Relocation Guide

Everything You Need to Know
About Moving to the Caribbean

Visas, housing, cost of living, and what to expect when you relocate for your new hospitality role.

Visas &Housing &Cost ofCulture &FAQs

Work Authorization

Visas & Work Permits

Work Permit Processing

Most Caribbean nations require employer-sponsored work permits. Trident handles the entire application. Processing takes 2-6 weeks depending on jurisdiction.

Documents You Will Need

Valid passport (6+ months), professional certifications, police clearance, medical exam, proof of qualifications. We provide a detailed checklist.

CARICOM Free Movement

If you are a CARICOM citizen, you may qualify for free movement of skilled labor, which simplifies the process significantly.

Dependents & Family

Most islands allow dependent visas alongside work permits. Some offer spousal work authorization. We coordinate family relocations.

Accommodation

Housing & Accommodation

Employer-Provided Housing

Many resort properties include staff housing, ranging from private apartments to shared accommodations, especially for senior roles.

Housing Allowance

Some employers offer $500-$2,000+/month. We negotiate this as part of your package and help find accommodation before arrival.

Independent Rental

Costs vary by island. We partner with local property managers to provide vetted options and help avoid common pitfalls.

Temporary Arrival Housing

We arrange 2-4 weeks of temporary accommodation while you settle. Typically covered by employer or relocation package.

Finances

Cost of Living by Island

Island
Rent (1BR)
Groceries
Dining Out
Index
Jamaica
$400-$900
Lower
Dominican Republic
$350-$800
Lower
Barbados
$600-$1,400
Moderate
St. Lucia
$500-$1,200
Moderate
Bahamas
$800-$2,000
Higher
Turks & Caicos
$1,000-$2,500
Higher
Cayman Islands
$1,200-$3,000
Highest

Life on the Islands

Culture & Daily Life

Pace of Life

The Caribbean runs on "island time." Adapting to a slower, relationship-oriented culture is the biggest adjustment. Our training prepares you.

Community Integration

The expat hospitality community is tight-knit. You will find social groups, sports leagues, and gatherings quickly.

Healthcare & Insurance

Most packages include health insurance. Quality varies by island, with larger islands offering better facilities.

Climate & Environment

Tropical climate year-round with hurricane season June-November. Most properties have excellent staff facilities.

Common Questions

Frequently Asked Questions

Ready to Make the Move?

Browse open roles or apply now and we will match you with the perfect position.