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With a 13-year old daughter playing travel softball, our "vacations" are usually to tournaments. We live in Northern California, and this year the tournaments will take us as far as Denver, Colorado, and Huntington Beach in Southern California. Look for me there. I'll probably be the only watch geek around, and I'll be wearing my Sinn EZM 10. It has a hardened titanium case and bracelet, and feels like my most durable watch in a small rotation. Plus, the chronograph and the countdown bezel are great for watching the softball games, which are always timed somewhere between 75 and 90 minutes.

Even if it weren't for softball tournaments, I think the EZM 10 would still be my travel watch. The other two watches in the three-watch rotation are 1) too old for replacement parts and 2) too valuable for risking damage. Oddly, when we traveled to Italy years ago, I wore an Omega Speedmaster from the sixties on the original bracelet (a 105.012-66 CB no less, for those who speak Vintage Speedmaster).
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I'm currently travelling.... Here's what I brought:

1. Ball Trainmaster TMT
2. Citizen Satellite Wave F150 titanium
3. Citizen Promaster Land GMT
4. Chinese smartband
 
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On holidays on the Côte d'Azur at the moment

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Thought I would bring the blue Seamaster as my sole mechanical:

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A couple of quartz watches all solar:

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Edifice Alpha Tauri a great daily beater as it is light and comfortable
Casio MRG which I love travelling with as the second time zone activation is simple to use
Citizen diver perfect for taking into the sea and not worrying about it getting bashed up
 
I usually bring 2 watches.
If its a beach or cruise destination,,, a dinner watch and a activity watch capable of snorkeling.

Fyi,,, i have experienced theft during a vacation.
Lesson learned.

I just went to Cuba,,, and I didnt feel right about bringing my better watches.
I have 2 Caravelle watches that I care less about and I brought them to Cuba.
Very little concern when I was away.

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