Top Things to Do in Hillsborough County
Hillsborough County blends urban energy with Gulf Coast charm, offering a lifestyle that’s as dynamic as its rapidly growing skyline. Imagine mornings spent walking the Tampa Riverwalk with a coffee in hand, afternoons sailing out of the bay, and evenings filled with rooftop dining, live music, or catching a lightning-lit sunset over the water. This is a place where historic neighborhoods meet modern entertainment, where you can cheer for championship sports teams one night and explore quiet nature preserves the next.
Living here means you can have the cultural richness of a big city while still enjoying the laid-back feel of Florida’s west coast. From bustling downtown Tampa and its thriving arts scene to the small-town feel of Plant City and the coastal charm of Apollo Beach, Hillsborough offers something for every pace of life. In this guide, we’ll uncover both the must-see highlights and the local gems that make Hillsborough County one of Florida’s most exciting places to visit-and one of the most rewarding places to call home.
Overview of Hillsborough County
Where It’s Located in Florida
Hillsborough County is positioned on Florida’s Gulf Coast, wrapping around the eastern shores of Tampa Bay and stretching inland toward the center of the state. It’s bordered by Pinellas County to the west, Pasco County to the north, and Polk County to the east, creating a central hub for both coastal living and easy access to Florida’s interior. Its location is a major advantage-residents can be at the white-sand beaches of Clearwater or St. Pete in under an hour, head east to Orlando’s theme parks in about 90 minutes, or catch a flight from Tampa International Airport to virtually anywhere in the world. Covering approximately 1,266 square miles, Hillsborough offers a mix of urban centers, suburban neighborhoods, rural farmland, and waterfront communities. The county is anchored by Tampa, one of the fastest-growing and most economically diverse cities in Florida.
Major Cities & Towns
- Tampa -The cultural, economic, and entertainment hub of the county, Tampa boasts championship sports teams, world-class museums, a thriving culinary scene, and a constantly evolving skyline. It’s home to historic neighborhoods like Hyde Park and Ybor City, as well as major event venues, the University of Tampa, and the Tampa Riverwalk.
- Plant City, known as the “Winter Strawberry Capital of the World,” Plant City blends agricultural heritage with small-town charm. Its downtown is lined with antique shops, cafés, and murals, while surrounding farmland supports local festivals and markets year-round.
- Brandon – A bustling suburban community with extensive shopping, dining, and family-friendly neighborhoods. Brandon’s proximity to major highways makes it a popular choice for commuters working in Tampa.
- Apollo Beach – A waterfront community with canals, marinas, and direct access to Tampa Bay. It’s beloved for its boating culture, coastal views, and the Manatee Viewing Center, where visitors can see gentle sea cows in their natural habitat during winter.
- Temple Terrace – A historic, tree-lined city along the Hillsborough River, Temple Terrace is known for its golf courses, parks, and strong sense of community. Its Mediterranean Revival architecture and riverfront trails give it a distinctive character.
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Vibe & Lifestyle
Hillsborough County offers a unique blend of big-city amenities and small-town friendliness. Downtown Tampa buzzes with festivals, sporting events, rooftop bars, and cultural attractions, while the suburbs provide quieter, more spacious living. Waterfront communities offer boating, fishing, and paddleboarding as part of daily life, while inland neighborhoods enjoy close-knit communities and plenty of green space. Outdoor enthusiasts can spend weekends exploring nature preserves like Lettuce Lake Park or hiking trails along the Hillsborough River. Food lovers can indulge in everything from fresh Gulf seafood to award-winning farm-to-table dining. And with a steady calendar of cultural and sporting events, there’s always something to do.
Why It’s a Destination for Visitors and New Residents Alike
Hillsborough County’s appeal goes far beyond its sunny weather and scenic coastline. Visitors are drawn by major attractions like Busch Gardens, championship sports, and historic districts, but many choose to stay for the county’s livability. Compared to other major Florida metros, Hillsborough offers a relatively affordable cost of living, diverse housing options, and strong job growth in industries like healthcare, finance, technology, and logistics. The presence of top universities, including the University of South Florida, adds a youthful energy and a highly educated workforce. Add in Tampa International Airport, ranked among the best in the country, and you’ve got a destination that’s as practical as it is desirable. Whether you’re starting a career, raising a family, or planning your retirement, Hillsborough offers a lifestyle that can adapt to every stage of life.
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Top Things to Do in Hillsborough County
1. Tampa Riverwalk – Tampa
Stretching for more than two miles along the Hillsborough River, the Tampa Riverwalk is one of the county’s most vibrant public spaces. It connects museums, parks, restaurants, and entertainment venues, making it just as popular for a morning jog as it is for an evening out. Locals love hopping on a bike or scooter, grabbing brunch at a waterside café, and enjoying public art and street performances along the way. Living near the Riverwalk means this blend of nature, culture, and dining is literally steps from your door.
2. Ybor City Historic District – Tampa
Once the cigar capital of the world, Ybor City is now a colorful mix of history, culture, and nightlife. Brick-lined streets and restored buildings house vintage shops, art galleries, and Cuban cafés that transport you back in time. By day, it’s perfect for exploring heritage sites and tasting authentic Cuban sandwiches; by night, it transforms into one of Tampa’s liveliest entertainment districts. For residents, Ybor offers a rare combination of historic charm and urban convenience.
3. Busch Gardens Tampa Bay – Tampa
Busch Gardens is a world-class theme park that blends thrill rides with one of the nation’s largest zoos. It’s a place where you can ride a record-breaking roller coaster in the morning and watch elephants roam in the afternoon. Families often purchase annual passes, making it an easy go-to for weekend fun or entertaining out-of-town guests. Having an attraction of this scale in your backyard is one of the perks of living in Hillsborough County.
4. Armature Works – Tampa
Once a historic warehouse, Armature Works has been reimagined as a culinary and cultural destination along the Riverwalk. Inside, you’ll find gourmet food stalls, craft cocktail bars, and boutique shops; outside, there’s a spacious lawn for yoga classes, live music, and outdoor markets. It’s a popular gathering spot for locals after work and on weekends-a place to meet friends, discover new food, and soak up Tampa’s energetic atmosphere.
5. Florida Aquarium – Tampa
Located in the Channelside District, the Florida Aquarium is home to thousands of marine animals from Florida’s waters and beyond. Visitors can touch stingrays, watch playful otters, and learn about sea turtle conservation. Residents appreciate its mix of fun and education, and many families make regular visits thanks to seasonal events and membership perks.
6. Manatee Viewing Center – Apollo Beach
Every winter, manatees migrate to the warm waters near the Tampa Electric power station, and this free viewing center offers a front-row seat. Visitors can spot dozens of manatees from observation platforms, stroll scenic walking trails, and explore the butterfly garden. For locals, it’s a cherished seasonal tradition—especially for families introducing children to Florida’s gentle sea cows.
7. Tampa Museum of Art – Tampa
Perched on the riverfront, the Tampa Museum of Art is known for its striking modern architecture and diverse collection of classical and contemporary works. Residents take advantage of free days, special exhibitions, and evening events that make art accessible and engaging year-round. It’s a cultural anchor in the county, adding depth to Tampa’s downtown experience.
8. Lettuce Lake Park – North Tampa
This 240-acre park is a haven for nature lovers, with shaded boardwalks, wildlife observation towers, and kayak rentals along the Hillsborough River. Birdwatchers, photographers, and families alike enjoy its peaceful trails and picnic areas. For locals, it’s a quick and refreshing escape from city life without a long drive.
9. Tampa Bay History Center – Tampa
From pirate legends to Cuban cigar history, the Tampa Bay History Center tells the stories that shaped the region. Interactive exhibits, artifacts, and rotating displays keep the experience fresh, and its prime location on the Riverwalk makes it easy to pair with lunch or a boat tour. Residents value it as both an educational resource and a point of pride for preserving local history.
10. Plant City Strawberry Festival – Plant City
This annual celebration of Florida’s strawberry harvest is part fair, part concert series, and part food festival. Beyond the rides and headline entertainment, it’s a community tradition that reflects Hillsborough’s agricultural heritage. Residents often attend multiple times during its 11-day run, stocking up on strawberry shortcake, supporting local farmers, and enjoying the sense of small-town camaraderie.
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Seasonal & Annual Events in Hillsborough County
Gasparilla Pirate Festival – January
Every January, Tampa transforms into a pirate’s paradise during the Gasparilla Pirate Festival. Inspired by the legend of pirate José Gaspar, the event kicks off with a massive mock pirate invasion by ship, followed by a colorful parade and citywide celebrations. For residents, it’s not just an event-it’s a yearly tradition where the whole community comes together in costume, enjoying the music, food, and fun that spills through downtown streets.
Florida Strawberry Festival – Late February to Early March
Held in Plant City, this beloved festival is a showcase of agriculture, entertainment, and, of course, all things strawberry. Visitors can enjoy concerts, livestock shows, carnival rides, and strawberry shortcake in more varieties than you can imagine. Locals mark their calendars for it every year, often making multiple trips during its 11-day run to enjoy the atmosphere and community pride.
Gasparilla Music Festival – March
Set in downtown Tampa, this multi-day event brings national and local music acts to outdoor stages along the waterfront. Paired with great food from local restaurants, it’s one of the county’s most anticipated springtime gatherings. For residents, it’s an easy walk or quick drive to enjoy top-tier performances without leaving their own backyard.
Tampa Bay Margarita Festival – May
This lively festival combines live music with endless variations of margaritas, plus craft beers, tequila tastings, and food trucks. It’s the perfect start to summer for many locals, who enjoy relaxing by the water with friends while listening to big-name bands.
Holiday Lighted Boat Parade – December
Kicking off the holiday season, Tampa’s Lighted Boat Parade sees dozens of festively decorated boats cruise along the Hillsborough River and through downtown waterways. Locals gather along the Riverwalk and bridges to watch the glowing procession, often pairing it with waterfront dining or hot cocoa from nearby cafés.
If this lifestyle resonates with the vision you have for your next move, Find Your Florida Now can connect you with a vetted, expert real estate agent who knows Hillsborough County inside and out. Whether you’re drawn to the energy of downtown Tampa, the charm of its historic neighborhoods, or the relaxed pace of its coastal communities, we’ll match you with a trusted local pro who can guide you to the neighborhood and the home that perfectly fits your lifestyle. Fill out our quick Florida Lifestyle Match form today, and we’ll introduce you to the right agent for your goals.
Adam Miller | The 941 Lifestyle Group | Real Broker, LLC
Florida Real Estate Agent helping buyers and sellers across the state since 2013. Based in Lakewood Ranch with a trusted statewide network.