Keep 26mm or move up to 31?

Move up for sure. Small watches look dated to me. My wrist is small, 5 3/4” and I wear a 40mm Daytona.

That’s what I would do. I have a 26mm also that I will get rid of. I will keep my 31mm for now as I really like the combo but I still find that a bit too small. It’s acceptable to me, but I prefer bigger.

Also, the 26mm is now discontinued so that should also tell you something.

Just my two cents.
 
Move up for sure. Small watches look dated to me. My wrist is small, 5 3/4” and I wear a 40mm Daytona.

That’s what I would do. I have a 26mm also that I will get rid of. I will keep my 31mm for now as I really like the combo but I still find that a bit too small. It’s acceptable to me, but I prefer bigger.

Also, the 26mm is now discontinued so that should also tell you something.

Just my two cents.

Absolutely!
Big watch (about 40mm) is the modern trend. Personally i think 31mm felt quite dated too.
My wrist is 14.5cm and I'm wearing 40mm submariner and daytona. Many of my friends wear Datejust 41 now.
So if you don't lose too much money getting rid of the 26mm, try to get a bigger size.
 
View attachment 4380007 Your wrist is tiny but a 31 would be a nice change and will look updated but not silly. 40 would look ridiculous and is a fad. 28 wouldn’t be enough of a change to be worthwhile. Our wrists are the same size and I have a 31.
Love this watch, looks perfect on your wrist. Is that in ever Ross and is that a silver dial?
 
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I have a pretty small wrist and have two 26 mm Rolexes. Thinking of trading in for a 31 mm - will that look too big for daily wear?

Wrist is 5.5 inches

Thank you!

Since you have two 26mm, definitely trade in one for 31mm. No, it’s not too big, it’s so easy to read the date on the 31mm. What combination are you looking at?

I have the 26mm, YGSS, MOP dial and diamond markers, 11 year old, and it’s great for evenings and special occasions. Added a 31mm, WGSS, Roman numeral, pink dial for a more casual vibe and it’s great for daily wear.

But I’m lusting over Gourmetgal’s 31mm Everose.
 
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Do you like the stainless steel better than the two tone in the 31 size?

That’s a tough question because I wasn’t thinking of 31mm in YGSS or RGSS. My mind was set on WGSS for the 31mm because I wanted a casual daily watch. I think two tone in 31mm would be too blingy but if you live in a country where you wear long sleeves most of the time, then it shouldn’t be concern.