THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Drive from Florence through the Tuscan and Umbrian hills with curated stops in Montepulciano and Cortona, two of Italy’s most characterful hill towns. This private transfer pairs cellar visits and tastings with leisurely town walks, finishing in the spiritual city of Assisi.
Drive from Florence through the Tuscan and Umbrian hills with curated stops in Montepulciano and Cortona, two of Italy’s most characterful hill towns. This private transfer pairs cellar visits and tastings with leisurely town walks, finishing in the spiritual city of Assisi.
Morning light lifts off Florence as your driver eases the car onto the A1, vineyards and rolling crests unfolding like page turns. You feel Tuscan hill towns approach long before the village walls appear: low stone, narrow alleys, church bells. This is a day of measured travel and local discovery.
Verified experiences and guided adventures in the surrounding area.
Operated by Pek Tuscany in Limo · Florence, Tuscany
Morning light lifts off Florence as your driver eases the car onto the A1, vineyards and rolling crests unfolding like page turns. You feel Tuscan hill towns approach long before the village walls appear: low stone, narrow alleys, church bells. This is a day of measured travel and local discovery.
In Montepulciano, medieval ramparts frame Piazza Grande and the Temple of San Biagio; cellars dig into the hill, keeping cool air and centuries of wine lore. Tastings focus on Vino Nobile and Super Tuscan blends led by local winemakers. Cortona shifts the tempo — an Etruscan hilltop with artisan workshops, small museums, and views over Val di Chiana. Passing Lake Trasimeno, reed beds and migrating waterfowl punctuate the drive toward Assisi, whose basilicas and frescoes anchor the region’s spiritual history.
Practical planning is straightforward: the private transfer lasts about eight hours door-to-door with two winery visits and town strolls. Wear sturdy shoes for cobbles, sun protection, and a light layer for cool cellars and hilltop breezes. Ask ahead if you want an oenologist to lead tastings; lunch and restaurant reservations are typically independent. Photography is easy from overlooks; most stops require short walks and are generally accessible for travelers with limited mobility. Expect moderate walking at each stop rather than long hikes. Confirm pickup in Florence and the final drop-off in Assisi or Perugia when booking. Carry small change for artisan shops and consider room in your luggage for purchased bottles — check customs rules for international transport and timings.
The itinerary includes visits to two historic cellars with tastings of local wines; confirm tasting format with the operator when booking.
Lunch is not included—your driver can recommend or drop you at trusted trattorie, but reservations are usually your responsibility.
The vehicle is wheelchair accessible and stops are short, but steep alleys in hilltown centers may limit full access—check specific needs in advance.
Full refund available if cancelled at least 24 hours before departure; confirm exact terms on your booking confirmation.
Pek Tuscany in Limo operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
Morning light lifts off Florence as your driver eases the car onto the A1, vineyards and rolling crests unfolding like page turns. You feel Tuscan hill towns approach long before the village walls appear: low stone, narrow alleys, church bells. This is a day of measured travel and local discovery.
Morning light lifts off Florence as your driver eases the car onto the A1, vineyards and rolling crests unfolding like page turns. You feel Tuscan hill towns approach long before the village walls appear: low stone, narrow alleys, church bells. This is a day of measured travel and local discovery.
In Montepulciano, medieval ramparts frame Piazza Grande and the Temple of San Biagio; cellars dig into the hill, keeping cool air and centuries of wine lore. Tastings focus on Vino Nobile and Super Tuscan blends led by local winemakers. Cortona shifts the tempo — an Etruscan hilltop with artisan workshops, small museums, and views over Val di Chiana. Passing Lake Trasimeno, reed beds and migrating waterfowl punctuate the drive toward Assisi, whose basilicas and frescoes anchor the region’s spiritual history.
Practical planning is straightforward: the private transfer lasts about eight hours door-to-door with two winery visits and town strolls. Wear sturdy shoes for cobbles, sun protection, and a light layer for cool cellars and hilltop breezes. Ask ahead if you want an oenologist to lead tastings; lunch and restaurant reservations are typically independent. Photography is easy from overlooks; most stops require short walks and are generally accessible for travelers with limited mobility. Expect moderate walking at each stop rather than long hikes. Confirm pickup in Florence and the final drop-off in Assisi or Perugia when booking. Carry small change for artisan shops and consider room in your luggage for purchased bottles — check customs rules for international transport and timings.