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Tailor-made Vacation · Canada

Canadian Eastern Adventure Fly Drive

Duration 8 days
From $3,325 pp
Trip type Tailor-made Vacation

Tailor-made, always

Every trip built from scratch around your dates, pace and preferences.

Your own specialist

One named person and a 24-hour number while you travel.

Hundreds of five-star reviews

Rated Excellent on Trustpilot across ten years of LGBTQ+ luxury travel.

At a glance

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 diversity and iconic landmarks like the CN Tower and Rogers Centre.

Next, prepare for awe-inspiring sights as you journey to the majestic Niagara Falls, a natural wonder that promises breathtaking views and thrilling attractions. From there, drive eastward to Canada's charming capital, Ottawa, where you can explore neo-gothic Parliament Buildings and immerse yourself in the city's vibrant atmosphere.

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Continue your adventure into Quebec, crossing the scenic St. Lawrence River to reach the historic walled city of Quebec City. Wander through its cobblestone streets, marvel at UNESCO World Heritage Sites, and indulge in the city's renowned cuisine.

Your journey then leads you to the cosmopolitan hub of Montreal, where modernity meets tradition amidst a backdrop of stunning architecture and cultural landmarks. Don't miss iconic attractions like Notre-Dame Basilica and Mount Royal Park.

As you journey back to Ontario, explore the tranquility of the Thousand Islands region, dotted with historic sites and picturesque landscapes. Finally, conclude your adventure with a taste of local fare in Prince Edward County before heading back to Toronto for your return flight.

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Day by day

?

This is a sample plan, not a fixed departure. Days can be added, removed or reordered, and almost every client changes something. Prices are an entry-level guide; your quote will be exact.

Day 1: Toronto

Arrive into Toronto either by private transfer or car hire. Pick-up your Out Of Office Roadbook at the front desk as you check-in. The remainder of the day is at leisure to explore the many attractions of this vibrant and culturally diverse city. Overnight in Toronto.

Day 2: Toronto to Niagara Falls

The day is free to discover Toronto at your own pace. Visit impressive city landmarks such as the Rogers Centre, explore the harbourfront district on foot or by harbour cruise, or perhaps find a shopping bargain or two at the multi-levelled Eaton Centre. We’ll also arrange your admission to the CN Tower – an express, glass elevator whisks you up to the observation lounge of this 553m monument to engineering.

For a real thrill, plan to visit the famed Niagara Falls, about an hour and a half drive south of Toronto. Your route will take you through Ontario’s wine-growing region and should definitely include a stop in the picturesque town of Niagara-on-the-Lake. Plenty of photo opportunities await you at the falls and no shortage of related attractions in this “honeymoon capital of North America.” Overnight in Toronto.

Day 3: Toronto to Ottawa

Drive east today, following the shoreline of Lake Ontario and pass through the small communities and villages that dot the landscape. The city of Kingston is home to the prestigious Queen’s University and is the gateway to the port lands of the beautiful 1000 Islands – a nearly countless collection of small islets grouped over a vast natural waterway. The road turns north along the Rideau Heritage Route and intermittently follows the Rideau River. The route takes you through riverside towns such as Smiths Falls and Edmond’s Lock, many of them with working marine locks allowing boats to traverse from higher to lower river elevations. Arrive in the afternoon in gay-friendly Canada’s national capital. Overnight in Ottawa.

Day 4: Ottawa to Quebec City

Before departing Ottawa today, you may choose to visit the Parliament Buildings, museums or National Gallery, take a tour of the Royal Canadian Mint or enjoy a leisurely boat ride on the Ottawa River. Crossing the border into the province of Quebec, taking the north shore of the St. Lawrence will bring you through the town of Trois Rivières.

We suggest a stop at the Cathedral Of Immaculate Conception, a rebuilt Gothic cathedral featuring magnificent examples of stained glass throughout the church. Later you pass through the walled gates of Quebec City for two days of exploring this historic, beautiful city. Overnight in Quebec City.

Day 5: Quebec City

Spend a full-day in Canada’s oldest city. Founded in 1608, Quebec City is the only walled city in North America and a designated United Nations World Heritage Site – just one of the many things you’ll learn on your sightseeing tour offering a comprehensive orientation of historic and modern Quebec City.

You will see the Latin Quarter, the Plains of Abraham, the Citadel, the Fortifications, the National Assembly, Place Royale, the Basilica and other points of interest within Quebec City. Stroll the cobblestone streets of the city in the evening and enjoy one of the many fine dining or casual restaurants featuring either local delicacies or other menu selections from all over the world. Overnight in Quebec City.

Day 6: Quebec City to Montreal

Today’s scenic drive takes you through the fertile plains and rolling hills of the Mauricie / Bois-Francs and Lanaudiere regions bound for the forests and unspoiled scenery of Lac à la Truite. Stop in Berthierville and visit the Gilles Villeneuve Museum, then continue to the vibrant, cosmopolitan city of Montreal. We suggest a visit to Notre Dame Basilica, the Olympic site, the Biodome, the Montreal Museum of Fine Arts, Mt. Royal Park, Casino or the underground city. Overnight in Montreal.

Day 7: Montreal to Kingston

Cross the border into Ontario and explore the tranquility of the Thousand Islands region. Visit Upper Canada Village in Morrisburg or Old Fort Henry, a historic fortification dating from the 1830s where a fully-costumed military parade is held daily. You may choose to visit colonial grounds of Queen’s University, or the museum of the Royal Military College, the oldest military academy in Canada. You will also enjoy a cruise of the beautiful 1000 Islands – an unforgettable trip through the near countless small inlets that are home to a wide variety of marine mammals and waterfowl. Overnight in Kingston.

Day 8: Prince Edward to Toronto

The road west along the shores of Lake Ontario leads back through the fertile lands of Prince Edward County, replete with historic communities boasting former residences and summer homes of Canada’s British-era governors and magistrates. The area contains a number of successful vineyards and cheese makers, inviting visitors to stop in small villages such as Picton for a taste of the local fare. Continue on afterwards to Toronto’s Pearson International Airport to check in for your return flight.

Our Experts

Jaike Rowe
Canada is such an incredible destination for travelers who love the outdoors. Mother Nature's wonderful diversity is definitely on display here.
Jaike Rowe Luxury Travel Expert
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Luke Matthewman
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.
Luke Matthewman Luxury Travel Expert
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What our travelers say
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Anthony S.

Super client centred service. From first contact I have had warm, efficient, friendly and flexible service.

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Frequently asked questions

What does Out Of Office do?

Out Of Office is a luxury LGBTQ+ travel company specializing in tailor-made vacations and extraordinary journeys around the world. We create bespoke luxury vacations, LGBTQ+ honeymoons, safaris, cruises, beach escapes, private tours and group trips, with every itinerary designed around you. Our travel specialists combine global expertise, first-hand destination knowledge and trusted local partners to create seamless, highly personalized experiences.

Is Out Of Office a gay travel agency?

Out Of Office is an LGBTQ+ owned and run luxury travel specialist, with particular expertise in gay and LGBTQ+ travel. We understand the additional considerations that can come with traveling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.

We welcome every traveler, including friends, families and allies. Many of our clients are not members of the LGBTQ+ community, but choose Out Of Office for our luxury travel expertise, personalized service and discretion.

Do you create tailor-made LGBTQ+ vacations?

Yes. Every tailor-made trip with Out Of Office is designed from scratch around your interests, travel style, budget and the way you want to experience a destination. We can arrange luxury hotels, private transfers, flights, guides, excursions, cruises and special experiences as part of one personalized itinerary. The journeys shown on our website are there to inspire you rather than restrict you; only clearly identified group departures operate as fixed itineraries.

How do you choose LGBTQ+ friendly hotels and destinations?

We combine first-hand destination knowledge with trusted local expertise to recommend luxury hotels, resorts and experiences where LGBTQ+ travelers can feel informed and welcome. We also consider the laws, customs and attitudes of each destination, because LGBTQ+ rights and experiences differ around the world. Our team regularly visit many of the properties we work with and where a destination requires greater awareness, we give you clear and considered advice so that you can make an informed decision about where and how you travel.

Did you know?

We plant trees for every booking

For every booking made with Out Of Office we commit to planting trees in your name to help reduce the impact of travel on future generations. You'll even get a link to see where your trees are planted in the world via our partner Ecologi.

Our charity partner

We donate to Rainbow Railroad with every booking

Rainbow Railroad helps LGBTQ+ people escape state-sponsored violence and persecution. A donation goes with every trip we sell, funded by us and never added to your price.

Start Planning Your Trip

Tell us where you would love to go, when you are thinking of traveling and what kind of trip you have in mind. One of our LGBTQ+ travel specialists will create a tailor-made itinerary designed around your destination, style and preferences.

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