Quebec is possible, it just needs a lot of luck, and some shifts in personnel, or just a real incompetent instead of Carleton as governor. With Quebec, Upper Canada basically falls into the pocket. Nova Scotia is much less likely, but possible with enough early luck to hold onto the landward part (future New Brunswick), though PEI is too far, and it is quite probable the whole territory does not come through. Bermuda spent a good chunk of the war being essentially undefended, so even what little the Continental Navy could scrape up could probably take it, with the right timing they could keep it, though it could be easily retaken. Florida with proper organization is something that could be done, but is probably much more of a reach than Quebec, the American invasion did take Montreal and beseige Quebec, but the attack on Florida never reached St. Augustine, but it could happen with a lot of luck and West Florida has to be taken fast before the Spanish get there. Finally the Bahamas aren't heavily inhabited and are not as suited to plantation agriculture so Britain cares less about losing them, and weren't that well defended for most of the war but again are easy for Britain to retake so timing has to be about perfect
Jamaica and the Leeward islands are real money makers and the RN will send a fleet to recapture them if lost no matter what, they have decent garrisons for the most part so are hard to take, and if France takes them it will keep them. Newfoundland is also something that will require a Naval campaign and is valuable for the fisheries, and France wants it. Rupert's Land is just too far away