Some moments feel almost too perfect to be real and CJ and Taylor’s surprise proposal at Tween Waters Resort in Captiva, Florida, was one of them. The calm Gulf breeze, the golden sunset, and their quiet laughter made it a night that captured everything beautiful about love in Southwest Florida.
CJ wanted the proposal to feel natural and heartfelt, something that reflected who they are. Tween Waters offered the perfect mix of elegance and ease, with gorgeous water views and a peaceful beachfront just steps away. Before dinner at the resort’s Crow’s Nest Steakhouse, he asked Taylor to take a walk along the beach to catch the sunset.
The timing was flawless. The sky glowed in soft pinks and golds as waves gently brushed the shore. Then, right there on the sand, CJ took Taylor’s hands and got down on one knee. It was simple, genuine, and absolutely perfect.

Tween Waters Engagement Photos: A Sunset Proposal
Taylor’s expression said it all: surprise, happiness, and pure love. She said yes, of course, and the two shared their first walk as an engaged couple beneath the pastel Florida sky. Taylor couldn’t stop smiling… or admiring her new ring. (And honestly, we don’t blame her.)
These are the moments we live for at Love Letters Co., helping couples plan and capture surprise proposals across Southwest Florida. From finding the right location to timing it with the sunset, we make sure everything runs seamlessly so you can focus on what matters most: asking the question.

Whether you’re dreaming of a quiet beach proposal like CJ and Taylor’s or something more elaborate, we help bring your vision to life through both planning and professional proposal photography and videography. The result? A collection of images and film that tell your story beautifully, naturally, romantically, and full of emotion.
Tween Waters Resort is one of our favorite proposal spots in Captiva. It offers a perfect mix of luxury and intimacy, the kind of place that feels private yet full of charm. Whether you’re dining at the Crow’s Nest or walking the beach at golden hour, it’s a location that photographs beautifully. Couples love it for engagement sessions too; it’s no surprise that Tween Waters engagement photos always glow with that signature Captiva sunset light.

Capturing Surprise Proposals in Southwest Florida
If you’re ready to plan your own surprise proposal, we’d love to help. Our team specializes in Southwest Florida photography for couples, proposal planning, and videography. Our goal is for you to relax and enjoy every second of your once-in-a-lifetime moment.
Because when you’re down on one knee, everything, from the light to the laughter, deserves to be unforgettable.
Planning your own surprise proposal?
Let’s create your story together. Contact Love Letters Co. for Captiva proposal photography and planning across Naples, Sanibel, and Southwest Florida.