Dinner Cruise on Long Island Sound

Embark on a romantic evening cruise on Long Island Sound aboard the Bridgeport-Port Jefferson Ferry. Enjoy stunning views of the water as you indulge in a delicious dinner with your significant other. This unique date night experience is sure to create lasting memories.

Alternative options: Spirit of Chicago Cruises, Classic Harbor Line NYC

On-Demand Childcare in Your Neighborhood

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The Bijou Theatre for Live Performances

Head to The Bijou Theatre for an evening of live performances, including theater productions, comedy shows, and musical acts. This intimate venue provides the perfect setting for a night of entertainment and laughter with your loved one.

Alternative options: Klein Memorial Auditorium, Downtown Cabaret Theatre

Painting and Wine Night at Art Plus Studio

Unleash your creativity at Art Plus Studio with a painting and wine night. Enjoy a relaxing and fun atmosphere as you and your partner create your own masterpieces while sipping on your favorite wines. This artistic date night is a great way to bond and have a great time together.

Alternative options: Muse Paintbar, Pinot’s Palette

Comedy Show at Stress Factory Comedy Club

Laugh the night away at Stress Factory Comedy Club, where you can catch top-notch comedians performing live on stage. Sit back, relax, and enjoy some much-needed comic relief with your significant other by your side.

Alternative options: The Stand, Gotham Comedy Club

Live Music at The Acoustic

Experience the local music scene at The Acoustic, a popular venue for live music performances in Bridgeport. Dance the night away or simply sit back and enjoy the music with your partner as you soak in the vibrant atmosphere of this music hotspot.

Alternative options: The Ballroom at The Outer Space, Cafe Nine

Sunset Stroll at Seaside Park

Take a romantic sunset stroll at Seaside Park, a picturesque waterfront park in Bridgeport. Enjoy the stunning views of the Long Island Sound as you walk hand in hand with your loved one, taking in the peaceful surroundings and savoring the moment.

Alternative options: Beardsley Park, St. Mary’s by the Sea

Cooking Class at Fairfield County Cooking Studio

Spice up your date night with a cooking class at Fairfield County Cooking Studio. Learn new culinary skills together as you work side by side to create a delicious meal. Enjoy the fruits of your labor as you sit down to enjoy a romantic dinner that you prepared together.

Alternative options: Sur La Table, The Cook and The Bear

Outdoor Movie Night at Beardsley Zoo

Experience a unique outdoor movie night at Beardsley Zoo, where you can enjoy a film under the stars with your significant other. Pack a picnic and cozy up on a blanket as you watch a movie surrounded by the beauty of the zoo grounds.

Alternative options: Jennings Beach, Ballard Park

Wine Tasting at Jones Winery

Spend a relaxing evening tasting wines at Jones Winery, a local favorite for wine enthusiasts. Sample a variety of wines with your partner as you explore different flavors and aromas, creating a memorable date night experience.

Alternative options: Two Roads Brewing Company, Stony Creek Brewery

Escape Room Challenge at Puzzle Break New Haven

Put your problem-solving skills to the test with an escape room challenge at Puzzle Break New Haven. Work together with your significant other to solve puzzles and uncover clues to escape the room before time runs out. This thrilling and interactive date night activity will keep you on your toes and bring you closer together.

Alternative options: Escape New Haven, Breakout Games

Are you in need of a fun and exciting night out without the kids? Look no further than Bridgeport, CT for the perfect date night activities to enjoy with your significant other. Whether you prefer a romantic dinner cruise on Long Island Sound or a thrilling escape room challenge, Bridgeport has something for every couple looking to reconnect and have a great time together. Don’t let the lack of a babysitter hold you back from enjoying a much-needed night out. Visit Wyndy.com to hire a trusted and reliable sitter so you can relax and enjoy your date night worry-free.