What Happened To Captain Glenn Shephard After Below Deck Sailing Yacht Season 5?

As the captain of Below Deck Sailing Yacht, Glenn Shephard has been quite busy since season 4 wrapped. The show debuted in 2020, becoming the third spin-off in the Below Deck franchise. Maintaining the format of its predecessors, the series spotlights the lives of the crew working aboard luxury sailing yachts. Captain Glenn joined the first season of Below Deck Sailing Yacht and has remained a prominent presence in the series. Season 2 saw the introduction of the show’s longtime stars, Gary King and Daisy Kelliher. Despite early success, the show caught heat when Gary was accused of sexual misconduct.

The show was seemingly filming for season 5 with the First Officer when the allegations were made public. Gary’s inclusion in the new season has raised questions, including if he was fired mid-season or edited out from the show’s narrative. The future of Below Deck Sailing Yacht is uncertain, though the show will likely return for BDSY season 5. Even in the wake of the accusations, Gary hasn’t taken any accountability for his actions, which fans have called out for being “problematic” and “creepy.” Despite the controversy surrounding the show, Captain Glenn has continued to thrive in his professional and personal life.

Captain Glenn Is Vacationing With His Girlfriend

Captain Glenn Enjoyed Time Off

After Below Deck Sailing Yacht season 4, Captain Glenn enjoyed a well-deserved vacation with his girlfriend, Danelis “Dani” Jimenez. The two shared pictures on Instagram in destinations such as Marmaris, Tomb Bay, and Symi Harbour. In one photo on Captain Glenn’s page, he and Dani posed in front of a gorgeous backdrop along the Oia, Thira Santorini coast. In the caption, he wrote that Santorini was “one of those places, no matter how many times you’ve been there, it always blows you away.” Captain Glenn hinted at more adventures with Dani to come, revealing they’d “already moved onto Folegandros.”

Captain Glenn Met Up With Some Below Deck Alums

Captain Glenn Posed With Captain Sandy & Captain Kerry

While attending the 2024 Miami International Boatshow, the captain met up with other notable Below Deck alum. Captain Glenn shared a series of photos with Captain Sandy Yawn from Below Deck Mediterranean and Captain Kerry Titheradge from the mainstay series. They posed for a photo at dinner, a shot at the boat show, and a photo with Below Deck season 10 deckhand Katie Glaser. The franchise captains seemed to be getting along great, and Captain Glenn shared his admiration for his peers in the caption of the post, writing that the experience was “amazing.”

Captain Glenn's Journey On Below Deck Sailing Yacht

Captain Glenn Clashed With Daisy During Season 5

Captain Glenn is known for his cool, calm, and collected demeanor. He’s a very relaxed captain, though he dealt with stressful moments during Below Deck Sailing Yacht season 5. Notably, Captain Glenn clashed with Daisy, the longtime series Chief Stew. For the first time on the show, Daisy dealt with personal conflict in her love triangle with Gary and Colin Macrae. At times, her performance as Chief Stew faltered, and Captain Glenn showed her tough love. They had rifts in their relationship for the first time but managed to end the season on better terms.

Will Captain Glenn Return For Below Deck Sailing Yacht Season 6?

There Are Rumors Surrounding Captain Glenn’s Return

Below Deck Sailing Yacht Season 4 Crew standing in a triangle for promo pic — Below Deck Sailing Yacht Season 4 Crew

Captain Glenn returned for Below Deck Sailing Yacht season 5. He was spotted filming for the show’s fifth installment in Ibiza in June 2023, per a post on Reddit by user Take_Me_To_Ibiza. It would be odd if the show decided to replace Captain Glenn after a successful fifth season. He is the face of the spin-off, and despite the controversy surrounding his crew members, he’s been a great captain on the show. Below Deck fans will be excited to see Captain Glenn in season 6, but the main question will be if Gary is going to be featured on the show.

What Is Captain Glenn Up To In 2025?

Captain Glenn Shephard from Below Deck Sailing Yacht in two montages in peach shirt with blue background — Captain Glenn Shephard from Below Deck Sailing Yacht

In 2025, it seems Glenn may have taken a short break from yachting to travel with his girlfriend, Danelis. According to Glenn's Instagram page, he's been traveling to several different places around the world in 2025. The most recent place he visited was Saba Island in the Caribbean. Glenn wanted his followers to guess where he was, and one lucky fan got it right. According to sabatourism.com, Saba is southwest of St. Maarten, which is just a 12-minute flight or 90-minute ferry ride.

Before heading to Saba, Captain Glenn was on the other side of the world, in London, England. He headed to Picadilly Circus and confirmed in an Instagram post he's been to London at least "60 times." Before London, Glenn was in Italy, which isn't too far from England. Glenn took a photo with Danelis in Venice and was even in the mountains of Cortina for a bit. Glenn shared some time he spent in Germany and even Spain.

Captain Glenn is always up for an adventure, which he has been doing throughout 2025. While it's unclear what his status is for Below Deck Sailing Yacht season 6, it would be shocking if he didn't return. In the meantime. Glenn is enjoying his off time traveling the world.

Below Deck Sailing Yacht seasons 1-5 are available to stream on Peacock.

Sources: Glenn Shephard/Instagram, Glenn Shephard/Instagram, Take_Me_To_Ibiza/Reddit, sabatourism.com