Literary sources and many archeological discoveries show that Rome and India had extensive trade relations, with Roman citizens settling in India and tigers and Asian elephants appearing in Roman zoos and art. The flow of Roman gold and silver to pay for spices and silk was large enough to alarm Roman officials in that it deflated the supply of specie to the Roman economy. The difficulty of transporting grapes from the Mediterranean though makes me inclined to think that there may have been local cultivation. After all, grapes were known to ancient India and are documented in its art and literature.
Some enterprising merchant actually moved Tamil-speaking craftspeople to the Red Sea coast of Egypt, in order to produce the Indian wares which were popular in the Roman Empire. That circumvented the problem with the monsoon winds, which made it necessary to have but one round trip a year to India.