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Caribbean Island Resort Jobs (NOW HIRING)

TradeWinds Island Resort

Groundskeeper

Saint Pete Beach, FL · On-site

$14.50 - $18.50/hr

... Caribbean, and Latin America. With a 30-year track record as an innovator in the hospitality ... Overview Follow your passion all the way to paradise at TradeWinds Island Resort, a Tampa Bay Times ...

TradeWinds Island Resort

Groundskeeper

Saint Pete Beach, FL · On-site

$14.50 - $18.50/hr

... Caribbean, and Latin America. With a 30-year track record as an innovator in the hospitality ... Overview Follow your passion all the way to paradise at TradeWinds Island Resort, a Tampa Bay Times ...

TradeWinds Island Resort

Groundskeeper

Saint Pete Beach, FL · On-site

$14.50 - $18.50/hr

... Caribbean, and Latin America. With a 30-year track record as an innovator in the hospitality ... Overview Follow your passion all the way to paradise at TradeWinds Island Resort, a Tampa Bay Times ...

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Caribbean Island Resort information

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$19.5K

$84.5K

$184.5K

How much do caribbean island resort jobs pay per year?

As of Aug 13, 2026, the average yearly pay for caribbean island resort in the United States is $84,506.00, according to ZipRecruiter salary data. Most workers in this role earn between $46,500.00 and $105,500.00 per year, depending on experience, location, and employer.

What are jobs at a Caribbean island resort?

Jobs at a Caribbean island resort include resort management, guest services, food and beverage, maintenance, and housekeeping jobs. Your specific job duties depend on your role at the resort. Resort managers oversee hospitality operations, organize staff schedules, and handle special requests or complaints from customers. Food and beverage workers plan menus, manage restaurants, work in the kitchen or as a member of the waitstaff, and deliver room service. Housekeepers clean rooms and common areas, while maintenance staff make necessary repairs and handle landscaping responsibilities. Porters and concierge workers provide additional guest services, such as offering food recommendations or transporting luggage to the customer's room.

What is a Caribbean island resort?

A Caribbean island resort is a vacation property located on one of the islands in the Caribbean Sea, offering accommodations, amenities, and recreational activities for travelers. These resorts often provide beachfront access, luxurious facilities, dining options, water sports, and entertainment, catering to couples, families, and groups. Many Caribbean resorts are all-inclusive, meaning meals, drinks, and some activities are included in the price, making for a convenient and relaxing getaway in a tropical paradise.

What is the difference between Caribbean Island Resort vs Caribbean Hotel Manager?

AspectCaribbean Island ResortCaribbean Hotel Manager
CredentialsHospitality degree, certifications in hospitality managementHospitality degree, management certifications
Work EnvironmentResort setting, outdoor activities, guest servicesHotel operations, guest relations, staff management
Industry UsageResort industry, leisure and tourism sectorHotel industry, hospitality sector
Common Search/ComparisonResort vs hotel management roles

The Caribbean Island Resort typically refers to a large-scale hospitality property offering diverse amenities and outdoor activities, focusing on leisure and tourism. The Caribbean Hotel Manager oversees daily hotel operations, guest services, and staff management within a hotel setting. While both roles require hospitality expertise and certifications, the resort role emphasizes a broader, leisure-oriented environment, whereas the hotel manager focuses on hotel-specific operations.

What are the key skills and qualifications needed to thrive as a Caribbean island resort manager, and why are they important?

To thrive as a Caribbean Island Resort Manager, you need expertise in hospitality management, budgeting, and operations, usually backed by a degree in hospitality or business and relevant experience in resort or hotel environments. Familiarity with property management systems (PMS), booking engines, and customer relationship management (CRM) software is highly valuable. Exceptional interpersonal skills, cultural sensitivity, and strong leadership are essential for creating memorable guest experiences and managing diverse teams. These competencies ensure efficient resort operations, satisfied guests, and a successful, well-reputed resort in a competitive market.

What are common challenges faced when working at a Caribbean island resort, and how can employees best prepare for them?

Working at a Caribbean island resort can be both rewarding and demanding. Common challenges include adapting to a fast-paced, guest-focused environment, handling high volumes during peak tourist seasons, and working irregular hours, including weekends and holidays. Employees may also need to adjust to living and working in a close-knit community, sometimes away from home for extended periods. To succeed, it's helpful to develop strong communication and teamwork skills, stay flexible, and embrace cultural diversity.
More about Caribbean Island Resort jobs
What cities are hiring for Caribbean Island Resort jobs? Cities with the most Caribbean Island Resort job openings:
What are the most commonly searched types of Caribbean Island Resort jobs? The most popular types of Caribbean Island Resort jobs are:
What states have the most Caribbean Island Resort jobs? States with the most job openings for Caribbean Island Resort jobs include:
What job categories do people searching Caribbean Island Resort jobs look for? The top searched job categories for Caribbean Island Resort jobs are:
Caribbean Island Resort jobs near you
Infographic showing various Caribbean Island Resort job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 87% Full Time, 10% Part Time, and 2% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $84,506 per year, or $40.6 per hour.

Resort Activities Attendant

TradeWinds Island Resort

Saint Pete Beach, FL • On-site

Full-time

Re-posted 5 days ago

Job description

Compensation TypeHourlyHighgate 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 consistently rated Tampa Bay Times Top Workplace! TradeWinds features two destination resorts just 200 flip flops from one another along the gorgeous Gulf Coast on St. Pete Beach.

Are you energetic, creative, and love bringing smiles to people's faces? We're looking for fun outgoing individuals to join our team as Activities Attendants and create lasting memories for our guests!

As a Resort Activities Attendant, you will be responsible for facilitating and leading a variety of recreational and leisure activities for resort guests. Your goal is to ensure a positive and enjoyable experience for all guests by providing engaging and well-organized activities. This position plays a crucial role in enhancing the overall guest experience by providing a range of enjoyable and memorable activities. You will oversee activities such as Themed Dance Parties, Youth and Teen Programming at our brand new Kids Club, Brand Partnerships, Paddle Boats, Poolside Entertainment, Dive-In Movies, Beachfront S'mores, our poolside retail shop, the Adventure Center and so much more! 

Responsibilities
  • Guest Engagement:
  • Interact with guests, promote activities, and encourage participation.
  • Provide information about scheduled events and activities, ensuring guests are well-informed and enthusiastic.
  • Activity Facilitation:
  • Lead and facilitate scheduled activities, ensuring they run smoothly and according to plan.
  • Ensure the safety of participants during activities and provide any necessary instructions or guidance.
  • Join in on the Fun
  • Activley engage with guests in a fun tropical resort environment.
  • Use your fun and engaging personality to ensure guests are making the most of their vacation and enjoying all the resort has to offer.
  • Equipment Management:
  • Oversee the inventory and maintenance of equipment used for activities.
  • Ensure that all equipment is in good condition and report any issues for prompt resolution.
  • Guest Assistance:
  • Assist guests in understanding and participating in available activities.
  • Address guest inquiries and resolve any issues related to activities.
  • Collaboration:
  • Work closely with other resort staff members to create a cohesive and integrated guest experience.
  • Collaborate with the entertainment and beach operations teams to enhance overall guest satisfaction.
  • Fill in areas and activities when needed. 
Qualifications
  • Previous experience in a similar role or in the hospitality and entertainment industry is preferred.
  • Excellent communication and interpersonal skills.
  • Strong organizational and planning abilities.
  • Basic first aid and CPR certification may be required.
  • Ability to work flexible hours, including evenings, weekends, and holidays.
  • Dependable and dedicated work ethic. 
  • Must be comfortable working outdoors for 8 hours or more in Florida's hot climate.
Employment Type: FULL_TIME

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