Jason and Amy
Couple Jason and Amy, famously hailing from Boston, won The Amazing Race 23. The couple came in second six times throughout the Race, always gunning for that number one spot. They succeeded by winning the tenth leg, and taking home the grand prize in the final leg.
Amy was a former pageant girl and won Miss Rhode Island in 2008, and also competed in Miss Earth in 2009. Jason and Amy got engaged last year and have a wedding planned for 2015.