10 Things to do Adventurous in Boston That You Shouldn't Miss

January 16, 2022 Roseanne Arnett

Walk the Freedom Trail the first time you visit Boston and you'll quickly get a sense of this coastal city's revolutionary spirit and history. But make sure you also explore some of Boston's fine museums (try the Isabella Stewart Gardner, featuring masterpieces displayed in their collector's mansion) and old neighborhoods (like the North End, Boston's Little Italy). You can't claim to have experienced real Boston culture, though, until you've watched a Red Sox game from the bleachers.
Restaurants in Boston

1. Cashunt Boston - Private Games

22 Clinton St # 24 Outside Hard Rock Cafe at Faneuil Hall, Boston, MA 02109-1500 +1 866-276-4733 [email protected] http://www.cashunt.com
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5.0 based on 431 reviews

Cashunt Boston - Private Games

Boston is the anchor city of Cashunt and is now entering it’s 21st season. All of our Cashunt games provide something for everybody. If you are having a social gathering or a private event, we have a game experience for you. Cashunt’s games have been top ranked attractions in Boston for the past several years and continue to offer a great game experience for everyone who has played. If you look below you will notice the games we offer here in Boston.

Reviewed By tanas694

We did this for our sons 15th birthday party, teens vs. Adults and EVERYONE from age 12 to 64 had an absolute blast!! We highly recommend cashunt and especially Chris, who was great to work with throughout the whole process. Our videos and pictures came out great and were sent to us in less than 48 hours! We will definitely being doing this again in the future!! Thanks again Cashunt!

2. Freedom Trail Run

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5.0 based on 782 reviews

Freedom Trail Run

Freedom Trail Run is a 5k running tour of Boston’s Freedom Trail. We’ll show you all of our city’s most famous historical sites while you enjoy a fun workout!. Registration includes the two hour guided run, return harbor ferry ride, choice of drink and a souvenir run shirt.

3. Mobsters and Lobsters

Excellent
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5.0 based on 157 reviews

Mobsters and Lobsters

Mobsters and Lobsters is a one of a kind trolley tour through Boston's sinister underground... Hear tales of mystery, mayhem, and murder while traveling through the city on an open air trolley (don't worry, there's windows and heat if necessary!) The tour concludes at a beautiful waterfront restaurant, where guests will dine together on a traditional New England boiled lobster dinner. (Alternate menu selections are available for those who don't eat seafood!)

4. Boston Segway Tours

Excellent
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5.0 based on 1,682 reviews

Boston Segway Tours

Click the tab above that says "More" and it will show a link to our website, which is where you can book a tour with us! ...Boston Segway Tours are one of Boston's most sought-out attractions in touring the city, leading the way with a premier service that shows guests the city of Boston in a way like never before. See so much of the city up-close and personal in such a short amount of time - while learning Boston's history, creating fun memories, and best of all... while riding your own personal Segway PT! We've safely guided over a hundred-thousand guests of all ages around the best parts of Boston giving them a unique experience only a Segway tour can give them, one they will never forget! From family adventures to corporate events to team-building exercises, Boston Segway Tours can accommodate any size event! In the words of many customers returning from one of our tours... "It's the best way to see the city" !

5. BikeBus

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5.0 based on 29 reviews

BikeBus

City Tour + Party Bus + Fun Workout - ALL IN ONE! A patented safety system now allows you to complete a fun group cycling workout as you go sightseeing through Boston on a musical party adventure!

6. Trapology Boston

177 Tremont St 2nd Floor, Boston, MA 02111-1020 +1 857-285-2085 [email protected] http://www.trapologyboston.com
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5.0 based on 124 reviews

Trapology Boston

Trapology Boston is a real-life adventure escape game that offers an interactive experience with one mission: ESCAPE! Explore our rooms, find clues, work together to solve mind-bending riddles and brainteasers. Will you be able to escape Boston's most challenging and immersive rooms?

Reviewed By stephenandashley2020 - Cambridge, United States

This is definitely the best Escape Room biz in Boston, their attention to detail and immersion for the puzzles is unmatched in our experience, and they provide a great level of challenge! We brought a group of five friends here and had a blast, everyone left buzzing about it, and our game master Patrick was excellent! Highly recommend going to Trapology!

7. Room Escapers

112 Blackstone St, Boston, MA 02109-1506 +1 857-400-9144 [email protected] http://roomescapersboston.com/
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5.0 based on 140 reviews

Room Escapers

Room Escapers Boston offers challenging, interactive adventures and escape rooms at two downtown Boston locations: in the Old Corner Bookstore and in the Blackstone District. Our escape games are top rated by escape game enthusiasts and novices alike! Large spaces, immersive designs, unique puzzles and exciting story lines make for one of kind experiences. Our spacious lobby is great for company or group team building, events and parties. From daring shipwreck scavenges, cracking the case on organized crime, to mastering the principles of alchemy, our themes are based on real events and happenings in Boston’s rich history. Room Escapers is a locally owned Boston based company – both locations are conveniently located on the Freedom Trail.

Reviewed By SR-1007 - Houston, United States

A really fun team-building activity. It exercises your brains and leverages each member’s unique gifts for obscure facts abt mental dexterity.

8. Tuckamore Aviation

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5.0 based on 144 reviews

Tuckamore Aviation

Tuckamore Aviation doesn't just offer sightseeing tours, but also offers specialized doors off helicopter flights around Boston. We'll hover around such sites as Fenway Park, Back Bay, South End, Financial district, North End, Zakim Bridge and the Boston Garden. We seat up to 5 individuals and offer the option to extend our city tours to include Boston harbor and it's historic lighthouses. NOW AVAILABLE - The unique aerial experience of whale watching over Cape Cod Bay and Stellwagen Bank.

9. Boxaroo

55 Court St Suite B100B, Boston, MA 02108-2111 +1 617-249-5280 [email protected] http://boxaroo.me/
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5.0 based on 29 reviews

Boxaroo

Experience Boston's newest Room Escape Adventure! Enjoy puzzles, brainteasers, and mysteries? Voted number 3 for USA Today's Top 10 Escape Rooms of 2019 and 2018, Boxaroo boasts three exciting adventures that will challenge and engage even the savviest of puzzle solvers. See how many secrets you and your friends can unlock before time runs out! Located in the heart of Downtown Boston, right next to the Government Center T Station.

Reviewed By Unruly11 - London, United Kingdom

My husband and I have done quite a few escape rooms and this is one of the best - quite different, beautifully designed rooms and more of a puzzle solving experience than a traditional escape room. We did storyteller's secret and magicians study - both were excellent! highly recommend spending an hour or so here!

10. Four-Handed Illusions: An Intimate Evening of Laughs & Wonder

84 Beacon St, Boston, MA 02108 +1 781-850-6924 [email protected] http://www.fourhandedillusions.com
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5.0 based on 208 reviews

Four-Handed Illusions: An Intimate Evening of Laughs & Wonder

Illusionists Joel Acevedo and Steve Kradolfer join their talents in a performance that is engaging, hilarious, and mystifying. As one of only 50 guests, you will experience the magic just a few feet from your eyes. Add the sophisticated elegance of Boston’s Hampshire House and the result is a uniquely entertaining experience you'll remember for a long time. The event starts 30 mins before showtime with a pre-show reception in the mansion's Baker Bar, where you'll find a vast selection of cocktails and beverages available for purchase. At show time, guests enter the Library where they will witness surreal situations come to life. Common objects will appear, vanish, teleport to impossible locations, and move across the room in inexplicable ways. You will also experience the wonders of the human mind through masterful demonstrations of telepathy, precognition, and mind reading. Join us and see why Four-Handed Illusions is one of Boston's highest rated shows!

Reviewed By bgoverman

If you are looking for something a bit different, and loads of fun, check out these guys. They have been around for seven years, enough time to refine a superbly executed evening of illusions that will keep you baffled. The banter and audience interaction are enough to keep you laughing, and add on top of that some really excellent illusions, and voila! Nice night, followed by yummy dinner at the sublimely cozy 75 Chestnut. Thanks guys!

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