Daddy & Grey shirt

Beach, palm trees (but not like super Hawaii lush), beachwood, blue ocean, sunset, green, stairs like the photos I sent. The design can wrap around the side or above shoulder (not required).

I am a father of a 2 year old boy. His name is Greyson. I would like to create a clothing label for him that I make shirts and apparel under over the years as he grows up. The first step is a shirt for him, and after that we will design the brand logo. This will be toddler size 3T, so it's a small shirt!
Feeling of the shirt and brand: We live in Santa Barbara, California, close to the beach. The brand and shirt design should be beach, ocean surfing, carefree, fun, playful, simple, and understated.
The beach area we live in has steps that go down a cliff to the ocean, it's on a Mesa. These are called, "Mesa Steps" and they are very representative of our neighborhood. I would like the T-shirt to include a line drawing or stylized drawing of him sitting on the steps looking down **WITH ME NEXT TO HIM, SITTING ON THE LEFT (ADDED: 3/1). There are 252 steps, so this number could be incorporated into the design - it doesn't have to be, just an idea. Sunsets here are amazing, so that can be part as well. This should look, "cool" but still kid-like, and playful. The sleeve of the shirt will have the woven label sewn into the side, wrapping around the edge, this can be designed later. The shirt can say “Daddy & Grey” but should be understated.

Colors: Beach, sand, ocean, palm trees, blue is best, green is ok.
Please provide ideas for the shirt, all ideas are welcome! I look forward to seeing what you come up with!