Dinner with a View

Enjoy a romantic dinner with a view at a waterfront restaurant in Sarasota. The Marina Jack Restaurant offers stunning views of the marina and delicious seafood options. Alternative options: O’Leary’s Tiki Bar & Grill, The Bayou Tavern.

On-Demand Childcare in Your Neighborhood

Book a Sitter

Sunset Cruise

Take a sunset cruise along the Gulf Coast and enjoy breathtaking views of the sunset. You can book a private charter or join a group tour for a more intimate experience. Alternative options: LeBarge Tropical Cruises, Key Sailing.

Comedy Show

Laugh the night away with your partner at a comedy show in Sarasota. McCurdy’s Comedy Theatre is a popular spot for stand-up comedy and improv shows. Alternative options: The Gator Club, Off The Handle Comedy Club.

Art Walk

Experience Sarasota’s vibrant art scene with a romantic art walk downtown. Visit galleries and studios, and maybe even pick up a piece of local art as a souvenir. Alternative options: Towles Court Artist Colony, Arts on Main.

Live Music

Dance the night away or simply enjoy the music at a local live music venue. The Blue Rooster is known for its blues and jazz performances. Alternative options: Fogartyville Community Media and Arts Center, Gilligan’s Island Bar & Grill.

Couples Massage

Relax and unwind with a couples massage at a spa in Sarasota. Tranquil Touch Spa offers a variety of massage options for couples. Alternative options: The Metta Center, L. Spa.

Cooking Class

Bond with your partner over a cooking class and learn to whip up a delicious meal together. Sur La Table offers cooking classes for couples. Alternative options: The Good Liquid, Taste & See.

Movie Night

Catch a movie at a local theater for a classic date night option. Burns Court Cinema offers independent and foreign films for a unique movie-watching experience. Alternative options: Siesta Key Luxury Cinemas, Regal Hollywood.

Wine Tasting

Indulge in a wine tasting experience at a local winery or wine bar. Michael’s Wine Cellar offers a wide selection of wines from around the world. Alternative options: The Reserve, Sarasota Wine & Spirits.

Beach Picnic

Pack a romantic beach picnic and watch the sunset together on one of Sarasota’s beautiful beaches. Siesta Key Beach is a popular spot for picnicking and relaxation. Alternative options: Lido Beach, Longboat Key Beach.

As parents, it can be tough to find the time and energy to plan a date night, but it’s essential for maintaining a strong and healthy relationship. By hiring a trusted babysitter through Wyndy, you can feel confident that your kids are in good hands while you enjoy a night out together. So go ahead, book that dinner reservation or sunset cruise, and make some memories with your significant other in Sarasota, FL.