Add dates

Boston Unique & unexpected

Our most recommended Boston Unique & unexpected

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. 

Boston: Harvard University Guided Walking Tour with Student

2. Boston: Harvard University Guided Walking Tour with Student

Join a student-led walking tour of America's oldest university, Harvard. See the historic campus through the eyes of a student and visit highlights, including the John Harvard Statue and Memorial Hall. Beginning in the heart of Harvard Square, you'll be led into the 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.

Boston: Boston Tea Party Ships and Museum Interactive Tour

3. Boston: Boston Tea Party Ships and Museum Interactive Tour

Considered the most important event that led to the American Revolution, the Boston Tea Party was part of a resistance movement in British America. Be part of this event that changed history on an interactive tour. Meet live characters, see replica ships, and learn about the people involved. Take a handbill from one of the colonists and find out what part you’ll play. In the meeting house, hear the story of the night of December 16, 1773 and receive your own mohawk disguise before the march to Griffin's Wharf begins. Experience the thrill of throwing a crate of tea into the sea and explore the replica ships that recreate the original vessels from the 18th century. Inside the museum, travel back in time with 3D holographic characters and watch British soldiers and colonial patriots argue right before your eyes. Then experience the battle inside the giant wraparound theater for a complete history lesson.

Boston Duck Tour: The Original and World-Famous

4. Boston Duck Tour: The Original and World-Famous

Make a splash on an 80-minute “Duck” tour of Boston and see the city from the land and water on one non-stop journey. Climb aboard your World War II-style amphibious landing vehicle at the Museum of Science or Prudential Center, and set off to discover unique neighborhoods. You will be welcomed on board by one of the legendary “ConDUCKtors®” who will narrate your tour and tell you about Boston as the birthplace of freedom and place of “firsts.” Travel by the golden-domed State House to Bunker Hill, and continue to Boston Common and Copley Square. Hear about the “Big Dig,” and marvel at fashionable Newbury Street. Go to historic Quincy Market, and more. As the best of Boston unfolds, your “ConDUCKtor®” will give you lots of little-known facts and interesting insights into the heritage of the city. Then, just when you think you've seen it all, it's time for a splash into the Charles River. Enjoy views of Boston and Cambridge that you won't get anywhere else. All tours feature a fun, informative local guide. In addition, foreign language tours depart every half hour from the Museum of Science location. These tours utilize cutting-edge GPS technology to offer tours in Spanish, German, French, Mandarin, Japanese, Italian, Portuguese (Brazilian dialect), Cantonese and Korean, at no additional cost to you. If you require this multilingual commentary, be sure to choose the option from the Museum of Science.

Boston Underground Donut Tour

5. 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.

Boston's North End: Secret Food Tour

6. Boston's North End: Secret Food Tour

Explore the vibrant culinary scene of Boston’s North End, as you walk along a trail dating from the American Revolution. By the time the tour ends, you'll have a full stomach and almost 400 years of history behind you. Make seven stops to taste local favorites on this 3 to 3.5-hour guided small-group food tour. Explore the birthplace of the American Revolution, savoring each bite along the way. Fill your tummy with appetizing dishes, locally roasted nuts, a unique Italian sandwich, pizza, cannoli, and a secret dish.

Plymouth: Plimoth Patuxet Living History Museums

7. Plymouth: Plimoth Patuxet Living History Museums

Journey back to the 17th century at Plimoth Patuxet and experience a unique immersion experience. The main campus includes two living history exhibits (Patuxet Homesite, 17th Century English Village) the Craft Center, Davis Gallery Exhibit in the visitor center, four retail stores, a cafe, and Nye Barn where some of the Rare Breeds animals live in addition to the Village to portray the Pilgrim story. After you view the orientation film in the Henry Hornblower Visitor Center, begin your experience at the historic Patuxet Homesite on the banks of the Eel River where guests learn about the Native peoples who have lived here for over 12,000 years. Learn about the indigenous heritage of the Northeast from contemporary interpreters who discuss the 17th-century life-ways of a culture that continues to thrive today. Following the path, your next stop is the Craft Center where you will meet Plimoth artisans reviving historic crafts. Restrooms and refreshments are available here. Then, proceed to the 17th-Century English Village, a journey 400 years back in time. Plymouth Colony comes to life in a recreation of the early English Pilgrim settlement, complete with timber-framer houses furnished with reproductions of the types of objects that the Pilgrims owned, aromatic kitchen gardens and heritage breed livestock. Historical performers, portraying real people who lived in Plymouth Colony, will educate and captivate with stories of the Mayflower's crossing, life among the Pokanoket and other nearby Native people. Help with chores, learn a dance, sing a song, or serve in the militia drill under Captain Standish's watchful eye. Back in the Henry Hornblower Visitor Center, you will find Plentiful Café, where a wide selection of culinary treats from history, including Wampanoag and pilgrim foods, can be found. Try a 17th-century recipe cheesecake or the sensational Indian pudding. Upgrade to a Combo Ticket or Heritage Pass to include a visit to Mayflower II or/and Plimoth Grist Mill. The iconic Mayflower II is docked on Plymouth's historic waterfront and welcomes visitors to climb aboard and experience what the 1620 crossing was like for the Pilgrims. Plimoth Grist Mill is a working mill on the original site of the Plymouth colony, within walking distance of the Plymouth waterfront and downtown, and approximately 2.5 miles north of Plimoth Patuxet. Journey back in time to the first water-power-driven grist mill in the country still in operation.

Boston: History Pub Crawl Tour Along the Freedom Trail

8. Boston: History Pub Crawl Tour Along the Freedom Trail

Enjoy drinks along the famous Freedom Trail with a local guide on this history tour and pub crawl in one. Uncover the stories left out of 8th-grade social studies while laughing with fellow travelers from around the globe. On this walking pub crawl tour, learn the unknown tales of Boston’s colonial and revolutionary history. Discover how beer played a major role in the founding of the nation, from the landing on Plymouth Rock to the Boston Massacre. Customize your experience by choosing from two different tour options. Pick the happy hour option to enjoy four draft beers of your choice, one at each pub. Go with the dry run tour if you want to buy your drinks as you go.

Boston: Boch Center Wang Theater Behind the Scenes Tour

9. Boston: Boch Center Wang Theater Behind the Scenes Tour

Explore a beloved Boston landmark with a 1-hour guided tour of The Boch Center Wang Theatre. The theater is listed on the National Register of Historic Places and has been one of the premiere theatrical destinations in Boston since opening in 1925. Rivaled by few other theatres in the world, it boasts a seating capacity of 3,500 and one of the five largest stages in the U.S. Learn about its rich history and see several behind the scenes elements. Tours are available daily, every hour, on the hour, from 10 AM to 5 PM (last tour at 4 PM) and depart from the Wang Theatre Box Office.

Boston: 1.5-Hour Dog-Friendly Harbor Cruise

10. Boston: 1.5-Hour Dog-Friendly Harbor Cruise

Enjoy a relaxing sightseeing cruise with the entire family — dogs included. As you sail along the Boston Harbor, see beautiful views of the skyline and tick off the city highlights. Start from Rowes Wharff and glide past such historic landmarks like the Federal Courthouse, the Seaport District, and the working pier. Enjoy snacks and drinks available on board as you take photos of the Boston skyline. See the historic USS Constitution, the US Navy's oldest warship, in her berth in the Charleston Navy Yard. Finish the cruise at the North End of the harbor and head back to Rowes Wharf.

  • Entry tickets
  • Guided tours
  • Private tours
  • Water activities
11 activities found
Sort by:

Frequently asked questions about Boston

Other Sightseeing Options in Boston

Want to discover all there is to do in Boston? Click here for a full list.

What people are saying about Boston

Nice walk and funny facts about Harvard! But, sometimes the guide started explaining something about a place when not everybody was there yet..

So much fun! Guide was the sweetest and gave us awesome facts about the city! Definitely recommend for a fun morning.

Phenomenal!!! Completely unexpected and wonderfully surprised. Our guide was Lindsey and she was sensational!

Interesting and fun to see all the sports Fenway supports!

It was a great tour, interesting and worth the money