Luskentyre Beach on the Isle of Harris

Island Adventures

Island Adventure Vacations

  • A place these routes go

    Madeira Island lush forests

  • A place these routes go

    Hiking the otherwordly Island of Tenerife

  • A place these routes go

    Charming villages on Spain's Mallorca Island

  • A place these routes go

    Korisson Lagoon on the Island of Corfu in Greece

  • A place these routes go

    Mgarr Harbor on the island of Gozo

  • A place these routes go

    Hiking trail on Croatia's Dalmatian Coast.

12 hand-picked routes

  • Portugal

    Madeira: The Flower Island

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

    Arran Coastal Way

    • Walking
    • 8 days
    • Moderate
    from$2,465CAD pp
  • Scotland

    Outer Hebrides Island Hopscotch

    • Walking
    • 8 days
    • Easy - Moderate
    from$2,675CAD pp
  • Croatia

    Split and the Dalmatian Coast

    • Walking
    • 8 days
    • Easy - Moderate
    from$3,615CAD pp
  • Spain

    Mallorca: Tramuntana Trails

    • Walking
    • 8 days
    • Moderate - Challenging
    from$3,885CAD pp
  • Scotland

    Walking on Orkney

    • Walking
    • 8 days
    • Moderate
    from$2,905CAD pp
  • Malta & Gozo

    Walking on Malta & Gozo

    • Walking
    • 8 days
    • Easy - Moderate
    from$1,775CAD pp
  • Scotland

    Skye & The Outer Hebrides

    • Walking
    • 8 days
    • Moderate
    from$4,365CAD pp
  • Spain

    Mallorca Coast & Mountain Trails

    • Walking
    • 8 days
    • Easy - Moderate
    from$2,695CAD pp
  • Greece

    Walking on Corfu

    • Walking
    • 8 days
    • Moderate
    from$2,215CAD pp
  • Greece

    Walking the Greek Cyclades: Sifnos & Milos

    • Walking
    • 8 days
    • Easy - Moderate
    from$3,300CAD pp
  • Spain

    Island Hopping: Tenerife & La Gomera

    • Walking
    • 8 days
    • Moderate - Challenging
    from$4,185CAD 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 Island Adventures

  • When's the best time for an island adventure?

    Late spring through early fall offers the most reliable ferry schedules and warm weather for active adventures.

  • How do the ferry crossings work?

    Ferry tickets and timings are arranged as part of your route, with clear notes on where to board.

  • What's the terrain like?

    Expect coastal paths, harbor towns, beaches, forest walks, gorges and some hillier sections depending on the island.

  • Where do you stay?

    Handpicked B&Bs, guesthouses and small hotels in harbor towns and villages along your route

  • Do you handle luggage?

    Yes, luggage transfers between accommodations are included, so you only carry a day pack

  • How do I book an island adventure?

    Choose your island destination and dates and our team handles the planning, ferries and transfers

Need more info?