Ignite your senses through lush vineyards, coastal splendors, and some of the finest cuisine the world has to offer on an Italy cycling or hiking tour.

Embark on cycling or hiking adventures you'll never forget with our tours of Italy. Traverse the soul of Italy, from Tuscany's rustic allure to Puglia's untouched shores. Wander through five of Italy's most storied villages. Immerse yourself in the local way of life, indulge in the finest Italian dishes, and unwind in meticulously selected lodgings. Each journey uncovers picturesque hamlets, verdant vineyards, and awe-inspiring scenery, ensuring every instant spent in Italy is unforgettable.

Showing 2 Trips

  1. New 2026: 6-Day

    Push your limits in Sagres and Serra de Monchique in the Algarve, pro cycling’s best-kept secret

    • Ride Camp
    • 7 Days / 6 Nights2026: 6 Days / 5 Nights
    • Level 4
    • Explorer
    Starting from
    $1,999.00pp
    Quick View
    New 2026: 6-Day

    Push your limits in Sagres and Serra de Monchique in the Algarve, pro cycling’s best-kept secret

    • Ride Camp
    • 7 Days / 6 Nights2026: 6 Days / 5 Nights
    • Level 4
    • Explorer
    Starting from
    $1,999.00 pp
    Quick View
  2. New 2026: 6-Day

    Push your limits in Sagres and Serra de Monchique in the Algarve, pro cycling’s best-kept secret

    • Ride Camp
    • 4 Days / 3 Nights2026: 6 Days / 5 Nights
    • Level 4
    • Explorer
    Starting from
    $1,499.00pp
    Quick View
    New 2026: 6-Day

    Push your limits in Sagres and Serra de Monchique in the Algarve, pro cycling’s best-kept secret

    • Ride Camp
    • 4 Days / 3 Nights2026: 6 Days / 5 Nights
    • Level 4
    • Explorer
    Starting from
    $1,499.00 pp
    Quick View

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