Island Caretaker (Seasonal)

We are seeking a dependable, hands-on Island Caretaker to oversee the day-to-day upkeep and operation of Nautilus Island in Castine, Maine. This is a unique, seasonal opportunity for someone who enjoys working independently, takes pride in maintaining beautiful spaces, and is comfortable living and working in a remote coastal environment May through October. We are ideally looking for someone interested in returning season after season.

What Makes This Role Unique:

• Opportunity to live and work in a beautiful, private island setting

• High level of autonomy and ownership over your work

• Ideal for someone who enjoys nature, solitude, and hands-on work

Key Responsibilities:

• Open and prepare the island for the season in May; close and winterize in October

• Perform general maintenance and repairs across buildings and grounds

• Handle basic plumbing, painting, carpentry, and upkeep projects

• Maintain cleanliness and functionality of all structures and outdoor spaces

• Operate and navigate a small boat for transportation, errands, and light logistics

• Monitor island systems (water, power, etc.) and address issues as they arise

• Coordinate with vendors or contractors when needed

• Ensure the island remains safe, functional, and well-maintained throughout the season

Qualifications:

• Strong general handyman skills (plumbing, painting, light carpentry, etc.)

• Comfortable operating a small boat (experience preferred)

• Self-sufficient, proactive, and able to work independently

• Strong problem-solving skills and attention to detail

• Physically capable of performing maintenance tasks in an outdoor environment

• Prior experience in property maintenance, facilities, or similar roles preferred

• Willingness and interest in returning for future seasons

If you’re someone who takes pride in maintaining spaces, enjoys coastal living, and thrives in an independent role, this could be a great fit.

Salary : $60,000