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  • Writer's pictureBrittany Strebbing

Real Weddings: Jess and Caleb’s Key West Elopement

Jess and Caleb’s Key West Elopement: A Sunset Sailboat Wedding

When Jess and Caleb decided to elope, they chose Key West for its unique charm and stunning scenery., a stark contrast to their home state of Virginia! Their vow exchange took place aboard the sailboat Blue Ice, with a sunset ceremony that highlighted the natural beauty of the Florida Keys. Here’s a look at their unforgettable elopement, marked by serene waters and a spectacular sunset.


Key West Elopement Key west photographer sailboat

Portraits at the Marina

Before they boarded the sailboat, we took portraits around the Key West marina. With the marina’s vibrant colors , Jess and Caleb’s portraits captured their excitement and the anticipation of the ceremony. Jess’s stunning gown and Caleb’s classic suit were a perfect match for the tropical setting. Jess's incredible tropical bouquet really complimented the surrounding beauty of Key West.


Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat

A Sunset Ceremony

As Blue Ice set sail, Jess and Caleb exchanged vows with the sunset as their backdrop. The ceremony, conducted by Captain Bruce, was intimate and heartfelt. The setting sun cast a beautiful array of colors across the sky, creating a stunning and peaceful atmosphere. The calm waters and vibrant sunset hues made for a striking backdrop to their vows, marking the start of their new journey together.


Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat

Capturing the Moment

The sunset on their wedding day was a highlight, with the sky reflecting off the serene waters and adding a magical touch to the ceremony. Jess and Caleb’s happiness and connection were evident in every photograph, capturing the essence of their special day. The natural beauty of Key West provided a perfect setting for their elopement, making their wedding truly memorable.


Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat
Key West Elopement Key west photographer sailboat

Final Thoughts

Jess and Caleb’s elopement in Key West was a beautiful and personal celebration of their love. We’re grateful to have been part of their special day and to have captured these meaningful moments.


For couples considering an elopement or a destination wedding, Key West offers a picturesque setting that’s hard to beat. If Jess and Caleb’s sailboat wedding has inspired you, we’d be excited to help you create your own unforgettable wedding experience.


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