US Tax Jobs In The Cayman Islands & Bermuda

If you’re exploring US tax jobs in the Cayman Islands or Bermuda, we’ve helped dozens of CPAs, Juris Doctors and Enrolled Agents relocate from North America and Europe to the Cayman Islands and Bermuda.

Both jurisdictions continue to attract US tax professionals looking for a stronger work-life balance without stepping away from complex, career-advancing work.

The US tax roles on these islands are anything but routine. Teams typically advise insurance groups, hedge and private equity funds, and organisations operating in the ILS sector. If you’re looking for complex, high-value US tax work, these markets offer exactly that.

A large number of British, Canadian and American professionals choose to relocate for lifestyle reasons. Commutes are short, the pace is calmer, and the expat communities are full of people who’ve left busy metropolitan careers behind. For many, it’s the first time in years that work and life feel properly balanced.

Both Cayman and Bermuda offer a rare mix: major global financial hubs set in warm, safe, and highly international environments. Connectivity is excellent too, with direct flights from New York, Boston, Atlanta and Miami.

From a tax perspective, the Cayman Islands levies no local personal income tax. US citizens still fall under US federal tax rules, but many expats significantly reduce their US tax burden through the Foreign Earned Income Exclusion and related provisions. Combined with Cayman’s zero-tax regime, this makes the islands an appealing option for those looking to maximise take-home pay while enjoying a much higher quality of life.

We support US tax professionals through every stage of the move - the initial conversation, assessing the right roles, navigating immigration, organising the practicalities of relocation, and even helping with school enrolment for children.

If you’re aiming for challenging, career-defining US tax work in a place where life genuinely feels lighter, the Caribbean islands tend to be exactly where those paths cross.