travelers. Sip drinks in iconic pubs guided by a local expert. Choose from Happy Hour with four draft beers or Dry Run for personalized drinks. Details

The Boston Movie Mile Walking Tour takes visitors to the most filmed areas of Boston: Boston Common and Beacon Hill. A local actor leads you through over 30 filming locations seen on screen while providing behind-the-scenes information and fun facts about the Boston TV and filming industry. These interactive walking tours take place rain or shine and last approximately 1.5 hours. Details

This frightful and fun Boston Ghosts and Gravestones Tour explores the city’s frightening past and sinister characters. Take the Boston ghost tour trolley to two of the oldest burial grounds in Boston for an exclusive night-time walking tour. Along the way, view Boston’s most haunted hotel and learn about the Boston Strangler, serial killer Jolly Jane, and more. Details

Explore one of America’s oldest cities with your own private guide. This Boston Freedom Trail walking tour begins at the Boston Common and includes an inside tour of Paul Revere House, the colonial home of the famous American patriot. You’ll briefly step off the Freedom Trail to visit the Boston Public Market for some fresh cider snacks (included). Details