It’s that time of year again when you’re expected to return home for the holidays. (Hello Thanksgiving in America!) But what if you didn’t? Instead of cramming into the Amtrak train on a freezing winter day toward your mother’s apple pie, take your Thanksgiving or Christmas or Hannukah holiday and head the opposite direction with your best friends. And don’t look back!

With all these holidays piling up on one another in the span of just a few weeks, it can be a bit overwhelming to see so much family. I’m spending my Thanksgiving in Dallas, my Christmas in Berlin and my New Year’s Eve in Warsaw. Each holiday with a different set of family and/or friends—maximizing my time and my holidays, plus managing to squeeze in some new travel adeventures!

How To Plan The Perfect Winter Holiday

How to Plan the Perfect Winter Holiday

Art of Making Cocktails

1. Learn the art of cocktails

If there’s one thing that just about everyone can agree on during the holidays, it’s the importance of the holiday cocktail. Man up before the holiday and learn how to make a few signature cocktails. You’ll be the star of the holiday dinner and then you needn’t worry about making constant small-talk. Just whip out that cocktail shaker and wow your friends with a perfect Old Fashioned. I spent last winter learning how to make a handful of unique cocktails so that I’ll be prepared for this year’s many holiday parties.

cook dinner

2. Book a place to stay with a kitchen

Even if you’re traveling over the holidays, you probably don’t want to miss the carb-heavy Thanksgiving meal – it’s just too good to miss! So when you plan your destination party, book yourself into an AirBNB apartment rather than a hotel. Just make sure the apartment has a decent kitchen. Your holiday will be that much more memorable and much better than the stuffy pre-cooked meals you’ll get at the hotel restaurant.

Thai Cooking Class

3. Take a class to escape the humdrum

What better way to treat yourself during the holidays than to get out of the house and learn something new? Check Groupon or other local deals websites for bar-tending or cookery courses when you’re in a new city. They’re fun things to do as a small group of friends or family and plus you’ll learn something – and that’s really the best gift you can receive :)

New Year's in Edinburgh: Hogmanay 2013 #blogmanay

4. Plan an epic NYE party

The holidays can be a long, draining season especially as you fit in a seemingly endless amount of visits to old friends and family, but take New Year’s Eve seriously and plan something special for you. Two ways to do this: plan something romantic with your partner, or else plan a crazy holiday escape with your best friends. I vote for the latter. Sure there’s New York City on NYE, but that’ll always be there? Edinburgh, Scotland puts on the annual Hogmanay celebration with live music, street food and enough beer and whisky to make your holiday memorable. I’m taking the New Year’s holiday opportunity as a way to visit friends in Poland and see a new city. I figure if I’m going to be drunk, I might as well do it right—with plenty of Polish vodka!

Winter in the Black Forest

5. Don’t let the weather get you down

Thankfully the months of November and December often mean you can count on Christmas markets for the essential evening pick-me-ups (hellllo glühwein!) just about wherever you are in the world. So long as you keep a positive attitude regarding daylight hours and the weather, any winter holiday can be enjoyable. Hell, I visited Scotland for the first time one winter and despite the freezing cold weather, the city had so many fun activities and events on that it was hard not to have fun. Pack warm—big jackets, plenty of scarves. Or bring a loved one and just stay inside the entire trip!

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  1. For me personally a winter holiday avoids cold and snow , and adds beaches and warm seas

  2. Awesome trip to get the experience of winter holiday vacation with my office group. It was my beautiful experience of my life.

  3. Wow, great tips, mostly about food but that is what makes travelling fun

  4. This post was extremely helpful for me! thanks, I learnt alot while reading it.

  5. Thanks for this lovely share, great :)

  6. thank you for all of the useful information. It really helped me the first time when I attempted to live in Frankfurt—And I hope that my second attempt will be more fruitful.

  7. Paloma

    Super amazing Blog, Adam! I love it!
    I find your posts are very interesting and I can’t wait to read more!
    Just like your, traveling is one of my passions and I like to write about it! In fact, I just started writing on a blog and I would really like if you could take it a look! I would really appreciate your advice! Here I post you the link

    Thank you very much and keep on writing!

  8. Great tips, Adam! But since I just recently moved from Germany to San Francisco I am so happy not having to deal with these winters anymore :)

  9. Hello Adam,

    I’ve been following your website for almost a year now—awesome job! How do you do it? The amount of work,effort and love in the site is commendable.
    And thank you for all of the useful information. It really helped me the first time when I attempted to live in Frankfurt—And I hope that my second attempt will be more fruitful. Once again thanks for all your dedication and being one of the few people in the world who actually attempt to express their passions.

    • Hi Ronnie – wow, what a great comment to read today. I really appreciate the kind words of support! Cool to hear about your attempt to live in Frankfurt. I haven’t spent enough time there. Please keep in touch and look forward to hearing more about your own travels and passions!

  10. very interesting thank you for sharing!!!

  11. Wow! thank you so much for sharing

  12. thank you for tips:)

  13. Haha I like the idea of the cocktails. A good way to celebrate if you’ve managed to dodge family time.

  14. I felt the food here is very attractive, do not want to leave it

  15. Thanks for sharing this information.Really loved reading this post.

  16. Love this – especially # 1! Ha. I plan on doing that over the holidays definitely. Also some cities have some amazing Christmas markets – those are always worth checking out if you are visiting a city with one.

  17. Thanks adam for all this tips for me the perfect winter holiday is with my family and friends it doesnt matter if is freezing outside or if the food is bad.

    • What a politically correct answer :P Hahah, I know what you mean though. For me, any holiday is really going to be about the people!

  18. Hi, which cities do you recommend for a winter holiday?

    • Depends what you mean by “winter holiday” – if you prefer warm weather places (more like a winter escape) or a holiday somewhere cold, doing all those wintery things like Christmas markets, skiing or somewhere snowy. I tend to prefer places that feel festive, like Germany or even cities like Prague, London or Paris — Christmas decorations everywhere and lots of shopping possibilities!

  19. It seems we have similar strategies when it comes to traveling for the upcoming holidays. I’ll be heading to Vilnius for Thanksgiving, Sarajevo for Christmas, and New York City for New Year’s!

    • Woot! Sounds like an eclectic and exciting holiday season Jeruen. Maybe catch you sometime in Berlin!

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