Here are some good ports to try with a medium cigar. Warre's Warrior port or Warre's Nimrod tawny port both about 16$ a bottle. Warre's also has a Otima 10 year and 20 year port. They are both great but are more expensive and I would try them latter after you have a couple of ports. Galaways Australian tawny port is one of the best and it is about 22$ a bottle. I have aslo tried Grams LBV or Late bottle vintage but it is so mild that it just okay. One of the best tawny ports I have found is Rosemount Estaes Old Benson port. It is hard to find but it is worth every penny. In general and in my experince I stay away from Ruby ports and LBV when pairing with a good cigar. The tawny ports really have full taste to enhance the cigar senjoyment.