Tired of the New York City dating scene, singles Ashleigh, Kesun, Kris, and Reagan put their fate – and dating app profiles – in the hands of a film crew as they arrive in Asheville for the first of an eight-stop journey to find love.

While Miami brings the heat for Kris and Kesun, Ash makes a tough decision, and Reagan struggles to share a highly personal detail in her dates.

Despite continuing his connection with Derrek, Kris decides to keep his options open as the singles explore all that Austin has to offer. Meanwhile, Kesun falls head over heels for a new match, and Ash reveals a game-changing secret.

In New Orleans, a romantic tarot reading gives the singles a look into their dating futures for better or worse. But while sparks continue to fly for Kesun, Ash, and Reagan, Kris struggles to open up to his matches.

Previous connections begin to blossom as the singles bring past dates to Santa Fe in hopes of deepening their relationships.

After the singles reflect on their ongoing dating escapades while in Boulder, an unexpected Date Zero connection complicates things for Ash. Later, Reagan encounters an unfortunate obstacle, and a minor heartbreak helps Kris find his inner voice.