How many watches do you carry with you when you travel?

I'm on holiday now, with 3.

I get concerned about where to keep them when I'm not wearing them. I don't want folks in my room, and I don't want to use the safe. I guess I could keep the DnD sign on the door.

I normally use 2. One more sporty and one dressier.

I’m debating on this right now but I don’t have a case to carry them in…i might just bring one my gshock i guess…

Great options on Amazon, I've recently discovered. Worse case scenario...two wrist it. I'll secretly be judging you though (J/K) 🤣

I've got one on my wrist, one in a case. And the G Shock thrown in a bag!

I have three with me right now while traveling. I like a bit of variety, and none of my watches are so expensive I worry about leaving them in the hotel when I'm out. I just put the watch case inside a closed suitcase. 

Two: one for activities and one for dining out. And that leaves an extra slot in the watch roll for a purchase.

That's the question I'm wrestling with now,last time on holiday (pre covid) I had 2 watches a work watch (sekonda) and the best watch (logines hydroconquest) so an easy decision, the longines,waterproof and looks good. Now I've got 20 odd various dive watches,most waterproof (except for some vintage) and all look good (in my opinion,that's why I bought them) my concern is ,I'd love to take some but it's the risk of leaving them in the hotel whilst out,never been robbed before but it's always a first time. Thinking on a seiko samurai for the pool n beach and maybe a couple of colourful quirky peices for the evening, dinner ,cocktails etc maybe zodiac and bulova devil diver,or just be sensible and take the old faithful longines hydroconquest and not have the worry,decisions decisions

I've recently changed my one watch for travel to my Omega seamaster, but @Omeganut  has made a strong argument in another post that a grand seiko may be a better option seeing as it's not hyped. 

But in general, I do have a seiko I could wear, but these days, with the growth of the watch community and the economies of the world going to crap, people are nuts, who knows. 

I'd love to carry more than one watch, but I'm still a bit skittish about it.

My exact concern as well. This is the reason I typically carry only one watch, but more and more, I'm thinking that I need to travel with an unknown, non hyped watch, but in the end we don't know what people will do. I don't want to get robbed either but I've been seeing stuff on IG and YT. In general it's the hyped watches, Patek, Rolex, AP etc., so I think we may be safe for now.

Either way I feel your pain.

When I think about what I would and wouldn't do with my watches - vacation, where to wear them, how to store them, etc., etc. - the simple heuristic I always use in my head is, "Imagine if you had a wad of cash equal to the value of the watch(es).  What would you do now?"

For me, the heuristic is incredibly clarifying.

• Take a bunch of cash on vacation with me?  Leave it all sitting in my suitcases in the hotel room?  Nope.  If I take off on vacation, I'm gonna stick my watches in my bank's safe deposit box
• Go out night clubbing with my expensive watches?  Hang out at that hot new fusion cuisine eatery in the part of town that's just now beginning to gentrify, and then head over to the hipster bar where all the servers have handlebar mustaches?  F*ck no!  a) I'm too old to do that dumb sh*t anymore, and b) those are precisely the places that, were I a criminal, I would spend my time canvasing for opportunities to forcibly take the goods of the unsuspecting "bridge and tunnel" crowd
• Place all my expensive watches on my nightstand to display them beautifully so that I can look over right before bed and whisper, "I love you, my precious darlings?"  Nope.  I stick 'em all in a fireproof and waterproof safe that's been anchored/bolted to the floor of my garage

I live an incredibly boring and sedentary life, whereby the most excitement my wife and I get up to is Netflix.  Our lives, and everything in them, are insured to the hilt.  I have a hard time imagining how I might lose or have stolen any of my watches during the course of regular life.  On vacation, however, I can see how one's watch could be misplaced or how one might have oneself relieved of one's watch.  In which case, while on vacation, I would only ever wear a watch that were it the equivalent value in cash, I wouldn't blink twice if I lost that amount of cash.  

Great points, Omeganut! I too live a pretty boring life as well ,not married, no kids, and don't really go out a ton, so the risk may be lower, BUT, I'm always aware. This is a great point. I would agree and would add, to be advised of the "hype" watches and the location you travel. For example, I recently went to Cary, North Carolina for work (a suburb of Raleigh). I work my Omega SMP300 with no issues, but I was very much aware of what I had on my wrist. In this situation I knew where I was going and the potential risk, which was supremely low. Now with that being said, if I was travelling abroad, or to a place where I know the risk is higher, seiko/grand seiko would probably be the choice for me. 

One thing to bear in mind when doing your vacation "risk assesment", there are different types of watch thefts/robberies. 

Type A: Targeted, based on the brand you're wearing. In this case a GS might not help much, because anyone targeting people for watches will know what a SMP300 or GS is. 

Type B: It looks shiny, and I want your stuff. In this case a $150 Seiko on a bracelet is just as likely to get stolen as a Patek Aquanaut, because big shiny is big shiny. 

Where you're going is likely to determine which type of thief you run into, so the risk mitigation tactics need to be matched to the threat. 

A Type B thief will just as likely mug you for a Seiko 5KX on a bracelet, as they are for a SMP300 on a bracelet. Wearing a watch on a strap is a better deterrent than wearing a cheap watch on a bracelet. If GS keeps becoming popular, a Type A thief will perhaps target you, if the GS can be fenced reasonably fast. 

In the end, avoiding areas known for theft is the best way to avoid being robbed, but if you have to go somewhere, tailor your risk mitigation to the local threat not a general idea on watch forums that wearing a "cheap alternative" is going to keep you safe. 

All great points!