Careers

Step into a rewarding career at Cupitt's Estate, where stunning surroundings and a passionate team await you

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

Commis Chef – Full-Time

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.

What we’re looking for:

A love of food and a willingness to learn

Strong foundational cooking skills and attention to detail

A positive team attitude – someone who supports and uplifts others

Good communication and time management

Curiosity about wine and how it complements the menu (we’ll teach you more!)

What you’ll get at Cupitt’s:

A team that genuinely enjoys working together

A kitchen that values learning, collaboration and precision

A workplace driven by values: Grow & Evolve, Create Joy, Express Gratitude, Adapt with Optimism, Drive Solutions.

If you're ready to roll up your sleeves, sharpen your skills and work alongside a passionate, down-to-earth crew – we’d love to hear from you.

Join Our Team at Cupitt’s Estate! Join Our Team at Cupitt’s Estate!

Join Our Team at Cupitt’s Estate!

Casual Cook

At Cupitt’s Estate, we believe in creating beautiful dishes and memorable experiences in a welcoming, positive environment. If you’re passionate about cooking and looking to grow in your culinary career, we’d love to hear from you.

We are looking for someone with experience in a kitchen or a strong passion for cooking, along with excellent communication and interpersonal skills. The role involves preparing and cooking dishes with care and enthusiasm, as well as an eagerness to learn from a talented team of chefs in a collaborative environment.

If this sounds like the right fit for you, apply online, or send your application to amy@cupitt.com.au

Join Our Team at Cupitt’s Estate! Join Our Team at Cupitt’s Estate!

Join Our Team at Cupitt’s Estate!

Front of House All-rounder

Love wine, food, events, and creating memorable guest experiences?

We’re on the lookout for multiple Front of House all-rounders to join our team at Cupitt’s Estate. If you thrive in a fast-paced service environment and bring energy, professionalism, and a love of hospitality to every shift, we’d love to hear from you.

Send your CV and cover letter to amy@cupitt.com.au

Join Our Team at Cupitt’s Estate! Join Our Team at Cupitt’s Estate!

Join Our Team at Cupitt’s Estate!

Cellar Door Assistant

Love wine, food, and people? We’re looking for a warm, energetic team player to join us at Cupitt’s Estate. You’ll be at the heart of our wine brand, welcoming guests, guiding tastings, and sharing the stories behind our wines to help grow our wine club and customer community.

The role is varied — one moment you might be leading a tasting, the next supporting the front-of-house team with food service or packing an online order. What matters most is bringing good energy, great service, and a solutions-focused attitude to every guest.

Send your CV and cover letter to amy@cupitt.com.au

Join Our Team at Cupitt’s Estate! Join Our Team at Cupitt’s Estate!

Join Our Team at Cupitt’s Estate!

Kitchen Hand

We’re looking for a casual Kitchen Hand to support our kitchen team in delivering exceptional food and service. Join our friendly, fast-paced kitchen team! We’re after someone positive, organised, and ready for hands-on work. You’ll need to follow instructions, keep things clean and safe, and be available on weekends or evenings.

Send a cover letter and your CV to amy@cupitt.com.au

Join Our Team at Cupitt’s Estate! Join Our Team at Cupitt’s Estate!

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

Join Our Team at Cupitt’s Estate! Join Our Team at Cupitt’s Estate!

Join Our Team at Cupitt’s Estate!

Shift Supervisor - Front of House

About the Role

As a Shift Supervisor at Cupitt’s Estate, you’ll play a key role in delivering our signature warm, seamless hospitality. Supporting the FOH Manager and FOH Assistant Manager, you’ll help lead daily service across our restaurant, bar, events, and outdoor dining areas.

From warmly greeting guests to guiding them through our estate-made wines and seasonal menu, you’ll ensure every visit feels personal and memorable. You’ll also assist with team leadership during shifts, maintain high service standards, contribute to staff training, and help create a smooth and safe experience for both guests and team members.

To apply, click the link or send a cover letter and CV to amy@cupitt.com.au