10 Best Date Ideas in San Diego

So you need some date ideas in San Diego, eh!? No problem! These date ideas range from fancy, to free, and from thrilling, to relaxing! In this list you will find very popular venues, a few well kept secrets, and not only thrilling dates, but also relaxing. Some will be free, some will be expensive – but that’s for you to choose! 

Here are 10 of the best date ideas in San Diego! 

#1 Triton Charters – Harbor Cruise 

One of the most unique and romantic San Diego date ideas is setting sail on the calm waters of San Diego Bay with Triton Charters. You won’t spill your drinks on this harbor cruise, you’ll get some fresh air, and you’ll be able to see some of the best sights in San Diego that you’d never get to see while on land. Imagine spending the evening on a luxury catamaran as the sun sets over the Pacific Ocean, casting a warm glow over the city skyline. At just $55 a ticket ($40 if you use the discount code at the bottom of the page) you can’t go wrong with this one. Tap to Call

#2 The Lafayette Hotel – Vintage Vibes and Cocktails

For couples who appreciate a bit of history and love retro vibes, a night at The Lafayette Hotel is a must. This place just went through a $31 million dollar renovation. You heard that right.. 31 million! Located in the North Park area, this historic hotel has been an icon since the 1940s, offering guests a throwback to Hollywood glamor. There’s 3 different bars and a Mexican restaurant on the property, all with different vibes. What’s amazing about this venue is if you want a new vibe, all you have to do is walk to a different bar on the same property – no need to take multiple ubers. My favorite is The Gutter, which has free games, a ‘chill’ vibe, and even a Bowling Alley! 

#3 A Rooftop Movie Night at The Pearl Hotel

If you’re a fan of classic movies and enjoy a laid-back vibe, then The Pearl Hotel’s Dive-In Theatre is the perfect choice for a quirky date night. Every Wednesday, The Pearl hosts a rooftop poolside movie screening, offering a unique way to enjoy a film with your loved one. The stylish outdoor setting, complete with twinkling lights, plush seating, and access to delicious food and drinks, makes this one of the best San Diego date ideas for movie buffs. Check out their dive-in movie night

#4 Explore Little Italy – Pizza, Gelato, and Strolls

For those who love exploring neighborhoods and trying different cuisines, a date night in Little Italy is a fantastic option. The streets are lined with cozy cafes, Italian restaurants, and dessert spots perfect for a casual yet memorable night out. Start with pizza or pasta from one of the many trattorias, such as Nonna + Zucchero, and then grab some gelato from Pappalecco to finish off your meal. After a meal, it’s always nice to “walk-it-out” so enjoy a stroll with your date and take in some of the history that Little Italy has to offer. This is a great option if you want a budget friendly date night! 

#5 Born & Raised – Fine Dining with a Rooftop View

This option is my personal favorite for the traditional dinner date idea. Born and Raised is not only luxurious, but it has a vintage art-deco vibe. If you’re a Great Gatsby fan, you’ll be stepping into heaven. The cocktails are unmatched, especially if you are a classic cocktail fan. The entire staff is dressed to impress, and the bartenders wear a traditional suit with bowtie, keeping the vibe fun. The rooftop dining area, in particular, is perfect for a romantic evening, offering stunning views of the city. If your wallet can handle it, I suggest trying their steak options! This place books out fast, so make sure you get a reservation online, or by calling their reservation teams. 

#6 Mission Bay Sportcenter – Chill or Thrill (Jetski or Pontoon)

Take your date on one of the most unique dates in San Diego by taking them on a jet ski ride! Mission Bay is the largest man-made bay in the United States with plenty of space to explore. Start your date at Mission Bay Sportcenter where you’ll check in by signing a waiver and doing the paperwork. After you satisfy the rental agreements, you’ll head down to the dock where the staff will show you how to operate the jetski and where you can and can’t go in the bay. Get ready for a thrill, as these jet skis go up to 50MPH!

If you want to keep it more on the chill side, check out the pontoon boat rentals at Mission Bay Sportcenter. These 24’ pontoon boats can seat up to 10 guests comfortably, and are incredibly easy to drive! Take your very own pontoon boat and putt around Mission Bay for a smooth and relaxing sight-seeing date! Bonus if you bring a blanket, a bottle of your favorite drink, some snacks, and a speaker for some vibey music! Don’t forget to cruise by the Bait Barge in Quivira Basin to see the seals and wildlife! 

#7 Kayaking in La Jolla Cove

Feeling sporty? Take a guided kayak through the clear waters of La Jolla. Tours are available and can take you through the sea caves, around the cliffs, and near sea lions and other local wildlife. The highlight of many tours is kayaking through the famous sea caves, where you can glide through rock formations and experience the natural beauty up close. Along the way, you’ll have the opportunity to spot sea lions basking on the rocks, colorful garibaldi fish swimming below, and, during certain seasons, playful dolphins and migrating whales. There’s a bunch of seaside cafes to grab a bite and a drink after your kayaking adventure. Wrap up the date with a drink at the many vibrant bars and cocktail lounges that La Jolla has to offer. 

#8 Bonfire on the Bay 

A crackling fire, serene sounds of crashing waves, coupled with some good company is a sure-fire recipe for an amazing date night! Not only is this an amazing San Diego date idea, but it’s cheap too! Your first step is to grab some firewood from pretty much any liquor store or grocery store, grab some s’more accouterments, a blanket and maybe a few beach chairs and go scout out your spot! Some of the best spots (and some secret ones) are located in Crown Point, Mission Beach Jetty, and Riviera Beach. Make sure you check out the link below and the map image! 

#9 Picnic at Kate Sessions Park

If you’re looking for an easygoing but memorable date, a picnic at Kate Sessions Park is hard to beat. The views are absolutely killer—you can see all of San Diego, Mission Bay, and the ocean in one sweeping look. It’s the perfect spot to lay down a blanket, break out some snacks, and just enjoy each other’s company without a lot of distractions. Time the date during sunset and you’re in for an epic sight. Take the date to the next level by opening the UberEats app and order some snacks while you take in the sights. 

#10 Coronado Ferry Ride & Island Adventure

Did you know you can take a ferry ride to Coronado from downtown? The best date ideas always carry some adventure, so take a journey across San Diego Bay and explore Coronado Island! There’s a bunch of really cool little shops downtown Coronado, and don’t forget to check out Hotel Del! While at Hotel Del, take a stroll on the beach and even grab a few of their lounge chairs and take in some fresh ocean air! 

There’s the best date ideas in San Diego that will ensure an epic experience!

San Diego has an incredible amount of date ideas, so if you have some unique ones, feel free to let us know! These date ideas range from cheap to expensive, from thrilling, to relaxing, and everything in-between! First impressions are a big deal, so make sure you communicate your dates preferences on the types of things they like to do and you’ll be on your way to an incredible time!

To learn even more about renting a yacht in San Diego, please visit our articles page!