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| Rosa Simms-Preston: Where Is the Below Deck Season 13 Stewardess Now? |
Rosa Simms-Preston has built a career that extends well beyond her appearance on Below Deck Season 13, continuing to develop her experience in the luxury yachting industry after years working in education and hospitality. Having moved from British boarding schools to life aboard multimillion-pound vessels, she has taken on increasingly senior roles while travelling across different parts of the world.
Her time on Bravo’s reality series offered viewers a glimpse of her life as a stewardess, but her professional journey is considerably bigger than what makes it into an episode. After all, working on a yacht means dealing with demanding guests, unpredictable schedules and colleagues who cannot exactly disappear into another office when things get awkward.
Rosa joined Below Deck Season 13 as one of the deck stewards, entering a workplace where teamwork and adaptability were essential. The crew lived and worked in close quarters, with demanding responsibilities leaving limited opportunities to switch off. Reflecting on the experience, she described the yacht as a homely environment where she found good friends and formed meaningful connections.
That sounds lovely, although anyone who has watched Below Deck knows that a floating workplace can turn even the smallest disagreement into a full-blown discussion. There is nowhere to hide, very little privacy and absolutely no convenient option to work from home when tensions rise. Despite the challenges, Rosa's experience gave her an opportunity to meet new people and navigate a very different working environment.
Before entering yachting in 2023, Rosa had already spent several years working in education, particularly in British boarding schools. Her earlier career involved supporting students, managing residential responsibilities and helping maintain an organised environment. From September 2018 to August 2020, she worked as Deputy Housemistress at Sexey's School in Bruton, England. She then moved to TASIS, The American School in England, in Surrey, where she worked in boarding support and served as Acting Deputy Housemistress between August 2020 and February 2021.
These positions required patience, emotional intelligence and strong organisational skills, all of which would prove useful when she eventually traded school corridors for yacht decks. Managing people is rarely straightforward, whether they are students or adults who suddenly discover that their towels have been folded incorrectly.
Rosa subsequently worked as an SEN 1-1 professional with Long-term Teachers Ltd in Bristol from September 2021 to February 2022. In April 2022, she launched Casa Rosa, her own cleaning and housekeeping business in Bristol, which she operated until May 2023. The venture involved providing cleaning services, home organisation and housekeeping support for clients.
Running a business gave her practical experience in managing responsibilities and meeting expectations, skills that translate naturally into the luxury service industry. When guests expect everything to be spotless and perfectly organised, enthusiasm alone will not save the day. Someone has to do the work, preferably before anybody starts asking why the room does not look like a five-star hotel brochure.
Her transition into yachting began in June 2023, when she secured a contract as a deckhand aboard M/Y Wyldecrest in Cannes, France. She also invested in developing her practical skills, earning her Powerboat Level 2 certification through Flying Fish and obtaining a Personal Watercraft qualification through Pembridge Powerboat Training in April 2023.
These qualifications helped establish her foundation in an industry that demands more than a polished appearance and the ability to carry a tray without spilling anything. Working aboard a yacht requires technical awareness, attention to detail and the willingness to take on tasks that can change at a moment's notice. It is glamorous from a distance, but the reality involves plenty of hard work behind the scenes.
Rosa continued expanding her experience throughout 2024 and 2025. Between May and August 2024, she worked as a chase boat deckhand and stewardess aboard Chasing Unicorn. She subsequently joined M/Y Akiko as a deckhand and stewardess from August 2024 until June 2025, working in Australia.
These positions allowed her to develop her experience across different vessels and working environments, strengthening her understanding of both deck operations and guest service. For anyone imagining yachting as an extended holiday with spectacular ocean views, Rosa's career offers a useful reminder that someone still has to keep the operation running while everyone else enjoys the scenery.
In June 2025, Rosa took another significant step when she became Chief Stewardess aboard Metsuyan IV, a 36-metre private and charter motor yacht operating in the Mediterranean. She remained in the position until September 2025 before moving into a Second Stewardess role aboard a 60-metre sailing yacht following a private worldwide itinerary.
The progression from deckhand to Chief Stewardess demonstrates how her responsibilities have evolved since she first entered the industry. Each position has offered opportunities to develop new skills, although seniority also brings greater expectations. Beautiful destinations might come with the job, but so do long working days, meticulous standards and the occasional reminder that a yacht does not run itself.
By May 2026, Rosa was celebrating three years in the yachting industry. That milestone marked a substantial change from her earlier work in education and housekeeping, highlighting how quickly her professional life had developed. Rather than remaining in one role, she has explored different responsibilities across several vessels and locations.
Her experience in both deck operations and interior service has given her a broader understanding of yacht life, while her previous career provided a foundation in organisation and people management. It is a fairly convincing example of transferable skills in action. Sometimes, the career change that looks unusual on paper turns out to make perfect sense once the practical experience starts adding up.
Away from work, Rosa's life appears to revolve around travel, outdoor activities and discovering unfamiliar places. She turned 28 in July 2026, and her adventures have taken her across Australia, including Western Australia, Darwin and the Great Barrier Reef, as well as to West Papua, Turkey, Spain and France. Her travels reflect the international nature of yachting, where a job can place someone in a completely different environment within a relatively short period.
Of course, constantly moving between destinations also means learning to appreciate new surroundings without assuming that every day will involve a postcard-worthy sunset. Sometimes the adventure is a spectacular coastline; sometimes it is simply finding your bearings in another country before the next working day begins.
One particularly memorable experience for Rosa was meeting Steve Irwin at Australia Zoo, a moment that stands out among her travels. Her interests also include music festivals, with visits to Somersault Festival and Glastonbury Festival showing that her life outside work includes plenty of opportunities to enjoy live music and outdoor celebrations.
these experiences offer a glimpse of someone who appears keen to make the most of her time away from the yacht. With a career that involves changing destinations and demanding schedules, finding opportunities to enjoy personal interests can be important. Even the most dedicated stewardess deserves time off without somebody asking whether the next activity has been properly organised.
Family also remains part of Rosa's story. She has a brother, Oscar Simms, whom she is immensely proud of, and her experiences suggest that personal relationships and the memories she creates matter alongside her professional ambitions. Life in yachting can involve long periods away from familiar surroundings, making connections with family and friends particularly valuable.
The industry may offer international travel and opportunities to build a career, but it can also make ordinary routines difficult to maintain. Staying connected with the people who matter becomes an important part of balancing the excitement of travelling with the realities of working far from home.
Our opinion is that Rosa's career development is one of the more interesting parts of her Below Deck story. Reality television tends to focus on interpersonal drama because disagreements make for compelling viewing, but professional growth is often the more revealing measure of someone's journey.
Rosa moved from education into housekeeping before entering yachting, and she has since worked across multiple vessels and taken on leadership responsibilities. That is a meaningful amount of change in a relatively short period. Her background also challenges the idea that a career in luxury hospitality must follow one predictable route. Skills developed in completely different workplaces can become valuable when the right opportunity comes along.
There is also something refreshing about a career that combines practical work with international travel. The lifestyle may look enviable when presented through beautiful locations and glamorous surroundings, but Rosa's experience highlights the effort required to make it sustainable.
Progressing from deckhand duties to senior interior positions takes more than enthusiasm; it requires reliability, adaptability and the ability to work with different people under pressure. Her background in boarding schools and running a housekeeping business seems particularly relevant here, even if neither experience could fully prepare someone for every surprise that life aboard a yacht might deliver. The real test is what happens when the plans change and the work still needs doing.
So, where is Rosa Simms-Preston now? Based on the latest career details available in this account, she had continued working in the yachting industry after her appearance on Below Deck Season 13, building on three years of experience and taking on positions aboard vessels operating in different parts of the world. Her precise current assignment after the reported Second Stewardess role has not been established, so it would be premature to claim she is still working aboard the same yacht.
Nevertheless, her career trajectory points towards an ongoing interest in developing her skills and exploring new opportunities. What do you think of Rosa's journey from British boarding schools to luxury yachts, and would you swap an ordinary working week for life at sea? Share your thoughts on her Below Deck experience and the career path you find most interesting.