Planning a surprise or secret proposal in Hawaii? If you’ve got that special someone and want to make the moment unforgettable, this private proposal photo/video session in Waikiki might just be the perfect way to do it. While we haven’t personally been through this experience, the concept of combining a romantic moment with professional photos in such a stunning setting is undeniably appealing. What we love about this experience is how it offers a personalized, intimate way to make your engagement truly memorable, and the chance to get high-quality, edited photos to cherish forever.
However, one thing to keep in mind is that this experience is quite brief—just around an hour—which might feel a bit rushed if you’re imagining a more elaborate setup. Still, it’s designed for those who want a seamless, stress-free way to capture the magic without having to worry about photography details.
This tour is best suited for couples planning a surprise proposal or special moment who want to document their time in Hawaii with professional images. It’s also a great choice if you’re looking for a personalized, private experience that keeps you in the moment while professionals handle the photography.
Key Points

- Personalized Experience: You and your partner will be guided by a professional photographer to find the best spots on Waikiki Beach.
- Stunning Backdrop: Waikiki’s natural beauty provides a breathtaking setting for a proposal or special photo shoot.
- Flexibility: The experience is private, only your group, to ensure intimacy.
- High-Quality Photos: You’ll receive edited, high-resolution images, perfect for sharing or keepsakes.
- Brief but Impactful: The session lasts about an hour, making it easy to fit into your schedule.
- Weather Dependent: Confirmations are weather-dependent, so be prepared for possible rescheduling or refunds if conditions are poor.
What to Expect from the Proposal Photo/Video Experience

This experience is all about capturing an unforgettable moment — whether you’re planning to pop the question secretly or just want to create lasting memories of your time in Hawaii. Starting at Prince Waikiki, you’ll meet your professional photographer, who will guide you through the best spots on Waikiki Beach to take pictures.
The one-hour session is designed to keep things relaxed and natural. You’ll be dressed in your best—think elegant evening gowns, wedding dresses, or just your favorite vacation style—and you’ll focus on each other while the photographer captures your love story. The setting of Waikiki Beach, with its iconic sands and ocean views, makes for a picture-perfect backdrop, whether for the big question or a romantic anniversary shoot.
Planning more time in Oahu? We've covered other experiences worth considering.
The Photography Walk
Your photographer will help you find the most flattering and scenic spots on Waikiki Beach. Expect to go to areas with stunning views, where the ocean and sky come together in a beautiful canvas. We love that the photographer will handle the details, letting you relax and enjoy each moment. The goal is to make you feel comfortable and authentic, so the photos reflect your genuine connection.
The Secret or Surprise Proposal
While the tour doesn’t specify the exact setup, the private nature and professional guidance make it ideal for a surprise proposal. You can have your partner dressed up and ready, then let the photographer help you create a natural, spontaneous moment that will be beautiful in photos and videos.
Photos and Videos
You will receive high-quality edited photos after the session. While the experience explicitly mentions photos, it also includes the possibility of capturing videos, making your memories even more vivid. These are perfect for sharing with friends and family or keeping as personal keepsakes of your Hawaii trip.
The Cost and Value
At $380 for up to 15 people, the price might seem steep for just an hour, but consider what you’re getting: professional guidance, a private experience, and a collection of polished photos. For couples planning a surprise proposal, this can be a worthwhile investment in creating lasting memories.
The Meeting and Logistics

The session begins at Prince Waikiki at 6 a.m., which is a smart choice if you want softer lighting and fewer crowds. The activity is booked as a private tour, meaning only your group will participate. It’s straightforward—near public transportation makes it easy to get there, and the activity is suitable for most travelers.
Weather and Flexibility
Since the experience relies on good weather, be aware that poor conditions could lead to rescheduling or a full refund. The tour provider, Jade, emphasizes flexibility, which is reassuring when planning outdoor activities in Hawaii.
How It Compares to Other Experiences
While this experience is highly focused on capturing a special moment in a scenic setting, it’s quite niche compared to broader tours like city sightseeing or snorkeling excursions. But if your goal is a romantic, personalized photoshoot with a proposal twist, it hits the mark well.
It’s also worth noting that this is an intimate, private activity, unlike group tours, which speaks to its tailored approach. For those wanting a discreet, high-quality record of their engagement, this could be a standout choice.
Who Should Consider This Experience?

If you are planning a surprise proposal or simply want to commemorate your Hawaiian trip with professional photos, this experience could be just right. It’s ideal for couples who value personalized service and stunning scenery. People who enjoy candid, natural photos rather than staged shots will likely appreciate the approach.
On the other hand, if you’re looking for something more elaborate or extended, this might feel a little brief. Also, if you’re not comfortable with a morning session, you might want to check if later times are available, but that information isn’t provided here.
Final Thoughts

This Hawaii proposal photo/video experience offers a straightforward way to document your special moment against the breathtaking backdrop of Waikiki Beach. The private nature and professional guidance ensure that you can relax and focus on each other, while the photographer captures your most cherished memories.
For couples ready to make a proposal or mark their Hawaiian adventure with timeless photos, this experience delivers a combination of stunning scenery, expert photography, and personalized service. While the one-hour timeframe means it’s a quick snapshot rather than a full-day event, it’s enough to produce memorable images that will last a lifetime.
In summary, if you’re after a romantic, private, and beautifully shot moment in paradise, this tour could be the perfect fit, especially if you value quality images and a stress-free process in a truly iconic setting.
Plan Surprising/Secret Proposal Photo/Video in Hawaii Paradise
FAQ

Is this experience suitable for a surprise proposal?
Yes, the private and guided nature makes it perfect for a surprise proposal, allowing you to create a natural, memorable moment with professional support.
How long does the session last?
The session lasts approximately one hour, which is enough time to take multiple scenic shots without feeling rushed.
Where does the experience start?
It begins at Prince Waikiki at 6:00 AM. You’ll meet your photographer there, ready to start your personalized shoot.
Will I receive the photos afterward?
Absolutely. You will get high-quality edited photos, perfect for sharing or keeping as souvenirs of your Hawaii trip.
Can I cancel if the weather is bad?
Yes, the experience is weather-dependent. If conditions aren’t good, you’ll be offered a different date or a full refund.
Is this experience suitable for more than two people?
Yes, up to 15 people can participate, but it’s primarily designed for private, intimate moments—making it ideal for couples or small groups.
If a picture is worth a thousand words and memories, this experience offers a lovely way to capture a moment that’s truly worth a lifetime.
More Tour Reviews in Oahu
More Oahu experiences we've covered
- Restore Your Health Massage Special
- Waikiki Glass Bottom Boat Fireworks Tour
- Swim with Sharks Cage-Free from Oahu
- Private Professional Vacation Photoshoot in Oahu
- Plan Surprising/Secret Proposal Photo/Video in Hawaii Paradise
- West Oahu: Dolphin Watch & Snorkel Sail
- Group Surf Lesson in the Heart of Waikiki
- 30 Minutes SHARED Helicopter Tour in Honolulu
- Sunset sail Aboard Manakai Catamaran
- Personalized Private Pearl Harbor National Memorial Oahu Tours
- Private Driving Tour of Oahu Scenic South Shore
- Private Transfer from Waikiki to Honolulu (HLN) Airport
