A cycling gem


Go Back in Time


Go Back in Time


Go Back in Time


Go Back in Time

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  • Custom itineraries and uniquely personal service
  • Ride from one medieval hilltop town to the next
  • Cycle along cypress-lined lanes in the Val d’Orcia – so picture-perfect it is a World Heritage Site
  • Experience 1,000 year old olive groves
  • At the end of the day, savor delicious Tuscan food and wine


Spring, Summer, and Fall

Starting / Ending City

Siena or Florence, Italy

Trip Length

3 to 14 days

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Tell us about your perfect tour so that we can customize an itinerary.

north america


Where do you want to stay?

Two Star

Simple inns or nicer motels. More modest accommodation but always clean and friendly.

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Three Star

Nice B&Bs and more modest inns or hotels. The B&Bs typically include welcome drinks and great breakfasts.

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Four Star

Typically smaller hotels or exceptionally luxurious B&Bs. Very personal service often including wine tasting.

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Some of the nicest full-service hotels in the area. Typically include spa facilities and a restaurant.

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exceptional luxury


Simply some of the best hotels and resorts in the world. Typically have a pool and an exceptional restaurant.

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When, how many days and how many in your party?

Let us know when you would like to travel, how long you would like your trip to be and how many people might be in your party.

What else should we know?


Tell us more about you and what you're interested in! While completely optional, providing us with more information helps us design the perfect trip for you.

Where should we send your custom itinerary?

Thank you for your submission. We will be in contact very soon!

Thank you for providing us with your trip preferences. The next step will be for us to contact you with a prepared itinerary which we can further customize. We will be in touch soon!

Download Sample Itineraries

Tuscany 10-Day

Northern Tuscany

Southern Tuscany