Evening Front Desk Supervisor — Historic Inn

Key West Collection; Key West (FL); On-site; USD 32,000 - 42,000; Full time

Benefits offered by this job

Medical coverage (health)

Dental & Vision

Pet Insurance

Hotel Discounts

Tuition Reimbursement

Paid Time Off

401K Match

Job summary

Key West Historic Inns Collection in Key West, FL is seeking a warm Front Desk Agent / Innkeeper to greet late-arriving guests, help them settle in, and ensure a memorable first impression of our historic inns.

You will assist in-house guests, answer questions, and provide thoughtful, genuine service while representing a hospitable, home-like experience across Winslow’s Bungalows, Lighthouse Hotel, Ridley House, Ella’s Cottages, and Fitch Lodge.

Qualifications

• High school diploma or equivalent required.
• Previous hotel, front desk, hospitality or customer service experience preferred.
• Prior cash handling experience preferred.
• Warm, friendly, and comfortable engaging with guests.
• Strong communication and interpersonal skills.
• Good attention to detail and organizational skills.
• Ability to manage multiple guest needs while maintaining a welcoming approach.
• Good problem-solving skills and sound judgment.
• Fluent reading, writing and speaking English.
• Knowledge of Key West and the local area is a plus.
• Dependable and available to work evening hours, weekends and holidays.

Responsibilities

• Welcome and check in guests arriving during the evening and late arrival hours.
• Help guests get settled and familiar with their inn, room, amenities, and surrounding area.
• Review remaining arrivals and ensure everything is prepared for a smooth check-in.
• Assist in-house guests with questions, requests, directions, and recommendations.
• Share knowledge of Key West restaurants, attractions, events, and local favorites.
• Process payments and maintain accurate guest and reservation information.
• Answer incoming calls and assist guests with hotel information and general inquiries.
• Respond to guest needs and concerns in a friendly and helpful manner.
• Communicate and coordinate with other departments to ensure guest requests are handled.
• Follow up with guests to ensure their needs have been addressed.
• Maintain a welcoming and organized Front Desk and guest arrival area.
• Communicate important guest information and any follow-up needs to the next shift.

Skills

Hospitality

Customer service

Communication skills

Cash handling

English fluency

Problem-solving

Organization

Attention to detail

Evening/weekend availability

Education

High school diploma or equivalent

Tools

Hotel PMS / front desk systems

Job description

Key West Historic Inns Collection in Key West, FL is seeking a warm Front Desk Agent / Innkeeper to greet late-arriving guests, help them settle in, and ensure a memorable first impression of our historic inns.

You will assist in-house guests, answer questions, and provide thoughtful, genuine service while representing a hospitable, home-like experience across Winslow’s Bungalows, Lighthouse Hotel, Ridley House, Ella’s Cottages, and Fitch Lodge.