Ready for a cheeky adventure?
Ready for a cheeky adventure?
Ready for a cheeky adventure?
Ready for a cheeky adventure?
Whoever said bigger is better clearly hasn’t been to Slovenia yet. Discover this hidden gem of Europe on our epic small group tours which combine culture, fun and adventure!
Our tours will immerse you in the real Slovenia where you'll explore charming Ljubljana, picture perfect Lake Bled, stunning countryside scenery and off-the-beaten-path places.
Discover why this unspoiled part of Europe is set to become the next 'Go To' destination so join us on a kick-ass adventure before the tourists start flocking!

Our Tours


What Our Guests Say

Best travel experience!

Hands down one of the best tour/travel experiences have ever had! Kaz and Ben welcome you with open arms and are super knowledgeable about Slovenia, as well as super fun! Loved all the activities offered including, SUP, whitewater rafting, wine tasting, cave touring and heaps more. Can’t recommend Slovenia or Cheeky Pineapple enough for those wanting to travel!

Caitlin O (via Facebook)

Solo awesomeness!

As a solo traveller, I'm always looking for those group trips that feel like you piled in a car with your mates and went away for the weekend or university break. This is exactly what Ben and Kaz from Cheeky Pineapple Travel have achieved with their tailored small group tours. I cannot describe the absolute awesomeness of this trip. From the breakfasts, to activities, to optional activities, to free time this trip is everything you make it.

Mark B (via Tripadvisor)

Still buzzing!

I couldn’t recommend this tour company enough, it has been over a week since I left Slovenia and I am still buzzing. If you want a local, authentic experience look no further! Ben and Kaz were fantastic hosts and guides. They were full of fascinating stories, local tips, took us to the most magical places and were so welcoming. Slovenia has captured my heart and I’m sure it will capture yours too!! Thanks again to Ben and Kaz for the incredible tour!

Cassie F (via Facebook)

Why Join Us?

Cheeky Guides

Our guides are experienced travellers themselves so know what makes a trip unforgettable. They are passionate about showing you the real Slovenia, its culture and traditions as well as their favourite local spots to give you the best possible experience.

Size Matters

We reckon Tim Cahill was on the money when he said “a journey is best measured in friends, rather than miles”. Our small group sizes allows you to bond with other like-minded travellers and make the adventure feel more like an awesome road trip with mates.

Mates Rates

We get it. You want to go on a tour but don’t want to have to be opening your wallet at every stop. Our prices include a stack of included activities and admissions so you get to experience more for less (more money for beer - happy days!).

Authentic Experience

We believe there is much more to travel than simply “ticking off” places on the bucket list which is why we’ve designed our Slovenian itineraries with a sweet combo of fun, culture & adventure. We visit off-the-beaten-track places and hidden gems that you wouldn’t be able to experience on your own.

Sweet Vibes Only

Find your tribe on a cheeky tour! Our tours are perfect for the 18-30somethings crowd or anyone who is young at heart, up for adventures and enjoy sharing experiences in Slovenia with other like-minded travellers.

Carefree Bookings

Should your travel plans change or be disrupted, you can change the start date for FREE up to 45 days before your tour starts. Give yourself an adventure to look forward to by securing your price & spot with a £100 deposit.