We know our employees are who truly make TradeWinds a special place to both vacation and work. That’s why we are thrilled to have been awarded the #4 spot on the Tampa Bay Times’s list of Top 100 Workplaces in Tampa Bay.

Focusing on our people


  • $10.00
  • Minimum Wage
  • 300+
  • Internal Promotions


At TradeWinds Island Resorts, Hospitality Professionals enjoy a first class, one of a kind employment experience. Our Company culture is upbeat, supportive, and inclusive. From our annual Company Picnic, and handing out Turkeys for Thanksgiving, to hosting an extravagant Employee Partner Holiday Party, we take advantage of every opportunity to celebrate the hard work our team puts in all year long.

Our Company’s TW Way App allows Employee Partners to share pictures, ask questions, and network with everyone in the Company, even with our President, Keith Overton! Employee Partners also enjoy Company updates, traffic alerts, and access to other important information on the TW App – everything needed to keep our team empowered, informed and engaged while on the go.

Every position offers some form of bonus, commission, or other incentive program for recognizing a job well done. Cross training and other educational opportunities are extremely common at TradeWinds. We encourage our Employee Partners to learn different job duties to get more hours and more hospitality experience!

Hiring Departments


5500 Gulf Blvd.
St. Pete Beach, Fl 33706
p: +1 727.363.2284
e: Human Resources
Mon-Fri 9am – 5pm