How to plan your own travel Itinerary

Some people swear that traveling with no plan – other than buying a one-way plane ticket – is the only way to experience a country authentically.

But you feel more comfortable knowing where you will be resting your head every night, at what time the train or plane leaves for your next destination, and what the main things to see and do are in each place.

Knowing all of these things means you need to create a travel itinerary for your trip. A daily outline that ensures your trip runs smoothly and that you can, therefore, make the most of your precious time.

By investing the time now to put together an itinerary, you save time for more fun things whilst you are abroad.

The length of your trip really doesn’t matter. The process remains the same whether you are planning a weekend getaway in Europe or a three-week round trip around South East Asia.

You could, of course, get a travel agent to do this for you, but you will without a doubt pay far more for your trip than you would have done had you planned it yourself.  There are also plenty of apps and websites that will help you plan your trip.

The key to any well-laid-out travel itinerary is to start planning it early and retain a certain amount of flexibility.

Decide what the length of your trip should be

You will not be able to determine the cost of a trip and whether you can afford it until you have decided how long you are going away.

Are you going for a week? A couple of weeks? A month? A year? Figure out your total number of days and go from there.

To a certain degree, this will be determined by the amount of leaving your work grants you.

Establish a budget

Make sure to set yourself a realistic budget early on. This will influence what destination you choose, what flights and hotels you book, and how many places you can visit. You do not want to plan a fabulous itinerary and then discover you cannot afford it.

Ask yourself how much can I realistically spend on this trip. How much spare money do you have now and how much can you save up by the time you book your flights and hotel?

Unfortunately, some adventures might over-exceed the amount of money you have in your pocket. When going back and forth, remember to ask yourself if there is something you literally would go crazy regretting if you didn’t go do it if you had the chance.

There are of course many ways you can get more for your buck. You could travel in the shoulder season or off-season, scour the market for cheap deals on flights and hotels and shorten your trip.

You should also check what currency is typically used in the country of your choice (some countries have multiple currencies) and what the current exchange rate is. A great way to save money is to choose a destination where the exchange rate puts you in an advantageous position.

Choose a destination

Now that you have set a budget and timeline, you can choose a destination.

Is there a particular site or activity that ranks high on this must-see travel list? You could plan an entire trip around that.

If this is your first time traveling and you do not yet have a bucket list then visit a couple of blogs, browse through Instagram and buy some travel magazines for inspiration.

Certain destinations are particularly suited for a specific season– like Christmas in New York, New Years’ in Sydney, or seeing the spring cherry blossoms in Japan.

If you have a country or city in mind, it’s worth a quick check to see if there’s anything exciting happening at a particular time of year that could make your trip even better. Are there any festivals you would like to see or participate in?

Do consider whether a country might be particularly crowded at that time though. Prices for hotels and flights increase in peak season.

Finally don’t forget to check the weather forecast.

Consider any documentation and vaccinations you might require

If you do not have the required documentation and vaccinations for your chosen destination, you are not only endangering yourself, you might not even make it into the country in the first place.

So before you start planning your itinerary and certainly before you book anything, try and find out what documentation and vaccinations you will need, how far in advance you have to start the process of getting them, and how much it will cost to do so.

Most people have a passport, but if you do not, remember that it can take at least four to six weeks from the time of application for you to receive one. You can, of course, pay extra to shorten the process, but it would be far better to spend that money on the actual trip.

If you do have a passport, you might want to check its expiration date. You really do not want to find out your passport is out of date at the airport. Other common requirements include having your passport in decent condition, a passport valid for a certain length of time after your stay, and enough free pages in your passport.

Do some research to find out if you are going to need a tourist visa. And if you are planning a longer trip (maybe you are doing a tour of the world), then you might want to apply for a working visa. These are quite flexible and usually valid for a year or two.

If you are planning to hire a car, remember that you will require a valid license in your home country. So check the expiration date on your license. Note that some countries require an international driving permit and that in others you might be too young to hire a car.

The foreign office site is also the best place to check in on general safety in the country you plan to visit and any concerns regarding tourism to be aware of, including any ‘no-go’ zones.

It’s worth being aware of these as many travel insurance policies are invalidated if incidents take place in areas you’re advised not to visit.

For certain destinations, you will need to get a considerable amount of vaccinations and medicine (Africa is just one example). And certain countries require proof that you received these vaccinations.

The website NHS Fit to Travel will help you determine what types of vaccination you need.

It is also worth making an appointment with a travel clinic before your trip if you’re visiting a destination where vaccines are required or just for your own peace of mind.

Find affordable flights

Often flights to and from a destination are going to be the biggest expense so the first thing I tend to check is whether the costs of getting there will be realistic. Flights can be very expensive for one location and far cheaper for another.

So before you fully settle on a destination, check what flights are available and how much they will roughly cost.

Are there affordable flights from your local airport? Or do you need to travel to a bigger city first? Will there be a layover? And where does the flight land?

This research will not only determine your departure point, but it will also set the arrival point in your chosen destination and consequently the beginning of your itinerary. You could even save money by flying to one airport over another.

Your choice of flight will narrow down your holiday to specific dates. Are you leaving on the weekend or midweek? Midweek flights are generally cheaper but also mean you need to take more days off work.

Create a schematic outline of your trip

Don’t book your flights just yet. Even if you are tempted by a special offer. And even if that offer is time-sensitive. Create a rough outline of your itinerary first. Once you know where you’re going, when you’re heading there, and how much it will cost, the next step is to plan your route through the country.

Will you be staying in the same location for the duration of your trip or are you wanting to visit several cities/regions/countries whilst you are there?

Decide what cities/regions/countries you absolutely need to visit. Figure out which ones you have the time and budget to get to. Now determine how much time you will spend in each place.

Find hotels for every city or area you are planning to stay in

Your next step is to find a hotel that fits your budget for each city/ region/ country that you are planning to visit. You do not want to create a detailed itinerary before you know for certain that you can afford accommodation in each location.

You could of course simply book a room at any local hotel and be done with it, but if you do a little more online research, you can find a better solution.

You never know you could find some really interesting lodgings that are almost as exciting as the attractions you are planning to visit.

Keep your eyes open for historic castles, tiny beds, breakfasts, houseboats, eco-friendly hotels, or organic farms.

Budget travelers take note: Vacation rentals, homestays, farm stays, and house-swapping are accommodation options that can be shockingly affordable … or even free.

Check reviews for the hotels you have in mind. Look at the average amount of reviews in each category. If the majority of reviews are excellent or good this is a good sign. Next check the terrible and poor reviews. Most of these you can ignore, however, there might be a reoccurring theme.

Finally, read some of the good and average reviews. These are generally the most honest ones. Also, try and find any blog reviews of the hotel (Type the name of the hotel into the search bar +  blog review). Blog reviews generally have the best “unaltered” pictures.

Determine how you will travel from one place to the next and how long this will take you

After you have created a rough itinerary and checked that you can afford accommodation in each place you want to visit, you will need to determine how to travel from one area to another.

Pop all your chosen destinations into Google Maps to determine how close to one another they are located. This will also allow you to make any amendments to the chronology of your itinerary if needed.

The size and proximity of each location should also help you determine which places to base yourself in and which places you can travel to and from on a day trip.

You will need to determine how long it will take to travel from one location to another and what the best means of transport will be. Not only will this affect your budget (you might need to prioritize one location other another), but it will also inform you of how much time you should spend in each location.

Places can look misleadingly close to one another on the map, but on further inspection take many hours to travel between.

One of the best websites for this type of research is Rome2Rio. Just type in both locations and the website will bring up various options (with associated costs) on how to get from one place to another by public transport or by car.

Your means of transport will vary from one country to another.

In certain countries, a rental car might be your best bet, especially if you’re traveling to locales that can’t be easily reached by rail or plane (such as the Irish countryside).

Be mentally prepared to drive in a foreign country, which can be a frightening experience when faced with incomprehensible traffic signs, narrow streets, or sheep roadblocks.

Incorporating walking tours, bike tours, camping, and adventure tours is another interesting option of getting from one place to another worth considering.

If traveling from one place to another means you need to change transport several times, make sure you have those schedules organized with military precision. Whether you’re taking a plane, train, or automobile — always leave yourself more than enough time to get where you need to be and have all of your arrival and departure times saved in several different, easily accessible locations.

And don’t forget to download the apps for the local public transportation systems — they will make your trip so much easier.

Find sites and activities, group them by area and start filling out your travel itinerary

Your itinerary is slowly starting to take shape, but now it is time to fill it out in more detail. Once you know what places you will be visiting and how long it will take you to get from one place to another, you can fill the rest of your itinerary with exciting activities and sites to visit.

Repeat the steps above. Visit Pinterest, Instagram, Tripadvisor, and Like A Local, to get a list of all the key attractions you want to see. Prioritize these based on your itinerary, budget, and how much time you have.

This is a great way to cross-examine whether somewhere is genuinely worth visiting or an overhyped tourist trap.

Then start filling out each day of the itinerary with things to do in the morning, afternoon, and evening.

During this process, try to create a more precise budget. Your itineraries, Include a rough daily cost of transport, food, accommodation, tours, day trips, entry fees, and spare spending money. This ensures that you do not arrive somewhere, realize you have massively underestimated the cost, and are going to have to count the pennies for the entire trip.

Book your flights

Because airfare is generally the most expensive part of your trip, as well as the most time-sensitive, you will want to book your flights first. Book your flights before you book your hotels. You need to remain flexible with the dates. There might be a special offer too good to ignore.

Don’t book your flight directly with the flight company. Shop around. There are many websites that offer flights at a reduced cost. In fact, I often book my flights, together with the hotel we are staying at the longest, through Expedia.

Their package deal often saves me a lot of money. Another one of my go-to websites is Skyscanner. Their prices for flights are generally unbeatable. Other good flight search engines include Kayak and momondoMomondo.

There are a ton of guides written by other bloggers on how to secure the cheapest price for flights.

Book your hotel(s)

Next, you should book your hotel(s).  As is the case with pretty much everything you book for your trip, the earlier you make arrangements, the better — especially during the high season.

Go back to the list of hotels you made previously for each location in your itinerary. Do check however if there are any special offers that day before you book anything. These deals change on a weekly and sometimes daily basis.

Do not book your room directly through the contact form of the hotel. Check if you could have a better or discount price with one of the travel or booking sites. There are plenty of websites that offer far better deals.

Consider booking local transportation and activities

You might also want to consider booking local transport ahead of time. Especially if you are planning to use internal flights or need a rail pass.

Whether you book tours and entry to certain attractions before your trip, really is based on common sense. Are you planning to visit the attractions in high season or is there a risk that the tour might be booked out by the time you get there?

As a rule of thumb, securing local transport almost always saves you money, whilst waiting to book tours until you are in the country allows you to negotiate on the price.

Really it also depends on how happy you are to leave certain things up to chance. Most travelers feel a lot less stressed if they know their accommodation, flights and local transport have been booked.

On the other hand, you feel less stressed about not making it on a certain tour and are happy to remain a little flexible.

Think about connectivity in your chosen destination

Most of us are glued to our phones. But texting, making calls, and browsing the internet can be very expensive when you are abroad. Of course, hotels often offer free internet, but that still means that you will be without a means of communication for most of the day.

Does your cell phone plan allow you to make calls overseas, and if so, how much will it cost you? Thankfully there are many cheap alternatives to roaming. Many cell phone companies offer temporary international plans that you can purchase for the month you’re traveling.

While you may be tempted to leave the phone at home and really “get away from it all,” it’s smart to have an emergency phone with you if you’ll be traveling by car, or hiking or biking long distances.

Other travelers prefer to swap their mobile’s sim card for a local one. To do this you need to ensure that your mobile phone is unlocked and that it is compatible with the sim cards of that country.

Consider getting travel insurance

It is always a good idea to get travel insurance, especially if you are traveling far away. You never know what might happen and I like to be prepared for all eventualities.

There are several kinds of travel insurance you might want to consider: trip cancellation insurance, flight cancellation insurance, medical insurance, etc.

The best time to buy any type of travel insurance is right after you booked your flights and prepaid for your hotels. At this point, you know how much you have spent and what sum you need to ensure if you choose to do so.

Many airlines offer insurance as an add-on. However, always make sure to read the fine print on the airline’s policies and to compare it with other travel insurance policies before you make your purchase.

Check your medical insurance coverage to see if you’re covered overseas. If not, you may want to purchase supplemental medical insurance to cover situations like the cost of transportation back home for emergency care.

Get your documentation in order

Once everything is booked, it’s a good idea to keep all of those details, booking confirmations, and tickets in one place.

You never know when technology could fail you. So you better have a travel wallet that holds everything you could need — transport tickets, public transport cards, foreign currency, booking confirmations, Sim cards, passport, visa.

Create a packing list

Avoid packing the day before your trip. Instead, make a packing list and think about what you need to bring, at least a week in advance. It is more than likely that you will need to purchase a couple of additional accessories, such as a raincoat, suntan lotion, or mosquito spray.

You might even need to reconsider what luggage you are taking. Are you going on an adventure trip, perhaps you need a backpack? Check your suitcase. Check if its wheels still working, does it fit into the airline’s size policies, and if is it big enough.

The chance that you forget to pack something essential increases the longer you put off packing. So start thinking of it sooner rather than later.

Determine how to get to your departure airport

Depending on how far away you live from your nearest airport, you might need to plan on how to get there.

While driving to the airport is always an option, parking fees for an extended trip can be very expensive.

Some airports offer economy parking of course. If you are thinking of going down this route, do check how long it takes to get from the park and ride to the actual airport.

Allow yourself plenty of time to check in and get through security to avoid stress. Do factor in the fact that you might miss the shuttle and will need to wait for the next one.

If you use public transport, check if all buses or trains are running the night before and leave yourself plenty of room for unplanned closures.

If you are flying early in the morning you might need to take a taxi.

You might also want to think about how you are going to get from the arrival airport to your hotel. Plan this before you leave, it will save you from experiencing a lot of stress when your plane lands.

Whilst you can often save money by flying to a more out-of-the-way airport, do weigh up thrift against travel time and inconvenience. Sometimes it is worth paying a little more.

Read up on customs and scams in the country

After our itinerary is planned and all the paperwork is in order, read up on particular customs in the country, as well as local scams.

For instance, in order to visit temples in Thailand, tourists need to be suitably dressed. In Japan, noise on public transport is frowned upon.

It is also a good idea to read up on scams. Most countries have re-occurring scams that most tourists fall for. Some of these scams might inconvenience you, whilst others will leave you high and dry. Best to be prepared and recognize a scam when it comes at you.

Consider expanding your vocabulary

Make a point of learning a couple of words in the native language of the country you are going to visit. Not only does this reduce potential stress, but locals are generally friendlier if you try and engage with them in their own language.

If you have any special requirements, it is also worthwhile learning how to express those. Are you a vegetarian? Gluten-Free? Do you have any allergies? Do you take prescription drugs?

Tackle last-minute logistics

You are not quite done yet, there are still a few things that need taking care of.

A few weeks before your departure date think about getting your money exchanged, hiring a house-sitter, or even a pet-sitter (if you need one). Ask a friend or a colleague to pop into your flat and check on everything, when you are gone for longer than a week.

You should also call your credit card company to let them know that you are going to be traveling abroad. You wouldn’t want them to block your card whilst you are in a different country.

Whilst you are at it, you could also ask them if you are going to be charged a fee for using your card overseas. It is also a good idea to research the location and availability of ATMs in your destination.

Enjoy the trip and remain flexible

Being organized is great, it will reduce your stress levels and will allow you to fully enjoy the destination. As the old saying goes, failing to plan is planning to fail.

However, avoid planning everything down to the last detail. A little bit of flexibility adds spice to any itinerary. Sometimes our most memorable experiences are those that were utterly unplanned.

Remember your itinerary is not a binding contract. It is a rough draft, an outline of your holiday. Things will go wrong. Restaurants and attractions might be unexpectedly closed.

You might miss your bus and your flight could be delayed. Your partner might get sick. Don’t let this stress you out, instead be prepared for a bit of spontaneity.

It is always a good idea to leave a little room in your itinerary for exploration. It is likely that you will hear about an attraction you didn’t know about, whilst you are on holiday. You might even find yourself wanting to stay a little longer in a certain place.

Get off the beaten track, explore the side streets and eat what the locals do. This is the best way to transform yourself from a tourist into a traveler. After all, isn’t experiencing something new what travel is all about?

Use these tags to read more related posts and reviews:

Let us know if this article was useful for you