Holiday Travel Tips and a Winter Travel Outfit

Hello, friends. Happy Monday! Today I’m excited to partner with AIG Travel to share my best holiday travel tips and the perfect winter travel outfit. Plus I’m co-hosting a Twitter Party on Thursday where we will chat all things holiday travel related, and we’re giving away four $100 VISA gift cards and a Longchamp extra large travel bag! There’s more info on that at the end of this post.

The perfect winter travel outfit!

I can’t believe I’m saying this, but the holidays are fast approaching, and it’s time to start planning! For many of us, that means planning recipes and menu plans, starting holiday baking, decorating, buying presents, and making holiday travel plans.

My Top 5 Holiday Travel Tips

We often travel over the holidays to visit family, and it definitely takes more preparation and creativity to travel at holiday time than other time of year. I’ve learned a lot through trial and error over the years so here are some of my best holiday travel tips.

#1. Pack efficiently with outfits that mix and match. In the summertime, I’m always happy to throw in one more outfit or one more pair of shoes “just in case,” but in the wintertime, I try to pack as efficiently as possible because winter clothing and outerwear is so bulky. After all, no one wants to be loaded down like a pack mule on vacation!

Holiday Travel Tips

I recently watched a fellow blogger as she traveled Europe, and she packed almost everything in shades of black, grey, and camel. Everything went together, and she always looked put together without being redundant. It was quite impressive!

Holiday Travel Tips

#2. To save room in your suitcase, wear your heaviest clothing en route. Sometimes I wear my coat and carry it on the plane with me, and other times I stash it in my suitcase when I get to the airport, but I always wear my heaviest shoes which are usually tall boots. I also like to have a big blanket scarf because I can wrap it around me to stay warm in the car or the plane, and I always feel chic and put together, even if everything else I’m wearing is casual.

Another great item to have is a packable coat. Packable coats are lightweight so they don’t add extra weight to your luggage, AND they compress so they don’t take up much space in your suitcase. Get one with a hood, and it will double as a rain coat. This is a great example of a winter travel outfit.

Holiday Travel Tips and the Perfect Winter Travel Outfit

Holiday Travel Tips and the Perfect Winter Travel Outfit

Holiday Travel Tips and the Perfect Winter Travel Outfit

Holiday Travel Tips and the Perfect Winter Travel Outfit

Bernardo Packable Down Hooded Jacket // similar sweater // DL1961 Emma skinnies // similar boots // Rebecca Minkoff Regan Tote (with padded laptop pocket!) // Treasure&Bond Blurred Tartan Blanket Wrap (similar here) // sunnies c/o

#3. Mail presents and other oversized items to your destination ahead of time. The hardest thing about traveling for the holidays is transporting presents. Not only does it make playing Santa difficult (I’ve had to come up with more than one creative excuse when the kids discovered a present hidden in the trunk of the car…) but it’s extra baggage that can be hard to fit in your suitcase or the trunk of the car. Even if you’re not flying to your destination, shipping the bulk of your presents ahead makes the trip much less stressful.

Holiday Travel Tips and the Perfect Winter Travel Outfit

#4. Consider purchasing travel insurance such as Travel GuardOne thing a lot of travelers don’t readily think about is protecting their vacation. We spend considerable time and money to plan a holiday travel experience, so I want to make sure to protect my investment in case of winter storms or other unexpected events. A moderately-priced travel insurance policy can help with the costs of unforeseen trip delays or cancellations, lost or damaged luggage, and medical emergencies while traveling. Of course no one wants to think of what might wrong on their trip, but if something does, it’s nice to know you have protection.

Two years ago, we took a family trip to Arizona, and my son came down with the flu. We had to cancel all plans and stay put while he recovered. Fortunately we were able to secure a hotel room for the duration of our time there and use our return flights, but if anyone else had gotten sick, we would have had to change our plans and we could have lost considerable money on the hotel and return flights. Most. Stressful. Vacation. Ever. I’m grateful it worked out, but having travel insurance would have provided much needed peace of mind.

Another example of a time we could have used travel insurance is last year when we bought plane tickets to Maine to visit family after Christmas and our flights were cancelled due to winter weather. You just never know what’s going to happen when you travel, so the best practice is to plan for the worst and hope for the best. Travel insurance can provide assistance with navigating canceled flights, lost bags, sudden health emergencies, and more.

AIG Travel’s Travel Guard insurance solutions include global travel assistance, emergency medical services, and even concierge services to help you with whatever you need, whenever you need it. To learn more, visit or call 1.800.826.4919.

#5. Be patient and get creative when necessary. Traveling for the holidays is extra stressful because so many people are doing the same thing. Airports are often crowded, highways are likely jammed, and everyone is cranky and anxious to get to their final destination and pour a glass of eggnog! Do your research and avoid peak travel dates — especially with air travel. This can save you money as well.

If you’re driving, leave extra early or late in the day. We’ve been known to drive through the night to avoid crazy daytime traffic on busy holidays. Be prepared to detour if the GPS warns you of a traffic backup ahead, or take an extra day and explore a new area on the way. Pack plenty of snacks, and if you’re flying, eat before you get on the plane. Make sure you have medications and all the necessities in your carryon in case of lost luggage.

Most importantly, pack your sense of humor. It will make the trip so much more pleasant for all involved. After all, if momma ain’t happy… We all know how that ends!

#WhereNext? Twitter Party with @TravelGuard

I hope you’ll join us on Thursday, 11/10, from 9-10pm EST for a Twitter Party!

Not sure what a Twitter Party is? It’s fun, trust me! A Twitter Party is a live chat on Twitter at a designated time using a hashtag (#) to help organize and follow the conversation and encourage others to participate. It is usually (but not always) sponsored by a brand as a way of engaging with fans and customers and getting people talking about a topic or service. For participants, it’s a great way to get to know more about a brand or service, make new friends, and chat about a topic of interest.

Many times brands partner with bloggers who have loyal Twitter followings to expand their reach, and that’s where I come in! As a way to generate excitement and encourage participation, there are often prizes. (Woohoo!)

To participate, you just follow the designated hashtag (in this case, #WhereNext?) and join in the conversation by answering questions asked by the hosts and responding to other participants.

Make sure to use the hashtag in all of your tweets so people participating in the party will “see” you and engage with you, and to be eligible to win prizes. It can be overwhelming at first, but you’ll get the hang of it.

RSVP below, and be sure to follow @TravelGuard, @7onashoestring, and #WhereNext? for updates. (Oh, and follow me too! I’m @JoLynneShane on Twitter.)

This post was brought to you by AIG Travel. All text, opinions, images, and editorial decisions are my own and presented without prejudice. Thank you for supporting the retailers that support this site.