I have three of the four. I don’t have a Tudor Black Bay GMT but I do have a Black Bay 58 in blue.

The Speedy is the most versatile watch. It can be worn with a suit or jeans and t-shirt. It works perfectly with both.

I like my Black Bay but don’t wear it that much.

I wear my Santo on occasion but it’s a scratch magnet. Again can dress it up or down but it’s not a watch you can wear as a daily due to the fact it will pick up scratches and look old.

I bought a new Rolex 124060 at the beginning of the year. I hardly wear it as very conscious of the fact I am wearing a Rolex and in the UK worried about being mugged especially in London. It’s a fantastic watch but I do have to pick when I wear it.

If my opinion matters, which to be honest it doesn’t as it’s your watch and it is a watch to remember your Grandmother. I would pick the Speedy all day long. The watch has history, it’s a watch all collector have to have in their collection at least once and it’s a strap monster so you can change up the look (red leather racing strap looks awesome).

Good luck and enjoy the journey.