When Jackson proposed a Hawaiian destination wedding on New Year's Day, he knew the end of the year would be festive. What he didn't realize was his laid-back, merry-and-bright style would be dwarfed by the dazzling spectacle of the Cusano family's plentiful traditions. Between exuberant celebrations, wedding planning, and reuniting with his former team for a charity surf tournament, Jackson feels the pressures of the season.

After Milo fries a massive Thanksgiving turkey, finds the perfect evergreen tree, lights up an ugly sweater competition, and plans a ceremony to marry his sexy surfer boyfriend, he's ready for a tropical getaway. In Hawaii, the sparkling sun can't outshine the rollicking adventures that started in Beachside. What's a more magical way to close the year than hula lessons, hiking excursions, and a Secret Santa gift exchange on the beach?

But as Jackson prepares to ride the North Shore waves, Milo struggles to embrace the joyful celebrations surrounding his fiancé's return to the same waters where a shark attack brought his surfing legacy to a violent halt. Even worse, the reunion with his team sparks rumors about Jackson rejoining the professional circuit—the career he left for a life in Beachside with Milo.

As the days tick down to their New Year's Day nuptials, and relationship-shattering secrets are revealed, Milo and Jackson must decide: Will they begin the New Year as newlyweds, or newly single?