Perfectly Paired Seminole County Date Night Itineraries

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Paired Up Seminole County Date Night Ideas

Orlando may get all of the attention, but the neighboring county of Seminole County offers equally charming and adventurous date night opportunities. Make it a perfect pair date night by combining two fun activities that are near each other. We’ve put together a list of our favorite perfect pairs throughout Seminole County to inspire your next night out.


Black Hammock Airboat Ride + Sushi Pop

Get ready for an adventurous mix of Old Florida and delicious cuisine. Before you even set foot on your Black Hammock airboat ride, your exploration of Florida’s natural side begins the moment you arrive to Black Hammock. Old Florida roads lead to old Florida dining and enclosures with tropical birds and alligators. Enjoy a thrilling airboat ride along Lake Jessup and become fascinated with Florida’s natural, wild beauty. Black Hammock also has a restaurant and the Lazy Gator bar.

Sushi Pop isn’t right next door to Black Hammock, but at a mere four miles away it is the perfect way to continue your adventurous date. Sushi Pop offers some of the freshest, most creative ways to enjoy sushi. Inspired by Japanese pop culture, the atmosphere is fun, upbeat, and there’s eye candy practically everywhere.

Lukas Nursery Butterfly Encounter + Oviedo Brewing

Immerse yourself in one of the largest butterfly conservatories in the state of Florida at Lukas Nursery Butterfly Encounter. Feel the flutter of a butterfly’s wings alongside the one that makes your heart flutter. You and your sweetheart can feed butterflies from your fingertips. Get that camera ready for some picture perfect moments. Admission is $6 for ages 3 and older. Why not explore the beautiful selection of plants and flowers at Lukas Nursery while you’re there?

One of Seminole County’s newest craft breweries, Oviedo Brewing has quickly become a local favorite. They’re one of the few breweries around that offers a substantial food menu. Located at the Oviedo Marketplace mall, it is only a short drive away from Lukas Nursery.

Lukas Nursery Butterfly Encounter
Lukas Nursery Butterfly Encounter

Center Lake Park + De La Vega Rum & Tapas

One of the newest developments in Seminole County, Oviedo on the Park is a vibrant town center full of recreation. Center Lake Park is at the heart of it all. Enjoy a lakeside stroll and rent a swan paddle boat to get out on the water. There are also occasional outdoor movie nights, concerts, and other special events.

De La Vega is the favorite restaurant at Oviedo on the Park for many locals. The food and the experience is one that is meant for sharing. Rum, tapas, and tequila certainly spell good times, after all. You’ll be surrounded by local art and photographs. Brunch, lunch, dinner, and happy hour are all good times to visit. Try the hibiscus tacos!

Image credit: De La Vega


Casselberry Blueway Trail + Wa Sushi

Casselberry is home to a small but beautiful chain of lakes ideal for kayaking and canoeing. You can rent a kayak or launch your own at Secret Lake Park. From there enjoy the views of one the area’s most popular parks before paddling to four other lakes that are connected by canals. The launch point is on North Triplet Lake. There is a canal right next to the launch ramp which leads to Triplet Lake, a lovely, quiet neighborhood lake. From Triplet Lake, one canal connects to Lost Lake and the other to South Triplet Lake, which has views of the Casselberry Golf Course. From South Triplet Lake there is one final canal to Queen’s Mirror Lake, with some of the nicest homes in the neighborhood. These five interconnected lakes comprise the Casselberry Blueway Trail.

Rentals needs to be made in person at the Recreation Center at Secret Lake Park (advance reservation required for weekends). Rental hours are 8am – 3pm, and the cost is $30 for non residents and $15 for city residents. Be sure to stay hydrated and take your time to enjoy the views.

Just down the road from Secret Lake Park is Wa Sushi. Many claim, myself included, that Wa Sushi has the freshest, most authentic sushi in the area. The dining room and sushi bar are always welcoming, and the staff always willing to help you navigate new items you haven’t tried before. A selection of Japanese craft beer and sake are available, including house-infused pineapple sake. Their ramen is rich and satisfying, too.

Colorado Fondue Company + Bowigens Beer Company

For over 25 years, Colorado Fondue Company has been delighting guests with their special twist on the fondue dining experience. Naturally, you can enjoy cheese fondue to start, and chocolate fondue to finish – both of which are offered in a variety of flavors and combinations. The main course is where it gets really fun. Your proteins are cooked on a hot rock placed in the center of your table. Veggies, pasta, and potatoes are cooked in your own pot of broth. Finish everything off with fresh, made-in-house sauces. The decor inside could give Disney’s Wilderness Lodge a run for its money. Consider visiting during Halloween or Christmastime; the decorations are delightful. Reservations are recommended.

Right next door to Colorado Fondue Company is Bowigens, a cozy neighborhood brewery. The staff is always welcoming and there is always something new to try. The team at Bowigens loves to experiment with new flavors and collaborate with other breweries in the area.

Bowigens Beer Company

Lil 500 Go Karts and Chubby’s Hot Dogs

Kick start some romance out on the race track. Lil 500 has stood proudly since 1968! You can drive on three different race tracks. The large family track is easy going and perfect for kiddos and their parents. The Moto Track provides a rugged, off-road-like experience, and the Fasttrac is built for those with a need for speed – and is for drifting too!

After taking a few turns around Lil 500, you’re going to have an appetite. Chubby’s Hot Dogs is just down the street. These aren’t just any ol’ hot dogs, these are authentic Chicago hot dogs (made with Vienna Beef dogs). Or for another flavor of Chicago, try their Italian Beef sandwich.

Writer’s Note: Technically Lil 500 and Chubby’s have Maitland addresses. But as a native Casselberry resident, living here for over 30 years, I claim them for Casselberry as they practically border the city limits.


The Suffering Bastard + The District

You would never suspect that there is an enchanting, authentic tiki bar contained within a back hallway of Tuffy's Bottle Shop and Lounge. Once inside, The Suffering Bastard transports you to a world of enchanting music, exotic decor, and luscious, handcrafted tiki rum drinks. Named after a tiki drink that originated during World War II, The Suffering Bastard is intimate and a truly authentic tiki bar experience. It is best to arrive early or visit on a weekday to avoid a long wait.

The next block over, you will find The District. This local restaurant is a great representative of the charm of Historic Downtown Sanford. Made from scratch dishes are inspired by classic America recipes with a contemporary twist and locally-sourced ingredients. The beef and pork dishes tend to be the heroes of the menu, but don’t overlook any specials that might be available. Be sure to start your District dining experience with a handcrafted cocktail and end with a delectable dessert, especially if the bread pudding is available.

The Suffering Bastard | Image credit: Stephanie Patterson

Wayne Densch Performing Arts Center + The Smiling Bison

Step into the hallowed halls of the Wayne Densch Performing Arts Center, a theater that has been around since 1923. Before heading inside be sure to take notice of the Ritz marquee sign, from the theater’s days as the Ritz theater in 1936-1978. A variety of entertainment delights audiences here including concerts, plays, musicals and classic movies.

The Smiling Bison beckons nearly right next door. Also located in a historic building, The Smiling Bison is a fitting accompaniment to a night at the theater. The menu emphasizes and highlights local ingredients and flavors. Happy hour is offered until 7pm during the week, and one very happy hour from 4-5pm on Saturdays. Their cocktails are some of the most creative in the area and a perfect way to toast a great date in Historic Downtown Sanford.


Image credit: Wayne Densch Performing Arts Center


Acme Superstore + La Kuma Coffee

There is so much to see at Acme Superstore. You can find an incredible amount of comic books and collectibles here. You might even find a few toys from your childhood. You and your honey can reminiscence about the toys, comics, and movies you grew up with. Throughout the year Acme hosts a variety of special sales and events. They even have a private room to rent for special events.

La Kuma Coffee is a charming little coffee shop that is welcoming and not the type of place to get something to-go. Instead, sit, relax and linger. The minimalist vibe is soothing. Their specialty is ice drip coffee, which can sometimes sell out for the day. Matcha lovers rave about their matcha creations. Their coffee is sourced from Blasted Bean, a local roaster in Longwood.

Hourglass Brewery + Wako Taco

These two are truly a perfect pair. When Hourglass Brewing first became established in 2012, in a small former home, Wako Taco was a food truck that would often park itself at the original Hourglass tap room. Once Hourglass moved into a much bigger space, Wako Taco became a brick and mortar spot, not only right next door, but connected to Hourglass. Hourglass Brewing is more than just another great craft brewery. There are mini-art shows throughout the year, board games and gaming systems, and a selection of comic and movie collectables available to browse and purchase.

Wako Taco is right next door, and also has its own connecting doorway. You can place your order at Wako Taco and they’ll bring it over to you inside Hourglass once your food is ready. Both spots are popular with families and couples alike.

Hourglass Brewing

AJ's Press + Zanzibar Coffee House

For a casual lunch date, AJ's Press fits the bill. Located near the Longwood SunRail station, it's a quick service pressed sandwich shop with top quality fare. Try one of the lunch or breakfast sandwiches or opt for a bowl. Just down the block is Zanzibar Coffee House, a warm and welcoming coffee shop. Their coffee is made from exotic African beans. Smoothies, frappes, and other cold beverages are offered too. Visit during open mic night or start your day here. Zanzibar is the quintessential coffee house you’d expect to find in a little historic downtown. If you have more time, tack on a visit to Wild Hare Kitchen, which is part farmer’s market, part health emporium.

Lake Mary

Pierre’s Wine Cellar + The Olive Pantry

Downtown Lake Mary is home to a variety of great shops and restaurants. The town center is a great place to explore with sidewalk cafes and shops. When you’re in the mood for some gourmet treats then pair up Pierre’s Wine Cellar with The Olive Pantry. Pierre’s Wine Cellar is filled with unique wines. Food and wine tasting events are offered multiple times each month, as well as an art night once a month.

The Olive Pantry is a little shop that beckons you to try new flavors. Taste your way through a variety of gourmet olive oils and balsamic vinegars. You’re sure to find new ways to enhance your favorite meals and snacks.

Bike the Cross Seminole Trail at Trailhead Park + Lonnie’s Fusion Cuisine

The Cross Seminole Trail is 23 miles long, which might be a bit much to tackle for a date night or date afternoon. Trailhead Park is indeed the trailhead of the Cross Seminole Trail and provides access to an easy 3-mile portion of the trail. Need to rent a bike? David’s World Cycle has bikes for rent at their Lake Mary location.

To refuel after your ride, drive down the street to Downtown Lake Mary. Lonnie’s Fusion Cuisine is a family-run restaurant that is a local favorite. Their seafood is sourced fresh daily; be sure to try one of their daily specials. Sitting at the bar is a fun option if the weather is hot, though sitting outside is a treat when the weather is nice.


Image credit: WineART Wednesdays in Lake Mary


Cafe Murano + Crane’s Roost Park

With beautiful views of Crane’s Roost Park and the water, Cafe Murano is a great gathering spot with live music Friday and Saturday nights. Rustic Italian cuisine is the star of the menu. Save a few dollars and visit during happy hour, Monday-Friday from 4-7pm and even on Saturdays from 11am-5pm. On Sundays enjoy a jazz brunch with $12 unlimited mimosas and Bellinis.

The heart of the Altamonte Springs community is Crane’s Roost Park. Monthly events include outdoor movies and concerts. Throughout the year the park is home to 5k walks and runs, food truck events, food and wine festivals, and the famous Red, Hot, and Boom 4th of July celebration. Even if you don’t visit during an event you can enjoy a stroll on the boardwalk around the lake, a special treat during sunset.

Cranes Roost Park at Sunset (Altamonte Springs)

Altamonte Picture Show + Altamonte AMC Theater

Rainy day? Too hot to be outside? Do a DIY double feature at two movie theaters across the street from each other. Altamonte Picture Show features second-run movies for a very budget-friendly price. If you missed a movie while it was originally in theaters, but its not streaming or on Blu-ray yet, or if you just have to see it again, that’s where Altamonte Picture Show comes in handy. After you’ve snuggled up and enjoyed a movie at the Picture Show, head across the street to AMC Theaters. Grab a drink at McGuffin’s bar inside the theater lobby before you settle in for part two of your double feature.

Congo River Golf + Tibby’s New Orleans Kitchen

Challenge your sweetheart to a fun round of mini golf at Congo River, exploring caves, waterfalls, and a few hilly peaks. Besides having a blast on the mini golf course you can feed live baby gators, mine for gems, play in the arcade, and even chase after an artifact while avoiding laser obstacles in a lazer maze game.

Afterwards, tantalize your taste buds with authentic N’awlins cuisine at Tibby’s New Orleans Kitchen. Located practically across the stress from Congo River Golf, it’s super easy to enjoy the flavors of the Big Easy. Tibby’s decor pays homage to the one of a kind city of New Orleans and their food is so flavorful you’d swear you were sitting smack dab in the French Quarter itself.

Feature image by Stephanie Patterson

Orlando Date Night Guide is a free guide to the best of Orlando! We're supported by our advertisers when they buy digital ads, listings, content, and through affiliate links, so some things you read might be paid for or if you buy something thru a link on our site we might get a commission.


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