Dinner at Jackson’s Steakhouse

Start your date night off with a delicious meal at Jackson’s Steakhouse. Known for its upscale atmosphere and mouth-watering steaks, this restaurant is the perfect place for a romantic dinner. Enjoy top-notch service and a diverse menu that is sure to impress your taste buds.

Alternative options

The Fish House
– Union Public House
– Carmen’s Lunch Bar

On-Demand Childcare in Your Neighborhood

Book a Sitter

Walk along Pensacola Beach

Take a leisurely stroll along the beautiful Pensacola Beach with your significant other. Enjoy the sound of the waves crashing against the shore and the warm breeze in your hair. This scenic spot is the perfect setting for a romantic evening walk.

Alternative options

Navarre Beach
– Perdido Key Beach
– Quietwater Beach Boardwalk

Sunset Cruise with Condor Sailing Adventures

Experience a romantic sunset cruise with Condor Sailing Adventures. Relax on the deck of a sailing boat as you watch the sun dip below the horizon, casting a golden glow over the water. This is a magical experience that you and your partner will never forget.

Alternative options

Key Sailing
– Sail Wild Hearts
– Jolly Sailing & Dolphin Cruises

Live Music at Vinyl Music Hall

Enjoy a night of live music at Vinyl Music Hall. This popular concert venue hosts a variety of musical acts, from local bands to internationally renowned artists. Dance the night away with your partner and create unforgettable memories.

Alternative options

Seville Quarter
– Flounder’s Chowder House
– Gallery Night in Downtown Pensacola

Painting Class at Painting with a Twist

Get creative with your date night at Painting with a Twist. Take a painting class together and unleash your artistic talents while enjoying a glass of wine. This fun and interactive experience is a great way to bond with your partner.

Alternative options

Wine & Design
– Artist Outpost
– Artel Gallery

Comedy Show at Improv Pensacola

Laugh the night away at Improv Pensacola. Enjoy a comedy show featuring talented local comedians who are sure to have you in stitches. This is a great way to lighten the mood and have a fun and entertaining date night.

Alternative options

Back Porch Comedy at Back Porch Bar & Grill
– Side Splitters Comedy Club
– Comedy Zone

Movie Night at AMC Classic Pensacola 10

Catch a movie at AMC Classic Pensacola 10 for a classic date night experience. Snuggle up with your partner in the cozy theater seats and enjoy the latest blockbuster film. Don’t forget to grab some popcorn and candy for the full movie-watching experience.

Alternative options

Silver Screen Theatre
– Tree House Cinema
– Breeze Cinema 8

Couples Massage at Still Waters Day & Medical Spa

Indulge in a relaxing couples massage at Still Waters Day & Medical Spa. Treat yourselves to a luxurious spa experience and unwind together in a tranquil setting. Let the stress melt away as you enjoy some much-needed pampering.

Alternative options

Escape Wellness Spa
– Serene Wellness Spa
– The Spa at The Shoal

Wine Tasting at Seville Quarter

Embark on a wine tasting adventure at Seville Quarter. Sample a variety of wines from around the world and learn about different grape varieties and flavor profiles. This is a sophisticated and enjoyable date night activity for wine-loving couples.

Alternative options

City Grocery Wine Shop
– SoGourmet
– Seville Bottle Shop

Stargazing at Big Lagoon State Park

End your date night with a romantic stargazing session at Big Lagoon State Park. Spread out a blanket and gaze up at the night sky, admiring the twinkling stars above. This peaceful and serene setting is the perfect way to cap off a wonderful evening together.

Alternative options

Shoreline Park
– Pensacola Beach Pavilion
– Perdido Key State Park

Parents looking for a night out away from their kids can trust Wyndy to find a reliable and trustworthy babysitter. Book a sitter through Wyndy and enjoy a stress-free date night in Pensacola, FL.