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Caribbean Seasonal Jobs (NOW HIRING)

Highgate Hotels

Seasonal Server Assistant

Denver, CO

... Caribbean, and Latin America. With a 30-year track record as an innovator in the hospitality ... Seasonal Position will be from October 1, 2026 - January 30, 2027. Benefits * In addition to travel ...

Tradewind Aviation

PR · On-site

$10.50 - $14/hr

... Caribbean. For more details visit www.flytradewind.com About the Candidate / Role Tradewind Aviation is looking for a seasonal Customer Service Agent (Level 1) to be based in San Juan, PR. The ideal ...

Tradewind

PR · On-site

$10.50 - $14/hr

... Caribbean. For more details visit www.flytradewind.com About the Candidate / Role Tradewind Aviation is looking for a seasonal Customer Service Agent (Level 1) to be based in San Juan, PR. The ideal ...

Tradewind Aviation LLC

PR · On-site

$10.50 - $14/hr

... Caribbean. For more details visit www.flytradewind.com About the Candidate / Role Tradewind Aviation is looking for a seasonal Customer Service Agent (Level 1) to be based in San Juan, PR. The ideal ...

Benchmark

$13.25 - $17.75/hr

... Caribbean, and Europe. Our platform includes Benchmark Resorts & Hotels, a collection of ... reflect seasonal availability and concept of the restaurant. The Cook assists the Chef in ...

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How much do caribbean seasonal jobs pay per hour?

As of Sep 5, 2026, the average hourly pay for caribbean seasonal in the United States is $15.98, according to ZipRecruiter salary data. Most workers in this role earn between $14.90 and $17.79 per hour, depending on experience, location, and employer.

What is a Caribbean Seasonal?

A Caribbean Seasonal job is a temporary position based in the Caribbean, typically available during peak tourist seasons. These roles are often in hospitality, tourism, retail, or customer service and may involve tasks such as assisting guests, organizing events, or supporting resort operations. Employees in these roles enjoy the opportunity to work in a tropical setting while gaining valuable experience. Contracts may vary in length, usually lasting a few months.

What does a typical workday look like for a Caribbean Seasonal?

A typical day for a Caribbean Seasonal employee can vary depending on the specific role and employer but often involves direct interaction with guests, maintaining high service standards, and adapting to changing levels of activity throughout the day. Tasks may include welcoming and assisting visitors, managing reservations, serving food and beverages, or supporting recreational activities on the property. Team members often rotate shifts, collaborate closely with colleagues from diverse backgrounds, and participate in regular training to ensure safety and quality service. Flexibility is important, as hours may include evenings, weekends, and holidays to accommodate traveler demand. Workdays are usually fast-paced and rewarding, providing plenty of opportunities to learn new skills and build connections in international hospitality environments.

What are the key skills and qualifications needed to thrive in the Caribbean Seasonal position, and why are they important?

Success as a Caribbean Seasonal employee typically requires adaptability, customer service experience, and a willingness to work flexible hours in hospitality, tourism, or resort positions. Familiarity with point-of-sale systems, reservation platforms, and food safety or lifeguard certifications may be necessary depending on the specific job within the seasonal sector. Strong interpersonal skills, cultural sensitivity, and effective teamwork set top performers apart. These skills ensure that employees can provide outstanding guest experiences, seamlessly adjust to peak-season demands, and thrive in dynamic, multicultural workplaces.

What cities are hiring for Caribbean Seasonal jobs?

Cities with the most Caribbean Seasonal job openings:

What are the most commonly searched types of Caribbean jobs?

The most popular types of Caribbean jobs are:

What states have the most Caribbean Seasonal jobs?

States with the most job openings for Caribbean Seasonal jobs include:

What job categories do people searching Caribbean Seasonal jobs look for?

The top searched job categories for Caribbean Seasonal jobs are:

Caribbean Seasonal jobs near you
Infographic showing various Caribbean Seasonal job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 87% Full Time, 11% Part Time, and 1% Contract. Highlights an 93% Physical, 2% Hybrid, and 5% Remote job distribution, with an average salary of $33,240 per year, or $16 per hour.

Brand Development Manager

Iberia Foods Brooklyn Bottling Organizations

Milton, NY

$80K/yr

Full-time

Re-posted 3 days ago

Job description

Brand Development Manager – Walkerswood (NY & NJ)

PURPOSE OF THE ROLE

Looking for a hands-on individual to drive sustainable and profitable growth of the Walkerswood portfolio across the New York and New Jersey markets. You will be responsible for broadening distribution in both traditional Caribbean channels and mainstream retail, while elevating the brand’s image as the premier Caribbean seasoning and sauce authority for a diverse consumer base.

Compensation Structure: Starting at $80,000. Salary commensurate upon experience. Eligibility of earning a quarterly bonus based on performance targets. Expense reimbursement.

Core Responsibilities

Pound the Pavement: Drive daily territory coverage to find, open, and cultivate new business opportunities across independent grocers and ethnic markets.

Own the Shelf: Partner directly with store management and distributors to optimize product placement, secure eye-level shelf space, and build high-traffic secondary displays.

Distributor Alignment: Work side-by-side with local Caribbean-interest distributor networks, providing hands-on, on-the-ground guidance to their sales teams.

Field Audits: Conduct frequent retail store visits to check stock levels, ensure product freshness, and maintain strict visual merchandising standards.

High-Energy Activations: Coordinate and execute consumer sampling programs, local food festivals, and seasonal events (like Jerk Festivals and BBQ season) to drive immediate store traffic.

Brand Advocacy: Serve as the primary, authentic ambassador for the Walkerswood heritage, educating retail partners and store staff on product usage.

Requirements & Skills

Field Experience: 5+ years of hands-on experience in retail store management, field sales, or route distribution within the food and beverage sector.

Territory Hustle: Deep familiarity with the local NY/NJ retail landscape and a proven track record of building long-term relationships with neighborhood store owners.

Merchandising Expertise: Strong background in physical store operations, cash/inventory management, and setting up creative point-of-sale displays.

Relationship First: A natural, persuasive communicator who excels at consultative selling, handling customer issues, and closing deals face-to-face.

Bilingual Advantage: Full professional fluency in Spanish is highly preferred to effectively navigate and build trust within diverse ethnic markets.