Tess & Matthew

June 20, 2026 • Port Perry, ON, Canada
17 Days To Go!

Tess & Matthew

June 20, 2026 • Port Perry, ON, Canada
17 Days To Go!

Our Engagement Day

On Tuesday, August 26, our journey began around 9:00 a.m. as we left Moncton, New Brunswick. The skies were gloomy as we crossed the Confederation Bridge into Prince Edward Island, but in my pocket was a secret I carried all day—the ring I would use to ask Tess to be my wife.


By late morning, we arrived in Charlottetown. Just as we stepped out, the skies finally opened and rain poured down. I thought about asking her then, but it didn’t feel right. We pressed on, still chasing clearer skies.


Around early afternoon, we reached Cavendish Beach. The setting was beautiful, but another wave of rain sent us running back to the car. A second chance had slipped away, and I could only hope the right moment was still ahead.


By late afternoon, we made it to Summerside. The rain lifted, and the sun finally broke through, casting light across the pier. Tess noticed the Shipyard patio opening for dinner and suggested we stop there. Normally, I never turn down food, but I smiled and told her, “I’ll be hungry for dinner only after we’ve walked to the lighthouse and back.” She agreed, and we set off down the pier.


It was just after 7:00 p.m. when we reached the lighthouse. The waves were calm, the light was golden, and everything felt perfectly still. With my heart racing, I dropped to one knee and asked Tess to be my wife. She said yes.


We walked back to the Shipyard patio, now with a joy unlike anything we’d felt before, and celebrated with dinner as the sun set across the water.


What began with gloomy skies and missed opportunities ended in the most perfect place, at the most perfect time. The Man above guided us through every step of that day, leading us to the moment that began our union and brings us now to our wedding day with all of you.