I like to overthink these decisions
😀
On our trip to Orlando last October I took my Ti Planet Ocean 9300 and a Casio ProTrek solar power triple sensor. I'll likely do the same this coming October when we go back to Universal Orlando plus a Caribbean cruise. I usually only travel with two watches in addition to my Apple Watch, and my watches will spend some time getting wet on this trip.
I bring the ProTrek as my under-the-radar watch, but mostly because it has an altimeter that lets me know when the airplane cabin pressure is low enough to turn on my oxygen (I often need it above 7500-8000 feet since my left lung shut down). And the ProTrek also has world time for traveling.
Previously my Rolex GMT BLNR or Explorer II might have been my luxury sport watch to go with the ProTrek, but both had to go away to help me get my Pepsi GMT 216710. I'm too concerned to bring my new Pepsi GMT because it stands out and screams "Mug Me". Same with my Rolex Submariner Hulk which is fairly flashy. My SubC no date might not be too flashy, but I'd miss the date and chronograph function that I use a lot on trips, and it doesn't have a jumping hour hand or GMT function for crossing time-zones.
I'd consider taking my Speedy X-33 Solar Impulse for the GMT and chronograph function, but I worry about the water resistance on a beach trip. I bought it March 2016 and when it got it's 1st battery service in Jan 2018 it already needed new seals. So I'm worried that I'm already 18 months out from the new seals and our trip to the Caribbean isn't for another 4 1/2 months.
Meanwhile, my Ti Planet Ocean 9300 was regulated by Omega in Jan 2017 where it passed its pressure test - then it passed its pressure test again last summer and just 3 weeks ago. I can time things with it using both the bezel and the chronograph, and it has a jumping hour hand for when I cross time-zones. It's comfortable with the Ti 1151 adjustable clasp, and eye catching with the grey metal and muted blue dial/bezel that don't stand out too much. Being within 2 time zones of home I won't need a GMT function.