Sell Everything and Travel in 2024? 100% Maybe.

Are you wondering if you should sell everything and travel the world with your family? Or maybe you’re thinking about other ways to make your family gap year dream a reality. 

Traveling the world with your family can be one of the best things you can do for yourself, your relationship, and your kids. It exposes everyone to new cultures and provides you with unforgettable memories. 

But let’s be honest: it can be super expensive. 

That’s why many traveling families will often end up selling everything, including their house to travel the world for a year (or more). And while this is a great option, it may not be the right one for your family. 

Today, we’re going to talk about:

• whether you should be selling everything and traveling the world
• pros and cons of selling everything to travel the world
• other options to consider. 

Sell Everything and Travel: Pros and Cons

Before we start, I should mention that this post is an update from one we wrote back in 2020. And while a lot of the information hasn’t changed, the context certainly has.

The COVID-19 pandemic meant a lot of the world had been shut down over the past two years. Then, right as things started looking OK again, a major war broke out in Eastern Europe. And now, the housing market (and inflation) is out of the world.

I don’t know about you, but most parents could simply use a break.

Now, many people are finding themselves in a unique position. On the one hand, many have transitioned to working from home. This has allowed some parents to travel with their kids and keep full-time jobs and become digital nomad families (that was our case in both 2020/2021).

Others are wondering whether or not they should sell everything and travel in a time of such uncertainty. It can be tempting to sell your house in this insane housing market. The extra money you can get nowadays by selling your house can easily pay for a trip worldwide.

So the question is, “Should you sell everything and travel in 2023?”

Selling or Keeping the House to Travel

The first decision when it comes to becoming a digital nomad (or a full-time traveler) is to sell or keep the house. The reason this is first on the list is that it will guide nearly every decision you make after that. 

Whether or not you sell your home and travel will determine the following:

• Start date of your trip: You’ll need to leave time to do the actual selling (which is ALWAYS loads of fun).
• Budget of your trip: If you need to use the profits from selling your house to travel, this may make the decision easier. Otherwise, you’ll have to be saving money to fund your adventure.
• Plans after your trip: If you keep the house, you’ll likely come back after your trip to settle back in. Selling it means you no longer have any physical ties to where you started.

And these are all things you’ll want to consider when it comes to whether or not to sell the home to travel. It’s a huge decision and the only one that your family can make together. It’s something that Emilie and I had long conversations about because, again, it really will affect the trajectory of your entire life. 

Here are the pros and cons to weigh when deciding whether or not to sell the house to travel.

Pros of Selling the House to Travel

✅ Provides a large nest egg you can use for travel or savings, depending on how you budget for the world trip

✅ Opens up the world for destinations after the trip

✅ Gives you one less BIG thing to think about while traveling 

✅ Makes your traveling plans feel more real as you prepare

Cons of Selling the House to Travel

❌ Gets rid of a valuable asset that could earn money over time

❌ Start back all over again and risks the housing market fluctuating (and not being able to buy again with the new house prices and interest rates)

❌ Freaks out your friends or family

❌ It can be absolutely terrifying for you

Here’s what the majority of the decision really comes down to: what are your plans for after the trip? 

Conclusion on Selling the House to Travel

As fun as it is to go all “Eat, Pray, Love” on everyone, you should be thinking about whether or not you’ll be returning to the same city after your world travels. 

➡️ If you’re 100% confident you will: then keep the house and find what to do with your house when you travel. The best idea would be to rent it out. This also means that your departure date can be more flexible, more immediate, and all the more exciting. 

Keeping your house also guarantees you won’t blow through tens of thousands of dollars and need to save up for a downpayment later. 

If you DO decide to keep your house, you can always rent it out, which means someone will be paying off your mortgage. I’d hire a property manager or ask friends or family to help. Happy to take the hit of a few hundred dollars a month. Otherwise, you’ll be dealing with leaky faucets, broken light bulbs, and other landlord responsibilities from halfway across the globe. 

Once you’ve crossed that off your list, you’ll be ready to talk about the next big(ish) item: the car.

Selling or Keeping the Car 

Here are the pros and cons Emilie and I discussed when considering whether or not to sell the car before our world trip. 

Pros of Selling the Car 

✅ Get rid of an investment you can’t really profit from 

✅ Put extra money in your savings or travel fund

That’s pretty much it! It’s a short but very powerful list. 

Cons of Selling the Car

❌ You’ll need to figure something out when the trip is over 

Conclusion on Selling or Keeping the Car 

Personally, this one is a no-brainer. 

➡️ If you won’t need a car for another year or two, then there’s not much harm in selling it.

Cars serve 1 of 2 purposes: 

• Get you from Point A to Point B
• Show off your status

For the first one, you won’t need the car if you’re headed abroad. For that, you can take planes, trains, bikes, or just rent a car. For the second one, there are cheaper ways to do it. 

The point is that for most people, cars are tools, not assets. The second you drive them off the lot, they lose you money. And if you bought one used, you can always find another when you return. 

3. Selling or Keeping the “Stuff”

This is the toughest decision on the list. That’s because the volume of items to sell or keep to travel will be much more than an individual item like a house. 

Things like clothes, furniture, toys, appliances, and other random items are likely taking up most of the square footage of your home. 

➡️ If you keep your house to rent, the problem is solved. Take everything that’s not furniture and throw it in storage for as long as you’re gone. You can even boost the rent you charge by $50-$100 to help cover storage costs. 

But make sure to de-clutter before and still put a few items for sale if you don’t need them. It makes no sense to store items you don’t need anymore.

This is something that you and your partner will want to sit down and discuss, likely over a glass or two of wine to ease the wheels of conversation. Let’s see some of the pros of selling your “stuff.”

Pros of Selling Your Stuff

✅ Free yourself from all that clutter

✅ Make a bit more money to put in savings or the travel fund

✅ Re-asses what kind of things are really important to you

And now for the cons…

Cons of Selling Your Stuff

❌ All your stuff will be, well, gone

Conclusion on Selling Everything You Own to Travel

Honestly, this question comes down to what your plans after traveling are. You likely won’t want to sell everything in your house to travel. If you have nice furniture and big ticket expensive items, it can be expensive to start over from scratch.

Same with clothes, larger items such as appliances, and, to some extent, kids’ toys.

In the next section, you’ll let you how to sell all your stuff and travel.

How to Sell Your Stuff to Travel

If you decide to sell everything to travel, here are a few tips on selling all your stuff and travel.

1. Start EARLY

First and foremost, you’ll want to get a head start on this process. This is especially true if you sell larger items like a house or a car.

The LAST thing that you want is to feel pressured into selling bigger items at a price lower than you’re comfortable with.

A good rule of thumb is this: the larger the item, the more time you should set aside to sell it.

2. Create Separate Piles for Stuff

Once you’ve set a departure date and you have a few months to get rid of your things, start making piles for things:

• Sell
• Give
• Keep

Use one room in your house and start building these piles so you can get a global view of all the things you have. This will help you create a better strategy for selling things.

It also gave you a clear idea of whether or not you’ll need a storage unit while you’re away. Since units usually cost around $100/month, depending on your region, this is something you’d need to budget for in advance.

By creating separate piles for what you sell, what you give, and what you keep, you’ll be able to avoid any last-minute questions that sound like, “Wait… so what in the hell are we doing with [insert a random piece of “stuff” here]?

3. Include Your Kids for the Little Stuff

I’ve been surprised at how much our kids like to pack things and be involved in the preparation process.

When we sold everything, we gave our kids a box and had them fill it with toys they no longer wanted. Now let’s be clear: the toys they no longer wanted changed minute-to-minute.

So once they put toys in there, double-check and ensure it’s nothing special.

Once the box is made, put it out of sight from your kids and wait a few days. If they don’t ask about any of the toys in the box, these are all things you can either give or sell.

If they DO ask for a specific toy from that box, remind them that they gave it away. Then, you can judge their reaction to see if it’s a toy they genuinely want to keep or if they’re just experiencing some toddler FOMO.

Regardless, you should include the kids in the process. Not only will this make the packing go by more smoothly, but it will make them feel like an active part of the trip (which they are).

4. Start With Family and Friends

At this point, you have 3 piles of stuff:

• Sell
• Give
• Keep

You’ll need to ask friends and family if they’ll watch the stuff you want to keep. Otherwise, you’ll need a storage locker.

For the “sell” and “give” piles, I always think it’s best to start with your family and friends first. Ask if people want to take anything from your “give” pile.

Then think about your immediate network and who would like items in your “sell” pile.

The goal here is to be generous, not pushy. Don’t start negotiation wars with family or friends, and don’t expect them to pay sticker price for anything.

Determine the amount you’d be comfortable selling an item for and politely clarify from the start that it’s what you want.

Once you’ve given family and friends a chance to comb through your “sell” and “give” piles, it’s time to bring these items to strangers.

5. Decide Which Platform(s) You Want to Use to Sell

There are a few “old school” ways that you can sell your things, like:

• Putting up flyers around your neighborhood
• Garage sales
• Pawn shops

But the best way is to use online community boards or Facebook marketplace.

There are advantages and disadvantages to all of these. We tried to do a garage sale, which was a complete disaster. Three people came, and it started raining on all our stuff halfway through. That said, it was WAY more fun to prepare than a Facebook post, and the kids enjoyed giving out homemade cookies to the handful of visitors we had.

The advantages of community boards like Facebook Market Place, Craigslist, Kijii, and others are that you have a larger audience to work with. But that strength is also a weakness.

When you open up your stuff to more people, you’ll get more “lowball” offers, issues coordinating pickups, and occasions people asking for a refund.

6. Put the Money Away and FORGET IT

Ok, at this point, you’ve made some sales. And now you’ve got a good amount of cash sitting in a drawer.

What do you do with it?

Our best advice would be to put it in a jar and hide it in some remote cupboard or closet. It’s like they say: out of sight, out of mind.

The goal is to save up enough and use it for traveling, so you need to find a way to make sure you don’t accidentally spend it before your upcoming adventure.

Final Thoughts: Should You Sell Everything and Travel? 

But let’s be honest: you likely have TONS of stuff you could sell, even if you aren’t going to travel. As tedious as it sounds, this is worth sitting down with your partner and discussing item by item. And it’s an excellent time to de-clutter your home, whether you sell it or not.

Make it clear what things matter to you and why. I have two boxes full of books that I bought in various places in my 20s. These are very important to me and we kept them, though Emilie didn’t totally understand why (to her credit, literally all of these and more would fit on a Kindle).

On the other hand, Emilie has many photo albums and other memory items she doesn’t want to get rid of because rebuilding a wardrobe is impossible. 

But most of the things we sold were simple: if it hadn’t brought any value to us in the last three months, it was gone. 

This is a question that only you and your partner can decide for your family. For us, everything came down to this: 

What’s the next step going to be (& when)?

We had to adapt our travel plans, even after selling everything. And after 18 months of travel, we’ve decided to resettle.

That said, we’ve adapted our travels to accommodate two full-time jobs, kids who need a bit of routine, and a community we’ve fallen in love with near the Canadian Rockies.

For us, this made sense. But you’ll need to decide:

• Will you be traveling for the next few years with open-ended options afterward?
• Or is this world trip about hitting the “pause button” and resuming life as usual when it’s over?

There’s no shame in either, but getting clear on one answer makes it easier to decide if you should sell everything to travel.