Whichever route you take for a holiday, the paperwork side matters as much as the policy choice. Before you fly, write down every item you are taking with make, model and serial number, note roughly what each is worth today, and keep a copy on your phone plus one in email or cloud storage so it survives the bag going missing. If you have to report a theft abroad, the local police report almost always needs serials, and insurers will ask for the same list plus proof of value when you get home.
Two other things worth checking in the wording before you rely on holiday cover: the single item limit, which on standard travel policies is often well under the price of one decent lens, and the unattended clause, which frequently excludes anything left in a hotel room that is not in a locked safe or anything out of sight in a car. Specialist photo policies tend to be more sensible on both, but read the excess as well, since a low premium with a high excess can leave you paying for most of a lens replacement yourself.
Small practical habit: photograph your kit laid out on the bed before you pack, and photograph each serial plate. It takes five minutes and it is the evidence you will wish you had.
Disclosure, since I have now mentioned inventories a few times on here: I built a kit tracking tool called GearDex for exactly this, so I have an interest. A spreadsheet or a notes file works just as well, the important part is that it exists before the trip rather than after something goes wrong.