Holiday Scavenger Hunt in St. Augustine by Holly Jolly Hunt

Taking part in the Holly Jolly Hunt in St. Augustine offers a playful way to experience this historic city during the holiday season. This app-based scavenger hunt is designed to be flexible—play anywhere in the city—and is suitable for all ages. With its engaging blend of photo challenges, holiday-themed items, and friendly competition, it promises to create cheerful memories without the typical tourist crowds.

One aspect that especially appeals to us is how accessible this activity is. For just $20 per group, you get a chance to explore at your own pace, making it a fantastic value. However, because it’s a mobile app, you’ll need your own smartphone to participate, which might be a minor consideration for some travelers. This experience suits families, groups of friends, or colleagues looking for a lighthearted, interactive way to celebrate the season while discovering hidden gems around St. Augustine.

Key Points

• Flexible Location: Play anywhere in St. Augustine, fitting into your schedule and interests.
• Affordable Fun: Generally costs only $20 per group, offering great value for a memorable activity.
• Inclusive for All: Suitable for most travelers, including those with service animals.
• Engaging Challenges: Combines photo-taking and holiday tasks to keep everyone entertained.
• Real-time Leaderboard: Adds a friendly competitive element to motivate your team.
• Expert Support: Access to a remote guide via the app chat enhances the experience.

Why Choose the Holly Jolly Hunt?

This activity is particularly appealing if you want a personalized, interactive way to explore St. Augustine during the festive season. Unlike traditional tours, it puts you in charge of your adventure, allowing for spontaneity and fun moments. We love how it can be tailored to any group size—up to 10 people per booking—and how it transforms sightseeing into a playful challenge.

The one-hour duration makes it perfect for fitting into a busy day of sightseeing or holiday festivities. Plus, with most bookings happening about a month in advance—on average 32 days—you’ll have plenty of time to plan your holiday outing.

What to Expect When Participating

Once you book, you’ll receive a mobile ticket that grants access to the app, which is your guide to the hunt. Starting at the iconic Plaza de la Constitución, your journey will lead you through various holiday-themed challenges and photo opportunities. Each task is designed to be fun and accessible, whether it’s finding a traditional Christmas ornament or spotting something uniquely quirky about St. Augustine.

The scavenger hunt encourages photo documentation as a way to score points, so be ready to get creative! For example, you might need to take a picture of a holiday decoration in a shop window or perform a silly challenge like singing a holiday tune at a landmark. The app allows you to see your score on a leaderboard, adding a dash of friendly competition.

The Start and End Points

The activity kicks off at the vibrant Plaza de la Constitución, right in the heart of St. Augustine’s historic district. The vibrant surroundings set a festive tone for the hunt. The activity is a private experience, meaning no strangers will join your group, allowing for a more relaxed and personal outing. The hunt concludes back at the starting point, wrapping up your hour-long adventure.

Accessibility and Convenience

The Holly Jolly Hunt is designed to be easy to access, with the meeting point near public transportation and service animals allowed. This makes it an inclusive activity, accommodating a wide range of travelers. Since all fees and taxes are included, there are no hidden costs, and you can focus solely on enjoying the experience.

Support and Flexibility

A key feature is the remote guide via chat, which ensures you can get assistance if needed during your hunt. This support adds confidence, especially if you’re unfamiliar with the city or new to app-based activities. Plus, the flexibility to play anywhere in St. Augustine means you can customize your route to visit places you’re most interested in.

Authentic Insights from Participants

One reviewer, Teri H, shared how this activity was a hit for her family, ranging from teenagers to adults. She highlighted that everyone was engaged and able to participate, and the experience brought out their playful side, making it “silly, explored and experienced the city in a way we never have before.” Her enthusiasm underscores how the Holly Jolly Hunt isn’t just a sightseeing activity but a bonding experience that infuses the holiday spirit into your day.

Another aspect that stood out in reviews was the knowledgeable guide, even if remotely available, which helped participants feel supported and guided through the challenges. This added layer of confidence and enjoyment made the activity feel well-organized and thoughtful.

Detailed Breakdown: What the Experience Looks Like

Starting at Plaza de la Constitución, your group will receive instructions on how to navigate the hunt using the app. The city’s historic core offers plenty of visual cues—think colonial architecture, festive storefronts, and scenic spots—all perfect for holiday-themed photos and challenges.

As you go along, you might be asked to find unusual holiday decorations, recreate a holiday scene, or spot quirky street art. The challenges are designed to be playful and lighthearted, providing opportunities for plenty of laughs and creative photos. Some tasks may require a quick think or a silly dance, encouraging a relaxed, jovial atmosphere.

The photo challenges are a highlight—imagine trying to snap the best holiday-themed selfie with a historic building in the background or capturing a street performer dressed as Santa. The app scores these photos, and you’ll see your team’s standing on the leaderboard, which can spark a friendly rivalry.

Performing holiday challenges adds a layer of fun. For example, you might be asked to sing a Christmas carol in front of a landmark or find a hidden ornament. The balance of simple, accessible tasks ensures everyone in your group, regardless of age, can participate without stress.

The activity concludes back at the starting point, allowing you to compare scores and share a few laughs over the silly or impressive photos you collected. Since the entire experience is just around an hour, it’s easy to slot into your day alongside other sightseeing or dining plans.

The Value for Money

While $20 per group might seem modest, the real value lies in the interactive, personalized experience. You’re getting a guided, gamified tour that encourages exploration and laughter, which often turns out to be more memorable than conventional sightseeing. For less than the cost of a typical tour or museum entry, you get a lively, engaging activity that suits families, friends, or even work colleagues seeking a team-building experience.

Given the small group size (up to 10 people), the activity maintains a personal, intimate vibe. The inclusion of a remote guide means you’re not alone if you have questions or need hints, smoothing out potential hiccups.

Who Will Love This?

This scavenger hunt is perfect for those who want a flexible, fun activity that combines sightseeing with holiday cheer. It’s ideal for families with kids or teenagers who enjoy outdoor activities, as well as groups of friends or colleagues looking for a lighthearted team event. If you’re traveling during the holiday season and want to add a unique twist to your visit, this is a fantastic choice.

It also works well for those who prefer to explore at their own pace or are looking for a kid-friendly challenge that doesn’t involve long tours or rigid schedules. Plus, the activity’s duration makes it a good option for fitting into a busy sightseeing schedule or as a stand-alone festive outing.

The Holly Jolly Hunt in St. Augustine offers a playful, interactive way to enjoy the city’s charm during the holiday season. For just $20, you get a personalized scavenger hunt that combines photo challenges, holiday-themed tasks, and a friendly competitive edge, all designed to bring smiles and create lasting memories.

This activity’s strength lies in its flexibility—play anywhere in town, participate at your own pace, and get support when needed. It’s especially well-suited for families, groups of friends, or coworkers who want a lighthearted, memorable experience that doesn’t require a lot of time or planning.

While it’s a simple activity, the inclusion of knowledgeable guides and the ability to customize your route add significant value. The small group size helps keep it intimate and fun, making it a delightful way to see St. Augustine through a different lens.

If you’re after a cost-effective, engaging holiday activity that mixes exploration with laughter, the Holly Jolly Hunt is well worth considering—especially if you enjoy a bit of friendly competition and unique photo ops to remember your trip.

How long does the Holly Jolly Hunt take?
The activity lasts approximately one hour, making it perfect for fitting into a busy sightseeing day or holiday schedule.

Is this activity suitable for children?
Yes, it’s generally suitable for most travelers, including families with kids or teenagers, especially since challenges are simple and fun.

Do I need my own smartphone?
Yes, you’ll need to use your own activity-enabled smartphone to access the app and participate in the scavenger hunt.

Are there any additional costs?
No, all fees and taxes are included in the $20 per group price. You only need to cover your own transportation if needed and any personal expenses.

Can I cancel if I change my mind?
Yes, the booking offers free cancellation up to 24 hours before the scheduled start, allowing flexibility if plans change.

Is the activity accessible for people with service animals?
Yes, service animals are allowed, and the activity is designed to be inclusive for most travelers.

Taking part in the Holly Jolly Hunt in St. Augustine offers an enjoyable, budget-friendly way to explore and celebrate the season. Whether you’re looking for family fun, a team-building activity, or just a different way to see the city, this scavenger hunt provides a cheerful, engaging experience you’ll remember long after the holidays are over.