Daring Date Ideas in San Diego

Exhilarating Dates Thrill in San Diego this Valentine's Day

There’s a big, big problem in modern dating. The past few years have turned date night out into boring night in; society—and probably your significant other—has embraced the “Netflix and chill” ideology, leaving us to spend night after night in a lazy stupor, physically buried in blankets and mentally buried in the latest binge series (I mean, who hasn’t seen Making a Murderer?). We’ve all essentially fallen into the sophomore slump of dating; we’re content to sit together in silence and allow our bodies—and our relationships—to sink into complacency.

This Valentine’s Day, we challenge you to break from the mold and do something daring with your date! Pushing yourself to your limits isn’t just good for your body, it’s good for your love. Studies prove that getting sweaty together can benefit not just your physical health, but the health of your relationship, too. And thrilling, exhilarating experiences in which you have to rely on your loved one for help or encouragement strengthen your bond. So get out there and explore San Diego with your sweetie! These activities are guaranteed to get your heart and blood pumping—outside the sheets. 

Parasailing in San Diego

San Diego Parasail Adventures
Winter location: 844 W. Mission Bay Dr. San Diego, CA 92109

Parasailing in San Diego

Philosophers and poets alike often equate the feeling of love with flying; take it a step further by embarking on parasailing date! Fly above the Pacific with your love in tow, an exhilarating journey for two. San Diego Parasail Adventures, an icon in the industry, is the perfect launching point—literally— for your date. Unlike other parasailing businesses, with San Diego Parasail Adventures you’ll take–off and land from on–board the boat, making it as stress–free and purely fun as possible. 

San Diego Sea Kayaking

San Diego Bike & Kayak Tours
La Jolla: 2158 Avenida De La Playa
San Diego, CA 92037
Coronado: 12011 St. #215
Coronado CA 92118

San Diego Kayak

La Jolla’s caves and coves are renowned across the country for their spectacular and unique views of the Pacific and their native wildlife, and there’s no better way to experience it firsthand than in a kayak! You and your date will come face–to–face with sea lions, leopard sharks, dolphins—and maybe even the ever– elusive San Diego surfer! Over an hour and a half you’ll experience sandy shores, rocky cliffs, open ocean and clandestine caves. You’ll definitely be sore the next day, but we promise the memories will last a lot longer than your muscle fatigue! 


Mountain Biking

Daley Ranch
Escondido: 3024 La Honda Dr.
Escondido, CA 92027
Cleveland National Forest

San Diego Mountain Biking

We’ve all been on one of those typical San Diego dates, the kind that involve beach cruisers and beers. But if you’re looking for a different kind of biking date this Valentine’s, try your hand (and feet!) at mountain biking. There are plenty of great trails across the county to try, from delightful to daunting. If you’re looking for a relaxing ride, try Daley Ranch in Escondido; with 20 miles of trails suitable for all levels of riders, you’ll be able to engage your date in conversation as you peacefully pedal. For you daredevils, venture east to Cleveland National Forest. Navigate pine forests, high desert canyons and rocky mountain ridges with a wary eye, then reward yourselves with a stop in Julian for a slice of that delicious apple pie. 

Go-Kart Racing

K1 Speed
Downtown: 1709 Main St. San Diego, CA 92113
Carlsbad: 6212 Corte Del Abeto Carlsbad, CA 92011

San Diego Go-Kart Racing

For the competitive couple, there’s nothing quite as exhilarating as going head to head in a true race! Go–kart racing is sure to get your heart pumping along with your honey’s. With two locations in San Diego (downtown and Carlsbad) and a convenient “Arrive and Drive” system, K1 Speed is our pick for a fast–paced and fun day behind the wheel. No reservations necessary, compete against your date and a handful of other racers in a high–performance, all–electric kart, gripping the curves for ten minutes, then see how you rank against the competition. Winner buys the first round! 

San Diego Skydiving

Skydive San Diego
13531 Otay Lakes Rd. Jamul, CA 91935

San Diego Skydiving

Sure, you know your way around San Diego; you and your love have seen everything there is to see—from the ground. If you’re really looking to thrill this Valentine’s, explore San Diego from above through skydiving! Skydive San Diego offers the newest and biggest planes in San Diego, plus you take–off and land in the same location, making this our first choice for local skydiving. Bring supplies and grill up a romantic dinner for two on their BBQ deck after your dive; trust us, you’ll need something to settle your stomach.