Trips of Your Dreams

Dream Hiking & Biking Vacations

  • Glen Coe

    Glencoe on the West Highland Way

  • A place these routes go

    Japan's Kumano Kodo

  • A place these routes go

    Italy's Dolomites

  • A place these routes go

    Mont Blanc trekking

  • A place these routes go

    Dingle Way to Dunmore Head

  • A place these routes go

    Misty mornings on Madeira the Flower Island

15 hand-picked routes

  • Scotland

    West Highland Way

    • Walking
    • 5–11 days
    • Easy - Moderate to Moderate - Challenging
    from$1,885CAD pp
  • France · Spain

    Camino Frances

    • Walking
    • 7–57 days
    • Easy to Moderate
    from$1,340CAD pp
  • France · Italy · Switzerland

    Tour du Mont Blanc in Comfort

    • Walking
    • 5–14 days
    • Moderate - Challenging
    from$2,480CAD pp
  • England

    Cotswold Way

    • Walking
    • 5–12 days
    • Easy - Moderate to Moderate - Challenging
    from$1,675CAD pp
  • Republic of Ireland

    The Dingle Way

    • Walking
    • 6–10 days
    • Moderate
    from$1,530CAD pp
  • Scotland

    Fife Coastal Path

    • Walking
    • 5–8 days
    • Easy - Moderate to Moderate
    from$1,645CAD pp
  • Portugal · Spain

    Camino Portugues Coastal Way

    • Walking
    • 7–22 days
    • Easy - Moderate
    from$1,670CAD pp
  • Portugal

    Madeira: The Flower Island

    • Walking
    • 8 days
    • Moderate
    from$3,050CAD pp
  • Italy

    Cycle the Highlights of Puglia

    • Cycling
    • 7–9 days
    • Easy - Moderate to Moderate
    from$2,490CAD pp
  • Japan

    Kumano Kodo Trail

    • Walking
    • 6–9 days
    • Moderate
    from$2,870CAD pp
  • Italy

    Highlights of the Alta Via 1 in Comfort

    • Walking
    • 9 days
    • Moderate
    from$4,070CAD pp
  • Portugal

    Rota Vicentina: The Wild Algarve

    • Walking
    • 8 days
    • Moderate
    from$2,350CAD pp
  • France

    Cycle the Loire In Style

    • Cycling
    • 6 days
    • Easy
    from$4,575CAD pp
  • England

    Discover England: The Lake District to Yorkshire Dales

    • Walking
    • 8 days
    • Easy - Moderate
    from$3,005CAD pp
  • New Zealand

    Highlights of New Zealand

    • Walking
    • 14 days
    • Moderate
    from$7,075CAD pp

Real photos, real stories, straight from the trail

Over 26,000 travelers strong, our community shares #MacsMoments, swaps tips and advice, and helps each other plan the perfect trip. Many connect long before they set off - and some even meet up on the trail!

  • Pilgrim standing in front of Cathedral of Santiago de Compostela after completing the Portugués Way

    I'm headed back to the states and have a mixture of emotions. So much to process. I feel like a different person!

    October 2026

    Camino de Santiago, Spain

  • A smiling hiker beside a West Highland Way marker post below a mountain

    Thank you Macs for the brilliant adventure! We loved all the accommodations provided

    June 2026

    West Highland Way, Scotland

  • A hiker standing in a pasture amongst horses

    October 2026

    Hadrian's Wall Path, England

  • A hiker beside a wooden signpost by an ivy-covered wall

    June 2026

    Cotswolds to the Cornwall Coast, England

  • A hiker stops on the trail for an interaction with a local cow

    August 2026

    Via Alpina, Switzerland

  • A group selfie in front of a river on a blue sky day

    In fact, if you're looking for sensory magic, give this trip a try

    October 2026

    Walking the Dordogne in Style, France

Get to know Trips of Your Dreams

  • What counts as a dream trip?

    Our dream trips are the routes travelers ask about most: famous long-distance trails, pilgrimages and scenic cycle routes. Each one is self-guided and graded, so you can match it to your fitness.

  • Do I need to be an experienced hiker or cyclist?

    No. Trips are graded from easy to challenging, and many classic routes have shorter or gentler versions.

  • Which destinations are included?

    Scotland, England, Ireland, France, Italy, Spain, Portugal, Switzerland, Japan and New Zealand, among others. Browse by country for the full list.

  • Can I combine trips?

    Yes. Many travelers link a long trail with a rail and hike trip or add extra nights in a city. Our team can help you plan the sequence.

  • When should I book?

    Popular routes sell out for peak months, so book as early as you can. Start dates are flexible within each trip's season.

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