Beach Picnic at Sand Key Park

Enjoy a romantic evening with your partner by having a beach picnic at Sand Key Park. Spread out a blanket, watch the sunset, and listen to the sound of the waves crashing on the shore. Pack a basket with some delicious food and drinks for a perfect evening under the stars.

Alternative options: Clearwater Beach, Honeymoon Island State Park

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Sunset Cruise on the Gulf of Mexico

Hop aboard a sunset cruise on the Gulf of Mexico for a truly unforgettable date night experience. Watch the sun dip below the horizon as you cruise along the sparkling waters, sipping on cocktails and enjoying each other’s company.

Alternative options: Calypso Queen Cruise, Starlite Majesty Dining Yacht

Dinner and Live Music at Ruth Eckerd Hall

Indulge in a delicious dinner at Ruth Eckerd Hall before catching a live music performance. This iconic venue hosts a variety of musical acts, from jazz and blues to rock and pop, providing the perfect entertainment for your date night.

Alternative options: Capitol Theatre, Clearwater Jazz Holiday

Painting Class at Painting with a Twist

Get creative with your partner at a painting class at Painting with a Twist. Unleash your inner artist as you sip on wine and follow along with a local artist to create a beautiful masterpiece to take home as a memento of your date night.

Alternative options: Wine & Design, Sip and Paint

Stroll through Clearwater Marine Aquarium

Embark on a magical journey through the Clearwater Marine Aquarium with your partner. Get up close and personal with dolphins, otters, and sea turtles while learning about marine life conservation. It’s a unique and educational date night experience.

Alternative options: Florida Aquarium, Mote Marine Laboratory & Aquarium

Comedy Show at Capitol Theatre

Laugh your hearts out at a comedy show at Capitol Theatre. Enjoy a night of side-splitting comedy from both local and national comedians, creating a fun and light-hearted atmosphere for you and your partner to enjoy.

Alternative options: Improv Comedy Theater, Side Splitters Comedy Club

Wine Tasting at Murielle Winery

Indulge in a romantic wine tasting experience at Murielle Winery. Sample a variety of handcrafted wines while learning about the winemaking process, all in a cozy and intimate setting perfect for a date night.

Alternative options: Aspirations Winery, Tarpon Springs Castle Winery

Outdoor Movie Night at Coachman Park

Cozy up with your partner under the stars at an outdoor movie night at Coachman Park. Bring some blankets and popcorn as you watch a classic movie on the big screen, creating a nostalgic and memorable date night experience.

Alternative options: Sunsets at Pier 60, Sunset Cinema at Sandpearl Resort

Couples Massage at Botanica Day Spa

Indulge in a relaxing couples massage at Botanica Day Spa. Unwind and de-stress together in a serene and tranquil environment, allowing you both to rejuvenate and connect on a deeper level during your date night.

Alternative options: Safety Harbor Resort and Spa, Clearwater Beach Spa

Cooking Class at Sur La Table

Spice things up in the kitchen with a cooking class at Sur La Table. Learn new culinary skills and techniques alongside your partner, then enjoy a delicious meal together that you’ve prepared yourselves. It’s a fun and interactive date night idea for food-loving couples.

Alternative options: Publix Aprons Cooking School, Chef Irie’s Table Cooking Classes

As parents, it can be challenging to find time for a date night away from the kids. Wyndy makes it easy to find reliable and trusted babysitters in Clearwater, so you can relax and enjoy your night out knowing that your kids are in good hands. Don’t let parenthood stand in the way of spending quality time with your partner – book a Wyndy babysitter today and make your date night a reality.