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Date Night Ideas in Maitland, FL

Wine and Dine at Antonio’s

Begin your evening with a romantic dinner at Antonio’s. This cozy Italian restaurant offers a warm and inviting atmosphere, perfect for a date night. Enjoy a delicious meal together while sipping on a glass of wine from their extensive wine list. The menu features a variety of traditional Italian dishes, sure to please any palate.

Alternative options: Enzo’s on the Lake, Prato, Brio Tuscan Grille

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Take a Stroll in Lake Lily Park

For a more casual and budget-friendly date night, take a leisurely stroll in Lake Lily Park. This beautiful park offers scenic views of the lake, perfect for a romantic evening walk. Pack a picnic and enjoy a meal together by the water’s edge. Take in the natural beauty and serenity of the park as you reconnect with your partner.

Alternative options: Kraft Azalea Garden, Lake Eola Park, Fleet Peeples Park

Catch a Flick at Enzian Theater

If you and your partner are movie buffs, head to the Enzian Theater for a unique cinematic experience. This cozy theater shows a mix of independent and classic films, perfect for a date night. Snuggle up in one of their plush seats and enjoy a movie together, complete with gourmet food and drinks delivered right to your seat.

Alternative options: Regal Winter Park Village, AMC Altamonte Mall, Cinemark Orlando

Enjoy Live Music at The Copper Rocket

For a lively and entertaining date night, check out The Copper Rocket. This eclectic bar and music venue features live music performances by local bands and artists. Grab a drink from the bar and enjoy the music together in a relaxed and laid-back atmosphere. Dance the night away or simply sit back and enjoy the tunes.

Alternative options: Blue Bamboo Center for the Arts, Will’s Pub, House of Blues Orlando

Paint and Sip at Painting with a Twist

Get creative together with a paint and sip night at Painting with a Twist. Unleash your inner artist as you follow along with a local artist to create your own masterpiece. Enjoy a glass of wine as you paint and socialize with other couples in a fun and relaxed setting. Take home your artwork as a souvenir of your date night.

Alternative options: Sip Paint Smile, Art & Wine Walk, Winey Wench

Date Night Ideas in Maitland, FL

Play a Round of Mini Golf at Congo River Golf

For a fun and lighthearted date night, head to Congo River Golf for a round of mini-golf. This outdoor adventure park offers 18 holes of challenging and exciting mini-golf, surrounded by lush tropical landscaping and water features. Compete against each other or team up for a fun and playful evening out.

Alternative options: Pirate’s Cove Adventure Golf, Hollywood Drive-In Golf, Putting Edge

Indulge in Dessert at Gideon’s Bakehouse

Satisfy your sweet tooth with a visit to Gideon’s Bakehouse. This popular bakery is known for its decadent cookies and cakes, perfect for indulging in a delicious dessert together. Share a slice of cake or a box of cookies as you relax and enjoy each other’s company in this charming and cozy bakery.

Alternative options: Valhalla Bakery, The Glass Knife, Jillycakes

Walk Around the Art & History Museums – Maitland

Immerse yourselves in culture and history with a visit to the Art & History Museums – Maitland. Explore the various art galleries and exhibitions showcasing local artists and historical artifacts. Take a leisurely stroll through the beautiful gardens and learn about the rich history of Maitland together.

Alternative options: Cornell Fine Arts Museum, Charles Hosmer Morse Museum of American Art, Albin Polasek Museum & Sculpture Gardens

Try Your Luck at Sanford Orlando Kennel Club

For a thrilling and exciting date night, head to the Sanford Orlando Kennel Club for a night of greyhound racing. Place bets on your favorite dogs as they race around the track, cheering them on to victory. Enjoy the lively atmosphere and adrenaline rush of the races as you spend a fun and memorable evening together.

Alternative options: Daytona Beach Racing and Card Club, Melbourne Greyhound Park, St. Petersburg Kennel Club

Relax at The Spa at The Maitland Wellness Center

End your date night with a relaxing and rejuvenating spa experience at The Maitland Wellness Center. Treat yourselves to a couples massage or spa treatment, designed to melt away stress and tension. Unwind in a peaceful and tranquil setting as you pamper yourselves and recharge before heading back home.

Alternative options: The Spa at The Ritz-Carlton Orlando, Grande Lakes, The Woodhouse Day Spa, The Salt Room

Frequently Asked Questions

Wyndy is a reliable platform where you can find and book vetted babysitters in the Maitland area for your date night needs.

Yes, you can enjoy a romantic stroll in Lake Lily Park or play mini-golf at Congo River Golf for a fun outdoor date night.

Lake Lily Park offers a scenic and budget-friendly option for a romantic evening walk, perfect for couples on a budget.

Visit the Art & History Museums - Maitland for a cultural and educational date night experience, exploring art and history together.

The Enzian Theater offers a unique cinematic experience with independent and classic films, perfect for a special and memorable date night.