8 days tailor made from $3,480 pp
From $3,480 pp
Canada resists the kind of summary that works for smaller countries. The distance between a long weekend in Montreal and a week in the Alberta Rockies is not just geographical. They are different climates, different cultures, different registers entirely.
Here at Out Of Office, we truly understand the world you live in, and the world you want to explore. Our attention to detail, exceptional service and deep understanding of both luxury travel and LGBTQ+ travel make us a fantastic choice for those looking for a travel experience where exclusivity meets inclusivity.
One country, six time zones, and enough variation between them to fill several different vacations.
French Canada operates on its own terms, with a culinary scene and a nightlife culture that owes more to Europe than to anywhere else in North America.
The Rockies are something else altogether: Banff and Jasper sit inside national parks of a scale that makes the word landscape feel inadequate, with glacier hiking, wildlife and lodges that hold their own against anywhere in the world.
Vancouver anchors the west coast with a sophistication that surprises first-time visitors, backed by outdoor access that most cities can only approximate.
Toronto is one of the continent’s genuinely cosmopolitan cities, with a food scene, an arts culture and a gay village in Church and Wellesley that has been a fixture of LGBTQ+ life in North America for decades.
Montreal’s Le Village is looser, more European in character, and sits inside a city that knows how to have a good time.
Tailor-made Vacation
Embark on an unforgettable 8-day Canada fly-drive adventure through the captivating provinces of Ontario and Quebec, celebrating the nation’s rich English and French heritage. Your journey begins in the vibrant metropolis of Toronto, where you’ll immerse yourself in its cultural...
Tailor-made Vacation
Embark on an unforgettable journey through the stunning landscapes and vibrant cities of western Canada with this meticulously crafted itinerary. In just seven days, you will have the opportunity to explore the highlights of the region, from the dynamic city...
Tailor-made Vacation
Embark on an unforgettable journey through the pristine landscapes and captivating culture of western Canada with this meticulously curated itinerary. Over the course of nine days, travelers will immerse themselves in the diverse ecosystems and vibrant communities of Vancouver Island...
Tailor-made Vacation
Discover the serene allure of British Columbia’s Sunshine Coast and Vancouver Island with our meticulously crafted Canada itinerary tailored for the adventurous and independent traveler. Immerse yourself in the untouched wilderness of remote resorts, where rugged shorelines beckon with their...
Jaike Rowe
Luxury Travel Expert"Canada is such an incredible destination for travelers who love the outdoors. Mother Nature's wonderful diversity is definitely on display here."
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Luke Matthewman
Luxury Travel Expert"For me, it's the people who make Canada. Here resides some of the friendliest people you will ever meet. It's such a welcoming destination, which is why our clients love it so much."
Contact usCanada is a federal state of ten provinces and three territories, each with its own character and, in Quebec’s case, its own official language. French is the primary language in Quebec and parts of New Brunswick; English everywhere else, though bilingual signage is standard across the country. The country operates across six time zones, which matters for itinerary planning more than most travelers anticipate.
Tipping follows US conventions: 18 to 20 percent at restaurants, similar for private guides and drivers. The standard of service at the better hotels and lodges is high, and gratuities are expected accordingly.
Canada’s national parks system is among the finest in the world. Banff, Jasper, Yoho and Kootenay in the Rockies, Pacific Rim on Vancouver Island, and Cape Breton Highlands in Nova Scotia all require a Parks Canada pass, which covers entry across the network. Booking accommodation inside the parks, particularly in peak summer and ski season, requires planning well in advance.
Canada was one of the earliest countries to build comprehensive legal protections for LGBTQ+ people into national law. Same-sex activity has been legal since 1969, sexual orientation was added to the Canadian Human Rights Act in 1996, and in 2005 Canada became one of the first countries in the world to legalize same-sex marriage nationwide. Gender identity and expression were added as protected grounds in 2017, with legal recognition of non-binary genders following shortly after.
In 2017 Prime Minister Justin Trudeau delivered a formal government apology for the systematic persecution of LGBTQ+ people in the military and public service during the mid-20th century. It was a significant moment, and a marker of how seriously Canada takes its own history on these issues.
In practical terms, Canada is one of the most straightforwardly welcoming destinations in the world for LGBTQ+ travelers. Pride celebrations in Toronto, Montreal and Vancouver are among the largest on the continent. The gay neighborhoods in all three cities, Church and Wellesley in Toronto, Le Village in Montreal and Davie Village in Vancouver, are well-established, well-resourced and genuinely integrated into their wider cities rather than operating as separate enclaves.
Canada’s scale is the first thing to plan around. A trip that tries to cover the Rockies, the west coast and the east in a single itinerary will spend too much of its time in transit. Out Of Office builds Canada itineraries around a clear geographic logic, selecting the combination of regions that fits the time available and the kind of experience you are looking for.
For wilderness itineraries, property selection matters as much as location. The best lodges in Banff and Jasper book out well in advance, particularly in peak summer and ski seasons, and access to certain experiences, helicopter glacier tours, private wildlife guides, backcountry lodges, requires lead time that walk-in planning cannot accommodate.
City itineraries benefit from a different kind of curation. Canada’s major cities are easy to navigate independently, but the difference between a good hotel and the right hotel, between a restaurant reservation that comes through and one that doesn’t, is the kind of detail that rewards having a specialist who knows the country well.
Banff and Jasper National Parks together cover an area larger than some European countries. The landscapes, glacier lakes, mountain passes and wildlife corridors, are best experienced slowly and with the right access. A helicopter over the Columbia Icefield or a private guided hike to Moraine Lake ahead of the crowds reframes what the national park experience can be.
The most European city in North America and one of the continent’s best for food, nightlife and cultural depth. Le Village is a well-established anchor of LGBTQ+ life in Canada, but Montreal rewards time beyond the neighborhood, in the restaurants of the Plateau, the jazz bars of the Latin Quarter and the markets of the Old Port.
A short ferry or floatplane from Vancouver, Vancouver Island operates at a different pace entirely. Whale watching off the northern tip, grizzly bear encounters in the river valleys of the interior, and the compact food and arts scene of Victoria make it one of Canada’s most rewarding detours for travelers who have already seen the city.
Canada’s luxury travel infrastructure has matured significantly in recent years, particularly in the wilderness sector. The Rockies now support a collection of high-end lodges that compete with the best wilderness properties anywhere in the world. Fairmont’s mountain hotels at Banff Springs and Chateau Lake Louise remain the landmark addresses, but a newer generation of boutique properties has emerged around them, smaller, more design-led and more focused on private and curated access to the landscape.
City luxury is well-established across Toronto, Vancouver and Montreal, with strong Five-star hotel offerings, serious restaurant scenes and the kind of retail and cultural infrastructure that luxury travelers expect. Toronto’s Yorkville neighborhood and Vancouver’s Coal Harbour set the standard on the urban side.
Where Canada distinguishes itself is in the combination. A single itinerary can move from a penthouse in Vancouver to a remote fly-in fishing lodge on the BC coast to a suite at Chateau Lake Louise.
Canada is well served from the US, with direct flights from most major cities to Toronto, Vancouver, Montreal and Calgary. East Coast travelers are around ninety minutes from Toronto and around six hours from Vancouver. From the UK, direct transatlantic services operate from London to Toronto, Vancouver and Montreal, with flight times of around seven to eight hours westbound.
Calgary is the most practical gateway for Rocky Mountain itineraries, with direct services from the UK and connections from most major US hubs. Vancouver serves the west coast and is also the natural starting point for Vancouver Island and British Columbia wilderness trips. Toronto and Montreal anchor eastern itineraries and connect easily to each other by air or Via Rail’s overnight train service, which is a worthwhile journey in its own right.
Internal distances mean domestic flights are often the most practical option for coast-to-coast itineraries. The Toronto to Vancouver sector is a five-hour flight, and most multi-region trips will involve at least one domestic leg.
We want to ensure you have the best experience with us so we’ll keep working on your itinerary until perfect. You will have your own personal dedicated member of our team who will help build a trip that is bespoke to you.
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