Dare first entered the Miss Bikini Pageant in 2018 representing the state of Florida. She placed First Runner up to the national Miss Bikini Model title that year, missing the crown by only one point. In 2019, Dare decided to give it another shot and entered the pageant again, this time representing the Gold Coast. She won the Miss Bikini Model National title during Miami Swim Week, the busiest week of the year for the swimwear and resortwear industries.