Hillsborough County in Florida offers a surprising variety of ways to explore and enjoy the area beyond just lounging on beaches. Whether you’re fascinated by historic architecture, eager to solve puzzles under pressure, or want to walk through Tampa’s storied streets, this region has a lot to offer.
We particularly love the Tampa Historic Walking Tours for its engaging storytelling and beautifully preserved sites, perfect for history buffs who enjoy seeing the city on foot.
For those craving a quick dose of adrenaline and teamwork, the Escape Game in Midtown Tampa offers a high-energy challenge that’s suitable for friends, family, or even coworkers.
Below, we’ve rounded up the best tours and activities, so you can pick the one that fits your style, budget, and time. Whether you prefer a leisurely stroll or an hour of puzzle-solving, Hillsborough County’s offerings won’t disappoint.
1. Tampa Historic Walking Tours
At number one, we highlight the Tampa Historic Walking Tours, which earns a perfect 5-star rating from five reviews. This 1.5-hour tour is an excellent way to learn about Tampa’s past without feeling rushed. The tour is led by award-winning guides and storytellers who unlock the secrets of Tampa’s most significant sites, many of which are restricted to tour participants.
You’ll explore historically preserved buildings, walking through neighborhoods steeped in stories of cigar-making—Tampa is known as the Cigar Capital of the World—and discovering hidden gems that most visitors overlook.
What makes this tour stand out is the combination of authentic storytelling and practical stops that include air-conditioned venues along the route—perfect for hot Florida days. The guides’ deep local knowledge makes history come alive, especially when entering sites that are not open to the general public.
For just $30 per person, it’s a great value for those who want a compact, engaging introduction to Tampa’s diverse past. The only potential drawback is that it’s a walking tour, so comfortable shoes are a must.
Bottom Line: If you want a lively, informative walk through Tampa’s historic districts, this tour is a top choice, especially for history enthusiasts eager to touch the past with expert guides.
2. The Escape Game: Epic 60-Minute Adventures at Midtown Tampa
Next on our list is the Escape Game: Epic 60-Minute Adventures in Midtown Tampa. For around $40 per person, this one-hour experience is designed for teams of friends, families, or colleagues looking for a thrilling and interactive challenge.
The game involves working together to find clues, solve puzzles, and complete a mission within a tight time limit—think of it as a real-life puzzle book that demands teamwork and quick thinking.
What sets this escape room apart is the variety of multiple rooms available, each with its own theme and puzzles, and the fact that they offer unlimited hints—so you won’t get stuck in frustration.
The immersive environment requires communication and creative problem-solving, making it especially suited for groups seeking a fun, energetic activity that pushes your mental limits. While some may find an hour short, the fast-paced nature keeps the adrenaline high from start to finish.
Guests have praised the fun atmosphere and well-designed puzzles, with many noting it’s perfect for breaks from typical sightseeing. Keep in mind, you’ll want to book in advance and arrive ready to think on your feet.
Bottom Line: For anyone who enjoys brain-teasing challenges or needs a lively group activity, this escape game offers great value and memorable fun.
How to Choose
Deciding between these options depends on your interests and how you like to experience a new place. If you’re a history lover who enjoys strolling through historic neighborhoods, the Tampa Historic Walking Tours offer a deep dive into Tampa’s past with knowledgeable guides.
Conversely, if you’re traveling with friends or family and want something active and different, the Escape Game in Midtown Tampa is a fun, fast-paced challenge that boosts your team spirit.
Consider your budget—both tours are reasonably priced, but the walking tour provides a rich historical experience, while the escape game offers an hour of energetic puzzle-solving. For planning, check availability and book early, especially during peak seasons or weekends when both experiences tend to fill up quickly.
Final Thoughts
Hillsborough County offers a diverse range of options for exploring and enjoying the area. For a rich cultural experience, the Tampa Historic Walking Tours are hard to beat, especially if you love stories of the past and exploring preserved sites.
But if you’re more interested in an active, engaging activity that gets your adrenaline flowing, the Escape Game in Midtown Tampa is perfect for a quick, fun challenge.
For travelers who want a little of everything, combining a leisurely walk with a puzzle challenge can make for an unforgettable day. No matter your choice, early booking is wise to secure your spot in these popular activities. Hillsborough County’s mix of history and fun ensures there’s something for every curious visitor.