Bask in the beauty of olive trees, and cork groves; savor the local flavors; hike the breathtaking Rota Vincentina trails, and revel in the relaxed rhythm of a Portugal hiking or cycling tour.

Dive into the best of Portugal on our hiking and cycling tours, where serene countryside meets adventure. Ride through Alentejo landscapes dotted with olive trees, vineyards, and cork forests. Tackle the stunning trails of the Rota Vicentina, savor exquisite wines, and relish local cuisine. Discover Lagos' rich history and vibrant market life and be awed by Sagres' spectacular coastal views. These journeys promise leisure, exploration, and unforgettable experiences in Portugal's warm embrace.

Showing 21 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. 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

  3. 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
    $5,999.00pp
    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
    $5,999.00 pp

  4. New Hiking & Walking

    Walk 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

    Walk 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

  5. 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

  6. 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

  7. 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

  8. 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

  9. 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

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

    • Classic Guided, Discover Tours
    • 5 Days / 4 Nights
    • Level 4
    • Explorer
    Starting from
    $2,399.00pp

    Conquer the UNESCO-listed Dolomites and stay in charming Alleghe

    • Classic Guided, Discover Tours
    • 5 Days / 4 Nights
    • Level 4
    • Explorer
    Starting from
    $2,399.00 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