Winter Activities / Snowboarding / Ski
Group Transportation
Alberta, British Columbia, Ontario, Quebec
Winter Travel & Activities Transportation Services
Customizable & Reliable Group Travel for Winter Adventures Across Calgary, Vancouver & Toronto
At Leo Charter Services, we provide customizable winter travel and activity transportation that keeps every group journey smooth and enjoyable. Whether it’s a ski trip to Banff or Lake Louise, a snowboarding getaway to Whistler, or a winter festival excursion in Toronto or Niagara, our team ensures every trip is coordinated, comfortable, and dependable from start to finish.
With a versatile fleet of executive SUVs, Sprinter vans, minibuses, and 56-passenger coaches, we accommodate groups of any size — ideal for corporate retreats, family vacations, sports teams, and travel agencies. Every journey is tailored to your schedule and destinations, supported by professional and complimentary planning, experienced drivers, and proven reliability on the road.
Winter Functions We Serve
Seamless private shuttles to top ski resorts including Banff, Lake Louise, Kicking Horse, Sun Peaks, Whistler, and Blue Mountain.
Professional transport for incentive travel, team getaways, and annual meetings in scenic mountain or resort locations.
Reliable charters for hockey, ski, and winter sports tournaments with space for equipment and luggage.
Coordinated transportation for group attendance at seasonal festivals, holiday markets, and cultural events across Canada.
Safe, licensed drivers and comfortable vehicles for field trips, outdoor education, or winter camp transportation.
Custom winter itineraries designed around your family or friend group — from day trips to multi-day snow adventures.
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Why Choose Leo Charter Services for Your Winter Transportation?
Customizable Itineraries Across Canada
From the Canadian Rockies to Whistler, Niagara, and beyond, our routes adapt to your group’s unique itinerary. Every trip is planned to fit your timing, destinations, and comfort level.
Reliable Service in All Winter Conditions
Our professional drivers are experienced in winter road safety. With well-maintained, winter-ready vehicles, we ensure smooth, on-time transportation even in challenging weather.


Fleet for Every Group Size
Choose from executive SUVs, Sprinter vans, minibuses, mid-size shuttles, and 56-passenger coaches — ideal for small groups or large organizations. Every vehicle is clean, comfortable, and equipped for long-distance winter travel.
Nationwide Coverage, Local Expertise
Operating in Calgary, Vancouver, and Toronto, we serve local winter destinations and cross-province routes. Our team provides reliable coordination whether you’re heading to the Rockies or the Coast Mountains.
Professional B2B & B2C Support
Trusted by travel agents, corporate planners, and private clients alike, our service is built on professionalism, communication, and seamless execution.