Is that a ring box in your pocket?

The giant bulge in the front pocket of his jeans was a dead giveaway. What else could a two-inch square be but a box containing an engagement ring? But Joanne, the lovely “fiancee-to-be,” asked no questions as they boarded Riviera and made themselves comfortable. She had resigned herself to enjoy the lavish attention shown by Milad, her boyfriend of 3 years.

Milad requested a noon departure on Saturday so that both families could witness the proposal from shore and meet us back at the slip, which was another layer of surprise for Joanne. Providing, of course, that she says “yes” to the marriage.

Typically, we plan a proposal cruise on a quiet evening with just a few other boats, a mild breeze, and a setting sun. Yesterday, however, was anything but typical.

Sailing in the bay last Saturday was like navigating a rubber ducky in a washing machine. The weather conditions were perfect! 78 degrees and a steady 14 kt breeze brought everyone to the water. Sightseeing tours, charter boats, large motor yachts, and jet skies churned the bay. Adding to the confusion was the largest summertime water event on San Diego Bay—the annual Sharp HospiceCare Benefit Sailing Regatta. Although crowded, the scene was breathtaking. A cornucopia of spinnakers ballooned as the sailing yachts raced toward us on a downwind run to the Coronado Bridge.

The pre-arranged “go-time” for Milad to propose was 1:30 PM. I had 30 minutes to navigate upwind, weave through a gauntlet of racing sailboats, and get to a calmer spot on the bay. Milad and Joanne sat on the bow, sipping Aperol spritzers, lost in their romance and oblivious to the navigational maze ahead of us.

Not wanting to impede the race, I did my best to dodge and avoid the racing yachts. The scene was chaotic and not for the timid or inexperienced sailor. For me, this was a blast! Time slowed as I calculated speed, wind direction, and distance, avoiding collisions and ensuring my guests were comfortable.

Right on cue, I guided Riviera into the quiet inlet near Portside Pier. With the majestic Star of India as the backdrop, Milad dropped to one knee, and, to no one’s surprise, Joanne said “yes”!

Returning to the dock, I was surprised by the large Chaldean family, who joyously welcomed the newly engaged couple with ululations and shrill cheers from the women. I had my camera in one hand and the yacht’s wheel in the other as I backed Riviera into the slip. Congratulations all around as Milad and Joanne stepped off the boat and into the arms of their families.

Riviera is the most romantic and unique spot in San Diego to propose. There’s simply nothing like it! It’s been the summer of love, with several couples choosing to begin their marriages with a proposal aboard Riviera while we cruise the San Diego Bay. In the process, I’ve become a “nautical cupid,” providing perfect sailing conditions while photographing the precise moment that frames the telling gesture.

Here’s to LOVE!

Fair Winds & Following Seas,
Paul & Victoria

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