How to Plan a Vacation (In 10 Easy Steps)

How to Plan a Vacation in 10 Easy Steps Pin

Do you get frustrated when planning a vacation?

I get it, the options and variables are endless!

Sometimes, it even feels so hard to plan a vacation that you would rather stay home.

Now, before you get angry with the process, check this list. These are the same easy steps I use every time I prepare for a journey.

By the end of it, you’ll know how to plan a vacation without getting frustrated.

In fact, you’ll know how to plan your best vacation ever!

Ready? Let’s dive right in!

Short on time? Here are my top recommendations for planning the perfect vacation:

🏨 Booking.com: The best accommodations at the most affordable rates

📍 Omio.com: Every transport mode in one place

Get Your Guide: The best local experts to show you around

Disclaimer: This post contains affiliate linksIf you purchase something through one of them, I may receive a small commission at no extra cost to you. Thank you for helping me create free content on this website!

10 Simple Steps for Planning a Vacation in the Best Way Possible

I don’t know about you but I find planning a vacation almost as exciting as going on one!

Researching my perfect destination, finding great deals on flights and accommodation, and booking the perfect activities and tours make me almost as happy as actually traveling.

But I understand that a lot of people find this process long and frustrating. So, let me show you the 10 easy steps I follow each time I plan a vacation.

1. Choose the Right Vacation Destination

Plan A Vacation
Start your vacation planning by selecting the right destination for you

When you plan a vacation, it is crucial to know where you want to go.

All your other vacation plans are going to revolve around your destination.

  • The beach or the mountain?
  • A combination of both?
  • Somewhere near or very far away?
  • Or even a cruise ;)

Your budget also plays a huge role, of course. Remember that every luxury destination or resort out there has a more affordable version somewhere else.

Lenin Peak And Yurt Village

✔️ Tip: Use these incredibly simple yet genius money-saving tips from some of the best-traveled people I’ve met for your vacation to optimize your travel expenses.

Here are several places to start your research:

  • Google Maps and tools like Trover can give you some initial ideas.
  • Omio can reveal all available transportation options to your possible destination and sort them by the cheapest, shortest, and most convenient.
  • Guidebooks can offer you additional information. Even in the digital age, you don’t want to browse the internet on the beach or somewhere remote during a road trip. A book can be taken practically everywhere and never runs out of batteries.
  • The stories on your favorite travel blogs can be used as further inspiration.
Punta Bonita - Dominican Republic Best Beaches

And here are some wonderful handpicked travel guides and ideas for some interesting destinations to help you narrow down your choice:

2. Consider Your Travel Companions

Boat Tour - Snorkelling and Party
You wouldn’t want to join a boat party with your kids or their grandma

Who you’ll be traveling with plays a major role in how to plan a vacation.

  • Are you a solo traveler?
  • Is your significant other coming with you?
  • Are friends or family members joining you?
  • Or maybe your pet?

In order to have a smooth and stress-free experience, you have to take everyone’s needs, wishes, and tastes into account.

Remember to compromise, discuss, and even take a vote when needed. You want to at least try to make everyone as happy as possible. Still, you can’t please everyone – you’re not an avocado! ;)

Here are some additional guides to help you with planning your trip depending on your company:

3. Book Your Mode of Transportation

Budget Airline Plane
Use my ultimate guide on how to find cheap flights to anywhere to master the art of flying affordably

When you plan your vacation budget, airfare should be about 20% to 40% of it.

How to find cheap flights to anywhere is an art very few travelers have mastered.

If your vacation dates aren’t flexible, booking early can save you some money. And the more flexible you are, the better deals you can find.

Here’s a list of my recommended tools to help you find the best mode of transportation. Make sure you check any additional costs if you decide to book via the above tools and don’t forget to check the prices directly on the airline’s website:

I bet you’ve also heard about the airlines’ reward miles. However, did you know that you can earn them not only by flying but also while dining? That’s right, learn how to earn points while you dine out and then use them to reduce your flight’s cost.

4. Find the Best Accommodation for Your Perfect Vacation

Cheap Accommodation Bungalow
Don’t ignore your comfort needs when booking your accommodation

You should consider the following when booking accommodation for your vacation:

  • Your budget, as always.
  • Your travel companions, as usual.
  • And last but not least, your comfort needs.

For larger groups and families, the best value for money would be a short-term rental apartment or house. For solo travelers and couples – a hotel or a hostel room.

Since it’s your vacation and you want to rest, I wouldn’t recommend dorm rooms, but if that’s what you can afford, make sure to bring along an eye mask and earplugs to get enough sleep.

If your budget is really low, try coachsurfing, either at a friend’s or relative’s place or through a sharing community.

Remember to check the reviews of the place you’re booking to avoid unpleasant surprises when you arrive at your destination. Google Maps and Booking.com reviews, as well as websites like Holiday Check, boast useful insights about your preferred accommodation. Check them out when planning a vacation.

✔️ Tip: In case you’ve decided to make a road trip or a round trip, you may want to only book in advance the first night or two and then decide on the go where you want to sleep next. That way you can avoid unnecessary cancellations or re-bookings in case something comes up or you decide to change your plans.

Additionally, take a look at this resource page to find any kind of affordable accommodation that you might want or need:

📍 The Best 69 Resources to Help You Find Cheap Accommodation During Travel

5. Arrange Your Transfers and Ground Transportation

Chaotic Dominican Traffic
Don’t skip arranging ground transportation and transfers when planning a vacation

Even if you’re not a big planner, the one thing I’d highly recommend you check out when you plan a vacation is the transfer from your destination airport or train station to your first accommodation.

Just imagine arriving at an unknown place after hours of traveling and having all sorts of people offering you rides. That’s the moment when you can get easily scammed, robbed, or even kidnapped!

I recommend using Omio or downloading the most commonly used taxi app for your destination. Google Maps is also very handy when figuring out how to get to your hotel.

✔️ Tip: Download the map of your destination on your phone to be able to use it offline and without extra charges from your mobile provider.

Once at your accommodation, make sure you relax before emerging into the new place. Get a beer, eat a snack, or take a nap.

You’ve made it to your vacation spot!

6. Plan the Perfect Vacation Activities

Tara River Rafting Our Boat
You can book the best activities for your perfect vacation at Get Your Guide

Don’t just lie on the beach or by the pool with a book or a drink in your hand. These activities don’t make for great travel stories, I promise you.

Instead, book a tour or two. If you’re feeling more adventurous, hop on a bus or rent a car and make your own adventure itinerary.

The advantage of the organized tour is that you don’t need much planning and everything is taken care of.

Of course, it can be frustrating to follow the herd when you want to spend a few more minutes admiring that beautiful church or swimming a little longer along the coral reef.

But some places are better visited in a group, with a qualified tour guide, and an experienced driver behind the wheel, so you might want to consider all the possibilities.

Check out the tours at Get Your Guide and book yours even before going on vacation. On the platform, you can also find skip-the-line tickets, so you don’t spend hours waiting to see your favorite museum. Don’t forget to read the reviews to get an idea if a tour is the right fit for you.

7. Decide What to Pack for Your Vacation

Carry-on Suitcase
You don’t need more than a carry-on suitcase for your vacation

A lot of people overpack for their vacation.

They end up taking what seems to be the whole content of their wardrobes and everything they could find in their bathrooms.

With the current airline regulations and luggage limitations, it’s just not worth it to take huge suitcases and pay the extra fees.

The rule of thumb is to lay everything you plan on taking on your bed, then pack only half of it.

Most accommodations will provide toiletries, so leave your shampoo and shower gel at home. If you insist on bringing your own brand, try to find the smallest possible packaging. Many stores sell travel-sized bottles.

Remember, that unless you’re hiking in some very remote location, you can buy virtually everything anywhere on the planet.

You might even end up saving a buck or two at the end. More useful tips you can find below:

8. Dos and Don’ts on Your Vacation

How To Plan A Vacation - Sukhothai Thailand
Be mindful and respectful of your destination’s customs and traditions

No matter where you spend your vacation, be respectful of the local people, their traditions, and their culture. You don’t need to agree with their religious beliefs, but that doesn’t give you the right to disrespect them.

Some situations could be simply embarrassing, while others can even put you in jail.

Take a moment and inform yourself about the customs of the place you’re visiting and possible differences from your way of life back home. Be sure to travel in a sustainable and respectful way.

Don’t forget to read about recommended vaccinations and take the shots, if you haven’t already.

Remember, that hygiene is not the same everywhere in the world, so a couple of wet wipes and tissues can mean the difference between getting a nasty virus or staying healthy.

9. Pick the Perfect Souvenirs to Remember Your Awesome Vacation

South African Picture On The Wall
One of my favorite vacation memorabilia is this beautiful painting from South Africa

Sure you’ll want to bring back a souvenir or two, either for yourself or as a gift for someone else at home.

Just make sure it’s something authentic and original and not produced in a basement in an Asian country under terrible conditions, and sold everywhere in the world with the only difference being the name of the place written on it. Here are a few souvenir ideas to make your memories last longer.

Look for something that is locally produced, for example, crafts, foods, or beverages.

Just imagine how you can prolong your vacation if you bring back home a bottle of nice rum or a packet of coffee with you and sip on it for the next month or two!

10. Don’t Lose Your Cool No Matter What Happens

How To Plan A Vacation Beer At The Beach
Don’t let anything make you lose your cool and spoil your vacation

Sometimes things don’t turn the way we want them to.

Especially on vacation, in an unknown place, situations can easily spin out of control.

Remember to always keep your head straight and not get angry about the small things.

The waitress brought you the wrong order?

In case it isn’t something you absolutely hate or are allergic to, just take it and ask for a small refund or a free drink. Be polite and don’t insult the people who are trying their best to make your vacation memorable. After all, we all make mistakes.

Remember, that something like this can easily happen back home as well.

There’s no reason to spoil your mood over someone else’s mistake. Instead, find a way to see the funny side of the situation and add the story to the many other memories you’ve made during your vacation.

Now You Know How to Plan a Vacation – Go and Book it

Bolata Beach
Now you know how to plan your perfect vacation

See, it wasn’t so difficult after all.

If you follow these simple steps, you will plan a vacation like a boss every time you book a trip.

All that’s left is going away and enjoying yourself. Oh, and don’t forget to come back and share your travel stories in the comments below :)

P.S. Still think planning a vacation is difficult? Then, let me plan it for you! Get in touch here and let’s chat :)

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