Get in the holiday spirit with a scavenger hunt by Holly Jolly Hunt in Boston is an experience that combines adventure, laughter, and a touch of holiday magic. For just $20 per group (up to 10 people), you get approximately an hour of fun exploring Boston’s historic and lively landmarks via an app on your smartphone. The starting point is the bustling Faneuil Hall Marketplace, a perfect spot to kick off your holiday quest, and the activity wraps up right back there, making it a convenient option even for those with tight schedules.
What we really appreciate about this experience is how it seamlessly blends traditional holiday sights—like Christmas decorations and festive store displays—with non-traditional holiday items, encouraging a playful exploration that keeps everyone engaged. Second, the inclusion of silly holiday-themed tasks adds a layer of humor and light-heartedness, making the hunt suitable for all ages. However, a small consideration is that you’ll need your own smartphone to participate, and the activity doesn’t include private transportation, so walking or public transit is key. This hunt suits families, friends, or groups looking for a relaxed, interactive way to enjoy Boston’s holiday ambiance without the expense of a large tour or activity.
Key Points

- Affordable fun at $20 per group, ideal for small families or friends.
- Interactive and flexible, playable anytime from late November to late December.
- Suitable for all ages, with silly tasks designed to entertain everyone.
- Convenient starting point at Faneuil Hall, close to public transportation.
- Creates memorable moments by combining sightseeing with playful challenges.
- Includes a remote guide for support, adding reassurance during the hunt.
An In-Depth Look at the Holly Jolly Hunt Experience

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Exploring Boston’s Festive Streets
When we think of holiday activities, we often picture crowded markets or elaborate light displays. The Holly Jolly Hunt offers a different approach, turning Boston’s streets into a playground of discovery. Starting at Faneuil Hall Marketplace, a historic and lively hub, you’re immediately immersed in a festive atmosphere, surrounded by twinkling lights, holiday music, and the aroma of seasonal treats. This bustling location sets the perfect tone for a lively scavenger hunt.
The app-based format means you’re not tied to a specific guide or schedule. You’ll download the app beforehand, and it guides you through various checkpoints around the city—ranging from well-known spots to hidden surprises. As you move from location to location, you’ll be tasked with finding specific items or performing funny challenges. This flexible setup allows you to tailor your pace—whether you want to take it slow and enjoy every detail or rush to beat your friends’ scores.
What Makes the Hunt Special?
The blend of traditional and non-traditional holiday items is what really sets this apart. For example, you might be asked to snap a picture of a Christmas tree, spot a holiday-themed decoration, or find something humorous like a Santa hat on a statue. The inclusion of silly tasks—like singing a holiday carol or doing a goofy dance—adds a spontaneous, joyful element that often results in lots of laughter and shared memories.
The scoring system enhances the playful competition, pushing your group to find as many items as possible to climb the leaderboard. Some reviews point out that the challenge is perfect for kids and adults alike, creating an inclusive atmosphere. You’ll get points for each find, and there’s a fun incentive to beat your previous scores or friends’ records.
The Value of Guided Support
While the hunt is designed to be self-guided, the app connects you to a remote guide via chat, providing assistance if needed. This small feature can be reassuring, especially if you’re unfamiliar with certain parts of Boston or encounter technical issues. It’s a thoughtful touch that adds peace of mind without complicating the experience.
The Practicalities
Cost-wise, this activity is a bargain for the value it offers. For just $20, you’re not only getting an hour of entertainment but also an opportunity to explore Boston through a different lens. There are no hidden fees, and all taxes are included in the price. Just keep in mind, you’ll need your own smartphone—no extra devices are provided—and you should plan on walking between locations, as private transportation isn’t included.
Timing is flexible—this activity runs from late November through December 31st, making it an excellent option for early holiday celebrations or family traditions. The activity is limited to groups of up to 10, which keeps the experience intimate and manageable.
Who Will Love This?
If you’re traveling with family or friends and looking for a lighthearted, interactive activity, this hunt is perfect. It’s especially suited for those who enjoy a mix of sightseeing and playful challenges. The pace is relaxed, and the focus is on fun rather than strenuous activity or serious history. It’s also an excellent way to explore Boston’s holiday scenes without the crowds or the expense of more traditional tours.
Why We Think It’s Worth Trying
We loved the way this activity turns Boston into a holiday playground. It encourages discovery at a comfortable pace, meaning you get to see the city’s festive sights while having a blast. The cost-effectiveness makes it accessible, and the inclusive nature—for all ages—means no one gets left out.
One reviewer mentioned that the “silly holiday tasks” brought big smiles and laughter, making it a memorable experience that went beyond just sightseeing. Plus, the flexibility to play anytime during the season is a big plus, allowing you to fit it into your schedule easily.
The main drawback? Since it relies on your phone, if your device isn’t well charged or if you’re not comfortable with tech, it might be slightly frustrating. Still, with a little planning, this can be avoided.
Best For
This activity is ideal for families with kids, groups of friends celebrating together, or anyone wanting a unique, budget-friendly way to enjoy Boston during the holidays. It’s perfect for those seeking casual fun that combines light exercise, holiday cheer, and a bit of friendly competition.
FAQs

Is the Holly Jolly Hunt suitable for children?
Yes, it’s designed to be family-friendly, with silly holiday tasks that entertain both kids and adults.
Do I need to bring my own smartphone?
Yes, you’ll need your own device to access the app and participate in the scavenger hunt.
Can I play this activity at any time?
It’s available from late November through December 31st, and you can play at your convenience within those dates.
Is there a guide I can talk to during the hunt?
Yes, the app includes access to a remote guide via chat for support if needed.
How long does the activity last?
The hunt lasts approximately 1 hour, making it easy to fit into a busy holiday schedule.
What’s the starting point?
You’ll begin at Faneuil Hall Marketplace, a central Boston location near public transit.
Final Thoughts
The Holly Jolly Hunt in Boston offers a refreshing way to explore the city’s holiday sights while sharing some laughs with family or friends. Its affordability, flexibility, and focus on fun make it an appealing option for those wanting a memorable, interactive experience. Whether you’re visiting Boston for a holiday trip or a local looking for a new tradition, this scavenger hunt delivers a lighthearted, cheerful adventure that’s well worth considering.
If you value activities that combine sightseeing with playful interaction and are happy to use your smartphone, you’ll find this experience a delightful addition to your holiday plans. It’s especially great for small groups wanting a relaxed yet engaging way to embrace the festive season.
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- The Best of Boston: Private Half-Day Highlights Driving Tour
- Boston Red Sox Baseball Game Ticket at Fenway Park
- Boston Delicious Donut Adventure by Underground Donut Tour
- Private Transfer between Boston Logan Airport and Boston City
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- Boston Red Sox Baseball Game Ticket at Fenway Park
- Boston Delicious Donut Adventure by Underground Donut Tour
- Private Transfer between Boston Logan Airport and Boston City
- Romantic Italian Date Night in Boston
- Boston Freedom Trail Self-Guided Tour with Audio Narration & Map
- Best of New York, D.C. & Niagara Falls USA 4-Day Tour from Boston
- Private Street Food Tour in Boston with Local Guide
- Boston Food Tour: Local Gems of Boston’s South End
- Spirits Of The Dead – A Boston Ghost Tour
- Private historic walking tour in Boston
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