More islands in the US?

The only ones I can think of are Bermuda (which is not even a Caribbean island) and the Bahamas (which is also not in the Caribbean).
 
I don't think so. The British Islands enjoyed their ability to sell sugar exclusively to the Americans (the main benefactor of the American Revolution in the Caribean were the French), and they relied on the British for military protection in case of Slave Revolts (which were far more common in the Caribbean then in the Americas). If the American Revolution had turned into some kind of wider movement faster, we might see Jamaica or Haiti rebel.
 
Bermuda definately had a cross-section of loyalist/neutral/patriot colonists and nearly surrendered to patriot control in 1779. It could have happened.

I hear the Bahamas had the same amount of patriots and I suppose they could have been ceded to America in 1783 if the privateers and local rebels stirred up enough trouble to ensure they'd be considered a lost cause. In the Bahamas' case you must also make sure the Spanish don't try to keep them after the joint occupation of them in 1782.
 
First of all, Britain would never have allowed any of its Carribbean islands to become independent. At the time the US gained its independence in 1783, the West Indies were far more valuable to the empire (commercially) then the former colonies. In fact, Jamaica alone generated more revenue for the Crown than all the former colonies combined.
Secondly, the USA, even with French assistance, would not be in a position to threaten to destabilise Britain's presence in the West Indies. For the obvious reason that the Royal Navy dominated the Carribbean and the Americans weren't able pose any significant martime challenge for another century.
Finally, the social structure on Britain's West Indian islands was very little like colonial North America. The plantation owners who controlled the islands were heavily dependent on British protection and the markets for their sugar which the empire provided. Also, many of the influential figures in Parliament owed their prosperity to the sugar plantations of the West Indies, and would have acted strongly if they were in any danger.
 
French victory at the Battle of the Saints or an ATL equivalent could do the job. In OTL France had siezed a number of British islands in the Caribbean during the 1778-1782 time period but had to hand them back after the catastrophic defeat at the Saints combined with the failure of the attack on Gibraltar. To the French defeat at Gibraltar had seemed a foregone conclusion, and were preparing to offer Britain its Caribbean possessions back in exchange for handing Gibraltar back to Spain. Though I doubt Britain would relinquish Gibraltar to anyone.

The POD for a major French victory in the Caribbean could be Comte de Guichen sailing with reinforcements for the Caribbean in February rather than December(he was driven back by storms in OTL)which could tip the balance in favor of the French. I think such a defeat would convince the British to throw in the towel and seek peace. So the peace negotiations would see France in a position of power in the Caribbean while Britain holds sway in the Mediteranean. I could see France insisting that Britain cede control of a number of islands to France at the peace table.

This might sound a bit far-fetched but I could see France handing one or two of these islands to the Americans. As France already has West Indians colonies(which wouldn't be happy about competition)and it would serve France's strategic interests to keep the Americans close to France(as these islands would be dependent on French protection, less Britain just recapture them).
 
I don't think its possible. The white to slave ratio was enormous, with the threat of slave rebellion always lurking in the background. This is why the Revolution wasn't as popular in the South as it was in the North. Basically all the West Indies' profits came from growing sugar which relied on slave imports. This couldn't have been done without Britain's navy, and they wouldn't risk it. They just didn't have the same motives as the States.
 
I don't see the slave/land owner ratio as a problem being that South Carolina had a similar ratio. Importing slaves during peacetime wasn't a problem for the US I don't see why it would be a problem for these islands under US control. If anything these islands may help defeat the ban on the slave trade in the US in 1807. The need to keep communication and trade between these islands and the US would probably butterfly the War of 1812 away as the US wouldn't risk losing possession of valuable west indian real estate.
 
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