Attractions: USS Constitution Museum

On a narrated sunset cruise around Boston Harbour, you will escape the heat and enjoy sweeping views of Boston’s skyline and the historic USS Constitution as the sun slips below the horizon. The commentary will highlight popular and famous scenes of the harbour, linking landmarks from Boston’s past to its present. As daylight fades, sunset colours will give way to a soft twilight and the city will begin to sparkle with lights. Along the way you will see iconic waterfront sights and get a new perspective on the city as it shifts from day to night. Snacks and cold beverages, including water, juice and soda, are available on every boat, and a full bar will also be on board for any additional refreshments.

This self-guided Classic Freedom Trail Walking Tour of Boston lets you explore the city’s Revolutionary history at your own pace using the WalknTours app. The tour is professionally narrated and easy to navigate—the app’s arrow points you to the next stop. You can use it whenever you like, as many times as you want, and one purchase will work on two phones. As you move through Historic Downtown Boston, you’ll encounter landmarks such as the Old State House, Faneuil Hall, the site of the Boston Massacre, Old South, Kings Chapel and Sam Adams Burial. The route continues into the North End, where Paul Revere’s House, Old North, Copp’s Hill Burial Ground and local favourites like Salumeria Italiana and Modern Pastry add character to the history. In Charlestown, the experience typically includes Bunker Hill and the USS Constitution, tying together key Revolutionary sites across the city. The format is well suited to solo travellers, including those who identify as Solo Travel Rebels, who prefer to explore independently with clear, narrated guidance.

You will enjoy a relaxing sunset cruise in Boston Harbour that heads out to Fort Independence on Castle Island, a fortification named after George Washington. As the boat moves along the waterfront, you will take in skyline and seafront views including the Mystic Tobin Bridge, the Leonard Zakim Bridge, and the Custom House Tower. Along the way you will see the Old North Church steeple and historic naval vessels such as the USS Cassin Young and the USS Constitution. An extra feature of the cruise is the cannon fire at sunset, presented off the USS Constitution every night to announce the setting of the sun. This moment provides a dramatic finale as daylight fades and offers good photo opportunities of the harbour and its landmarks. The pace will be unhurried, with plenty of time to enjoy the scenery and the changing light over Boston’s waterfront.

Walk the Boston Freedom Trail at your own pace with a self-guided audio tour that brings Revolutionary-era stories to life. As you move through historic Boston, you’ll hear the background to Paul Revere’s Midnight Ride and learn about the roles of figures such as Paul Revere and Samuel Adams. Along the way, you’ll encounter landmarks from the Boston Common to the USS Constitution and pick up the context behind the city’s role in the fight for American Independence. The tour is delivered through the Audio Tour Guide App by Action and can be used offline once downloaded. A bonus audio segment will let you relive the Battle of Bunker Hill to deepen your understanding of that pivotal clash. Lifetime access means you may use the tour any time and as often as you like. The format suits holiday travellers and team-building groups who prefer to explore independently while following an expert narrative.

On board the classic 1920s-style yacht Northern Lights, you'll cruise around Boston Harbor while enjoying comfortable indoor and outdoor spaces. Relax in the grand salon if you prefer a sheltered, social area, or head up to the top outdoor deck for wider, sweeping views of the water and city skyline. Along the way, some notable sights include views of Boston's skyline, the Old North Church, the Bunker Hill Monument, USS Cassin Young and the USS Constitution, as well as Boston's Harbor Islands. You may find plenty of photo opportunities, so bring your camera. A bar on board offers beverages and light snacks, available for purchase by credit card.

On this scenic Fall Foliage cruise around Boston Harbor and the Harbor Islands, you’ll enjoy a fresh, gourmet brunch aboard the Northern Lights at Rowes Wharf. A buffet will be available with pastries, fruit, yogurt, bagels, potatoes, breakfast meats, eggs and more, so you can relax over a leisurely meal while taking in the water views. As you move through the harbour, you’ll pass popular Boston highlights. Look out for Bunker Hill Monument, the USS Constitution, the Old North Church and Castle Island. The route will give you a clear overview of the city and the islands, making for a pleasant morning on the water with seasonal colours all around.

The Boston Explorer Pass gives you a simple way to visit several of the city’s top attractions with a single purchase. You’ll choose admission to two, three, four or five attractions from a list of dozens across Boston. Options typically include well-known sites such as View Boston Observation Deck and the Museum of Science, along with many other museums and activities. You’ll be able to tailor your time in Boston to your interests, mixing city views, hands-on exhibits and cultural stops as you prefer. Along the way, you can plan visits to the attractions that matter most to you, building an itinerary that fits your pace and priorities.

On Boston's Signature Dinner Cruise you'll dine, dance and celebrate while enjoying freshly prepared entrees, salads and desserts. A well-stocked cash bar will serve creative cocktails, wine and beer, and DJ entertainment will set the atmosphere. Decks are climate-controlled, so you'll be comfortable in all weather. As the boat moves along the waterfront, you'll take in views of the Boston skyline and several notable landmarks, including the Zakim Bunker Hill Memorial Bridge, Boston’s Seaport District and the USS Constitution warship. Along the way, the combination of food, drinks and music will create a relaxed evening on the water.

This Segway tour offers a wide-ranging introduction to Boston and nearby Cambridge. You will follow a central route before gliding across the Longfellow Bridge into Cambridge, where the Boston skyline will come into view. Along the river, the contrast between water and the city’s taller buildings will form a striking panorama that many guests remember. As you move back into the city, the route will loop through historic Beacon Hill and return through Downtown Boston. Along the way, sites on the Freedom Trail that are included are Boston Common, King’s Chapel, Boston Latin and the Benjamin Franklin statue, the Old South Meeting House, the New State House and the Corner Bookstore. You will also pass Acorn Street, often described as one of the most photographed streets in America. The tour provides a comprehensive look at Boston’s key landmarks, past and present.

On this pizza walk along Boston's Freedom Trail, you'll enjoy three full-size slices from some of the North End’s best pizzerias. The tour typically includes a variety of styles and may feature a slice named in the “Top 25 Best in America” by a famous food critic, a slice from Boston’s oldest pizzeria with a brick oven from 1883, or a Neapolitan-style pie from the winner of Boston’s first Pizza Festival. Some slices may be enjoyed al fresco in the neighbourhood’s small parks. The walk finishes with a bonus stop at Modern Pastry, where you’ll receive a free homemade cannoli. As you move between tasting stops, your guide will follow the Freedom Trail and point out local history and landmarks. You’ll see and learn about the Paul Revere House, the Old North Church, the Skinny House, the Bunker Hill Monument and the USS Constitution as part of the route. The operator also offers other experiences, including a Historic Pub Tour, a Boston SeaFoodie Tour and Pre-Game Tours, if you want to explore more of the city.

You’ll begin this tour with a visit to the USS Constitution, the world’s oldest, still-floating naval vessel. You can then travel to the site of one of the earliest battles in the American Revolutionary War, the Bunker Hill Monument. Your drive through the city will also pass by some of the city’s best known locations, including MIT, Harvard University and the Fenway Park baseball stadium. You’ll also visit Quincy Market, the New England Holocaust Memorial and Faneuil Hall, where you’ll be able to stop for a snack or souvenirs. You can conclude your day with a cruise around Boston Harbor to see the site of the Boston Tea Party and several other historically significant landmarks.

On this small-group guided tour of Boston, you’ll explore the city’s history, culture and iconic landmarks with an expert guide. You’ll travel in comfort aboard a luxury vehicle and hear stories about Boston’s revolutionary past, its prestigious universities and the vibrant waterfront. Begin with a visit to Harvard University, where you’ll walk around the famous campus and see the John Harvard Statue. You’ll also stop at the Bunker Hill Monument, which commemorates one of the first major battles of the American Revolution. Along the way, the experience will include a relaxing cruise through Boston Harbor during May–November, offering views of the city skyline, the historic waterfront and sites connected to the Revolution. In the winter season, the cruise is replaced with admission to the New England Aquarium. Hotel pickup and drop-off are included, making this a convenient introduction to Boston’s rich heritage and memorable sights.

Go City's All‑Inclusive Pass offers a simple, flexible way to explore Boston while saving money. If you want an easy-to-use option for sightseeing, this pass gives you unlimited entry to many of the city’s top attractions, famous museums and cultural experiences so you can tailor your visits to your interests. Your pass is digital and can be synced with the Go City app. From there, an AI-powered Trip Planner will help you make the most of your time — suggesting sites, helping you organise your days and highlighting ways to save on sightseeing. Along the way, you’ll be free to discover more of Boston’s museums and attractions at your own pace.

This experience combines a walk along Boston’s Freedom Trail with a private boat ride on Boston Harbour. You will visit key Revolutionary sites that tell the story leading up to the American Revolution, including the Boston Massacre Site, Faneuil Hall, Quincy Market, the Blackstone Block and Paul Revere’s House. Along the way you'll stop for a short break at the Old North Church. The break includes entry to the church, and time to browse for souvenirs or grab a snack. After the break, a private boat ride on Boston Harbour continues the story from the water. You will hear about the Battle of Bunker Hill and see the USS Constitution up close from the harbour. The boat follows Paul Revere’s route out of Boston to mark the start of his Midnight Ride and approaches the Boston Tea Party replica ships. On the return trip you will enjoy views of the Boston skyline as the boat heads back to Long Wharf where the tour ends. You’ll also have a chance to chat with the boat captain and watch planes taking off from Logan airport as they fly overhead.

Enjoy a relaxed brunch cruise around Boston harbour where you’ll take in a string of historic sights along the water. As you move through the harbour, you’ll pass Castle and Deer Island, Spectacle Island, Long Island, Lovells Island and Georges Island. Along the route you’ll also see Independence Fort and the Bunker Hill Monument, notable naval vessels such as USS Cassin Young and USS Constitution, and historic landmarks including Old North Church, before arriving at Boston’s Seaport District and taking in Boston’s skyline. Brunch typically features a diverse buffet to suit a range of tastes, with bakery items, fresh fruit, yogurt, eggs, bacon, seasonal salad and more. Please contact the operator in advance to inform them of any food allergies; they cannot accommodate all allergies but will do their best when given prior notice.