Connecting multiple Bluetooth speakers

Welcome to the Apple Support Communities.

If you have AirPlay 2 compatible speakers, yes: Use AirPlay to stream audio - Apple Support.

Here's a list of AirPlay 2 compatible speakers: iOS - Home Accessories - Apple.

Jack

Only if the set of speakers you buy specifically is set up to allow that. Bluetooth does not typically allow more than one of a certain type of device, such as speakers, to be used at one time.

~Lyssa