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If the OP, or a lurker with the same lack of confidence( -but good judgement), was to take your advice (challenge) and as a result their last flight has a really bad outcome; how does that fit in with your advocacy?

This is very poor advice. ;(

It is always a good idea to go to plan B if one's original plan isn't going well. In your case you decided to return and generally stay in VMC conditions. You landed safely. IF you aren't comfortable night IMC, an AP is not the solution. I am assuming you are IFR qualified and current, just...

To track down the regulations, Google OTAR Regulations Select part 91 You'll be on your way. Bottom line: Ceilings, visibility and winds can all impact whether you'll be successful in being able to land in Bermuda. Anyone uncomfortable with having to make go/no go decisions in the planning...

Reply minus reference link: 91.265 & 91.280 give some guidance, Bottom line: Unless you have enough range to make it back to the US, you will end up in the water. Which means, good weather needs to be observed and forecast. AND, you need to bring a raft and be prepared to get wet...

http://www.airsafety.aero/getattachment/Requirements-and-Policy/OTARs/Part-91-General-Operating-Instructions/20150401_ALPR06_OTAR_Part_91_Issue_9-0.pdf.aspx 91.265 & 91.280 give some guidance, Bottom line: Unless you have enough range to make it back to the US, you will end up in the water...

Get wet.

There is AVGAS in Bermuda! I staged four bbls out there this summer, haven't had the chance to use it yet, my plan is to maintain a stock for visiting aircraft, (and my personal use).