Of course, the most delicious strawberries are the ones freshly picked. Pineapples are native to South America. In fact, Costa Rica and Brazil produce the most pineapples. Pineapple's peak season runs from March to July, so they are definitely a summertime fruit. Strawberries are grown all over the United States. You might even have some neighbors with a strawberry patch! Strawberries are typically most in season from April to June.