These two met as freshmen at Virginia Tech and started dating just a few months later. Since they are both coastal people who love spending time on the water, Claiborne was the perfect setting for their engagement session. We explored the beach and docks, taking advantage of the beautiful waterfront views along the way. Being near the...
Grace thought she had planned the perfect birthday weekend for Evan in St. Michaels, but Evan had a pretty big surprise of his own! For their birthdays, Evan and Grace love visiting new places together and planning fun experiences. This year, Grace chose St. Michaels to celebrate Evan’s birthday and wanted to include a sail during their...
After more than five years together, Doug planned the perfect surprise for Emmy aboard Epiphany, the sailing catamaran with St. Michaels Sailing Charters. Emmy thought they were simply heading out for a wine tasting sail on the Chesapeake Bay. Once the sails were raised, Doug brought her to the bow and surprised her by getting down on...
Some moments are worth the wait. Justin and Abby first met as sophomores in college, and after seven wonderful years together, it was time to pop the question. He chose the perfect setting—a sunset sail aboard the historic 1935 ketch Lady Patty with St. Michaels Sailing Charters. As the Chesapeake Bay breeze filled the sails and the evening...
Jessica and Janie celebrated a day that was uniquely their own. After exchanging vows at Muskrat Park in St. Michaels, officiated by a close friend who became ordained for the occasion, they headed to Harris Cove Cottages to celebrate the start of married life together. Nestled along the Miles River, Harris Cove Cottages provided the perfect backdrop for portraits,...
Samson planned the perfect surprise proposal aboard the historic 1935 ketch Lady Patty with St. Michaels Sailing Charters, with help from Tori’s sister and one of her closest friends. Tori didn’t even know they were going sailing until the last minute! As they enjoyed taking photos of each other under sail, Samson led Tori to the bow and...
Some proposals take months of planning, and Rafael made sure every detail was just right. To keep the surprise, I traded my camera bag for an Inn at Perry Cabin polo shirt and hat, blending in as part of the sailing crew for the afternoon. As Rafael and Lily relaxed aboard their private sail, she had...
For Frankie, St. Michaels has always been a special place. She spent summers here growing up with her family, often alongside her best friend, Suzie. So when Nick decided it was time to propose, he chose the place that meant so much to her—even though he had never been to St. Michaels himself. After meeting...
Brock planned the perfect surprise proposal overlooking the Chesapeake Bay in Claiborne, Maryland. To stay undercover, I sat on a beach blanket reading my Kindle while waiting for the big moment. As they reached the shoreline, Brock dropped to one knee, and Megan happily said yes with the bay as their backdrop. The surprises didn’t...
Logan and Lila’s first visit to St. Michaels, Maryland became one they’ll never forget. The two met while attending the College of William & Mary, and Logan planned the perfect surprise proposal aboard Epiphany with St. Michaels Sailing Charters on the Chesapeake Bay. Beneath the colorful sail, Logan proposed with a stunning green diamond engagement ring, and...
