Demo

Activities Supervisor – Events & Group Recreation

TradeWinds Island Resort
Beach, FL Full Time
POSTED ON 3/10/2026
AVAILABLE BEFORE 1/5/2027

Compensation Type

Hourly

Highgate Hotels

Highgate is a leading real estate investment and hospitality management company with over $15 billion of assets under management and a global portfolio of more than 400 hotels spanning North America, Europe, the Caribbean, and Latin America.

 

With a 30-year track record as an innovator in the hospitality industry, this forward-thinking company provides expert guidance through all stages of the property cycle, from planning and development through recapitalization or disposition. Highgate continues to demonstrate success in developing a diverse portfolio of bespoke lifestyle hotel brands, legacy brands, and independent hotels and resorts, featuring contemporary programming and digital acumen. The company utilizes industry-leading revenue management tools that efficiently identify and predict evolving market dynamics to drive outperformance and maximize asset value.

 

With an executive team of seasoned hospitality leaders and corporate offices worldwide, Highgate is a trusted partner for top ownership groups and major hotel brands. www.highgate.com

Location

 

Discover more sun and more fun! Escape to a tropical beachfront paradise complete with everything you need for the perfect getaway, including delicious dining, beachfront bars, relaxing comforts, and endless activities. Here you’ll stay at one, play at two — with two connecting resorts right on the soft white sands of St. Pete Beach. Whether you’re looking for family fun, a romantic retreat, a group getaway, or anything in between, it’s all here at TradeWinds Island Resorts. https://www.tradewindsresort.com/careers

Overview

Follow your passion all the way to paradise at TradeWinds Resort, a Tampa Bay Times Top Workplace for seven years in a row! TradeWinds features two destination resorts just 200 flip flops from one another along the gorgeous Gulf Coast on St. Pete Beach.

 

The Activities Supervisor – Events & Group Recreation is responsible for planning, coordinating, and executing engaging recreational events and group experiences that enhance the overall guest experience. This role oversees holiday events, themed activations, birthday parties, and group recreation/team-building programs while supervising frontline staff, vendors, and event logistics. The Supervisor ensures all programs are safe, well-organized, on-brand, and delivered with exceptional service standards. 

Responsibilities

  • Assist with planning and execute holiday events, seasonal celebrations, themed activations, birthday parties, and group recreation/team-building programs. 
  • Create and manage run-of-show timelines, staffing plans, and event logistics, ensuring programs are delivered on time, within budget, and to brand standards. 
  • Facilitate engaging group games, team-building activities, and recreational experiences for diverse ages and group types, adapting programming as needed. 
  • Supervise, schedule, and train activities staff, leading pre-event briefings and on-site execution. 
  • Serve as the primary on-site contact for guests, vendors, and internal departments during events. 
  • Coordinate and manage external vendors, ensure timely arrival, proper setup, and compliance with safety and service standards. 
  • Deliver exceptional guest service by maintaining high energy, addressing guest needs, and adjusting programming in real time. 
  • Oversee event setup, breakdown, safety compliance, and inventory of activity supplies and equipment. 
  • Track attendance, staffing hours, incidents, and basic program metrics; provide feedback and recommendations for continuous improvement. 
  • Support overall recreation operations and assist other areas during peak periods. 

Qualifications

Required 
  • 1–3 years of experience in recreation, events, hospitality, or group programming 
  • Experience supervising staff or leading group activities 
  • Strong communication, organization, and leadership skills 
  • Ability to manage multiple activities in a fast-paced environment 
  • High energy, outgoing personality with a passion for guest service 
  • Availability to work nights, weekends, and holidays based on business needs 
Preferred 
  • Resort, hotel, cruise, or theme park experience 
  • Experience leading team-building or programs relative 
  • CPR/First Aid certification (or ability to obtain) 
  • Familiarity with AV equipment, games, and interactive programming 
  Physical & Work Environment Requirements 
  • Ability to stand and walk for extended periods 
  • Ability to lift up to 30–40 lbs (event and activity equipment) 
  • Comfortable working indoors and outdoors in varying weather conditions 
  •  

Salary : $15

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