Boston
Sightseeing Tours

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Our most recommended Boston Sightseeing Tours

Boston Fenway Park: 1-Hour Guided Walking Tour

1. Boston Fenway Park: 1-Hour Guided Walking Tour

Explore the historic grounds of Fenway Park, a true Boston icon since 1906. Visit the home of the Boston Red Sox. Become enchanted by the charm of this 109-year-old Boston monument. Be led by a guide on a 1-hour walking tour of Fenway Park. This authentic gem is home to celebrated baseball World Champions from 1903, 1912, 1915, 1916, 1918, 2004, 2007, 2013, and 2018. On the public guided tour, view the stadium and baseball field where Red Sox legends Williams, Yaz, Fisk, and Rice made their mark on Red Sox Nation. See Pesky's Pole and sit atop the world-famous Green Monster, which stands 37 feet 2 inches high overlooking left field. Take in the magnificent sights and breathtaking views of Boston atop the Roof Deck overlooking right field. Finish your tour at the Fenway Park Living Museum collection, which engages fans of all ages by showcasing the vast collection of Red Sox baseball memorabilia. Fenway Park is not only a local favorite but also an international tourist destination visited by fans from over 93 different countries. Upgrade your experience to a private tour that takes you through the same places as the public tour, but also gives you the opportunity to visit exclusive locations (subject to availability). Your guide will let you know what is available that day once you check-in for the tour. With the upgrade, you can cover the Red Seat, Visiting Team Clubhouse, Visiting Team Batting Cage, Red Sox Hall of Fame, Red Sox Front Office and Trophy Case, Batting Titles & Golden Glove Awards Display, State Street Pavilion Club, Warning Track, and Green Monster Scoreboard. 

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Boston: 90-Minute Historical Sightseeing Cruise

2. Boston: 90-Minute Historical Sightseeing Cruise

Bring history to life as you take to the open sea for a fully narrated 90-minute tour around Boston Harbor. Cruise past the oldest commissioned ship in the US Navy, the USS Constitution, marvel at the Tea Party ships, and catch a glimpse of the Old North End Church. Listen to heroic tales and local legends from the Revolutionary War, and learn about the oldest continuously manned lighthouse in the nation, the Boston Light. Cruise past Boston's working port and marvel at examples of extravagant waterfront living.

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Harvard: 70-Minute Harvard Tour

3. Harvard: 70-Minute Harvard Tour

What better way to see Harvard than through the eyes of a student! This tour is a 70-minute student-led walking tour of America's oldest university, designed to be a funny and educational journey through Harvard's campus. Beginning in the heart of Harvard Square, you'll be led into historic Harvard Yard by an enthusiastic Harvard student. Enjoy the sights while your guide entertains and inspires with tales of Harvard history and personal experience at the university they call home. You'll get an up-close look at major Harvard landmarks including Johnston Gate, the John Harvard Statue, Memorial Hall, and Widener Library. You'll even become privy to a few Harvard secrets along the way! Whether you're a student visiting colleges or a family on vacation, the Hahvahd Tour is undoubtedly the top way to see Harvard.

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Boston History & Highlights Afternoon Tour

4. Boston History & Highlights Afternoon Tour

Your experience begins at the Aquarium “T” Station on the historic Long Wharf, the focus of Boston Harbor, and the economic engine of Boston for most of its history. From the harbor, continue past the Rose Kennedy Greenway, State Street and the historic Custom House Tower, the city’s first skyscraper. Then, your guide will lead you toward the famous Faneuil Hall and Quincy Market, which both boast stunning views. Moving into the heart of Downtown Boston, stop in front of the Old State House and site of the Boston Massacre. Was it really a massacre or maybe just great propaganda for the Revolution? Ask your expert guide about that one!  A short trek through Downtown Crossing brings you to Old City Hall. This beautiful building, done in French Revivalist architecture, was the seat of city government for years in Boston. It also happens to be the site of the birth of public education in America. You'll definitely want to have your guide snap your picture with the bronze donkey outside the entrance. On most weekdays, you’ll have a chance to see the government at work (or not) inside the inspiring, historic and beautiful Massachusetts State House, designed and built by famous federalist architect Charles Bulfinch in 1798. Outside the State House, take in the views of modern Boston, including the skyscrapers of Downtown, the Financial District, and the tallest building in New England: the John Hancock Tower.   Continue your journey through Beacon Hill, where you’ll have a chance to take in the quintessential architecture of Boston’s red brick row houses. Get out your cameras — this neighborhood is one of the most photogenic in the city. Finally, arrive at the beautiful Boston Public Garden, one of Boston’s favorite green spaces, where you’ll see locals walking the dogs, playing with the kids and enjoying lunch in the shade. Your guide will point you in the right direction, and will help with any and all recommendations for great things to do in Boston that evening and beyond. 

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Boston: Buffet Lunch or Dinner Cruise on Boston Harbor

5. Boston: Buffet Lunch or Dinner Cruise on Boston Harbor

Admire the sights of Boston with a 2-hour lunch or 3-hour dinner cruise on Boston Harbor. Savor an extensive buffet aboard the Spirit of Boston, and visit any of the 3 climate-controlled decks to watch the city glide by. Upon arrival, receive a personal greeting and have your photo taken by the ship's photographer to capture the memory. After being seated at your private table, feast on your lunch or dinner buffet consisting of creative meals prepared fresh daily. While you eat, listen to tunes from an onboard DJ. After your meal, go out on deck for panoramic city views. SAMPLE BUFFET MENU Salads Caesar Salad Romain Lettuce | Aged Reggiano Parmesan Cheese | Herb Croutons Bow Tie Pasta Salad Scallions | English Cucumbers | Roma Tomatoes | Dill & Mustard Vinaigrette Vegetables, Potatoes, and Pasta Roasted Broccoli Florets, Creamed Corn and Cheddar Cheese Casserole, Mashed Potatoes Entrees Baked Ziti Pasta, Oven-Baked Atlantic Flounder, Filet Honey and Sesame Chicken, Italian Beef Meatballs, Braised Beef Short Ribs Desserts Seasonal Spirit Dessert Display Please note that menu items are subject to change.

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Boston: Harbor Sunset Yacht Cruise

6. Boston: Harbor Sunset Yacht Cruise

Enjoy a 2-hour experience (15-minute pre-boarding) in Boston Harbor. Step aboard the classic Northern Lights yacht, a coast guard certified vessel with an extremely friendly and knowledgeable captain and crew. The motor yacht Northern Lights is stylized after the classic New England 1920s style steamships. Sit back and relax in a climate controlled (with heating and air-conditioning) cabin, or enjoy the sea breeze on the open top deck. Be sure to visit a fully stocked bar on the main deck to purchase refreshments by credit card, to sip refreshing drinks as you cruise along the harbor. The Northern Lights yacht is one of the most comfortable and versatile cruise vessels in Boston Harbor, at 115 feet in length it features six bathrooms and provides ample seating throughout the ship for up to 149 passengers. Built for taking groups of people on spectacular sightseeing adventures, she is the perfect vessel for taking groups of friends and family out to see the harbor.

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Boston: Italian Food Tour with Pizza, Meats, Cheese, & Bread

7. Boston: Italian Food Tour with Pizza, Meats, Cheese, & Bread

Your North End experience begins at the lifeblood of Boston, the Boston Harbor. Walk through a scenic waterfront park, with views of the harbor, East Boston and the historic wharfs lining Atlantic Ave. Make your way to the heart of the North End, with views of some of the most historic sites and properties in the neighborhood, some dating back to the late 1600s and early 1700s. Delicious food is never far away in the North End. Your guide will introduce you to a small, hidden Italian bakery serving up fresh bread daily. Break bread with your fellow travelers and let the carbs give you the energy to continue your adventure! A proper Italian salumeria is next, and you’ll have a chance to enjoy Italian meats and cheeses at their finest and freshest.  Next up, take in the energy of the North End’s busiest corridor, Hanover Street. It’s time for a mid-tour break with your guide at a traditional Italian café. Here, you will have a chance to enjoy your choice of a classic cappuccino, espresso, or tea. Let the caffeine kick in as you go back in time into North End history. You’ll hear stories about some of the most influential events that have happened in Boston, including Paul Revere’s midnight ride. Make your way to the Old North Church and step inside the hallowed walls. To this day, North Enders still attend this church, which is famous for its role in the Revolution.  After church, dive deeper into the local side of the North End. A taste of pizza awaits at a neighborhood favorite and the stories are endless. Cap off the North End food experience with samples of the best of the best Italian pastries along the backstreets of this delicious neighborhood. Hopefully there will be a chance to meet and chat with the area’s top bakers, if you catch them at a quiet moment. After the tour, you’ll surely be ready to make a dinner reservation. Consult with your guide for the best recommendations and you will be set up for an amazing time in Boston.

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Boston: Lunch or Dinner Cruise on the Odyssey

8. Boston: Lunch or Dinner Cruise on the Odyssey

Experience an elegant dining cruise on the Boston Harbor aboard the luxury cruising vessel, Odyssey. Your voyage begins with being welcomed aboard by the captain and crew. The ship's photographer will take a picture to capture the memory.  After being seated, enjoy your gourmet meal consisting of creative appetizers and entrees prepared fresh onboard daily by the executive chef. The wait staff will time your meal according to your preferences so you can savor every moment of your cruise.  The 3-course menu includes vegetarian, meat, and fish options. After your meal, listen to the live music or relax on one of three climate-controlled decks as you enjoy the scenery of the Boston skyline.

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Boston Underground Donut Tour

9. Boston Underground Donut Tour

Celebrate the donut in all its glory while discovering downtown Boston on this underground tour. Take in historic sites, drink coffee and apple cider, and sample some of the finest donuts Boston has to offer. Begin your tour in the Financial District at Kane’s Donuts where you’ll sample several of their daily flavors. Take a stroll along the waterfront to Boston’s Public Market to try some delicious donuts and apple cider. Learn about the market's history and check out some of its other vendors. Next, walk through Little Italy, one of the city's oldest neighborhoods and home to the Old North Church. Make a stop at one of the oldest bakeries in the neighborhood and enjoy a uniquely Boston treat. Finish your tour back at the Public Market and the delicious Union Square Donuts.

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Boston: Freedom Trail Self-Guided Tour

10. Boston: Freedom Trail Self-Guided Tour

Embark on an adventure through the United States' history and discover fascinating stories about Colonial America and the Revolutionary War. On this self-guided tour, led by GPS, explore Boston’s Freedom Trail at your own pace and learn about this fascinating period of history. Begin the experience in the center of the city at Boston Common. Hear stories about the common’s history and how the first settlers founded the city. Next stop is Massachusetts State House followed by the 54th Regiment Memorial where you’ll learn about the Civil War. Continue to Park Street Church and discover the importance of this landmark, then find out about the iconic figures buried at the Granary Burying Ground. Arrive at the Latin School next, one of the city’s most notable attractions due to its impressive alumni. From here, reach the Old South Meeting, built in 1729, then explore the Boston Massacre site and hear about the incident that occurred here. Faneuil Hall, the Holocaust Memorial, Haymarket, Paul Revere House, Old North Church, and Copp’s Hill Burying Ground, make up the last leg of the tour, which ends at the Bunker Hill Monument.

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Other Sightseeing Options in Boston

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What people are saying about Boston

Overall rating

4.3 / 5

based on 317 reviews

Basic tour of Fenway Park in Boston. We sat in the seats above third base for a nice history of the park from our excellent tour guide. A walk up through the Sox' Hall of Fame to the press box. Amazing view and information. Then out to the Monster seats and the final send off from our tour guide. Easily accessible by the Boston T from anywhere in the city, and a great way to spend an hour-plus at beautiful Fenway Park.

This was a great tour of Fenway where you get to sit in the press box and up on the green monster wall. Lots of history and interesting stories about the park and the tour guide was fantastic with all his genuine passion for Fenway and its history. We got a souvenir photo (extra cost) and got to see the world series ring the tour guide was wearing.

Loved the tour. Short and sweet but gives you a good sense of the school and it’s history. Our guide was the owner of the company and went to Harvard as well as his father before him. Loved the personal anecdotes. Great tour overall and well worth the small fee.

Our two tour guides were wonderful. The time spent on the history of the team & the ballpark was why we visited. Very neat experience with my 19 year old son.

Was an amazing tour. Took you through great hallways and the field was awesome to see from the seats