Tuscany Luxury

Tuscany, Italy

From famed Italian wine regions via the Strada Bianchi to ancient hills of the Siena countryside, our Tuscany Bike Tour takes you deep into the heart of this land lost in time.

Trip Highlights:

Biking the Golden Hills of Tuscany

Ahh Tuscany, home to rolling sun baked hills, an artist’s retreat for over millenia, producer of rich “Super-Tuscan” wines… Tuscany, the very name evokes romantic images. Come bask in the light that artists have put to canvass for centuries, pedal through the vineyards of Italy’s most famous wine regions and enjoy the fabulous food culture that comes from these noble hills.

Our Tuscany tour begins in the shade of the charming village of Montefollonico (with a beautiful view of Montepulciano and set amongst its Nobile grapevines) and winds it’s way through the white stone Strada Bianchi towards Buonconvento, rated as “One of the Most Beautiful Villages of Italy”. From here, we venture deep into wine country and our wine producing Agriturismo villa in Montalcino. Our days begin with delectable Tuscan breakfasts before cycling to cultural, culinary and of course gourmet activities, then back to the hotel for a little sun basking poolside or to check out a bit of the local shopping before dinner and a taste of the exciting local cuisine.

  • *Custom dates available April-June & September-October (*See Tour Prices Tab above)
  • 15-25 miles per day with Tuscan hills
  • Bike through the Chianti countryside
  • Wine tastings in the famed Montelpulciano and Brunello di Montalcino regions
  • Stay in a wine producing hotel with in-house tastings
  • Cheese tasting in a traditional farm
  • Sample the local Tuscan delicacies
  • Ride the Strada Bianchi, or Tuscan “white roads”
  • Enjoy a pizza workshop as we cook with our hosts
  • Visit an ancient abbey in one of the prettiest villages of the area
  • Take in the serene views from hilltop villages

Trip Itinerary

Days 1 & 2 ♦ Gorgeous Tuscan hilltop villages at sunset 

Ride the Strada Bianchi from gorgeous hilltop village to gorgeous hilltop village ♦ Visit the Church of San Biagio and it’s marvelous fresco dome, inspiration to Michelangelo ♦ Stop in for a cheese tasting and farm visit ♦ Taste the delicious wines of Montepulciano ♦ Dine on local game and pasta as you watch the sunset over the Tuscan hills ♦ Enjoy a pizza cooking class in our hotel owner’s ancient wood fired oven

Days 3-6 ♦ Stay with a Brunello wine producer

Cycle through the gorgeous Crete Senesi and it’s stunning villages ♦ Visit the liquor producing 12th century Abbey Monte Oliveto Maggiore ♦ Wander through the walled village of Montalcino with breathtaking views ♦ Multiple wine tastings with producers of Brunello di Montalcino wines ♦ Visit an olive oil producer… with tasting of course! ♦ Stay in your own winery with a panoramic pool overlooking the Tuscan wine country ♦ Enjoy dinner al fresco on the terraces of this gorgeous hilltop village

Luxury Accommodation & Charming Inns

Hotel Follonico- 2 nights

hotel website

A tribute to the Tuscan lifestyle, the Hotel Follonico goes to great lengths to immerse you in all things Tuscan. The attention to detail and welcoming attitude of the owner really set this B&B apart, from the handcrafted linens made just up the road to the pizzas cooked in their ancient fireplace. This organic farmhouse has been lovingly designed and rebuilt, offering all the sought after modern amenities while keeping its country-chic and simplicity intact.

Canalicchio di Sopra - 3 nights

hotel website

The Canalicchio di Sopra welcomes you to this stunning property. A working winery, you’ll have the opportunity to try some of their famous Brunello di Montalcino wines without ever having to leave your hotel. Ideally situated to explore the walled village of Montalcino, here we find a taste of country paradise while gazing onto the village above. Truly the perfect setting to take in the breathtaking views from the panoramic pool with a glass of wine after the bikes have been put up for the day.

What's Included

  • Accommodation, Meals and Transportation

    5 nights luxury accommodation
    All breakfasts, 4 gourmet dinners and 4 lunches
    Wine at dinner (a set amount of local, artisanal bottles included with dinner)
    Snacks and drinks between meals
    All transportation during the tour
    Luggage transfers and handling

    Cycling Support & Nutrition

    High quality hybrid bike rental
    Fully guided rides lead by our expert local guides
    Turn-by-turn ride directions for each ride
    Support following vehicle for longer rides with mechanical & nutritional support
    Gourmet Cycling Travel T-shirt

    Cooking Class and Gourmet Picnics

    Private cooking classes hosted by Chef Jon
    Gourmet picnic lunch

    Not Included

    Road bike rental ($350 for carbon or $250 for Titanium)
    Transportation to the tour starting point Chiusi train station
    Transportation after leaving the Chiusi train station
    Accommodation before and after the tour
    All alcohol except a set amount of wine included with dinners
    Personal items purchased
    Gratuities for guides
    Hotel room telephone, mini bar and hotel food and drinks between meals

Choose a date from April through June or September through October for your group. We’ll get back to you asap to confirm if we can accommodate your dates.

Number of Guests Trip Price
2-3 guests $5,895 pp sharing
4-5 guests $5,395 pp sharing
6-7 guests $4,795 pp sharing
8 or more guests $4,295 pp sharing