How to Plan Your European Holiday: A Step‑by‑Step Guide
Planning a European holiday can feel overwhelming — especially if it’s your first time navigating different countries, cultures, and transport systems. With so many incredible places to choose from, it’s easy to get stuck before you even begin. This Europe trip planning guide breaks everything down into simple, practical steps based on our experiences, helping you design a trip that feels exciting rather than stressful.
Whether you’re dreaming of historic cities, scenic countryside, charming villages, or a mix of everything, a clear plan will make your holiday smoother, more enjoyable, and far more memorable. Let’s start building your perfect Europe itinerary — inspired by our 2025 European Holiday
How to Start Planning Your European Holiday
In 2024, we spent some time in Nice, and on the train ride from Nice to Paris — just staring out the window, as you do — the countryside, tiny villages, and seaside towns rolled by like a dream. It all looked so beautiful, and it felt like there was so much more out there we hadn’t given ourselves time to explore. That train ride is really what planted the seed for our 2025 trip.
A few months later, we finally sat down and started talking about what a longer Europe trip might look like. Aix‑en‑Provence came up straight away — all those charming villages nearby, and we thought, perfect, we’ll base ourselves there for five nights. The rough plan looked something like this:
Fly into Nice → Aix‑en‑Provence → drive the Napoleon Route → Annecy → drop the car off…
But something wasn’t sitting right. We were planning to go in August or September — great months in theory — but the lavender would be finished, the snow would have melted, and the region was dealing with heatwaves. That’s when we realised we were doing this backwards: choosing destinations before deciding what we actually wanted the trip to feel like.
So we stopped, took a breath, and asked the question that changed everything:
“What do we want this European trip to feel like?”
Which European Countries or Regions Would We Like To Visit
From Tourist Hotspots to Hidden Gems: What We Really Wanted
Back in 2024, we did all the big-ticket items — and honestly, we loved every minute of it. Venice, Rome, the Amalfi Coast, Cinque Terre, Florence… we were full-blown tourists, and it was incredible.
But now that we’d ticked off the classics, we were ready for something different. We wanted to get away from the crowds, slow things down, and see the countries for what they really are, beyond the postcards and bucket lists.
This shift in mindset completely changed how we approached planning a European holiday.
Our wish list was simple and it changed everything:
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Small, charming villages
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Vineyards
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Mountains, snow, and lakes
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No big tourist cities
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No one-night stays
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Minimum 3 nights per destination
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And… Sicily — because the more I read, the more appealing it became
Once we had this list, everything got easier. It narrowed things down fast — especially once Google became our best friend and the research started.
Matching Our Wishlist to Small Villages and Vineyards
When we started planning our European holiday, we knew we wanted to focus on charming villages and wine regions. Two areas stood out straight away — they’re close together, full of beautiful towns, and perfect for slow travel.
I didn’t know much about the Alsace region in France, so I dove into some research to see what it was all about. Half-timbered houses, canals, medieval history, cobblestone streets, markets — it sounded like a dream. We had to go.
Alsace, France
Base: Colmar (4 nights) Perfect for exploring wine routes, medieval villages, and fairytale scenery.
A guy I used to work with years ago was from Germany, and I remembered him saying his favourite place was the Black Forest region. I hadn’t thought much about it until this trip, but once I started researching, I realised it had everything we were looking for, including some stunning drives. It was a no-brainer — we were going.
Black Forest, Germany
Base: Gengenbach (3 nights) We chose it for its train access, relaxed feel, and beautiful old town.
Mountains & Lakes: France, Switzerland, Austria
Back in 2016, we drove through the Rockies in Canada — and it left us wanting more. What could possibly top that? The Alps in Europe. So for this trip, we set our sights on the French Alps, Switzerland, and the Austrian lake regions.
French Alps
We originally chose Chamonix, but ended up in Saint‑Gervais‑les‑Bains — quieter, charming, and still close to Mont Blanc. It gave us the alpine feel we wanted, without the crowds.
Switzerland
Our plan: Montreux → Interlaken → Lucerne Lucerne became our base for exploring central Switzerland, including Lauterbrunnen and Grindelwald — both postcard-perfect and easy to reach by train
Austria
We researched the best lakes with small villages and fell in love with the Wolfgangsee region. It gave us options in all directions for daily exploring.
Base: Bad Ischl, perfectly located, slightly larger than some of the lakeside towns, and ideal for discovering the Salzkammergut lake district.
Sicily: Culture, Food, History & Swimming
Everyone who’s been to Sicily seems to love it — the food, the grittiness, the history. You don’t get all of that in one region anywhere else quite like you do in Sicily.
Sicily is bigger than most people expect, so we narrowed it down to the most iconic and well-connected destinations — especially since we were travelling by train:
We considered adding more of the east and south, but it would’ve meant rushing and we would’ve needed a car. Italian driving wasn’t high on my agenda for this leg of the trip, so we kept it simple. Sticking to these four cities gave us the perfect balance of culture, coastline, and connection.
We flew in from Vienna — partly because the train views through Austria were supposed to be stunning, partly because we wanted to see an opera, and partly because the flight connections to Sicily were easy.
Best Time To Visit Europe
Choosing the right season is a huge part of planning a European holiday. For this trip, we settled on mid‑August to late September.
Last year, we travelled in May–June, and while we loved the experience, we found Rome and Venice uncomfortably hot — and packed with tourists. We did a boat trip in Cinque Terre that included swimming, but since it was just coming out of spring, the water was still pretty chilly.
By going in August–September, we’d be coming out of the peak summer heat, but the sea would still be warm enough for swimming — something to keep in mind if you’re planning coastal stops.
Best Months to Plan Your Europe Holiday
Spring (April–June)
- Mild weather
- Flowers everywhere
- Fewer crowds
- Great for France, Italy, Switzerland, Austria
Summer (July–August)
- Peak crowds
- High prices
- Hot in southern Europe
- Best for northern Europe, UK, Ireland, Scandinavia
Autumn (September–October)
- Ideal weather
- Wine harvest
- Fewer tourists
- Great for France, Germany, Italy, Spain
Winter (November–March)
- Christmas markets
- Cheap flights
- Cold, short days
- Best for cities and skiing
Mid‑August: Perfect for Alps and lakes
Late September: Ideal for Sicily — It was still warm but less crowded
We also checked for:
- European summer holiday dates
- Local festivals
- Major events
- Transport strikes
Everything looked good, so we locked in our dates: 11 August – 19 September 2025.
Your Europe Trip Planning Guide: The Planning Spreadsheet
Before I even start planning a European holiday, I set up an Excel spreadsheet. It’s where I keep all my notes, ideas, and logistics in one place — and it’s incredibly helpful when planning your next trip too. You’ve already got a baseline, a rough budget, and a record of what worked last time. With a bit of tweaking, it can save you hours.
I also import a Word calendar for the months we’re travelling and block out our stays. Seeing the days laid out visually makes it so much easier to plan your route and spot any gaps or overlaps.
Here are the tabs I usually include (but you can customise it however you like):
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Accommodation
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Travel Days
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Transport (flights, trains, hire cars)
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Activities & Tours
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Budget (daily spend + accommodation)
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Packing List
It keeps everything organised, helps you stay on top of bookings, and makes sure nothing slips through the cracks.
How Long to Stay in Each European City
Start with Research: Videos, Maps & Logistics
This is where the fun begins — the research phase. Start watching YouTube videos of the towns and cities you’re thinking about visiting. Look at surrounding areas, possible day trips, and how easy it is to get around.
Example: Colmar, Alsace
Colmar is known for its fairytale villages and wineries, so we dug in and researched:
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Day tours
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Nearby villages
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Transport options
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Whether we’d need a car, use public transport, or hire bikes
We quickly realised we didn’t need to visit all ten villages — they’d start to blend together. Instead, we picked the top three, and found they were so close together we could visit them all in a single day by bus.
For our rest day, we chose Strasbourg — just 30 minutes away by train. It gave us a change of pace, another city to explore, and a great spot for a long lunch.
We settled on four nights in Colmar, which turned out to be the perfect amount of time.
Our General Planning Rules
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Arrival day = half day lost
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Rest day every 3–4 days
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Sightseeing days can be full or half days, depending on your pace
If you’re hiking through Grindelwald or around the Austrian Lakes for a full day, chances are you’ll need a well-deserved rest the next day. Some days, you just need to slow down and recharge the body’s batteries — and that’s okay. Building in downtime makes the whole trip more enjoyable.
Choosing Flights and Whether a Layover or Stopover Before Europe is Practical
Back in 2024, we flew with Qatar Airways, with a short layover in Doha. It worked — but sitting in an airport at 3 a.m. waiting for your connecting flight wasn’t exactly our idea of fun.
There are other halfway options, like two-stop layovers, but those can stretch your total travel time to up to 48 hours. That’s two full days of your European holiday gone before you’ve even arrived.
Let’s be honest — when you’re on holiday, you just want to get into your European adventure as quickly and smoothly as possible.
So this time, we opted for a proper stopover, and it made all the difference. It gave us:
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Arriving at your destination and feeling of actually being on holiday's
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A good night’s sleep before the shorter flight into Europe
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A chance to see somewhere new along the way
In 2024, Qatar was terrific to fly with — no complaints at all. But for this trip, we chose Emirates and added a stopover in Dubai. It was the perfect way to break up the long haul flight and we arrived refreshed.
Bringing Your European Holiday Together
Planning a European holiday doesn’t have to feel overwhelming. Once you know the kind of trip you want — the pace, the regions, the experiences, the season — everything else starts to fall into place. Your wish list becomes clearer, your itinerary becomes more realistic, and the whole process becomes far more enjoyable. Europe really rewards travellers who slow down, choose meaningful bases, and give themselves time to explore properly instead of rushing from place to place.
Whether you’re dreaming of fairytale villages in Alsace, lakes and mountains in Switzerland, the charm of Austria, or the food and history of Sicily, the key is building a trip that feels right for you. With thoughtful planning, a bit of research, and a flexible mindset, you’ll create a holiday that’s memorable for all the right reasons — relaxed, inspiring, and full of the moments you’ll talk about for years.
At this point, your itinerary becomes more than just a plan. It becomes the beginning of your own way through Europe.
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