I'm a flying hour west of you, and I'll be embarking on my bucket list trip here in the next 2 weeks; my route shadows your intended route. My final destination is PR. My technical stop will be in Stella Maris (MYLS) which is just east of your intended destination.
I had FXE or FPR selected for the outbound crossing, and so far have settled on FPR mainly because the raft-renting FBO hours are more convenient for picking up my life raft rental. For you with Bahamas as final destination, you could make any airport in FL a launching point if a raft rental is not part of the plan.
As far as route from FL to Bahamas? That's all gonna depend on where you're planning on crossing outbound. fwiw, for my technical stop to MYLS on day 2 I'm looking at FPR ANGEE BR62V ZFP BR65V ZQA A555 DUKKY MYLS. Easy peasy. If coming from the FLL area, it'd be Bimini to ZQA and the rest is the same. Miami Center VHF coverage all over the Bahamas is pretty good above 6k from what I'm told.
Approaches in the Bahamas? None that I have access to. Not planning on needing them. Conditions in the islands are usually high ceilings, otherwise it's torrential squalls that come and go quickly. Radar coverage from MIA should get you below the high ceilings before you cancel. The leg is short enough turning back is always a possibility, but one should be able to get a good look at the weather on the ground at the hotel before making the decision to launch, so as to make that hypothetical moot. It's really not an area of pervasive low ceilings. I'm not worried about IMC arrivals east of FL. Ultimately go with the plan that accommodates your experience and risk tolerance. It's supposed to be fun, do what you can handle.
I'm planning on writing down the center freqs I come in contact with through that sector. I haven't found that information to be as conveniently available as it is in CONUS coverage charts and approach plates. My plan so far will be to pick up my IFR clearance in the air with said frequencies in hand when departing from the Bahamas to PR/CONUS respectively.
The rest is the usual logistics. Get your CBP customs sticker (30 bucks with shipping) online. Takes a couple weeks to get to ya, good for one year. Make an eAPIS account online, create an CONUS-outbound manifest prior to departure date from CONUS, create an CONUS-inbound manifest before departure date from the Bahamas. Call the Customs office in FL you intend to use at least an hour prior to intended arrival the day of. Contact numbers are usually available via commercial sources.
Bahamas fees vary. See here for a
list of fees depending on the line item (cruising permit, inbound/outbound, per pax et al). I'll tell you that's the #1 reason I'm stretching my range to the limit and making Bahamas my technical stop instead of the more geo-convenient (for my trip) Turks and Caicos. The latter is absolutely out of control on the fees. Other folks have had a sour experience with the TC, if you do a search on POA.
November weather is the latter part of hurricane season, but these things are known weeks in advance. Should be no issue flexing your travel plans to accommodate hurricanes, provided they don't decimate the island you're intending on visiting.
Cheers!