Unearth The Voyage
Craving a road trip that pairs Florida sunshine with bubbling brick-oven pizza and small-batch wines? These petite vineyards deliver wood-fired magic, laid-back vibes, and slices you will talk about for weeks. From muscadine country to beachside tasting rooms, every stop invites you to slow down, sip thoughtfully, and savor crisp, blistered crusts. Map your route, bring an appetite, and let the oven lead the way.
1. Lakeridge Winery & Vineyards – Clermont, FL
Rolling vines, lake breezes, and a patio that smells like toasted crust set the scene at Lakeridge. You will taste muscadine-forward wines that feel unmistakably Florida, bright and pleasantly aromatic. Pair a glass with a classic margherita, its edges blistered just right, and linger as the sun dips.
The brick oven turns out pies with crackly bottoms and chewy centers, perfect for sharing after a guided tasting. Staff steer you toward fun pairings, like semi-sweet with pepperoni or dry with mushroom. Bring friends, grab a flight, and plan to hang out longer than you meant to.
2. Fiorelli Winery & Vineyard – Bradenton, FL
Tucked among Bradenton backroads, Fiorelli feels like stumbling onto a family picnic. The wine list leans easy-drinking, making it friendly for newcomers. Grab a thin-crust pie, still shimmering from the oven, and find shade under the pergola while cicadas hum.
The team here treats you like a regular from the first pour. Try a peppery olive oil drizzle over a white pie and sip chilled rosé for balance. It is the kind of place where conversation spreads from table to table, and you leave promising to return with more hungry friends.
3. Summer Crush Vineyard & Winery – Fort Pierce, FL
Where surf culture meets rows of vines, Summer Crush keeps things playful and delicious. Live music drifts across the lawn, and pizzas crisp up in the brick oven while you settle into a bright, tangy white. The setting invites sandals, lawn chairs, and a carefree afternoon.
Go for a veggie pie loaded with peppers and onions, then add a dash of heat to match their semi-sweet wines. You will appreciate the friendly staff who help you find your lane, whether dry or fruit-forward. Stay for sunset, when the stage lights flicker and the crust sings.
4. Aspirations Winery – Clearwater, FL
In Clearwater, Aspirations proves small can be mighty. Flights showcase fruit-kissed wines alongside drier sips, letting you mix and match with personal pies fresh from the oven. The crust lands thin and bendy at the tip, with char that perfumes each bite.
Take your time comparing toppings with different pours. A pineapple-jalapeno slice pops against a semi-sweet white, while mushroom and truffle love their dry red. You will chat with staff who remember your favorites, then leave with a bottle for later. It feels like a neighborhood secret, and you are in on it.
5. Florida Orange Groves Winery – South Pasadena, FL
Citrus takes the spotlight, and the oven keeps pace. At Florida Orange Groves, you will taste playful tropical wines while the pizza team slides pies through dancing flames. Think citrus zest finishes and a light, crackly crust that stays crisp to the last bite.
Try a prosciutto and arugula pizza with a splash of lemon oil, then sip a tangy key-lime style wine for a zippy pairing. The beachy setting means shorts, sunglasses, and easy smiles. It is a quick hop from the shore, perfect for a post-sun, pre-sunset treat.
6. The Florida Winery at John’s Pass – Madeira Beach, FL
Right by the boardwalk bustle, The Florida Winery keeps things fun and beach-ready. Grab a flight, order a pie, and watch the oven team blister crusts while pelicans cruise by. The dough stays light, with just enough chew to handle generous toppings.
Coastal flavors shine: think shrimp with garlic or simple margherita with extra basil. A semi-sweet tropical blend cools the salt air and spice. You will drift between tasting and people-watching, then wander back for one more slice before the sky turns cotton-candy pink.
7. Wine At The Docks – Dunedin, FL
Dunedin’s dockside charm pairs beautifully with a piping-hot pie. At Wine At The Docks, marina breezes keep things cool while the oven paints leopard spots onto airy crust. You will taste local pours and crisp ciders that refresh between bites.
Order a garlicky white pie and add a squeeze of lemon to wake it up. Staff offer pairing tips without fuss, always ready with a refill or napkin. Sit near the railing, listen to rigging clink, and watch boats slide past. Suddenly, that second pizza feels necessary.
8. Chautauqua Vineyards & Winery – DeFuniak Springs, FL
Chautauqua feels like a peaceful detour where time moves slower. The patio buzzes softly while the oven kisses pies with smoke and char. You will find easy sippers and drier bottles, each pairing differently with the house tomato sauce.
Try sausage and fennel with a semi-dry white for a balanced bite. Or go mushroom-forward and earthy with a fuller red. Staff share local stories along with pours, and the evening breeze keeps you lingering. Bring a sweater and an appetite, because one slice becomes three before you realize it.
9. San Sebastian Winery – St. Augustine, FL
Set above cobblestone streets, San Sebastian’s rooftop scene feels timeless. Live tunes float by as the brick oven fires pizzas with delicate char and gooey centers. You will sip a dry red while the breeze flips napkins and the city glows below.
Margherita is the move, though pepperoni with honey steals the show with a semi-sweet companion. The staff is dialed but friendly, guiding you to perfect pairings without pressure. Come hungry, stay curious, and let the skyline be your backdrop for one more slice.
10. Keel & Curley Winery – Plant City, FL
Keel & Curley brings orchard energy to the pizza party. The oven turns out bubbly pies while blueberry wines and ciders sparkle in tasting flights. You will love a farm-veggie pie kissed with balsamic, perfectly matched to a semi-dry blueberry pour.
Weekends get lively, so arrive early or lean into the buzz. The crust chews nicely, holding up to generous toppings without getting soggy. Staff keep things moving with smiles and smart suggestions. It is a flavorful stop that balances fruit-forward fun with serious oven skills.
11. Henscratch Farms Vineyard & Winery – Lake Placid, FL
Down-home and delightful, Henscratch Farms pairs barnyard charm with honest, well-fired pies. Chickens wander, vines sprawl, and the brick oven anchors a super casual scene. You will savor herb-forward toppings that taste like someone’s garden, not a grocery shelf.
Order a tomato-basil pie and add a sprinkle of flaky salt. Sip something chilled and unfussy while you watch the oven crew work. It feels like a friend’s backyard, except better, because you did not have to cook. Bring cash, curiosity, and room for a second slice.
12. Strong Tower Vineyard & Winery – Spring Hill, FL
Strong Tower keeps the romance subtle and the pizzas stellar. As twilight settles, the oven glows and thin crusts emerge speckled and aromatic. You will sip estate bottles with clean profiles that let toppings shine.
Prosciutto with fig jam lands beautifully against a dry red, while margherita welcomes a crisp white. The lawn invites blankets, and conversation unspools easily. You will swear the stars appear sooner here. It is a gentle, delicious finish to any road trip, and you will dream about that crust tomorrow.
