Wine Tasting at River City Winery

Indulge in a romantic evening of wine tasting at River City Winery. Located in the heart of Jeffersonville, this cozy winery offers a wide selection of locally-made wines for you to sample. Enjoy a leisurely evening sipping on reds, whites, and rosés while sharing stories and laughter with your partner.

Alternative options: Huber’s Orchard & Winery, Best Vineyards Winery, Turtle Run Winery

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Dinner and a Movie at the Jeffersonville RiverStage

Combine two classic date night activities by enjoying dinner at one of the many restaurants along Jeffersonville’s RiverStage followed by an outdoor movie screening. Pack a picnic, grab a blanket, and snuggle up under the stars while watching a film with the Ohio River as your backdrop.

Alternative options: Rocky’s Sub Pub, Portage House, The Red Yeti

Stroll Along the Big Four Bridge

Take a romantic evening stroll along the Big Four Bridge, a pedestrian walkway that connects Jeffersonville to Louisville. Enjoy panoramic views of the city skyline as you walk hand in hand with your partner. Don’t forget to snap a selfie or two to commemorate your date night!

Alternative options: Falls of the Ohio State Park, Howard Steamboat Museum & Mansion, Louisville Waterfront Park

Couples Massage at The Spring Spa

Unwind and relax with a couples massage at The Spring Spa. Treat yourselves to a pampering session that will help melt away the stress of daily life and create a sense of intimacy and connection between you and your partner.

Alternative options: The Om Spa, The Woodhouse Day Spa, Bodyworks Massage Institute

Bowling at Ten Pin Lanes

Get your competitive juices flowing with a fun night of bowling at Ten Pin Lanes. Whether you’re a seasoned bowler or a complete novice, bowling is a great way to let loose, have some laughs, and enjoy each other’s company.

Alternative options: Strike & Spare Family Entertainment, George’s International Market, Executive Strike & Spare Family Fun Center

Cooking Class at Meshiko

Get your hands dirty and your taste buds tingling with a cooking class at Meshiko. Learn how to make delicious dishes together under the guidance of a professional chef. Cooking together can be a fun and interactive way to bond as a couple.

Alternative options: Sullivan University, Bourbon Barrel Foods, The Bakery at Sullivan University

Live Music at Buckhead Mountain Grill

Enjoy a night of live music at Buckhead Mountain Grill. Sip on cocktails, munch on appetizers, and sway to the rhythm of the music as you enjoy a night out on the town with your partner.

Alternative options: Stevie Ray’s Blues Bar, Mo’ Betta Gumbo, Gospel Bird

Paint and Sip at Pinot’s Palette

Unleash your creativity with a paint and sip night at Pinot’s Palette. No artistic skills are required as a local artist will guide you step by step in creating your masterpiece. Sip on wine or cocktails as you paint and bond with your partner.

Alternative options: Painting with a Twist, Bottle & Bottega, Uptown Art Louisville

Comedy Show at The Caravan Comedy Club

Laugh the night away at a comedy show at The Caravan Comedy Club. Enjoy a lineup of talented comedians who will have you in stitches with their jokes and anecdotes. A night of laughter is sure to bring you and your partner closer together.

Alternative options: The Laughing Derby, The Bard’s Town, The Kentucky Center for the Performing Arts

Sunset Cruise on the Belle of Louisville

Embark on a romantic sunset cruise on the Belle of Louisville, the oldest operating steamboat in the country. Enjoy breathtaking views of the Ohio River at dusk as you cruise along the water with your partner by your side. This scenic and relaxing experience is perfect for a date night to remember.

Alternative options: Spirit of Jefferson, McAlpine Locks and Dam, Captain’s Quarters Riverside Grille

Remember, to truly enjoy your date night without worrying about your kids, consider hiring a babysitter through Wyndy. Our platform connects parents with trusted and reliable sitters who can take care of your children while you enjoy some quality time together. Don’t let childcare hold you back from having a memorable date night in Jeffersonville, IN.