Creative Dates in San Diego

San Diego is known for its great weather and laidback atmosphere, both of which are great for meeting people and exploring the city! We’ve rounded up a great list of date ideas in San Diego for you to enjoy with that special someone, or just friends and family.

The Pearl Hotel
Dive-In Movies

Nope, that’s not a typo. Instead of drive-in movies, get ready to experience dive-in movies! The Pearl Hotel offers weekly shows for free, featuring eclectic films in their poolside lounge. Dine with your date at the hotel’s fabulous restaurant and then cozy up poolside to enjoy the show. This is a popular outing though, so make sure you make a reservation!

San Diego dive in with pool and movie

San Diego Sky Tours
Biplane Aerial Tours

Dodge the tourists and explore the city from the sky! San Diego Sky Tours offer biplane aerial tours along the coastline, over downtown, and around the beautiful bay. For couples, check out their Couples Biplane Formation Flight tour.

plane flying over the ocean coast San Diego

Grotto Climbing and Yoga
Indoor Bouldering and Rock Climbing

If you’re looking to challenge yourselves, spend an afternoon at Grotto’s indoor climbing gym. With 7,000 square feet of climbing space, they’ve got routes for newbies to experienced climbers. If you’re both new to the sport, Grotto offers quick intro sessions to help you learn the basics of bouldering. Expect to have sore hands and happy smiles at the end of this date!

San Diego rock climbing geometric wall

Dallmann Fine Chocolates
Chocolate Making Classes

This is the perfect date for foodie enthusiasts or people with a massive sweet tooth. Discover your inner chocolatier as you learn the proper techniques to temper chocolate, prepare and pipe fillings, and infuse flavors into rich ganache. You’ll get to take home your creations at the end of the day to enjoy later, or devour in the car on the way home if you’re like us. 

San Diego box of chocolates

Social Cycle
Party Bike Tours

With routes in five of San Diego’s best neighborhoods, you and your date will have your choice of exploring your favorite area of the city! Enjoy San Diego’s great weather while pedaling from bars to breweries and enjoying some of the city’s best cocktails. 

Social Cycle group on bike driving down the street and waving

Bivouac Ciderworks and Coin Op
Great Cider and Games

Hanging out in North Park? Bivouac Cider (also one of our partner bars!) is creating some of the best craft cider in the region. Try their original or savor the English style. After enjoying a couple drinks, head on over to the Coin Op. The first arcade bar in San Diego, you’ll get to test out your gaming skills on everything from Ms. Pacman to Golden Tee. 

San Diego Brewery bar and seating with decals on walls

Cloud 9 Living
La Jolla Sea Caves Kayak Adventure

Choose a single or tandem kayak and get ready to explore the wonders of San Diego’s hidden sea caves! Your guides will offer up interesting facts about the history and geology of these formations as you take in the views with awe. Keep an eye out for sea life while you’re there, as many paddlers see sea lions, dolphins, cormorants, harbor seals, leopard sharks, and more! Grab a bite to eat at the Cliff Hanger Cafe when you’re done, as you will have definitely worked up an appetite!

San Diego ocean overlook

Cow By Bear
Exclusive Secret Dinner Parties

Cow by Bear is a dinner party experience that takes place at secret San Diego locations every Thursday through Saturday at 8 PM. With a limit of 14 guests, you’ll be part of an intimate setting where you’ll enjoy incredible food and make new connections. If dinner’s not your jam, they also have brunch and wine tasting options.

Bear chef holding carrots in a kitchen San Diego

Craft and Commerce + Music Box
Classic Dinner and a Show in Little Italy

Craft and Commerce is known as a hipster gastropub – but all you need to know about that definition is that they serve up fresh, tasty food and some super creative cocktails. After enjoying everything on their menu, head over to the Music Box for your choice of an array of entertainers. They bring in some of the best performers and up-and-coming acts.

Stage and venue in San Diego

Morley Field
Disc Golf Course

Morley Field is one of the original frisbee golf courses in the world. Open 7 days a week, grab your date and go enjoy the sunny San Diego weather! One of the busier courses in the area, you’ll never be at a loss if you’re in need of some friendly advice or insider info.

Sunset in front of the trees San Diego