Below Deck Mediterranean returns for its fifth season with Captain Sandy Yawn at the helm of the mega-yacht Wellington, cruising one of the most desired yachting locations in the Mediterranean: Mallorca, Spain. After earning the Lead Deckhand title in season 2, Malia returns as Captain Sandy's first female Bosun, a role she hopes to grow into while commanding respect from her all-male deck team. Brazilian Chef, Kiko, tries to make a good first impression while having to overcome Captain Sandy's skepticism from last charter season's galley struggles. Hannah returns as Chief Stew in a new stage of her life, but immediately finds herself challenged by an experienced Second Stew. When the first guests arrive, cracks begin to surface as Hannah attempts to maintain control of her team.

Hannah struggles to get her Second Stew in line, and tensions reach a boiling point when Lara refuses to take direction from Hannah. In the galley, Kiko finds himself up against guests that are less than satisfied. Malia deals with a green deck crew and is forced to draw the line with Pete.

Romance is in bloom on the crew's first night out of the season, as Pete makes his move while Rob and Jess find themselves connecting on a deeper level. The second charter kicks off when guests with ties to the music industry arrive, but unforeseen circumstances immediately put the Wellington crew behind the eight ball. Meanwhile, Pete's attitude forces Malia into a difficult confrontation, and tensions between Hannah and Lara take a surprising new turn.

With bad weather rolling in and down her Second Stew, Hannah scrambles to manage the interior with only Jess to rely on. Captain Sandy and Malia draw a hard line with the deck team when they call the guys out for their questionable behavior. Kiko struggles to prepare a picnic lunch for the first off-boat excursion of the season. After surviving the charter, Hannah is rewarded with a Second Stew, but she quickly realizes the newest addition to her team may be more than she bargained for.

A blast from the past returns amidst a massive thunderstorm that threatens to keep The Wellington docked for their next charter. Rob and Jessica deepen their connection, while Pete's attitude continues to frustrate Malia. Meanwhile, Kiko is pushed to the limit by a group of new guests whose requests are incredibly demanding.

Kiko faces his biggest challenge yet when demanding charter guests invite friends to join a 6-course dinner. Hannah confronts Bugsy about their past, while Rob and Jess find their budding relationship threatened by a new revelation. Meanwhile, an unexpected injury threatens to upend the rest of the charter season.

An injured Jess fights to maintain her spot on the boat, while another crew member's inappropriate behavior finally catches up to him. Meanwhile, high-maintenance charter guests challenge the interior and expose cracks in Hannah and Bugsy's relationship. And after surviving a 72-plate dinner last charter, Kiko is faced with something equally challenging and he's once again put to the test.

After struggling through the first day of charter, Kiko fights to regain his footing with a demanding set of charter guests. While Hannah leans on an overworked Bugsy to carry an injured Jess, Captain Sandy becomes concerned about the interior's performance. Meanwhile, Malia looks to Rob and Alex to step up after she's forced to make a tough call that changes the exterior's dynamic. And a surprise complaint forces Captain Sandy to issue an ultimatum.

On a crew night out, Alex reveals his feelings to Bugsy while Hannah struggles to connect with the group. Meanwhile, Captain Sandy comes down on Jess for her performance in the laundry room, and an incident with the water toys forces Malia into an emergency rescue. With his job on the line, Kiko rallies himself for a successful charter, but a Vegas-themed dinner threatens to unravel everything.

Captain Sandy and Kiko find themselves at a crossroad after a critical dinner, while Hannah fights to maintain control under the weight of a stressful season. On a guest excursion into Valldemossa, Rob and Jess up the ante in their relationship.

Andy Cohen hosts Below Deck Mediterranean Reunion Part One.