Careers

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.