Check off your bucket-list cycling vacation with our Cross Country bike tours. These tours are point-to-point journeys tackling some of the world's most challenging and scenic terrain.

Experience the ultimate adventure on our fully supported Cross Country bike tours. Traverse the United States, Pyrenees, and Apennine range of Italy on journeys that go beyond typical cycling vacations. When you're done the sense of accomplishment will only be topped by the bragging rights and stories you take home.

View Cross Country Travel Info

Showing 17 Trips

  1. 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

  2. New Hiking & Walking

    Hike around majestic Mont Blanc, exploring the French and Italian Alps

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

    Hike around majestic Mont Blanc, exploring the French and Italian Alps

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

  3. Legendary climbs including Colombière, Glandon, Croix de Fer, and Alpe d’Huez

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

    Legendary climbs including Colombière, Glandon, Croix de Fer, and Alpe d’Huez

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

  4. 2026: 6-Day

    Test your mettle alongside the pros in this Mediterranean cycling paradise

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

    Test your mettle alongside the pros in this Mediterranean cycling paradise

    • Ride Camp
    • 7 Days / 6 Nights2026: 6 Days / 5 Nights
    • Level 4
    • Explorer
    Starting from
    $1,999.00 pp

  5. 2026: 6-Day

    Legendary training grounds between the Pyrenees and Costa Brava

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

    Legendary training grounds between the Pyrenees and Costa Brava

    • Ride Camp
    • 7 Days / 6 Nights2026: 6 Days / 5 Nights
    • Level 4
    • Explorer
    Starting from
    $1,999.00 pp

  6. 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
    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

  7. 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
    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

  8. Hiking & Walking

    Venture along 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

    Venture along 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

  9. 2026: 6-Day

    Pro cycling training and home to the Tour of California Time Trial

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

    Pro cycling training and home to the Tour of California Time Trial

    • Ride Camp
    • 7 Days / 6 Nights2026: 6 Days / 5 Nights
    • Level 4
    • Explorer
    Starting from
    $1,999.00 pp

  10. 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

    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