If you’re seeking a unique way to celebrate the festive season in historic St. Augustine, the Holly Jolly Hunt offers a lively, interactive experience that combines holiday cheer with urban exploration.
Instead of the usual guided tours or static sightseeing, this app-based scavenger hunt encourages you to explore at your own pace, searching for holiday-inspired items and completing fun challenges that spread laughter and create memorable moments.
What we particularly like about the Holly Jolly Hunt is how flexible and inclusive it is — whether you’re with family, friends, or co-workers, everyone can join in at a comfortable pace. Plus, the cost is quite reasonable at just $20 per group, making it accessible for many. Another highlight is the live leaderboard, which adds a friendly competitive edge, motivating teams to do their best while soaking up the holiday spirit.
One thing to consider is that this activity requires your own smartphone (which most people have nowadays) and does not include transportation. So, it’s best suited for those who enjoy self-guided adventures and don’t mind a bit of walking or exploring on foot. Overall, if you’re after a fun, engaging, and authentic way to experience St. Augustine’s holiday atmosphere, this scavenger hunt could be a highlight of your trip.
It’s ideal for families, groups of friends, or even workmates looking to spice up their holiday outing. If you love combining technology with outdoor fun, and want to see the city from a fresh perspective, this activity will put a smile on your face and maybe even become a new holiday tradition.
Key Points
- Flexible self-guided activity allows playing anywhere in St. Augustine.
- Affordable price at $20 per group, ideal for small groups or families.
- Engages all ages with holiday items, challenges, and photo opportunities.
- Includes access to a remote guide via chat, ensuring support if needed.
- Duration of approximately 1 hour makes it a quick yet memorable experience.
- Limited to smartphone use and no included transportation, so plan accordingly.
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What is the Holly Jolly Hunt in St. Augustine?
This experience is an app-based holiday scavenger hunt that turns exploring St. Augustine into a festive adventure. It’s designed to be played anywhere in the city, giving you the freedom to create your own route while hunting for holiday-related items and completing challenges. The goal is to take photos, perform fun tasks, and rack up points to climb the leaderboard, adding an element of friendly competition.
The activity is guaranteed to generate holiday memories for all involved, whether you’re celebrating with family, friends, or coworkers. With most bookings made 32 days in advance, it’s popular enough to plan ahead, especially during peak holiday times.
You can also read our reviews of more tours and experiences in St Augustine.
How Does the Experience Work?

Starting point: The hunt begins at the Plaza de la Constitución, right in the heart of historic St. Augustine. From there, you are free to explore at your own pace, with the app guiding you through various challenges and scavenger items related to the holiday season.
Duration: The activity lasts about an hour, making it perfect for a quick but engaging addition to your day. As you go, you’ll seek out traditional holiday symbols and perhaps some unexpected surprises, all while performing challenges that might involve singing, acting silly, or capturing specific photos.
Support: A remote guide is available via a chat feature in the app should you need assistance, which adds peace of mind without the pressure of a formal tour.
Group size: The activity accommodates groups of up to 10 people for $20, making it suitable for small parties. It’s a private experience, so only your group participates, ensuring a personalized, intimate activity.
What Can You Expect During the Hunt?

You’ll love the way this activity combines city exploration with holiday fun. As you search for items, you’ll encounter a mix of traditional Christmas symbols, like trees or ornaments, alongside more quirky, unconventional holiday motifs. The app prompts you to take photos, which not only scores points but also creates lasting photos of your festive adventure.
Challenges might include tasks like singing a holiday tune in front of a landmark, acting out a Christmas carol, or finding a specific historic feature decorated for the season. These challenges are designed to be lighthearted and inclusive, ensuring everyone can participate regardless of age.
Authentic experience: Since St. Augustine is a city with a deep history and charming atmosphere, wandering through its streets while hunting for holiday items adds layers of context and discovery. You might pass historic buildings decorated with wreaths or spot local artisans’ holiday markets, enriching your overall experience.
What Do Reviewers Say?
The one published review praises the “So Much Fun” factor, especially emphasizing that it was suitable for a family with ages ranging from 16 to 47. The reviewer mentioned everyone was engaged and able to participate, highlighting the activity’s inclusive nature. They also appreciated how it allowed their group to get silly, explore, and experience the city in a new way—a key benefit of self-guided adventures like this.
While there’s only one review so far, it’s clear that this scavenger hunt brings joy and laughter while also providing a meaningful way to see St. Augustine’s festive sights. Its popularity is reflected in bookings made on average 32 days in advance, indicating it’s a well-loved seasonal offering.
The Price and Its Value
At $20 per group, this activity is a fantastic value. It offers about an hour of fun, light-hearted entertainment without the expense of larger guided tours or boat rides. The inclusion of all fees, taxes, and access to a remote guide further enhances its value, making it a straightforward, budget-friendly choice for holiday fun.
Since transportation isn’t included, you’ll want to consider your own means of getting around — walking is perfect in St. Augustine’s historic district, but if you’re coming from farther away, plan for local transit or parking.
Who Should Consider the Holly Jolly Hunt?
This activity is best suited for travelers who enjoy self-guided adventures and are comfortable using their smartphones. It’s ideal for families, groups of friends, or co-workers looking to add a playful twist to their holiday outing. Those who appreciate a mix of urban exploration and interactive challenges will find this activity hits the right note.
It’s also a good choice if you want a flexible schedule — since it’s not a scheduled tour, you can start at your convenience between 9 a.m. and 5 p.m., Tuesday through Sunday, during the holiday season from late November through December 31.
The Sum Up
The Holly Jolly Hunt in St. Augustine offers a refreshing, engaging, and affordable way to celebrate the holiday season. Its flexible, self-guided format makes it perfect for those who want to explore the city at their own pace, with an added layer of challenge and fun. The activity’s emphasis on photo challenges and holiday-themed tasks ensures you’ll have plenty of laughter and memorable moments to look back on.
With support via chat, a low price point, and a short duration, it’s a great option for families, friends, and small groups seeking a festive adventure. It’s especially useful if you want to experience St. Augustine’s historic charm from a new perspective, all wrapped in holiday cheer.
This experience offers excellent value for money and best suited for those who love interactive, relaxed activities that foster connection and joy. If you’re visiting during the holiday season and want something different from the usual sightseeing, the Holly Jolly Hunt could very well be the highlight of your trip.
Holiday Scavenger Hunt in St. Augustine by Holly Jolly Hunt
FAQs
What is the Holly Jolly Hunt in St. Augustine?
It’s an app-based holiday scavenger hunt where you search for festive items and complete challenges around the city, earning points and having fun.
How long does the activity last?
Approximately 1 hour, making it a quick yet lively way to enjoy the holiday atmosphere.
Where does the hunt start and end?
It begins at the Plaza de la Constitución and ends back at the same meeting point.
Is this activity suitable for all ages?
Yes, it’s designed to engage everyone from teens to adults, with challenges that are inclusive and playful.
What do I need to participate?
You’ll need a smartphone to access the app. The activity fee covers all scavenger hunt activities and support.
Are transportation arrangements included?
No, transportation is not included, so plan to walk or arrange your own way around.
When is the activity available?
From November 29 to December 31, Tuesday through Sunday, between 9 a.m. and 5 p.m.
Is this a private experience?
Yes, only your group participates, providing a personalized, intimate holiday adventure.
Can I cancel if my plans change?
Yes, free cancellation is possible up to 24 hours in advance for a full refund.
This holiday activity is a fun, budget-friendly way to see St. Augustine’s historic streets while adding some festive cheer. Whether you’re with family, friends, or colleagues, it promises laughter, exploration, and a bit of friendly competition — all wrapped up in a memorable seasonal package.





















