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 11 Trips

  1. Featured

    Pedal La Bella Toscana: Val d'Orcia to Chianti

    • Classic Guided, Signature Tours
    • 6 Days / 5 Nights
    • Level 3
    • Explorer
    Starting from
    $4,399.00pp
    Featured

    Pedal La Bella Toscana: Val d'Orcia to Chianti

    • Classic Guided, Signature Tours
    • 6 Days / 5 Nights
    • Level 3
    • Explorer
    Starting from
    $4,399.00 pp

  2. New

    Uncover Washington State's multisport paradise on San Juan and Orcas Islands

    • Classic Guided, Signature Tours
    • 6 Days / 5 Nights
    • Level 2, Level 3
    • Explorer
    Starting from
    $4,199.00pp
    New

    Uncover Washington State's multisport paradise on San Juan and Orcas Islands

    • Classic Guided, Signature Tours
    • 6 Days / 5 Nights
    • Level 2, Level 3
    • Explorer
    Starting from
    $4,199.00 pp

  3. Featured

    Ride from the Adriatic coast to the Mediterranean Sea on this bike trip across Italy

    • Cross Country
    • 6 Days / 5 Nights
    • Level 3, Level 4
    • Explorer, Luxury
    Starting from
    $3,999.00pp
    Featured

    Ride from the Adriatic coast to the Mediterranean Sea on this bike trip across Italy

    • Cross Country
    • 6 Days / 5 Nights
    • Level 3, Level 4
    • Explorer, Luxury
    Starting from
    $3,999.00 pp

  4. Featured

    From Lake Bled to Italy along the Goriška Brda Wine Region

    • Classic Guided, Signature Tours
    • 6 Days / 5 Nights
    • Level 3
    • Explorer
    Starting from
    $4,399.00pp
    Featured

    From Lake Bled to Italy along the Goriška Brda Wine Region

    • Classic Guided, Signature Tours
    • 6 Days / 5 Nights
    • Level 3
    • Explorer
    Starting from
    $4,399.00 pp

  5. Experience Italy’s "heel of the boot" on a captivating cycling adventure along the Adriatic Coast

    • Classic Guided, Signature Tours
    • 6 Days / 5 Nights
    • Level 2
    • Luxury
    Starting from
    $5,999.00pp

    Experience Italy’s "heel of the boot" on a captivating cycling adventure along the Adriatic Coast

    • Classic Guided, Signature Tours
    • 6 Days / 5 Nights
    • Level 2
    • Luxury
    Starting from
    $5,999.00 pp

  6. Discover fjord and glacier country on the Sognefjellet Scenic Route

    • Classic Guided, Signature Tours
    • 6 Days / 5 Nights
    • Level 2, Level 3
    • Explorer
    Starting from
    $4,999.00pp

    Discover fjord and glacier country on the Sognefjellet Scenic Route

    • Classic Guided, Signature Tours
    • 6 Days / 5 Nights
    • Level 2, Level 3
    • Explorer
    Starting from
    $4,999.00 pp