Things to do in Boston
Freedom Trail Tours19 optionsMuseums9 optionsBoston City Tour10 optionsBoston Food Tour26 optionsBoston Airport Shuttle7 optionsBoston Ghost Tour13 optionsBoston Trolley Tour7 optionsBoat Tour Boston16 optionsBoston Walking Tour79 optionsNorth End Tours43 optionsConcord Tours8 optionsBike Tour Boston5 options
Sort
Boston Ghost Tour: Gravestones & Gunpowder Walking TourThis walking ghost tour through Boston's historic district covers a mile of haunted sites including the Old Granary Burial Ground, Boston Common, the Omni Parker House, and the Massachusetts State House, led by a live guide in English. The tour lasts about an hour and includes documented accounts of historic hauntings and intensely researched true stories tied to Boston's Revolutionary War past. Not recommended for travelers with spinal injuries or poor cardiovascular health; moderate fitness is needed for the walking distance.Is it for me?Choose this if you prefer a guided walk through haunted sites rather than a self-guided route—you'll cover about a mile on cobblestones at a steady pace, stopping to hear stories at each location.
Boston Harbor Sightseeing Cruise: USS Constitution & IslandsYou board a vintage-style yacht in Boston Harbor and spend an hour or two cruising past the USS Constitution, Harbor Islands, and the city skyline from the water. The captain provides moderate commentary on the main sights—no exhaustive narration, just the highlights. You can stay in the climate-controlled cabin or head to the open bow for photos. Beverages and snacks are available for purchase. Arrive 15–30 minutes early with a photo ID.Is it for me?This works well if you want to see Boston Harbor's main landmarks and the USS Constitution from the water without arranging transport or timing multiple stops—the boat does the moving, and the captain points out what matters as you pass it.
Boston to White Mountains: Kancamagus Highway Fall Foliage Day TripYou get picked up at your Boston hotel and driven to the White Mountains, where you spend the day on the Kancamagus Highway with several photo stops, a lunch break in North Conway, views of Mount Washington, and a final stop at the historic Omni resort before returning to your hotel. The guide provides live commentary throughout, and the itinerary is timed so you see the foliage at different elevations and angles in a single day.Is it for me?Choose this if you want to see the White Mountains' fall foliage without arranging your own transportation, planning stops, or figuring out timing — the fixed itinerary and hotel pickup mean you show up and the day unfolds.
Boston Beacon Hill: True Crime Walking Tour & Expert GuideYou’ll walk Boston’s Beacon Hill with an expert guide who brings real murder cases and unsolved mysteries to life. Hear stories of infamous trials, stroll cobblestone alleys touched by history, and pause in places where the past feels close enough to touch. Expect laughter, surprises, and moments that stick with you long after you leave.
Boston: Seafood & Freedom Trail Walking Tour with Lobster RollYou walk Boston's North End and Waterfront for three hours, stopping at four restaurants to eat a full-size lobster roll, award-winning clam chowder, raw oysters and shrimp, and cannoli. Along the way you see the Paul Revere house, Long Wharf, the Old State House, Faneuil Hall, and Quincy Market, with a guide who knows the Revolutionary history and the food scene. No samples, no rushing—just eating and learning in the neighborhoods where it all happened.Is it for me?Book this if you want to eat real meals (not samples) while learning Boston's Revolutionary history in the neighborhoods where it happened, and you'd rather have a guide handle the route and the stories than figure out which restaurants are worth the line.
Boston Ghost Tour: Death & Dying, Adults-Only HistoryDeath & Dying is an adults-only walking ghost tour through Boston that explores how early Americans dealt with mortality, using the city's oldest graveyards and historic sites as the backdrop. The 90-minute tour visits Boston Common, Granary Burying Ground, and Old South Meeting House with a live English-speaking guide; all fees and taxes are included. This is not a jump-scare experience—it's a deeper look at the dark side of colonial life, grounded in real history and real hauntings.Is it for me?Book this tour if you're staying in downtown Boston or near the Common without a car—the three sites are within walking distance of each other, and the guide handles the route and the pacing so you don't have to navigate or time the stops yourself.
Boston Freedom Trail: Beer Tour & 10 Historic SitesYou walk 10 Freedom Trail landmarks in one afternoon with an expert historian guide, stopping at three historic taverns where beer or cider is included in the price. Groups stay under 12 people, so the pace feels social rather than rushed. Bring a valid ID and expect to learn the Revolutionary War stories that actually happened in the rooms where you're standing.Is it for me?Book this if you want to see the main Freedom Trail sites without navigating the route yourself or paying separately for drinks—the guide handles the history and the taverns handle the stops, which turns a self-guided walk into an actual afternoon.
Boston: Hop-On Hop-Off Trolley & Tea Party Museum DiscountYou board a narrated trolley at the cruise terminal and choose your own stops across three loops covering 17 stations—from Faneuil Hall and the North End to Copley Square and the Seaport. Jump off to explore the Boston Tea Party Ships & Museum (with your discount), walk the Freedom Trail, or ride straight through for the overview. The trolley runs on a loop system, so you catch the next one when you're done at each stop, and everything is wheelchair accessible with pickup right at the cruise terminal.Is it for me?Built for cruise passengers on a short port stop: pickup is at the terminal itself, the three-loop system lets you see the main sights without arranging separate transport, and the hop-on hop-off format means you control how long you spend at each stop so you're back before the ship leaves.
Boston: Underground Railroad & Beacon Hill Walking TourYou'll walk 2.5 hours through Beacon Hill with a local guide, stopping at ten specific Underground Railroad sites, abolitionist homes, and meeting houses. The tour covers the period from 1833 to 1863 and includes the African Meeting House, the Hayden House safe house, and the homes of abolitionists and formerly enslaved activists. Groups stay small, and the guide provides the context that makes each address matter. You start at Boston Common and end at the Shaw Memorial, moving at a steady pace through cobblestone streets and historic squares.Is it for me?Book this if you want to understand Boston's actual role in abolition — not as a broad historical concept, but as a neighborhood where specific people made specific choices — and you'd rather have a guide who knows the names and addresses than walk it alone trying to piece together the story.
Boston's Haunted Historic Streets Walking Tour: Local expert guide includedBoston's Haunted Historic Streets Walking Tour is a 90-minute guided walk through downtown Boston that connects four landmark sites—Boston Common, the Massachusetts State House, Boston Athenaeum, and Granary Burying Ground—with the true stories of executions, martyrs, and the signers of the Declaration of Independence who rest there. A live English-speaking guide leads the route on foot, and children from age 4 are welcome.Is it for me?Book this if you're comfortable following a live English narrative and want a guide who knows the dark history and details of Boston's oldest graves and execution sites.
Boston Freedom Trail: Downtown Walking Tour with StoriesYou’ll walk Boston’s Freedom Trail with a small group and local guide, hearing stories at places like Faneuil Hall and King’s Chapel. Feel the city’s layers come alive at landmarks such as Granary Cemetery and the Old State House. Expect moments that surprise you — sometimes funny, sometimes quietly moving — as you see Boston through new eyes.
Boston Harbor: Sunset Sail Tour & City Landmarks CruiseYou’ll step onto a classic schooner right by Boston Harbor Hotel and set sail past Castle Island and city landmarks as evening falls. There’s no script—just friendly crew ready to answer questions while you watch the skyline change colors over two relaxed hours on Boston Harbor. Expect fresh air, local stories if you want them, and that feeling you only get when land slips quietly away behind you.
Boston: 2-Hour Segway Tour with Freedom Trail & SkylineYou’ll glide through Boston’s history—from the wharves to Beacon Hill—on a Segway tour that mixes local stories with city views. Expect hands-on training, live narration from your Captain guide, photos at key stops, and moments where Boston feels surprisingly personal. It’s not just sightseeing; you’ll actually feel part of it all.
Boston Brewery Tour: 3.5 Hours & 12 Craft BeersYou visit three working Boston breweries in one afternoon, tasting up to 12 craft beers with snacks and a local guide who knows the scene. Round-trip transport is included, so you just show up with your ID and closed-toe shoes. The whole thing takes three and a half hours, and the breweries rotate, so the stops change depending on the day.Is it for me?Book this if you want to taste Boston's craft beer scene without arranging transport between breweries or worrying about designated driving — the guide and the fixed itinerary handle both, and the small group size means you actually get to talk to the people making the beer.
Boston North End Food Tour & Public Market TastingsYou’ll wander Boston’s North End with a local guide who knows every bakery window and shortcut to good pizza. Taste legendary cannoli, Sicilian slices, fresh mozzarella, apple cider doughnuts at Boston Public Market, and finish with classic chowder at Union Oyster House. Expect laughter over messy bites and stories that stick with you long after lunch ends.
Boston: Haunted Ghost Walking Tour & Dark History StoriesYou’ll follow a local guide through Boston’s oldest streets, hearing dark tales of ghosts, murder, and strange history woven into real landmarks. Expect sensory moments—a chill in the air, laughter after a scary story—and leave feeling both unsettled and oddly connected to Boston’s past.
Boston to Provincetown Ferry: 90-Minute High-Speed CatamaranYou board in downtown Boston, spend 90 minutes on a high-speed catamaran with views of the harbor islands, and arrive in Provincetown ready to explore galleries and beaches. The boat has air conditioning, a concierge desk, and restrooms; you just need to arrive 30 minutes early and book your return ticket separately if you're heading back the same day.Is it for me?Book this if you want to reach Provincetown without driving—the ferry trades a three-hour car ride for 90 minutes on water, and the fixed schedule means you don't have to think about parking or traffic timing.
Boston Beacon Hill: Small Group History & Photo Walking TourYou’ll wander Boston’s Beacon Hill in a small group, guided by someone who knows every quirky corner—from leaning lampposts to hidden flower boxes. Capture your own photos along Acorn Street and Louisburg Square while learning simple tips (no fancy gear needed). Expect laughter, local stories, and moments you’ll remember long after you leave those brick sidewalks behind.
Boston to Kennebunkport Day Trip & Nubble LighthouseYou're picked up at your Boston hotel and driven 75 miles to the Southern Maine coast, stopping at Cape Neddick Nubble Lighthouse, walking the Ogunquit cliffs, and landing in Kennebunkport with 2.5 hours free. The trolley tour is optional and booked separately. Everything else—transport, entry, water, snacks, and the return drive—is included in the day trip price.Is it for me?Pick this if you want to see the Southern Maine coast in one day without renting a car or navigating the drive yourself—the fixed schedule and included stops mean you get the lighthouse, the cliffs, and the town all in one trip, with a guide handling the route and timing.
Boston: Historic Taverns Tour, Harbor Ferry & TastingsYou’ll walk Boston’s oldest streets with a local guide, raise a glass in two historic taverns once frequented by legends, cross Boston Harbor by ferry, and finish with real North End cannoli. Expect laughter, stories you’ll remember, and moments when history feels unexpectedly personal.
