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Rudderless Travel


Allow me to introduce myself…

My name is Christopher Rudder and I am the genius, billionaire, playboy, philanthropist behind Rudderless Travel. Ok, ok, so I’m not a billionaire, playboy or philanthropist, but I am a genius when it comes to short trip itineraries.

Together with my partner Gordana Grubor, our goal is to create fun and informative itineraries that are not only logistically sound but include the perfect balance of must-see sites, off-the-beaten-path gems and foodie hotspots.

As a person of colour, I love showcasing the diversity of a destination all while encouraging people like me to travel because, yes, black people travel too! As a skilled videographer/editor and photographer, my itineraries typically include a professionally edited video and tons of stunning photography guaranteed to take your senses even further.

short trips

  • Gay Pride In Toronto + The 10 Best Things to Do in Toronto
    Is Toronto worth visiting? Can-a-duhhhhh! Take a leaf out of our books (make sure it’s maple!) and head onto the Hollywood of the North. Known for its unique architecture (hello, the CN Tower looks like a space tree), diverse population, ice hockey, and scenic parks, it can be tricky trying to put together a to-do …
  • Things To Do In Catania, Italy: 14 Attractions & Sicily Guide
    After enjoying a three-day Malta itinerary in absolute sunny bliss, I arrived in Catania in torrential rain. I had just walked into my hotel when it started too. Whew! The weather cleared up, and all was right in the world again. The Catania, Sicily weather was beautiful, and I couldn’t wait to explore all the …
  • Romantic Weekend Getaways Ontario: Couples Trip Guide
    I’ll be honest. I’m not the most romantic person around. Cheesy at times but I don’t know much about being romantic. However, as a local, what I do know well is Ontario, the province I live in and when it comes to the best romantic weekend getaways Ontario, has to offer – I know where …
  • 16 Awesome Game of Thrones Northern Ireland Filming Locations
    Have you ever wondered where Game of Thrones was filmed? As a massive Game of Thrones fan, mesmerized by the gorgeous scenery, I made a point of spending a few days in Belfast after a fun 2 Days In Dublin, Ireland. I knew that there was a lot of Game of Thrones Northern Ireland locations …
  • Best Things To Do In Belfast Northern Ireland | Complete Weekend Travel Guide
    Located in Northern Ireland, Belfast is currently a booming tourist destination. So we’ve taken the time to develop the best things to do in Belfast Ireland, more accurately, Northern Ireland. Most would agree that this is a welcomed development. Previously, the entire country was plagued with violence and conflicts within its borders – known as …
  • Things To Do In Casablanca In 48 Hours | 2 Days of Bliss
    A whole new country, a whole new continent, a whole new vibe. With the thought of Africa, Morocco, Casablanca, and Marrakech, I was very excited to step outside of Europe even if only for a week or so. If you’re also lucky enough to be visiting Marrakech, you can check out this comprehensive guide on …
  • Best Things To Do In Marrakech: The Ultimate 24-Hour Tour Guide
    Marrakech offers bright colours, loud music, the taste of exotic food, the smell of herbs and spices, and the softness of silk and leather goods. Among the most wonderful and sophisticated places across the globe, a 24-hour – things to do in Marrakech tour, is a perfect way to highlight the rich culture. A place …
  • Top Things To Do In Valletta Malta: 2 Day Malta Itinerary
    I had a friend from elementary school who was from Malta but other than that I never really thought anything of it. Then the Mother of Dragons flew onto HBO and caught my attention.  Ever since the first season of Game of Thrones, I’ve been putting together a list of the top things to do in Valletta Malta and …
  • The Ultimate Game Of Thrones Malta Locations Itinerary
    Unless you’ve been living under a rock for the past several years, Game Of Thrones is one of the biggest shows on TV right now. I have never watched a TV show that was so epic; crazy battles, deep, well-developed characters, exotic locations fantastic scripts, the list goes on. I understand that not everyone is …
  • Travel Hacking In Canada | Save On More Credit Card Rewards
    Ever wonder if you are doing everything you can to get the credit card rewards you need to book a flight or pay for a stay in a hotel? Chances are, you’re probably not. Above being financially savvy and preparing by saving for your travels, credit card hacks can be a fun way to maximize your …
  • Magical Cliffs Of Moher Day Trip From Dublin, Ireland
    I’ve been waiting for this trip for a very long time !!The magical Cliffs of Moher day trip from Dublin is located on the west coast of Ireland, along the Wild Atlantic Way, are the iconic Cliffs of Moher. You may recognize the Cliffs of Moher from such films as The Princess Bride (1987) (as the filming …
  • 2 Days In Dublin, Ireland: A Guinness Fuelled Dublin Itinerary
    Spending at least 2 days in Dublin, Ireland, has been on my travel list ever since I’ve visited St. John’s & Fogo Island in Newfoundland & Labrador. In the 1800s, thousands of Irish immigrants came to these shores seeking a new life, and their culture and traditions have been carried down through the centuries. During my time in this …