Hi Snick's Guy:
Lucky you! The Ruby sailing sounds really, really nice. Wish we were there to join you.
I've traveled alone and with my partner. No doubt, with the size of Ruby, you will find several friends to eat, tour and unwind with.
The dining staff does not frown upon a table for one. Have you made your dining reservation yet, for a table for one / two?
I think the Anytime Dining would work well for you. The specialty restaurants will be fine as well...however, when you board, make the trip to the Maitre'D and let him know you are sailing alone, but might enjoy a larger table. If the Maitre'D knows of any larger tables of gay passengers, ask him to put you there, if there is room. That worked for me twice, and I had a great time meeting other coupled and single passengers.
Also, if you hit the first FOD meeting, you'll likely find other gay cruisemates who are traveling alone and would welcome your company.
One thing is for sure, you're going to have an amazing time with that itinerary!