My Travel Motto: “Wing It and See What Happens”

Embracing Serendipity – My Journey as a Spontaneous Traveller

I’ve always been a bit of a restless soul. Even as a child the idea of sticking to a rigid schedule made me feel trapped. As weird as this sounds, maps excite me, but itineraries tend to give me a slight case of feeling held back. Don’t get me wrong, I love a good plan as much as the next traveller, but for me, the heart of travel lies in those open spaces where the unexpected can seep in, painting a messy, beautiful masterpiece of an adventure. That’s the essence of my travel motto: “Wing It and See What Happens”.

Me in Rome Wing it
Me in Rome Wing it

Key Takeaways

  1. Spontaneity opens up possibilities that rigid plans can’t.
  2. Places become more memorable when discovered off the beaten path.
  3. “Winging it” doesn’t mean being unprepared – informed spontaneity is key.
  4. There’s beauty in embracing the unknown – growth often lies outside your comfort zone.
  5. “Wing it and see what happens” is a way of life, not just a travel method.

Why I Love Letting Go of Rigid Plans

You should always have a little plan!
You should always have a little plan!

It’s not about being reckless! I don’t wander around with zero planning whatsoever, but my travel philosophy is that unpredictability can spark the most extraordinary experiences. It’s about staying open to possibilities that rigid plans might shut out the chance encounter in a train station, the unplanned detour down a cobblestone street, the willingness to follow the recommendation of a friendly local that leads you to a hidden gem of a place.

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The "Wing It" Mindset

So, what does it mean to be a “wing it” traveller? In my opinion, it’s about:

Freedom: Ditch those spreadsheets and embrace the liberation of having space for spontaneity. 

Think of it as breaking free from the travel itinerary prison! No more feeling like you must check every tourist box and instead, allowing yourself the freedom to follow what excites you in the moment. It’s the ultimate rebellion against those overly-organised trips where every minute is accounted for. Trust me, it’s exciting!

Adventure: Step outside your comfort zone – unexpected challenges create the best stories! 

A “wing it” adventure dares you to peek around the corner of your usual routine. The mishaps (lost luggage, accidental detour) are where the true traveller’s tales are born, and you’ll probably laugh about them for years to come.

Local Connection: Ditching the guidebooks often leads to the most authentic, off-the-beaten-path experiences. 

Forget the fixed itinerary tours; “winging it” encourages you to stumble upon the places tourists don’t see: the cafe where locals debate politics, the hidden temple with intricate carvings, the quiet beach where fishermen mend their nets. This is how you truly get a taste of a place’s soul, and that’s what I love about it.

Ditch the Itinerary: The Joy of Unplanned Adventures

Benefits of a "Wing-it" Approach

Unexpected Adventures: Stumble upon hidden waterfalls, vibrant festivals, and local markets you never knew existed. 

The beauty of going unplanned? The universe has a way of putting magic in your path. You might discover a jaw-dropping waterfall cascading down a lush hillside, a colourful festival you didn’t see on any tourism website, or a bustling market where the smells and sounds transport you into the heart of that culture.

Meet Amazing People: Ditch the tourist bubble and strike up conversations that could lead to lifelong friendships. 

When you’re open to chance encounters, the whole world is a potential conversation starter. You might share a train carriage with a wise farmer heading home, befriend a group of artists in a hostel common room, or start chatting with a local chef who lets you in on some culinary secrets. These bonds can sometimes far outlast the sights on your list.

Unforgettable Stories: It’s those unplanned wrong turns that often make for the most hilarious (and sometimes heartwarming) tales. 

Getting a bit lost, mispronouncing a local dish, or ending up on the entirely wrong bus – those become the stories you’ll tell over and over. These hiccups are proof you’ve stepped out of the tourist bubble and had a true adventure.

Personal Growth: Overcome challenges, learn adaptability, and gain a whole new level of confidence in yourself. 

“Winging it” puts you to the test, in the best possible way. You’ll learn how to navigate language barriers, get resourceful when plans change, and gain the confidence to know that no matter where you land, you can handle it.

Immerse Yourself: Cultural Experiences That Connect You

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The Best Places for "Wing It" Wanderlust

plitvice national park, croatia
Plitvice national park, Croatia.

Some places practically beg to be explored with a spontaneous spirit. From my experience, these are my top picks:

Southeast Asia:

This corner of the world is a dream for budget-friendly, go-with-the-flow adventures. Costs are low, the locals are incredibly friendly, and the options are endless! You will be island hopping one day and jungle trekking the next? No problem, just “wing it”!

Latin America: 

Get ready for a fiery dose of adventure! One day you might be dancing salsa in a vibrant city, then hiking up ancient trails the next. For me, the passionate energy of the people and the wildly diverse landscapes make Latin America a non-stop thrill ride.

Eastern Europe: 

History buffs and budget travellers, this one’s for you! Wandering through medieval towns, stumbling upon castles! Eastern Europe has that old-world charm you can’t plan for! And don’t forget the delicious food that won’t break the bank? Sign me up!

Practical Tips for "Wing It" Success

Lighten the Load

Master the art of minimalist packing, so you’re always ready for the next move. Think capsule wardrobe, ditch the hairdryer, and focus on multi-purpose essentials. Remember, true spontaneity is hampered by a 50lb suitcase.

Get Tech-Savvy

There are other apps, but I find apps like Skyscanner, Hostelworld, or Rome2Rio become your best friends. Embrace the power of technology! Flight comparison apps can alert you to sudden price drops, hostel booking apps let you snag a last-minute bed, and transportation apps like Rome2Rio show you unconventional (and often scenic) ways to get from point A to B.

Find Cheap Flights

A Bit of a Buffer

Some pre-booking is wise (first few nights, essential travel). Even “wing it” enthusiasts need some structure. Book at least the first few nights of your accommodation beforehand, and definitely those must-have travel tickets like your inbound flight.

Wing It, but Wisely

Travel insurance is a must, and some basic safety research goes a long way. “Winging it” is exhilarating, but do it responsibly. Travel insurance is your safety net for those unexpected medical mishaps or lost luggage incidents. Also, a little common-sense research into your destinations (visa requirements, local scams, etc.) lets you embrace spontaneity without completely sacrificing safety.

Why Travel Insurance is a Must-Have for Any Trip

Be The Queen of Packing
Be The Queen of Packing

Final Thoughts

Finding Joy in the Journey, Not Just the Destination

For me, embracing the “wing it” philosophy has transformed travel from a series of destinations ticked off a list into a continuous journey of self-discovery. I’ve learned that the unexpected detours, messy plans, and the heart-pounding leaps of faith are what make an adventure truly unforgettable. Give it a try!

Have you had any incredible experiences that came about because you were brave enough to go with the flow? Let’s swap stories and inspire each other in the comments below!

Related articles: Trade Expectations for Exploration: The Joy of Itinerary-Free Travel

Recommended websites and sources:

Washington Post – How to ditch the itinerary 

Frequently Asked Questions (FAQs)

How do I stay within my budget when I "wing it"?

Flexible travel dates: Hunt those last-minute flight deals.

Shoulder Season: Travel just outside peak periods for better prices.

Go Local: Street food, local hostels – these save big bucks.

Informed Spontaneity: Research visa requirements, safety tips, etc., for your destinations.

Stay Connected: Share rough plans with loved ones, invest in a local SIM.

Trust Your Gut: If something feels off, it probably is. Don’t hesitate to change plans.

The “wing it” approach isn’t for everyone, and that’s perfectly okay! Consider these factors:

Comfort with Uncertainty: Do you thrive when things get unpredictable, or do you crave a sense of control?

Your Travel Style: Love the thrill of discovery and meeting new people? “Winging it” could be your jam!

The Practical Side: Budget constraints and time limitations do play a part in how spontaneously you can travel.

Embrace the Basics: Learn essential phrases like “hello”, “thank you”, and “where is…” in the local language.

Technology is Your Friend: Translation apps can be lifesavers, even if they aren’t perfect.

The Charades Option: Good humour and gesturing go a long way in bridging communication gaps!

Preparation is Your Ally: Learn key phrases in the local language to explain your dietary needs.

Research & Carry Snacks: Look into local dishes and grocery store options, pack some safe snacks.

Stay in Touch: Utilise online communities, or ask your accommodation host about local catering options.

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Author

Picture of Helen Ross

Helen Ross

I'm a 27-year-old photographer and travel enthusiast, journeying from place to place, immortalizing the hidden tales, unseen moments, and the narratives that lie between.

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