Ownership

The flag.

The five flags that handle 80% of the global charter fleet. What each gives you, and what it costs.

The big five

Cayman Islands. The market leader for superyachts over 50m. Strong Red Ensign group, recognised everywhere, top-tier survey. Annual registration ~$10–$30k depending on size.
Marshall Islands. Popular for newer yachts. Slightly cheaper than Cayman, similar recognition. Strong charter framework. ~$5–$15k/year.
Malta. The EU flag of choice for European owners. VAT-paid status simplifies Mediterranean charter. ~€8–€20k/year, plus ongoing compliance.
Jersey. Discreet, Red Ensign, particularly favoured by UK/CI owners. Strong banking integration.
BVI. Less common for charter than the above; popular for personal-use yachts.

What flag affects

Charter VAT treatment (Maltese flag in Italian waters works differently from Caymanian flag in same waters). Crew certification requirements. Refit-yard access (some Med yards require specific flags). Insurance underwriting. The visibility of beneficial ownership.

The desk's default

For a charter yacht over 50m intended for Mediterranean operation: Cayman. For a primary-use boat operated within the EU: Malta. For something between: discuss with the team that'll be running the boat.