Stewardess

A young, sophisticated, and fast-paced private family is seeking a top-tier Estate Chief Steward/ess to deliver five-star hospitality, elevated household service, and refined support across their Miami residence and Hamptons summer home. The role is based primarily in Miami, with approximately two summer months in Amagansett, where team housing is provided. The schedule follows a five-day structure with Mondays and Tuesdays off and includes weekend boating support.

The Estate Chief Steward/ess will play a key role in maintaining a pristine, welcoming environment for the family, their children, and guests. Working closely with the Estate Manager and long-tenured staff, this highly visible position requires discretion, warmth, and consistent excellence in all aspects of service and hospitality.

The ideal candidate is naturally anticipatory and attentive, upholds uncompromising standards, and manages household flow with precision. They bring refined taste, a calming presence, and the ability to elevate daily routines and special moments into thoughtful, beautifully executed experiences.

This position is best suited for a professional who is poised yet approachable, detail-oriented but not rigid, and adept in both estate and yacht service. Someone who maintains composure, supports the team, and appreciates a fulfilling life outside of work will thrive here.

This is an exceptional opportunity to join a service-oriented team supporting a family that values professionalism, adaptability, understated elegance, and positive contributions to a cohesive staff. The household is anchored in respect, collaboration, and long-term commitment, and team members who demonstrate kindness, emotional intelligence, and dedication to a healthy, supportive environment are truly valued and invested in.

Job responsibilities include, but are not limited to:

Hospitality & Household Service

• Service and maintain household presentation for all first-floor spaces, including Mrs.’ office, the kitchen (light use), playroom, family lounge, and formal areas

• Lead food and beverage service for weekly family meals and social gatherings

• Set and serve informal and formal meals with a refined, “California Elegant” approach

• Deliver warm, anticipatory service to principals and guests

• Maintain yacht-level standards of cleanliness, organization, and presentation to ensure guest-ready environment with attention to subtle details

• Support seasonal household tasks and consistently collaborate with housekeepers who oversee the second floor and laundry

• Support special events and curated experiences as needed

Administrative & Inventory Support

• Manage household provisioning for beverages, snacks, specialty items, detergents, and supplies

• Manage bar inventory

• Maintain and streamline organizational systems across multiple properties

• Manage staff scheduling in partnership with the Estate Manager

• Participate in weekly planning for family schedules, travel, and events

• Maintain and update household manuals, checklists, and seasonal guides as needed

Yacht Service & Stewarding

• Provide polished interior service aboard the family’s 72-foot Italian sport yacht

• Collaborate with the captain and deckhand on resets, provisioning, light interior service, and guest support

• Assist during weekend boating (Saturdays and Sundays required)

• Prepare the yacht for outings, provide onboard service for day trips, water taxi use, and increased summer activity in Amagansett

• Support occasional Bahamas excursions

• Ensure yacht interior remains immaculate, organized, and fully stocked

Requirements:

• Fluent in English; exceptional written and verbal communication skills

• Bachelor’s degree preferred though not required

• Excellent references required from both current and previous employers

• 3–5 years’ experience in private service, luxury hospitality, or yacht stewardship; combination of yacht estate experience ideal

• Works with utmost discretion and confidentiality; trusted with sensitive family and household information

• Warm, poised, and emotionally intelligent, with a collaborative, low-drama demeanor

• Calm under pressure and able to thrive in a refined, fast-paced household with four children

• Hands-on, proactive, and anticipatory; no-task-too-small mindset

• Exceptional attention to detail with an ability to maintain high-level, hotel- and yacht-quality standards

• Comfortable working respectfully within a long-standing team and taking direction from an Estate Manager

• Able to support weekend boating and follow rotating schedules

• Strong organizational and administrative capabilities, including inventory and provisioning systems

• Valid Driver’s License

• Valid Passport preferred; willingness to obtain one required

• Authorized to work in the U.S. without sponsorship or restrictions

Salary: $100,000–$115,000; All salaries are Dependent On Experience, References, and results of a Federal Background Check

Benefits: Medical and dental insurance after 60 days, 401(k) after 90 days, two annual bonuses (end of summer year-end), 3 weeks PTO, overtime eligible. Summer housing provided in Amagansett; car shipping included.

Compensation $100K-$115k OT Benefits