Just came back from Culebra last night. We love it and did not visit the BVIs on this two week trip. The USVIs are cheaper than the BVIs and less crowded. The SVIs are cheaper than the USVIs and less crowded! The people are friendlier too.

The best, and only current, cruising guide out there is Frank Virginito's free "A Cruising Guide to Puerto Rico." It has been updated twice in the last 18 months. The Street guide is badly out of date and the Pavlidas guide has GPS coordinate errors and more errata.

http://freecruisingguides.com/free-cruising-guides/puerto-rico/

You can read about our experiences from our 2015 cruise at http://dinghylife.wordpress.com/2015/11/18/seabbatical-trip-report-october-16-november-15-2015/

Life will be easier if you get a boat with a watermaker. Plan on anchoring unless you are in a marina as moorings are unmaintained. No water currently available at a dock in Culebra or Vieques. But, the renovated town dock in Dewey Culebra has new electrical heads and water is plumbed. Soon come?

Things are very quiet in October. I would recommend Halloween and later if you want to see restaurants open.

You'll have a blast.

Cheers, RickG