Glenn Shephard, the captain of Below Deck Sailing Yacht, has had an eventful period following the conclusion of season 4. Since its inception in 2020, the show has carved out a unique niche as the third spin-off within the acclaimed Below Deck franchise, capturing the behind-the-scenes dynamics of crews aboard luxury sailing vessels. Captain Glenn’s steadfast presence has been a hallmark of the series since its very first season. The introduction of notable cast members like Gary King and Daisy Kelliher in season 2 further energized the show’s appeal. However, the series faced backlash when allegations of sexual misconduct surfaced against Gary.
Filming for season 5 was reportedly ongoing when these allegations emerged, leading to speculation regarding Gary’s future on the show—whether he would be let go mid-season or simply edited out of the story. As Below Deck Sailing Yacht approaches its anticipated return, uncertainty looms over its trajectory. Despite the turmoil, Captain Glenn has steadfastly maintained a positive personal and professional outlook.
Captain Glenn’s Recent Vacation with His Girlfriend
Enjoying Quality Time Off
After wrapping up an eventful season 4, Captain Glenn took a well-deserved break, spending quality time with his girlfriend, Danelis “Dani” Jimenez. The couple documented their adventures on Instagram, visiting picturesque locations like Marmaris, Tomb Bay, and Symi Harbour. One highlight was a stunning photo captured on the coast of Oia in Santorini, where Glenn remarked that the breathtaking scenery never fails to impress, regardless of how often one visits. Their journey continued as they explored Folegandros, with promises of more adventures ahead.
Reunion with Below Deck Alumni
Time Spent with Fellow Captains
During the 2024 Miami International Boat Show, Captain Glenn connected with other esteemed Below Deck alumni, including Captain Sandy Yawn from Below Deck Mediterranean and Captain Kerry Titheradge from the original series. Glenn shared several photos from their gathering, showcasing the camaraderie among the franchise’s captains. In his social media post, he expressed his appreciation for the day, calling the experience “amazing.”
Captain Glenn’s Ongoing Journey
Facing Challenges in Season 5
Known for his composed and easygoing approach, Captain Glenn faced unique challenges during season 5 of Below Deck Sailing Yacht. He encountered tension with Daisy, the Chief Stew, amidst her entangled love triangle involving Gary and Colin Macrae. This season marked a significant moment for Daisy as she grappled with personal issues that sometimes impacted her professional performance. Captain Glenn provided her with guidance, balancing tough love and support, ultimately leading to improved relations by season’s end.
The Future of Captain Glenn on Below Deck Sailing Yacht
Speculations Surrounding His Return
Captain Glenn is set to return for season 5 of Below Deck Sailing Yacht, with updates suggesting he was spotted filming in Ibiza in June 2023, according to reports shared on Reddit. Given his iconic status as the series’ face, it’s unlikely the show would opt for a replacement. Despite the controversies surrounding his crew, Glenn’s leadership remains highly regarded, leaving fans eager for his return in season 6. The primary concern lies in whether Gary will still be part of the upcoming storyline.
Captain Glenn’s Plans for 2025
Looking ahead to 2025, Captain Glenn seems to be taking a brief hiatus from yachting, opting to explore the world alongside his girlfriend, Danelis. His Instagram reveals a series of travels, with Saba Island in the Caribbean being one of the latest destinations he visited. Sharing photos, he invited his followers to guess the location, with one lucky fan guessing correctly. Saba, known for its stunning natural beauty, is quickly becoming a favorite travel spot.
Before his Caribbean escapade, Glenn was in London, where he humorously noted that he had visited the city about “60 times.”His travels also took him to Venice, Italy, soaking up the rich culture and beautiful scenery, followed by excursions in Germany and Spain. As an adventurer at heart, he continues enjoying his time off while the future status of Below Deck Sailing Yacht season 6 hovering, anticipation builds for his potential return.
For fans wishing to catch up, all seasons of Below Deck Sailing Yacht from 1 to 5 are currently available for streaming on Peacock.
Sources:
Glenn Shephard,
Take_Me_To_Ibiza,
sabatourism.com