The evening started on two separate boats, but it was smooth sailing for Kaitlyn and Drew once a friend introduced them at the Captain Harbor Friday Night Series at Old Greenwich Yacht Club.
Ken and Liz met during their first year of law school, where as fate would have it, the two were placed in all of the same classes.
Keely and Colin’s relationship started on a high note. Mutual friends introduced the pair at the Governor’s Ball Music Festival in New York City.
After a chance meeting at a birthday party, Alex and Sarah received the gift of a lifetime—each other.
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Like something out of a Hollywood script, Ralph and Brooke first locked eyes in the elevator of their Manhattan apartment building on one fateful afternoon.
Rachel and William met in Manhattan at a birthday party for Rachel’s brother, Max.
When David Keating became friends with Cyrus Gentry at Cornell University, little did he know the friendship would lead to David meeting his bride.
When Lily de Jongh Downing and David Yudain first met, their conversation almost immediately went to horses.
Natalie and Win met at the King Cole Bar in the St. Regis Hotel. They hit it off immediately, discovering a shared curiosity for travel and culture.
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Josh and Sarah first met during their freshman year at Bowdoin College, yet it took some time for the pair to become an item.
Holly and Porter met while teaching third grade at Greenwich Country Day School.
Heidi and James met at a benefit for Hudson River Community Sailing in New York, where ironically they were the only non-sailors. They struck up a conversation and discovered that they had several interests in common, including running marathons and playing squash.
Emily and Stephen met on a snowy night at Davy Byrnes bar in Port Chester.
Katelyn and James met on the first day of college, where both were recruited coxswains for the Syracuse Rowing women’s and men’s teams.
Jean and Christophe are a pair made in investment heaven.
Brian and Evan’s sense of adventure make them a great fit.
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Mark and Lacey met on a Sunday afternoon at a sports bar on the Upper East Side. Both were with different groups of friends, but Mark could not help but notice Lacey and approached her.
John, who goes by Casey, and Emilie first met when he moved to Chicago from San Francisco. Emilie had been living in Chicago for a few years and met Casey through a mutual friend, Peter Kearney (Peter would later serve as an usher in their wedding).
Allan and Julia are good old-fashioned high school sweethearts. The pair met during their senior year in high school through a mutual friend, and the rest is history.
Todd and Meg first met at a party of a mutual friend and quickly learned they had many friends in common, had attended Brunswick and Greenwich Academy respectively and that their families were acquaintances in the 70s.
Ashton and Calin first crossed paths in the lovely town of Saratoga Springs, where Ashton was studying at Skidmore College and Calin was working at the nuclear power plant run by the U.S. Navy.
Marc and Patte found each other using the online dating website JDate. When they decided to meet for the first time, they picked Starbucks on Greenwich Avenue.
Neal and Kelly met during their freshman year at Franklin & Marshall College and became fast friends. Their mutual love of good food, fun and family made them fall for each other quickly.
Time to shed the Uggs and down puffers and put some pep in your summer step.