Careers
Step into a rewarding career at Cupitt's Estate, where stunning surroundings and a passionate team await you
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Join the Cupitt’s Estate Team
Work in one of the South Coast’s most stunning settings alongside a passionate, down-to-earth team.
As a leading hospitality and tourism destination in the Shoalhaven region, Cupitt’s Estate offers more than just a job. We’re a family-owned business with a deep love for artisan products, heartfelt hospitality, and creating genuine connections for our guests and for our people.
We pride ourselves on creating a workplace where you can grow, feel supported, and love coming to work each day.
Why You'll Love Working With Us
- Join a close-knit team that values collaboration, curiosity, and camaraderie.
- Enjoy flexible scheduling, supportive management, and a healthy work-life balance.
- Grow with us through training, mentorship, and career development opportunities.
- Take part in our vision to deliver joyful, wine-first, people-led experiences.
- Soak up the scenery every day, this is one of Australia’s most beautiful places to work.
Our Commitment to Our Team
We’re committed to nurturing talent and helping every team member thrive. You’ll have the chance to cross-train across areas like the winery, kitchen, events, restaurant, gardens and guest services, and be supported with ongoing personal and professional development in a positive, inclusive environment.
Work Perks
- Nutritious staff meals every shift
- Tailored training and education opportunities
- Regular tastings of our wine, beer, and food made on-site
- Social events: bonfires, trivia nights, and fun team parties
- Wellness activitie like hikes and yoga
- Flexible work arrangements that suit your lifestyle
- A welcoming, family-friendly culture we’re proud of
- Generous discounts across wine, food, accommodation and retail
- Employment Assistance Program to support your mental health
- Recognition programs: MVP, Employee of the Year, and young team rewards
- Cupitt’s Kudos, our internal reward platform for peer recognition
- Working in a beautiful, inspiring setting every single day
Our Teams
- Wine– Winemaking, wine experiences and sales
- Gardens & Grounds– Landscape and property care
- Dining & Beverage– Kitchen, FOH, bar and cellar door
- Accommodation– Housekeeping and guest services
- Business Admin– Marketing, events, finance, HR, wine club
Get in Touch
If you’re passionate about hospitality, craftsmanship, and connecting with people we’d love to hear from you.
Send your cover letter and CV toamy@cupitt.com.auand let us know which team you'd love to join. Even if we’re not actively hiring, we’re always growing and looking for great people. Your dream role might be just around the corner.
Roles Available
Join Our Team at Cupitt’s Estate!
Executive Chef
Bring your culinary leadership to a truly unique destination where farm-grown flavours, handcrafted wines, and relaxed coastal living come together.
Join a purpose-driven hospitality team where creativity, connection, and care are at the core of everything we do. Here, you'll cook with fresh, local, and estate-grown produce, straight from our kitchen garden, while collaborating with passionate winemakers and producers.Â
We celebrate seasonality, sustainability, and the craft of food and wine, creating experiences that are thoughtful and memorable. Our supportive, values-led culture prioritises growth, gratitude, and balance, offering a flexible, positive work environment.
If this sounds like the right fit for you, apply online, or send your application to amy@cupitt.com.au
Commis Chef
Love cooking? Want to grow in a kitchen that values creativity, care and great local food? We’re on the lookout for a motivated Commis Chef to join our team at Cupitt’s Estate. This is a hands-on role where you’ll learn from experienced chefs, support daily kitchen operations, and take pride in producing beautiful dishes for our guests, whether they’re dining in the restaurant or enjoying a relaxed lunch on the lawn.
You’ll be part of a collaborative, positive kitchen culture that values people as much as produce. We’re looking for someone who’s organised, passionate, curious, and excited to grow in a fast-paced, high-standard kitchen environment.
Apply online or send an application at amy@cupitt.com.au
Join Our Team at Cupitt’s Estate!
Casual Housekeeper
We’re looking for a reliable, detail-oriented individual to help maintain our accommodation and front-of-house areas to the highest standard.
What we’re looking for:
✔ A strong work ethic and keen eye for detail
✔ A team player who can also work independently
✔ Flexibility to work across a 7-day roster
✔ Physically fit and ready for hands-on tasks
✔ Leadership potential is a plus – room to grow with us!
Send a cover letter and CV to amy@cupitt.com.au
