Top 11 Boston Company Outings Your Team Will Actually Enjoy

Planning company outings that your team actually looks forward to isn’t easy. The best ones break up the workweek, encourage real connection, and feel like a reward—not a chore. Fortunately, Boston is packed with group-friendly experiences that deliver just that. From craft beer adventures to harbor sails and quirky indoor games, there’s something here for every vibe and budget. These 10 top-rated Boston company outings are perfect for team bonding, client entertainment, and celebrating success.

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Explore Boston’s Craft Beer Scene

1. A Taste of Boston – City Brew Tours

Location: Multiple brewery partners across Boston

If your team loves great beer, good food, and zero planning headaches, this turnkey brewery tour hits the mark. City Brew Tours offers fully guided access to Boston’s best breweries, complete with beer tastings, food pairings, and round-trip transportation. Whether you’re entertaining clients or bonding with colleagues, this flavorful twist on traditional Boston company outings delivers an unforgettable experience. Book your private tour →

Good for: Mid-sized groups, hybrid teams, corporate celebrations

2. Savor the City – Flavor Walk Food Tours

Location: North End & Downtown Boston

Take your team on a flavorful journey through Boston’s most iconic neighborhoods with Flavor Walk Food Tours. Enjoy curated tastings from local vendors, stories of the city’s culinary past, and time to connect between bites. These guided experiences blend culture, history, and food, offering a delicious and unique alternative to a traditional Boston company outing. Book your private tour →

Good for: Large groups, warm-weather outings, client entertainment, Foodies, and drink upgrades are avaiable.

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More Boston Company Outing Ideas

3. Sail the Boston Harbor

Location: Seaport District

Treat your team to a private sail on Boston Harbor for unbeatable skyline views and a fresh breeze. Most charters offer drinks and catering options, making this a relaxing and Instagram-worthy setting for your next company outing in Boston. It’s perfect for summer morale boosts or celebrating quarterly wins.

Good for: Large groups, warm-weather outings, client entertainment

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4. Crack the Code with an Adult Scavenger Hunt

Location: Downtown Boston

Scavenger Hunts are one of the best Boston company outings for collaborative problem-solving. Teams must think fast and work together to unlock the door before time runs out. Choose themes and difficulty levels to match your group’s vibe.

Good for: Small to mid-sized teams, high-energy groups, indoor-friendly events

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5. Go Candlepin Bowling

Location: Somerville, Fenway, or South Boston

Candlepin bowling is a quirky New England twist on the classic activity. With smaller balls and thinner pins, it levels the playing field and sparks friendly competition. Add in food, drinks, and a casual vibe—it’s a low-effort win for Boston company outings.

Good for: All team sizes, mixed-age groups, casual team building

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6. Private Museum Takeover

Location: Museum of Science, Science Park

Host an evening event at the Museum of Science and give your team a night to remember. Interactive exhibits, catered dinners, and private shows in the planetarium offer a one-of-a-kind backdrop for company outings in Boston that go beyond the ordinary.

Good for: Large teams, end-of-year parties, culture-focused companies

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7. Virtual or In-person Charcuterie Board Experience

Virtual or Hybrid

Nothing brings teams together like rolling up their sleeves and creating a show-stopping charcuterie board. These interactive experiences are a delicious way to spark teamwork and creativity, making them memorable Boston company outings. Plus, everyone gets to eat what they make!

Good for: Small to mid-sized groups, foodies, indoor events

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8. Pub Trivia Night

Location: Back Bay, Somerville, and JP pubs

Organize a trivia night at one of Boston’s lively pubs. It’s a fun, low-pressure outing where teams can bond over questions, pints, and prizes—ideal for casual yet engaging Boston company outings.

Good for: All team sizes, relaxed vibe, evening events

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9. Improv Comedy Workshop

Location: North End or Cambridge improv theaters

Take your crew to an improv comedy workshop or show. These interactive sessions encourage bold thinking, listening, and a whole lot of laughter—making them standout company outings in Boston for building confidence and creativity.

Good for: Small to mid-sized teams, creative types, indoor events

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10. Scenic Group Hike in Blue Hills

Location: Blue Hills Reservation (10 mi south)

Escape the city for fresh air, exercise, and conversation on a guided group hike at Blue Hills. The scenic trails and summit views are a natural way to strengthen team bonds—great for wellness-focused Boston company outings.

Good for: Medium to large teams, outdoor enthusiasts, daytime events

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11. Collaborative Art Workshop

Location: Office or creative studio venue

Bring in a collaborative painting workshop—each person contributes a piece to a larger artwork. Hosted by an artist, this creative outing is perfect for team expression, connection, and a custom piece to display in your office, a refreshing choice for Boston company outings.

Good for: All team sizes, indoor creativity, low-stress interaction

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FAQs About Boston Company Outings

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Wrap-Up: Make Your Next Outing Count

Boston offers more than boardrooms and bland conference centers. These Boston company outings give your team a chance to connect, recharge, and share a few laughs outside the office. Whether you want something fun, functional, or just a little different, there’s something here to fit your goals. Want to skip the planning headache? Book a private City Brew Tour and let the pros take it from here.