Resort Pool Server

Northwood Investors • Islamorada, FL

7d • Onsite

About The Position

Cheeca Lodge & Spa is seeking energetic, guest-focused Pool Servers to provide food and beverage service to guests at the resort’s pools and outdoor recreation areas. The role emphasizes exceptional hospitality and creating memorable guest experiences in a fast-paced outdoor environment. Guest service is the primary responsibility: servers are expected to delight guests through attentive, accurate, and professional service.

Pool Servers welcome guests, take and deliver food and beverage orders, answer questions about menus and resort offerings, promote featured items, and address concerns. They also maintain service areas, support pool operations and fellow team members, complete opening and closing duties, restock supplies, and process payments using the resort’s procedures.

The position requires working outdoors in Florida weather and walking and standing for extended periods. Servers must be able to carry trays weighing up to 30 pounds and be available to work weekends and holidays. Applicants must be at least 18 years old. The posting lists a high school diploma or GED and one year in the hospitality or restaurant industry among the education, skills, and experience requirements.

Requirements

• Must be at least 18 years of age.
• High school diploma or GED.
• At least one year in the hospitality or restaurant industry.
• Basic computer skills.
• Ability to speak, read, and write English.
• Basic food and beverage knowledge.
• Ability to work well under pressure while retaining tact and composure when resolving guest complaints.
• Willingness and ability to work outside and walk on a pool deck.
• Ability to work outdoors in Florida heat, humidity, and varying weather conditions.
• Ability to stand and walk for extended periods and carry trays weighing up to 30 pounds.
• Positive attitude and team-player mentality.
• Availability to work weekends and holidays.
• No facial or tongue piercings; no facial, hand, or face/neck tattoos.

Nice To Haves

• Previous restaurant, bar, hospitality, or customer service experience is preferred.
• Previous pool, beach club, resort, or cocktail service experience is a plus.

Responsibilities

• Welcome guests in a friendly and professional manner.
• Accurately and efficiently take food and beverage orders.
• Deliver beverages, cocktails, and food promptly while maintaining presentation standards.
• Anticipate guest needs and provide attentive, personalized service.
• Build rapport with guests and create memorable experiences that encourage repeat visits.
• Answer questions about menu items, cocktails, resort amenities, and activities.
• Promote specialty cocktails, featured menu items, and resort experiences.
• Resolve guest concerns promptly and professionally, involving management when necessary.
• Maintain a clean and organized service area around the pool deck.
• Assist with opening and closing duties.
• Restock service stations, ice, glassware, and other supplies.
• Monitor pool areas and communicate guest needs to management.
• Follow service standards and health regulations.
• Support fellow team members and assist as needed to maintain smooth operations.
• Enter orders accurately and process guest payments.
• Handle cash, room charges, and credit card transactions according to resort procedures.
• Balance receipts and complete required paperwork as needed.
• Delight guests through exceptional service and help create positive, memorable culinary experiences.

Benefits

• Up to 18 days of paid time off, including holidays.
• Employee discounts at Northwood Hospitality Properties.
• Up to 50% discount at Bass Pro Shops.
• 401(k) with employer matching.
• Employer-paid short-term and long-term disability insurance.
• AD&D insurance.
• Medical, dental, and vision insurance.
• Flexible spending and health savings accounts.
• Life insurance.

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: High school or GED