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Join Our Community
  • About Us
  • Trips
    • Destinations we Visit
    • Categories
    • Departing Soon
  • How We Travel
  • Community
  • Contact Us
Join Our Community
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Travel together

How we travel

Thoughtfully designed journeys, experienced in good company.

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Journeys with purpose

Travel that makes room for connection.

Wheel & Anchor brings curious travellers together for immersive, well-paced experiences. We take care of the details while leaving space for discovery, conversation, and the moments that make a place memorable.

Types of trips

Choose the journey that feels like you.

See all trips
  • LiveAway

    Stay longer, settle in, and experience a destination with the rhythm of local life.

    Explore LiveAways
  • Sojourn

    Thoughtfully paced journeys with time for culture, conversation, and discovery.

    Explore Sojourns
  • Experiential

    Distinctive itineraries shaped around authentic encounters and memorable places.

    Explore experiences
  • Nautical

    See the world from the water through intimate, thoughtfully selected voyages.

    Explore nautical trips
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Companions for the road

Come on your own. Travel together.

Many Wheel & Anchor members join a trip on their own. Our small-group approach makes it natural to meet people, share experiences, and feel part of the journey from the beginning.

Meet the community
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Guided with care

Welcoming W&A Hosts.

Our hosts create an easy sense of belonging while keeping each journey running smoothly. They are present when you need them and leave room for independent discovery.

About Wheel & Anchor

Our community

More than a trip. A travelling community.

Join Canadians who like to travel the way we do. It's free, and you don't need to have booked a trip.

  • First look at new trips

    Members hear about new departures before they go on sale.

  • Kaffee Klatches and Socials

    Coffee online with other members, and get-togethers across Canada.

  • Friends before you fly

    Meet the people you'll travel with long before the first morning.

Join the community

Free to join. Stories and new trips most Saturdays.

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Small-group journeys for Canadian travellers who would rather arrive than tour. Fifteen years, one community, and a lot of long tables.

Explore

  • Explore Our Trips
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Learn

  • Meet our Hosts
  • How we Travel
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Information

  • About W&A
  • The Wheel and Anchor Way
  • Companions for the Road
  • Reviews
  • Join our Community
  • Contact Us

Talk to a specialist

Call 1-888-247-1480 and dial 1 from the welcome message. Or email info@wheelandanchor.ca.

Monday to Friday, 9am–5pm Eastern. We call back the same day.

Wheel & Anchor
8133 Warden Avenue, Suite 606
Markham, Ontario L6G 1B3
1-888-247-1480
info@wheelandanchor.ca

TICO Reg. 1817786

All tours sold by New Sky Travel, 8133 Warden Avenue, Suite 606, Markham, Ontario L6G 1B3.

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