Boat Captain

JMH Companies•Miami, FL

1d•$100,000 - $100,000

About The Position

ISLAND MANAGER & YACHT CAPTAIN Private Family Estate – Maine & U.S. Virgin Islands A private family seeks a highly capable, hands-on professional to serve in a dual seasonal role: May–October: Island Manager of a 37-acre private estate in Castine, Maine October–May: Captain of a 63’ Hatteras motor yacht based in the U.S. Virgin Islands This is not a clock-watching job. It is an ownership mindset role. We are looking for a long-term steward who takes pride in readiness, order, and quiet excellence. THE ROLE Island Season (Maine – May through October) Maintain all residences, grounds, docks, and infrastructure to first-class standards Oversee housekeeper, chef support, and grounds staff Coordinate provisioning and assist chef as needed Manage vendors and maintenance Ensure safety protocols and property security Perform detailed accounting tracking with New Orleans accounting staff Yacht Season (Caribbean – October through May) Captain and operate 63’ Hatteras motor yacht Maintain all systems to true “game-ready” condition Perform onboard cooking and provisioning Handle all yacht laundry and guest readiness Maintain logs, maintenance schedules, and safety compliance Ensure vessel is never unattended for more than three weeks WHAT “GOOD” LOOKS LIKE The right candidate: Leaves nothing half-done Is comfortable being solely responsible for high-value assets Plans time off around readiness — not the other way around Asks for approval before scheduling time away Communicates clearly and early Presents problems with solutions Is systems-oriented and disciplined If the owner showed up unannounced, the boat and island would be ready. WHAT THIS ROLE IS NOT Not a rotational crew job Not a seasonal hobby position Not a “lifestyle” posting Not suitable for someone who needs constant direction This is a professional stewardship position requiring maturity, judgment, and personal accountability.

Requirements

Proven experience captaining similar-sized motor yachts
Strong mechanical aptitude and troubleshooting ability
Comfortable cooking and managing onboard hospitality
Experience overseeing property or estate operations preferred
Clean record and professional references
Willingness to reside in Castine, Maine during island season

Nice To Haves

Experience overseeing property or estate operations

Responsibilities

Maintain all residences, grounds, docks, and infrastructure to first-class standards
Oversee housekeeper, chef support, and grounds staff
Coordinate provisioning and assist chef as needed
Manage vendors and maintenance
Ensure safety protocols and property security
Perform detailed accounting tracking with New Orleans accounting staff
Captain and operate 63’ Hatteras motor yacht
Maintain all systems to true “game-ready” condition
Perform onboard cooking and provisioning
Handle all yacht laundry and guest readiness
Maintain logs, maintenance schedules, and safety compliance
Ensure vessel is never unattended for more than three weeks