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Caribbean Islands Relocation Jobs (NOW HIRING)

Senior Marine Technician

Key West, FL · On-site

$90K - $120K/yr

Virgin Islands. This role is based in the Florida Keys with significant travel and supports ... Caribbean destinations while combining hands-on technical work with the experience of working in ...

US Tax Manager

Chicago, IL · On-site

$114K - $149K/yr

... the Caribbean? Elevate your career to new heights as a US Tax Manager at our client's Big 4 ... Relocation support, including accommodation, transportation, and flights for the candidate and ...

US Tax Manager

San Francisco, CA · On-site

$130K - $171K/yr

... the Caribbean? Elevate your career to new heights as a US Tax Manager at our client's Big 4 ... Relocation support, including accommodation, transportation, and flights for the candidate and ...

US Tax Manager

Denver, CO · On-site

$114K - $149K/yr

... the Caribbean? Elevate your career to new heights as a US Tax Manager at our client's Big 4 ... Relocation support, including accommodation, transportation, and flights for the candidate and ...

US Tax Manager

New York, NY

$121K - $159K/yr

... the Caribbean? Elevate your career to new heights as a US Tax Manager at our client's Big 4 ... Relocation support, including accommodation, transportation, and flights for the candidate and ...

US Tax Manager

Washington, DC

$125K - $164K/yr

... the Caribbean? Elevate your career to new heights as a US Tax Manager at our client's Big 4 ... Relocation support, including accommodation, transportation, and flights for the candidate and ...

US Tax Manager

Boston, MA · On-site

$120K - $158K/yr

... the Caribbean? Elevate your career to new heights as a US Tax Manager at our client's Big 4 ... Relocation support, including accommodation, transportation, and flights for the candidate and ...

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Caribbean Islands Relocation information

What are the key skills and qualifications needed to thrive in a Caribbean Islands Relocation Specialist role, and why are they important?

To thrive as a Caribbean Islands Relocation Specialist, you need strong knowledge of relocation processes, local regulations, and cultural nuances, often supported by experience in relocation services or property management. Familiarity with CRM software, visa processing systems, and property listing platforms is typically required. Exceptional interpersonal skills, problem-solving ability, and adaptability help in managing client expectations and navigating unique island challenges. These skills ensure smooth transitions for clients and successful coordination with local vendors and authorities.

What are some common challenges professionals face when relocating to work in the Caribbean Islands, and how can they prepare for a smooth transition?

Professionals relocating to the Caribbean Islands often encounter challenges such as adapting to a new cultural environment, understanding local regulations, and navigating differences in workplace norms. Additionally, the slower pace of island life and limited access to certain resources can require adjustment. To ensure a smooth transition, it's helpful to research the specific island, connect with local expat communities, and prepare for changes in communication styles and business practices. Familiarizing yourself with housing, healthcare, and legal requirements ahead of time can also ease the relocation process.

What is Caribbean Islands relocation?

Caribbean Islands relocation refers to the process of moving individuals, families, or businesses to one of the Caribbean islands, such as Jamaica, Barbados, or the Bahamas. This process involves logistical planning, understanding visa and residency requirements, securing housing, and adapting to local culture and regulations. Many people relocate for lifestyle changes, work opportunities, or retirement. Professional relocation services can assist with shipping belongings, finding schools, and navigating legal paperwork. It's important to research each island's specific requirements and lifestyle to ensure a smooth transition.

What is the difference between Caribbean Islands Relocation vs Travel Coordinator?

AspectCaribbean Islands RelocationTravel Coordinator
CredentialsRelocation specialists often require certifications in logistics or relocation servicesTypically need travel planning certifications or experience
Work EnvironmentFocuses on assisting clients moving to Caribbean islands, often in an office or client siteCoordinates travel arrangements, working in offices, call centers, or remotely
Industry UsageUsed in relocation companies, real estate, and expatriate servicesCommon in travel agencies, corporate travel departments, and tour operators

Caribbean Islands Relocation involves helping clients move to Caribbean destinations, focusing on logistics and settling-in services. Travel Coordinators primarily organize travel plans and itineraries. While both roles require excellent organizational skills, relocation specialists focus on long-term moves, whereas travel coordinators handle short-term travel arrangements.

Infographic showing various Caribbean Islands Relocation job openings in the United States as of June 2026, with employment types broken down into 90% Full Time, and 10% Part Time. Highlights an 90% In-person, and 10% Remote job distribution.
Senior Marine Technician

Senior Marine Technician

Red Hospitality

Key West, FL • On-site

$90K - $120K/yr

Other

Posted yesterday


Job description

THE ROLE
The Senior Marine Technician leads complex diagnostics, maintenance operations, and fleet reliability across multiple locations in the Florida Keys, Turks & Caicos, and U.S. Virgin Islands.
This role is based in the Florida Keys with significant travel and supports consistency and performance across all operating markets-providing a unique opportunity to work across multiple Caribbean destinations while combining hands-on technical work with the experience of working in paradise.
KEY RESPONSIBILITIES
  • Diagnose and repair inboard diesel engines across catamaran, ferry, and center console hull types
  • Diagnose and repair outboard gasoline engines (primarily Yamaha, Mercury, and Suzuki platforms)
  • Perform scheduled preventive maintenance, fluid services, impeller replacements, and zincs
  • Troubleshoot and repair marine electrical systems, bilge systems, and instrumentation
  • Conduct pre-season and post-season commissioning/decommissioning across fleet
  • Coordinate parts procurement, maintain parts inventory logs, and manage vendor relationships on-site
  • Support haul-out coordination and work with boatyard partners as needed
  • Document all service work in maintenance logs; update fleet status reports daily
  • Communicate proactively with on-site operations managers and coordinate with shore-based fleet management
  • Maintain a safe, organized mobile work environment; comply with all OSHA and marine safety standards
  • Respond to urgent vessel breakdowns and service calls during deployment windows
TRAVEL & DEPLOYMENT REQUIREMENTS
  • This role requires travel (~50%) across multiple locations
  • Primary base: Key West
  • Regular travel to:
    • U.S. Virgin Islands
    • Turks and Caicos
  • Typical deployment structure may include rotational assignments (e.g., 2 weeks on-site / 1 week in base market) depending on operational needs
  • Ability to work independently with minimal supervision across remote locations
  • Valid U.S. driver's license
  • Legal authorization to work in the United States
  • Valid passport with at least 6 months validity; must be able to meet entry requirements for assigned international destinations
  • Physically capable of working in marine environments (lifting 50+ lbs, confined spaces, heat and humidity exposure)

REQUIRED QUALIFICATIONS
  • Minimum 5 years hands-on experience as a marine technician or diesel mechanic in a commercial or charter environment
  • Demonstrated proficiency with inboard diesel systems (Yanmar, Volvo Penta, Cummins, or equivalent)
  • Demonstrated proficiency with outboard gasoline engines (Yamaha, Mercury, Honda, Suzuki, or equivalent)
  • Strong working knowledge of 12V/24V marine electrical systems
  • Ability to work independently with minimal supervision across remote locations
PREFERRED QUALIFICATIONS
  • ABYC Marine Technician certification (Diesel, Electrical, or Gasoline)
  • Yamaha and/or Mercury factory-certified technician
  • Experience with Axopar, Leopard, or similar catamaran/center console platforms
  • Familiarity with FareHarbor, marine dispatch systems, or fleet tracking tools
  • USCG Captain's License (OUPV or higher) a strong plus but not required
  • Prior experience working with charter or resort-based marine operations
  • Bilingual (English/Spanish) a plus given our operating environment
COMPENSATION & BENEFITS
  • Competitive base salary based on experience and technical expertise
  • Relocation Assistance
  • Tool Allowance
  • Advancement opportunities within a growing multi-location marine operation