With a nod to the past, Nell tries to save the Wish Fountain; Abby discovers a never-opened letter that she sent to Trace; Mick inherits a sailboat and reunites with his brother Thomas; and Bree welcomes an old friend back into her life. After Kevin witnesses a secret hug, Connor's future is thrown and Jess's future beckons with an invitation from everyone's favorite chef.

While Jess and Bree discover David's parents' secret plans, Abby joins Trace on tour, realizing that it will be impossible to stay clear of Trace's newfound fame. Thomas's vow renewal sparks Mick and Megan to re-examine their own relationship, as Connor reconciles with Kevin.

On the eve of the Chesapeake Shores Regatta, with Mick recruiting family members to join him on the water, Abby finally has to make a decision whether or not to break up with Trace for good. Meanwhile, Bree's relationship with Simon is rocked when Caroline appears, and David and Jess have to finally figure out their relationship without the B&B. In a surprise twist, a letter from Ireland might decide Nell's future.