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 19 Trips

  1. Hiking & Walking

    Hike the Italian Riviera to discover the colorful coastal villages of Portovenere and the Cinque Terre

    • Hiking & Walking, Signature Tours
    • 6 Days / 5 Nights
    • Level 3, Level 4
    • Luxury
    Starting from
    $5,399.00pp
    Hiking & Walking

    Hike the Italian Riviera to discover the colorful coastal villages of Portovenere and the Cinque Terre

    • Hiking & Walking, Signature Tours
    • 6 Days / 5 Nights
    • Level 3, Level 4
    • Luxury
    Starting from
    $5,399.00 pp

  2. 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

  3. Featured

    Venture through Slovenia's Julian Alps and Italy's legendary Monte Zoncolan

    • Classic Guided, Signature Tours
    • 6 Days / 5 Nights
    • Level 4
    • Explorer
    Starting from
    $4,299.00pp
    Featured

    Venture through Slovenia's Julian Alps and Italy's legendary Monte Zoncolan

    • Classic Guided, Signature Tours
    • 6 Days / 5 Nights
    • Level 4
    • Explorer
    Starting from
    $4,299.00 pp

  4. 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

  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. New Hiking & Walking

    Hike the heart of the Dolomites, from the picturesque Val Gardena to the serene Val Badia

    • Hiking & Walking, Signature Tours
    • 6 Days / 5 Nights
    • Level 3
    • Luxury
    Starting from
    $6,199.00pp
    New Hiking & Walking

    Hike the heart of the Dolomites, from the picturesque Val Gardena to the serene Val Badia

    • Hiking & Walking, Signature Tours
    • 6 Days / 5 Nights
    • Level 3
    • Luxury
    Starting from
    $6,199.00 pp

  7. New Hiking & Walking

    Hike from the rolling hills of Val d'Orcia to the coast of Monte Argentario

    • Hiking & Walking, Signature Tours
    • 6 Days / 5 Nights
    • Level 2, Level 3
    • Luxury
    Starting from
    $4,599.00pp
    New Hiking & Walking

    Hike from the rolling hills of Val d'Orcia to the coast of Monte Argentario

    • Hiking & Walking, Signature Tours
    • 6 Days / 5 Nights
    • Level 2, Level 3
    • Luxury
    Starting from
    $4,599.00 pp

  8. 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
    $4,299.00pp
    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
    $4,299.00 pp

  9. Featured

    Adventures from the green pastures of the Asiago Plateau to the sheer beauty of the Dolomites

    • Gravel, Signature Tours
    • 5 Days / 4 Nights
    • Level 3, Level 4
    • Explorer, Luxury
    Starting from
    $2,999.00pp
    Featured

    Adventures from the green pastures of the Asiago Plateau to the sheer beauty of the Dolomites

    • Gravel, Signature Tours
    • 5 Days / 4 Nights
    • Level 3, Level 4
    • Explorer, Luxury
    Starting from
    $2,999.00 pp

  10. Conquer the UNESCO-listed Dolomites and stay in charming Alleghe

    • Classic Guided, Discover Tours
    • 5 Days / 4 Nights
    • Level 4
    • Explorer
    Starting from
    $2,299.00pp

    Conquer the UNESCO-listed Dolomites and stay in charming Alleghe

    • Classic Guided, Discover Tours
    • 5 Days / 4 Nights
    • Level 4
    • Explorer
    Starting from
    $2,299.00 pp

  11. Ride the famed white gravel roads of Montalcino, Siena, and the Crete Senesi

    • Gravel, Signature Tours
    • 5 Days / 4 Nights
    • Level 3
    • Explorer, Luxury
    Starting from
    $3,499.00pp

    Ride the famed white gravel roads of Montalcino, Siena, and the Crete Senesi

    • Gravel, Signature Tours
    • 5 Days / 4 Nights
    • Level 3
    • Explorer, Luxury
    Starting from
    $3,499.00 pp