Guest Adventures – Recreation Supervisor

Cheeca Lodge & Spa

Islamorada (FL)

On-site

USD 38,000 - 50,000

Full time

14 days+
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Benefits offered by this job

401(k) with employer matching
Medical, Dental, and Vision insurance
Paid Time Off and 8 Paid Holidays
Employer Paid Short Term and Long Term
Life Insurance and AD&D Insurance
Flexible Spending & Health Savings
Employee discounts at Northwood hotels

Job summary

Cheeca Lodge & Spa in Islamorada, FL invites you to join our team as a Guest Adventures Supervisor. You will support the Guest Adventures Manager, oversee the recreation team, and ensure the smooth operation of all recreational amenities to deliver memorable guest experiences.

You will lead with a focus on safety, guest service, and operational excellence while coordinating staff schedules, equipment inventory, and guest-focused activities—from bikes and kayaks to pool and beach

Qualifications

  • Experience supervising hospitality or recreation teams.
  • Strong guest-service orientation and communication skills.
  • Ability to multitask and stay organized outdoors.
  • Willingness to work outdoors in varying weather conditions.

Responsibilities

  • Lead and supervise the recreation team, including pool, beach attendants, and activity coordinators.
  • Inform guests about available activities and assist with equipment like bikes, kayaks, paddle boards, and golfing gear.
  • Oversee maintenance and cleanliness of pools, beaches, and piers; ensure towels are distributed and lounge areas are tidy.
  • Monitor safety of recreational activities and enforce guidelines to provide a secure guest environment.
  • Assist in scheduling staff, managing inventory, and maintaining records related to recreational activities and equipment.

Skills

Team Leadership
Guest Service
Organizational Skills
Adaptability
Outdoor Activities

Job description

Guest Adventures Supervisor at Cheeca Lodge & Spa

Join Our Team: Northwood Hospitality LLC, operating Cheeca Lodge & Spa in Islamorada, FL, is seeking an experienced and enthusiastic Guest Adventures Supervisor. Step into a leadership role where you will support the Guest Adventures Manager in enhancing our guests’ experience by overseeing the recreation team and ensuring the smooth operation of our recreational amenities.

Key Responsibilities
  • Team Leadership: Assist the Guest Adventures Manager in leading and supervising a diverse team, including pool and beach attendants and adventure activity coordinators. Provide guidance, training, and support to ensure high standards of service.
  • Guest Engagement: Inform guests about available activities and assist them with recreational equipment like bikes, kayaks, paddle boards, and golfing gear. Ensure guests have a memorable experience by offering personalized recommendations and directions to resort amenities and local attractions.
  • Operational Oversight: Oversee the maintenance of cleanliness and orderliness around pools, beaches, and piers, ensuring all areas are free of debris. Ensure that towels are distributed and collected efficiently and that lounge areas are tidy and welcoming.
  • Safety and Compliance: Monitor the safety of recreational activities and ensure all equipment is in good working condition. Enforce safety guidelines and procedures to provide a secure environment for guests.
  • Administrative Duties: Assist in scheduling staff, managing inventory, and maintaining records related to recreational activities and equipment. Provide feedback to the manager on staff performance and guest satisfaction.
Requirements
  • Leadership Skills: Proven experience in a supervisory role, preferably in hospitality or recreational services.
  • Guest Service Orientation: Passion for guest service and outdoor activities, with the ability to communicate effectively and provide excellent customer service.
  • Organizational Skills: Strong organizational skills with an eye for detail. Ability to multitask and handle various tasks efficiently.
  • Adaptability: Willingness to work outdoors in various weather conditions. A proactive approach to handling tasks and ensuring guest satisfaction.

Must be 18 years old and speak and understand English fluently. Must already be eligible to work in the USA – sorry no sponsorships. No hand/neck/face tattoos or facial piercings.

Benefits Include
  • 401(k) with employer matching
  • Medical, Dental, and Vision insurance
  • Paid Time Off and 8 Paid Holidays
  • Employer Paid Short Term and Long Term Disability Insurance
  • Life Insurance and AD&D Insurance
  • Flexible Spending & Health Savings Accounts
  • Employee discounts at Northwood Hospitality properties
Why Join Cheeca Lodge & Spa

As a Guest Adventures Supervisor, you will play a crucial role in ensuring our guests have memorable and exciting experiences. At Cheeca Lodge & Spa, we offer a dynamic work environment with opportunities to interact with guests from around the world in a stunning Florida Keys setting. Join us to make each guest’s stay unforgettable and lead a team dedicated to excellence.

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