I went on holiday in September last year after 60 days sober; not all inclusive as such but a house with 3 couples so as good as. I choose to drink and didn't stop until late December. I think you can go to Cuba but only if you think you can enjoy the sun, sea, sand , etc. without drinking, especially if everyone around you is drinking. I went to Varadero in Cuba for a few days a few years ago and it was full of drunk Canadians
