Allow me to introduce myself…
My name is Christopher Rudder, and I am the genius, billionaire, playboy, and philanthropist behind Rudderless Travel. Ok, ok, so I’m not a billionaire, playboy or philanthropist, but I am a genius regarding short trips, road trips and day 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.
Latest Posts
- 25+ Best Places to Go Apple Picking in Ontario
Embrace the crisp fall air and the season’s beautiful colours while enjoying a classic seasonal activity – apple picking! Full disclosure, This is not something my brothers and I did … Read more - 48 Hours In Toronto Itinerary: How To Spend A Weekend In My City
What to do in Toronto for a weekend? Read on as I share all my favourite places to visit and things to see. After so many years of travelling, I … Read more - 2 Days In Dublin Itinerary: A Guinness-Fuelled Weekend
Spending at least 2 days in Ireland’s capital city has been on my travel list since I visited St. John’s & Fogo Island in Newfoundland & Labrador. Now that I’ve … Read more - Weekend in Quebec City: 3-Day Itinerary & Travel Guide
I cannot believe the stars finally lined up for a weekend in Quebec City getaway. I’ve been to Montreal twice and was always impressed with its old town. Friends, family … Read more - 3 Days In Lisbon | The Ultimate Lisbon Itinerary
Look. The only reason I’m here is to find out if I’m related to Cristiano Ronaldo, and I have 3 Days In Lisbon to figure it out! The thing is, … Read more - 2 Days In Prague | 40+ Best Things To Do In Prague
Have you ever been invited to those parties that a friend of a friend hosts? Everybody at the party sort of indirectly knows each other – but is only truly linked to … Read more - 36 Best Things To Do In Naples Italy | The Ultimate Naples Itinerary
I love pizza, and I thought about writing a post about finding the best pizzeria in Naples since Naples is the birthplace of pizza. Of course, I’ll be talking about the … Read more - Toronto Budget: How Much Does It Cost To Go To Toronto?
Now depending on your needs and interests, your Toronto budget may look different from mine. Nevertheless, use this detailed spending plan as a guide. It’ll give you a better sense: … Read more - 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, … Read more
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All Posts
- 25+ Best Places to Go Apple Picking in OntarioEmbrace the crisp fall air and the season’s beautiful colours while enjoying a classic seasonal activity – apple picking! Full disclosure, This is not something my brothers and I did … Read more
- 48 Hours In Toronto Itinerary: How To Spend A Weekend In My CityWhat to do in Toronto for a weekend? Read on as I share all my favourite places to visit and things to see. After so many years of travelling, I … Read more
- 2 Days In Dublin Itinerary: A Guinness-Fuelled WeekendSpending at least 2 days in Ireland’s capital city has been on my travel list since I visited St. John’s & Fogo Island in Newfoundland & Labrador. Now that I’ve … Read more
- Weekend in Quebec City: 3-Day Itinerary & Travel GuideI cannot believe the stars finally lined up for a weekend in Quebec City getaway. I’ve been to Montreal twice and was always impressed with its old town. Friends, family … Read more
- 2 Days In Prague | 40+ Best Things To Do In PragueHave you ever been invited to those parties that a friend of a friend hosts? Everybody at the party sort of indirectly knows each other – but is only truly linked to … Read more
- 36 Best Things To Do In Naples Italy | The Ultimate Naples ItineraryI love pizza, and I thought about writing a post about finding the best pizzeria in Naples since Naples is the birthplace of pizza. Of course, I’ll be talking about the … Read more
- Toronto Budget: How Much Does It Cost To Go To Toronto?Now depending on your needs and interests, your Toronto budget may look different from mine. Nevertheless, use this detailed spending plan as a guide. It’ll give you a better sense: … Read more
- Gay Pride In Toronto + The 10 Best Things to Do in TorontoIs 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, … Read more
- 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 … Read more - 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 … Read more - 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 … Read more - 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. … Read more - 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 … Read more - 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 … Read more - 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 … Read more - 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 … Read more - 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 … Read more - 2 Days In Zurich: The Ultimate Zurich Itinerary
Zurich is the largest city in Switzerland, and its the country’s financial capital, often associated with luxury and opulence. However, as I’ve been living here for over 15 years, I’ve … Read more - 12 Things to Do in St. John’s Newfoundland in 48 Hours
It wasn’t until I travelled to Ireland that I realize why I loved Newfoundland so much. Amongst the many things to do in St. John’s Newfoundland, the island also has … Read more - 36 Hours On Fogo Island Newfoundland & Labrador
Fogo Island Newfoundland & Labrador. I’m not even sure how I ended up here. Oh, wait I remember. My brother wanted to stay in the Fogo Island Inn.Yes, that Fogo … Read more - How to Spend 2 Days in Montreal No Matter the Weather: A Montreal Itinerary
The last time I visited Montreal was a whopping 10 years ago. Sheesh, that’s bad (and worse when said out loud). I’m from Toronto, but I don’t subscribe to the … Read more - Things To Do In Bratislava In 1 Day
This year I earned an extra week of vacation!!! So what better to do than to spend it on travelling. Seriously. Did you think I was going to sit back … Read more - The Complete 2 Days In Vienna Itinerary
Vienna was the city I was in when I first learned of my dear friend’s passing. My 2 Days in Vienna itinerary, began with a text message from a friend … Read more - How to Spend an Awesome Weekend in Syracuse Sicily
When I spent a weekend in Syracuse, Sicily, it was purely fueled by The Godfather (you know, other than the fact that I was already in Malta). At the beginning … Read more - The Greatest Things To Do in Copenhagen Itinerary (2 Days, Viking Approved)
People won’t stop smiling at me, trains drive themselves, plus it’s the birthplace of The Little Mermaid and LEGO. I had a lot of fun putting together this ‘Things To … Read more - Things To See In Oslo In 2 Days (Viking Approved)
When translated into English, Oslo means expensive. I kid, I kid, but seriously Oslo is expensive. On the night we arrived, we wanted a place to sit and review our … Read more - The Best 3 Days In Stockholm Itinerary (Viking Approved)
Now, before I start this, 3 days in Stockholm itinerary I need to confess something – and it is going to sound very ignorant of me, so for that, I … Read more - Beautiful Places To See In Belgrade In 2 Days
Belgrade. I have a long and beautiful relationship with this city, that as of this post, spans 10 years. Yes, you heard me correctly, which makes Belgrade the city I’ve … Read more - One Day In Mostar, Bosnia and Herzegovina
I’ve had a picture of the Old Bridge on the storage unit above the desk in my office for as long as I can remember – well at least since … Read more - A Spectacular 2 Days In Sarajevo
Something here is very different. I’m not sure if it’s the bullet holes I saw in the buildings on the way from the airport to the city center but I … Read more - Day Trip From Ljubljana To Postojna, Cave
One of Gordana’s good friends told me that if I’m going to visit Slovenia, I have to take a day trip from Ljubljana to Postojna – more specifically Postojna Caves. … Read more - Bled Slovenia, Things To Do On A Day Trip
As the clouds roll over the mountains they draw your attention to this lonely church sitting on this lonely island in the middle of a vast lake. It’s beautiful. It’s … Read more - Experiencing Slovenian Cuisine Through The BiteMojo App
Last year, I arrived in Ljubljana from Zagreb late in the afternoon excited to meet two amazing food & travel bloggers Daryl and Mindi Hirsch from the 2 Food Trippers … Read more - How To Pronounce Ljubljana – 2 Days In The Capital City Of Slovenia
Honestly, it was like a scene from The Amazing Race. The train heading to Ljubljana – the train we need to be on is departing at 12:36. We, on the … Read more - A Fantastic 48 Hour Zagreb Itinerary
I have a very special connection with Croatia – well Zagreb more specifically. Yes, the girlfriend (you know as Gordana, and at times Goga) is half Croatia and half Serbian … Read more - A Day Of Chasing Waterfalls Along The Watkins Glen State Park Trails
For the past few years, I’ve been telling people that I’m not a huge fan of hiking.Why was that? What was it about hiking that I actually don’t like?I love … Read more - Seneca Lake Wine Tours
Up until this point, I’ve only ever been on one other wine tour – the Wayne Gretzky Estates in the Niagara-on-the-lake region – and even then, I only tasted the … Read more - Roam Mobility: An American SIM Card for Canadian Phones
For some people, flying on an airplane scares them while for others it’s the thought of planning a trip that stresses them out. What gets me nervous is knowing that … Read more - 48 Hour New York Itinerary (Brooklyn)
I promised myself that every time I come back, looking for things to do in NYC, I’ll include exploring a different borough. I, like most visitors who are looking for … Read more - What To Do In Rome In 2 Days
Ah good old Italy, the place of classic cuisine, ancient history, and fine clothing. The place where using an “indoor voice” means…well who are we kidding? It means absolutely nothing … Read more - Amsterdam BrewHouse: Toronto’s BrewPub With A ViewIn planning my first trip to Toronto, visiting the Toronto Islands was high on my list. However, due to flooding, the islands were off-limits. So instead, I met up with … Read more
