Wine and Dine

Begin your evening with a romantic dinner at Key West Shrimp House, a waterfront restaurant offering delicious seafood dishes and stunning views of the Ohio River. After dinner, take a leisurely walk along the riverfront to enjoy the picturesque sunset.

Alternative options: Crystal & Jules, The Red Pepperoni

On-Demand Childcare in Your Neighborhood

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Movie Night Under the Stars

Head to the Georgetown Drive-In for a nostalgic movie experience under the stars. Pack some blankets and snacks for a cozy evening of cuddling and watching the latest blockbusters on the big screen.

Alternative options: Skyline Drive-In, Holiday Drive-In

Riverboat Cruise

Embark on a scenic riverboat cruise with BB Riverboats for a unique date night experience. Enjoy breathtaking views of the Ohio River while sipping on cocktails and listening to live music on deck.

Alternative options: General Butler State Resort Park Riverboat, Pittsburgh Pirate River Cruises

Historic Ghost Walk

For a thrilling date night adventure, join the Madison Ghost Walk to explore the haunted history of this historic town. Hold hands as you wander through the streets and alleys, listening to spooky tales from the past.

Alternative options: Salem Haunted History Ghost Walk, New Albany Historic Ghost Walk

Live Music at a Local Venue

Catch a live music performance at Thomas Family Winery or The Red Bicycle Hall for a fun and lively date night outing. Dance the night away or simply sit back and enjoy the music with your partner.

Alternative options: Off Broadway Taproom, Livery Stable

Couples Massage

Indulge in a relaxing couples massage at Serenity Spa for a pampering and rejuvenating date night experience. Unwind together and melt away the stresses of everyday life in a tranquil and serene setting.

Alternative options: Plum Creek Retreat, Healing Arts Center

Art Class

Get creative together with an art class at Art on Main or River Run Gallery. Whether you’re painting, sculpting, or creating pottery, art classes make for a fun and interactive date night activity.

Alternative options: JAG Art Studio, Midwest First Studios

Hot Air Balloon Ride

Soar high above the treetops with a hot air balloon ride from Isle of Madison Ballooning for a romantic and unforgettable date night adventure. Enjoy breathtaking views of the countryside as you float peacefully through the sky.

Alternative options: Air 1 Charter Service, Midwest Balloon Rides

Sunset Picnic at Clifty Falls State Park

Pack a picnic basket and head to Clifty Falls State Park for a scenic sunset picnic with your partner. Find a quiet spot overlooking the waterfalls and enjoy a peaceful evening surrounded by nature.

Alternative options: Jefferson Memorial Forest, Versailles State Park

Brewery Tour

Embark on a brewery tour at Mad Paddle Brewery for a casual and laid-back date night experience. Sample a variety of craft beers and enjoy some quality time together in a relaxed and friendly atmosphere.

Alternative options: Norwood Winery, Danny Boy Beer Works

As parents, it’s important to take time for yourselves and nurture your relationship. By hiring a trusted babysitter through Wyndy, you can enjoy a worry-free date night knowing that your children are in good hands. Book a reliable and experienced sitter on Wyndy for your next night out in Madison, IN!