I created this website for travellers who are looking to redefine their experiences. With a focus on quick getaway trips around the world, my aim is to inspire and educate you on the best places for a weekend getaway, day excursion, and road trip journey. 
If you ask yourself, where can I go for a quick weekend getaway? You’ll find the best answers below.

Ready to break free from routine? Are you keen to escape on a spontaneous adventure? Join me as I share the best ways to see the world in a weekend — or even a day. Back home in Toronto, Weekend Getaways and day trips are a regular thing!

About This Rudderless Traveller

My name is Christopher Rudder, a videographer & editor, podcaster, freelance writer based in Toronto, Canada and owner of Rudderless Media.

Together with my partner, Gordana Grubor, we are experts in day trips and road trips. With our team, we write high-quality, search-engine-optimized travel articles, itineraries, and reviews for this site, our Substack Rudderless Travel: Unpacked, our sister site Road Trip Ontario, and other online publications.
Additionally, we produce engaging video & podcast episodes on our Rudderless Travel Podcast and our YouTube Channel.

You can also find me co-hosting the Road Trip Ready Podcast with my long-time friend Danille Desir Corbett.

What Is Rudderless Travel?

And I get it; this all sounds great, but being prepared before you travel is important. Especially when you’re venturing into new territories where perhaps you don’t speak the language and aren’t familiar with the landscapes. This website is all about finding the sweet spot between the unknown and having some guidance. 

Unlike traditional travel, rudderless travel is the idea of surrendering to the unknown. Discover hidden gems. Stumble upon local treasures. But above all, trust the journey. 

To ensure your travels are both fun and informed, I’ve loaded this platform with helpful suggestions and travel guides. Think of them as your friendly helpers, giving you key details like the best backpack to use, quick itineraries (like this 48-hour trip to New York), and guides on what to do in Naples, Portugal, and all the different corners of the world. 

Imagine yourself in a bustling city across the ocean from your home, not sure which street to explore or where to even grab a coffee. RudderlessTravel is here to be your go-to travel pal, offering tips to help you navigate these destinations confidently. 

Together, we will go on purposeful travel adventures, experience laughter, anger, sadness, and mishaps, while uncovering hidden gems. We’ll acknowledge typical tourist hotspots but intentionally go beyond them to explore a destination’s history, traditions, customs, food, art, and culture.

We hang out with the locals as well as speak with diverse individuals, from historians, chefs, and artists to nature lovers, community leaders and small, family-owned businesses, the backbone of any local community. Plus, I have a lot of travel content creator friends who have incredible stories, tips, tricks and hacks to share!

Highway Highlights is an audio and video podcast about purposeful travel, sharing inspirational stories, and unlocking a destination’s secrets.

Discovering Indigeneity Through Chocolate with Chef Tammy Maki of Raven Rising | 02 came in 2nd Place for the 2024 Best Indigenous Experience In Canada Story Award at the Travel Media Association of Canada Awards!

Global Road Trips

Craving the open road? Great. Pack a few snacks, pick out a groovy playlist, and learn the rules of the road in the country you’re planning on driving through. There’s something fantastic about jumping into a car (whether your own or a rented one) and taking control of your travels. 

Road trips offer so much more out of your travels, allowing you to stop at landmarks and charming towns that you might have missed if you were travelling another way. You don’t need a week or longer to make a memorable road trip, either, as you’ll see in my short travel guides below. 

Whether it’s the iconic Route 66, the Pacific Coast Highway, or a winding mountain pass, I share the joys of the open road, ensuring that every pit stop becomes a cherished memory. So, rev up your engines, hit the road, and let me be your companion in exploring the unparalleled thrill of the great road trip.

Featured Destinations: Best Weekend Getaways & Day Trips

The world is your oyster! And I encourage you to see as much of it as you can in your lifetime. But I do happen to have a few favourite destinations (don’t tell the others). These just work so perfectly when it comes to weekend getaway ideas.

These diverse countries offer an array of experiences, ensuring there’s something for everyone. Whether you’re drawn to cultural explorations, gastronomic delights, or the allure of natural wonders, our featured destinations promise a rich tapestry of activities, sights, and flavours.

Let the journey unfold as we delve into the heart of each destination, bringing you a global variety of moments that will ignite your wanderlust.