Cupid’s hitting Cleveland with epic Valentine’s Day plans for 2025—from romantic dinners to dance parties. Make getting there part of the experience with chauffeured transportation from Captains Car Service.
Valentine’s Day is right around the corner, and Cleveland has plenty of ways to turn up the romance or keep things fun with friends. Whether you’re planning an elegant evening for two or a lively outing with your crew, the city’s events, dining spots, and unique experiences promise something memorable. And to make sure your night goes off without a hitch, booking a ride with Captains Car Service means you can focus on the fun while leaving the driving to the pros.
Dive into Romance at the Greater Cleveland Aquarium
Swap candlelight for the glow of underwater wonders during the Aquarium’s Valentine’s Day weekend event, That’s A-Moray, running from February 14 to 17. It’s not your typical date night—think a romance-themed “I Spy” challenge, fun animal courtship facts, oversized Valentine’s cards, and mood-setting music floating through the galleries. Instead of circling for parking, pull up in style with a private car from Captains Car Service, and start the evening as smooth as the sea itself.
Raise a Glass at Hops & Hearts Hideaway
Beer lovers, rejoice! Great Lakes Brewing Co. is hosting the Hops & Hearts Hideaway from February 12 to 16. This Valentine’s pop-up features exclusive rom-com-inspired cocktails, decadent dessert flights, a permanent jewelry pop-up, and even a special beer tapping. Whether it’s a cozy date night or a Galentine’s gathering, you can sip and savor without worrying about the drive home. Book your ride to keep the good vibes flowing.
Galentine’s Bash at Punch Bowl Social
Calling all the ladies! On February 13, Punch Bowl Social is throwing an epic Galentine’s Party complete with craft cocktails, DJ beats, games, and pop-up vendors. It’s the perfect setting for capturing Instagram-worthy memories with your favorite people. Skip the parking lot shuffle and schedule a car service so you and your squad can focus on the fun without the logistics.
Run Wild with Cupid’s Undie Run & Swing into Fun
If you prefer your Valentine’s celebrations a little more daring, the Cupid’s Undie Run on February 8 is for you. This mile-long dash in your best undies raises money for neurofibromatosis research, ending with an epic dance party to warm up post-run. But why stop there? Keep the energy going the following weekend at the Valentine’s Day Swing Dance hosted by The Land Lindy Hop’s Second Friday Swing Dance. It’s a lively way to celebrate with friends or a date, filled with upbeat music and energetic moves. Check out the event details here.
Make it a Proposal to Remember:
Valentine’s Day is one of the most popular days for proposals, and Cleveland offers plenty of unforgettable backdrops to pop the question. Whether you’re planning a grand gesture or an intimate moment, here are some top spots to make your proposal perfect:
- Cleveland Botanical Garden: Propose amid the lush greenery and romantic ambiance of the glasshouse.
- Edgewater Park at Sunset: With the Cleveland skyline in the background, it’s a picture-perfect setting.
- The Observation Deck at Terminal Tower: A breathtaking 360-degree view of the city makes for a magical moment.
- Private Dinner at a Top Restaurant: Many of Cleveland’s top dining spots offer special Valentine’s packages perfect for proposals.
Make the moment even more special by arriving in a private chauffeured car from Captains Car Service. After the big “yes,” celebrate with a ride to a romantic dinner or a surprise engagement party.
Date Night Dining: Top Valentine’s Restaurants in Cleveland
Nothing says romance like a delicious meal, and Cleveland’s dining scene is ready to impress this Valentine’s Day. Check out these top spots offering special menus to make your evening unforgettable:
- STEAK Cleveland | 2179 W 11th St, Cleveland
February 10-15: Treat yourself to a Valentine’s Day and Galentine’s prix-fixe menu at $100 per person, featuring expertly crafted dishes in an intimate setting. - Collision Bend Brewery | 1250 Old River Road, Cleveland
February 14-15: Enjoy a cozy riverside vibe with a three-course dinner paired with craft beer or wine, perfect for couples at $100 per dinner for two. - Table 45 | 9801 Carnegie Ave, Cleveland
February 14-16: Indulge in a globally inspired 4-course prix-fixe menu at $82 per person, perfect for a sophisticated date night. - Fahrenheit | 55 Public Square, Suite 150, Cleveland
February 13-16: Elevate your evening with a special prix-fixe menu priced at $95 per person in one of Cleveland’s trendiest dining spots. - Carpe Raci | 8903 Brecksville Rd, Brecksville
February 13-15: Savor a Valentine’s Day dinner experience for $65 per person, offering a cozy atmosphere with thoughtfully prepared dishes. - Valentine’s Day Supper Club at Tiki Underground
Enjoy an exclusive dining experience with unique Valentine’s Day specials in a vibrant tiki-inspired atmosphere. Learn more about this event.
Wherever you choose to dine, Captains Car Service can ensure you arrive relaxed and ready to enjoy your evening.
Make It a Night to Remember with Captains Car Service
Valentine’s Day in Cleveland can mean crowded streets and packed parking lots—not exactly the vibe you’re going for. That’s where Captains Car Service comes in. Whether you’re planning an intimate dinner, a wild night out with friends, or hopping from event to event, our fleet of sedans, SUVs, sprinter vans, and coach buses has you covered. You get to focus on the fun while we handle the road.
Ready to make your Valentine’s plans extra special? Book your ride today. Love might be in the air, but we’ll make sure your ride stays grounded and smooth.
