Any tips on Southwestern US gardening and pollination?

I live in a very dry climate in the Southwest where the soil is composed of rocks and sand. I created a raised garden and mixed the sand with vegetable soil as instructed on the bag of soil. I planted a cherry tomato plant in early April and currently about 3 feet tall and pretty wide! There are only 5 tomato’s . Is this normal? The reason I am asking is because last year I planted pumpkin seed and the vine grew 10 feet but it never produced fruit. If I live in an area that doesn’t get much “pollination” from insects, is there a way to sort of help it along? PS. I water it three times a week and the leaves and yellow flowers look healthy.