How and Where to Pop the Question in San Diego

With endless summer weather and 70 miles of coastline, San Diego isn’t just the perfect spot for a February vacation, it’s also the perfect spot to propose! If you’re planning to pop the question this year, we can help. Allow us to provide some great proposal ideas, romantic spots and inspiration to make the day even more magical! From how to ask to where to ask, we’ve got you covered. 


Turn a Photo Shoot into a BIG Surprise 


(Photo: @lvrflorals)

Perfect for the couple that loves photo albums dedicated to vacations past: why not plan a couples’ photo shoot, and drop down to one knee while the shutters click? The special moment will be caught on camera helping you to remember the surprise forever. Whether you choose a location you both love or a new spot, it will forever hold a special place in your hearts. The images will also make for great engagement photos


Prepare With Wedding-Worthy Decor


(Photo: @lvrflorals)

If your partner is a true romantic, really wow them with a step above the traditional rose-petals-and-candles setting. Consider asking in front of a professionally designed floral backdrop full of their favorite flowers, some sparkling lights at an evening proposal. The moment will be special and the photos will be absolutely stunning! Balboa park is one spot in the city that could make for the perfect backdrop. 


Go Big

Make your future husband or wife feel like the center of your universe with a large display of your love. With drones becoming more and more popular, you might consider using the flying bots to spell out “Will you marry me?” Or, if you prefer something more traditional, consider using fireworks! What a way to spark the romance.

Now that we’ve given you some proposal inspo on how to ask, let’s focus on where to ask. Luckily if you’re starting in San Diego? You’re already on the right track.


Get Out On The Water…

(Photo: @nxtlevelsailing)

If being out on the ocean is second nature, chartering a boat is the perfect idea! Plenty of San Diego’s charter sailing companies offer private sunset dinners and intimate settings ideal for proposing. Our friends at Next Level Sailing will treat you like family and have tons of charter options for you to explore. A proposal like this sets you on course to sail into happily ever after.


…Or Up In The Air


If your partner makes you feel like you’re floating on air, asking for their hand on a hot air balloon ride is for you! Enjoy breathtaking views of San Diego before, during, and after your special moment and celebrate with champagne once you’re on the ground. 


Have a Sunset Picnic 


(Photo: @elizabethworrellweddings)

Known for our stunning sunsets, there’s no better San Diego proposal spot than some of the best places in town to watch the sun sink behind the ocean. Grab some champagne and right as the sun sets the sky on fire, steal the show with that special question! For a more planned-out and curated event, set up an unforgettable sunset beach picnic with one of San Diego’s local luxury picnic companies.

  • Sunset Cliffs (1.9 miles away): One of the best spots in the city to watch the sunset, this spot can’t be beat. While there’s sure to be a crowd just before the sun slips below the horizon, your special moment will feel just like it’s just the two of you. (Ladera St, San Diego, CA 92107)
  • Ocean Beach Pier (3.2 miles): Known for magical sunsets, this pier makes you feel like you’re out in the middle of the water. Ocean Beach Pier is known for being the longest pier on the West Coast at 1,971 feet long. That gives you 1,971 feet to mentally prepare! The breathtaking views will turn into a special moment when you drop down to one knee. (1850 Ocean Front St, San Diego, CA 92107) 


Start With a Rooftop Dinner

(Photo: @bornandraisedstk)

San Diego has countless gorgeous vistas, not just from the beach, but from some great rooftop restaurants. Whether you’re overlooking the waterfronts or the skyline, there are plenty of romantic spots perfect for your San Diego proposal. 

  • Born and Raised (4.4 miles): Glitzy and glamorous 1920s-style Art Deco decor greets you the second you arrive at Born and Raised. The rooftop views of Little Italy are jaw-dropping and your love’s jaw will drop even more when you produce the ring. (1909 India St. San Diego, CA 92101) 
  • Mister A’s (4.9 miles): Upscale yet casual, Mister A’s has one of the best rooftops in the city, sure to impress your partner. Start with dinner and end with a champagne toast to celebrate your betrothment! (2550 Fifth Ave 12th floor, San Diego, CA 92103)


Ask At an Iconic Local Spot

(Photo: @cannonballsd)

San Diego is home to tons of iconic locales, all beautiful and special in their own way. Create even more memories at one of these places by making it the spot you asked that special question! From beaches to piers and parks to the zoo, the options for a perfect proposal location are endless.

  • Balboa Park (4.8 miles): Spend the day exploring museums, galleries, the zoo, browsing shops, and more. With tons of picture-perfect backdrops like Spreckels Organ Pavillion, the stunning San Diego Natural History Museum building, or the photogenic Inez Grant Parker Memorial Rose Garden, Balboa Park is a great option to pop the question. (2168 Pan American E Rd, San Diego, CA 92101) 
  • Embarcadero (4.8 miles): Home to the famous “Kissing Statue”, the Embarcadero not only provides amazing views, but has plenty of shops, restaurants, museums, and more. Don’t forget to pose for your own rendition of the sculpture after proposing! (43-99 Tuna Ln, San Diego, CA 92101)
  • Cannonball (5.8 miles): Cannonball is a favorite spot among locals. Once you check it out, you won’t be surprised as to why that might be. Directly overlooking the Mission Beach Boardwalk, Cannonball can lay claim to having the largest beachfront rooftop in the city, with panoramic views of the Pacific Ocean.


Ask at Humphreys Half Moon Inn

From a gorgeous courtyard complete with fire pits to the marina walkway with stunning sunset views, Humphreys Half Moon Inn boasts plenty of beautiful places for your San Diego proposal. You can even choose to set up a romantic space within one of our guest rooms or suites for an intimate proposal. If you’re planning a Valentine’s Day moment, enjoy our love-themed offers, menus, and cocktails.

We’d love to be a part of your proposal story! Reach out to our on-site team to help coordinate dinner or hotel reservations, or to ask our team with help setting up flowers, champagne, and strawberries in your room. And don’t forget: If you’re already engaged and are in the planning stage of your big day- you can view our wedding packages, menus, and venue options here!