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How to Choose The Right Travel Destination

Things You Should Consider When Choosing The Right Travel Destination

Where are the best places to visit? How long should I spend there? Is it expensive? What should I do?

There are so many questions that you ask yourself when you start to plan your next travel destination.  These questions are important and they do need to be answered. You want to have a rewarding and relaxing vacation, you have worked hard for it. You deserve it!

There is so much out there on the internet.  Where do you start?

Every day there are new travel deals. Advance planning is the key. For example, if you are longing to visit Greece and its islands you need to ask yourself what does a trip to Greece cost? What do I need to factor into my travel budget to be able to see as much as I can?

What happens when suddenly a cheap flight comes up or one of the last minute travel deals and you book it in haste and then realise you know nothing about the destination at all?  Or you return to a familiar destination wondering why on earth you have returned because you are seeing nothing new or it does not have the same feeling of excitement as when you first visited.

Travel Destinations

Let’s break down choosing the right travel destination into bite-sized chunks for you.  Let’s get to the bottom of your dream vacation destination, but first, we need you to answer these soul searching questions.

This post may contain affiliate links. Please see my disclosure for more information. 

Questions I Need To Ask Myself?

  • Have I got enough time to make the most of my dream travel destination?
  • Am I travelling in the right season?
  • Do I have the budget for it now or should I delay it for a later date? Or do I put it on credit card and work out how to pay for it later?
  • Who am I travelling with? Myself, partner, friends, family or in a group. Do they have the same bucket list idea? Are they on the same “page” as me?
  • What am I travelling for? Adventure, culture, gastronomy, history, wellness, a luxury break or a budget break (or just because you have to have a holiday and you have no budget at all really).
  • Do I crave a winter or summer vacation?
  • What is on my bucket list, am I ticking off another destination?
  • Do I have the required 6 months on my passport to travel? Do I need a visa?
  • What health declaration forms do I require now since Covid has struck?
  • Do I need travel insurance?
  • Should I book a vacation package, book through a travel agency, or one of the many travel sites? How can I tell what the best travel site is?
  • Do I need vaccinations?
  • How can I get Wi-Fi when I travel?

Let’s break this down further.

Read More: Our Best Places To Travel In The World 

Do I Have Enough Time?

Uluru a destination in Australia
Uluru in the heart of Australia – a popular winter travel destination

1 – 2 Weeks

You may have only 1-2 weeks’ holiday but how long is the travelling time to get there?  If you live in Europe and you are considering travelling to Australia or New Zealand where the average flight time is 24 hours each way, do you really want to spend 2 days out of your 14 days in the air? How about jet lag? Do you suffer from jet lag? That may wipe another day or two out.

If you only have 1-2 weeks why not consider a destination that is within a few hours driving or flying from your home town.  Our experience over the years is that when you slow down travel you appreciate the destination more and the bonus is that your costs come down as you are not moving from place to place every day.  Less time travelling also means more time to relax and recharge those batteries.

Don’t fall into the trap of trying to see everything in those 2 weeks. Not only will you suffer from exhaustion and travel burn-out your costs will increase because you end up spending more on seeing more sights and attractions instead of giving yourself some downtime.


If you have only 1 -2 weeks’ holiday think about visiting only one state in your home country or one country.

2 – 4 Weeks

If you have 2 – 4 weeks you can venture further.  Maybe take in a couple of countries in Europe, or visit Sydney and Brisbane in Australia.  You may want to have a stopover in Asia on your way to New Zealand or spend your 4 weeks visiting different parts of a country e.g. Thailand beaches and city breaks.

How about a road trip around Spain?

Or take an RV around the USA?

This, of course, takes more planning or you may just be the type of person who books flights only and the first night’s accommodation and then have the flexibility to travel wherever you want whenever you want.


Check out our Destinations Page for some ideas.

Join our Pinterest Boards for more ideas on destinations.

We have created 3 private Facebook Groups for travel planning, click the link below to join.

Mexico Travel Planning

Vietnam Travel Planning

Australian Travel Planning

Is It The Right Season To Travel To Your Dream Travel Destination

The view over Dubrovnik Harbour
Stunning harbour view of Dubrovnik and the walls

Over the last few years, we have been noticing the number of cities and beaches that are struggling with ‘over-tourism’.

Venice and Dubrovnik are the two major ones that come to mind but cities in smaller countries such as Cesky Krumlov in the Czech Republic are struggling with day visitors.  Maya Bay on the Island of Phi Phi Ley in Thailand was made famous in the movie “The Beach” was closed in 2021 due to damage to the environment because of the high numbers of tourists.

Other destinations such as Santorini in Greece, Machu Picchu in Peru, Cinque Terra in Italy, Barcelona in Spain and in 2019 Mount Everest in Nepal.  Even the Louvre had to close its doors for several afternoons in 2019 due to too many visitors.

Can you plan your visits to the shoulder or low seasons?  The weather may be cooler but the crowds will be thinner and the costs also should be lower.

Just imagine, 5000 people from cruise ships descending on Dubrovnik’s Old Walled City in the height of summer where you are bumper to bumper trying to walk the walls! Or would you like to enjoy the walls to yourself, wrapped up warmly in a jacket in autumn or winter, stopping for a hot chocolate on the way round in one of the many small cafes with stunning views?  We know what we would like. We have experienced the Walls in high season!

Read More: Practical Advice For Those Who Dream of Travel

What is my Budget

Your budget will determine where you travel to and how long you will travel.

The strength of your home currency should also determine your travel destination.  If your $$$ is weaker it may be better to travel internally in your home country or another destination close by that your $$$ spend lasts longer.

What we don’t recommend you do is to put your holiday costs on credit when you can’t afford to travel.

You may have to change your travel style e.g. from luxury to flashpacking or flashpacking to backpacking. You may even give camping a go or you may take to the roads in an RV.

Travel Budget App  – our best travel tip

To help keep your expenses under control whilst on holiday we recommend Trail Wallet.  We have been using this App since 2013 and still use it today for everyday household expenses as well.

We set our trip dates, daily budget and add in categories and the currencies we will be using.  Every time we spend we add it to the App, it gives us a breakdown of how much left we have to spend for the day.


If you do not have a destination in mind why not look at Skyscanner’s Everywhere Option.  This is a great tool if you are undecided on where to travel to and you want to be able to ‘grab that best cheap flights possible’.

Visit Skyscanner, put in your departure city and in the arrival city type in everywhere.

Read More: How To Save Money on Travel

Travel on Buses, Ferries and Trains

In South-East Asia we use a lot of buses, ferries and trains as we travel around. Our go-to resource for booking tickets and finding out schedules is 12goAsia.

Powered by 12Go Asia system

For bus tickets around the rest of the world, we use Busbud. Check out the latest bus schedules and ticket prices here.


Hotel room
Accommodation – where will you stay


We recommend using a hotel website such as

If you book your hotels in advance you can save further by taking the non-refundable option.

If you enjoy staying at a particular chain of hotels join their frequent stay programmes so that you can take advantage of free night stays or even better sign up for their credit cards and build up extra points when you purchase items with their cards.

In some countries like South America, we stay in private rooms with ensuites in hostels.  Not only do we save money but we also enjoy the camaraderie of other travellers who have some great tips and tricks as well.  These days hostels are for everyone.


We were given a great tip from an expat who lives in the Middle East and who travels to Dubai frequently.  Dubai has an oversupply of hotels.  He recommends that you leave your booking to the day before and you can usually reserve accommodation at a 4 or 5-star hotel for the price of a 2 or 3 star.  We left our booking to the morning we were travelling and made great savings.

We now use this same method when we are looking for accommodation in other cities.  We look at the prices for the next day and compare that to the prices of the dates we are looking at.  Just make sure you check if there are any holiday periods during your visit.

Who Am I Travelling With?

For a successful vacation with family, friends or your partner, experience has taught us that you do need to agree upfront on what each person’s desires and outcomes are.  We would recommend sitting down with one another and preparing a list of what you each want to do, even to the extent of discussing what your daily budgets are. You don’t always have to do things together, sometimes it is better to have some time apart to do the things that you would like to do.

If there are children involved you need to set some time aside for activities that they like to do.  A vacation can quickly go downhill if the parents spend all day visiting museums when the children want to spend time on the beach or at the playground or activity centre. If you are a group of friends travelling some may like to party in nightclubs at night and others may want to have an early night and enjoy early morning activities such as yoga.

What Am I Travelling For?

Skiers in the French Alps
Family ski holiday

What sort of vacation are you craving?

Passports and Visas

Do you need a passport and a visa to travel?  If you have to renew your passport you need to allow a couple of months for the process.  Entry requirements for all countries is that you have to have 6 months validity left on your passport.

Now that there are Covid regulations do you need a health declaration form to travel?

You need to check whether you require a visa.  We recommend that you check with iVisa below.


Travel Insurance

We advise our community to always take our travel insurance.  If you can’t afford travel insurance you can’t afford to travel.  You just never know when you need it.


Do I need vaccinations?

We recommend always checking with the country that you are travelling to on the latest vaccination requirements.  Check with your local Dr or Medical Centre what is recommended and do not forget to keep your vaccinations up to date.

Health and Safety

If you require medications make sure you have enough to last your journey.  We carry a First Aid Kit when we travel. We always register our travel plans with our Government’s website – and check their country updates. Your country will have a similar website.

Read More: Keeping Fit On The Road

Should I book a vacation package, book through a travel agency, or one of the many travel sites?

If you are thinking of a holiday package that includes flights and accommodation and at times airport transfers and meals it is worth chatting to a travel agent.

If it is only flights I would recommend looking at Skyscanner and compare prices with a travel agency.  Some travel agencies have special flights with carriers that they can offer.

For city tours, attractions, airport transfers and ‘skip the queue tickets’ for attractions we recommend the following company- Get Your Guide.  Have you considered what places to go to when visiting a city for the first time?

Get Your Guide

We use Get Your Guide because:

  • Easy cancellation
  • Mobile vouchers
  • A wide range of selection
  • Last-minute availability

Check out Get Your Guide Tours here.

Read More: Have you read our story on how we ditched our corporate jobs to live a life of world travel



If you need some new luggage, travel gear, technology or cameras or some reading material for the plane check out our To Travel Too Shop in conjunction with Amazon. We also have a range of travel guides to assist you in choosing where to travel to.

Our travel shop with over 300 travel related products


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Thanks for stopping by and welcome to To Travel Too – Australia’s top Baby Boomer lifestyle and travel blog, with an international worldwide audience in mind, run by the married couple, freelance writers and full-time travellers Jane and Duncan Dempster-Smith. Come with us as we explore the world. Our two mantras that we live by are 'chase time not money' and 'age is no barrier when it comes to travel'.

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