Tuscan Trails: E-Bike expedition for 2


an Experience-Based Package

Package Includes:

  • 5-night stay for 2 people in a historic 1-bedroom, 1-bathroom apartment in central Cortona

  • A 3-hour E-bike tour with a local guide around the historical center of Cortona and the Tuscan countryside with a local guide and lunch.

  • Welcome dinner box at your home including an appetizer, main course, and dessert.

  • Sampling of world-famous Tuscan wines and delicious antipasti bites at a family-run Enoteca

  • Enjoy guest services designed to make your stay in Cortona seamless from start to finish. Before you arrive, our team can assist with pre-travel planning, including booking additional ground transportation and excursions throughout Tuscany. Upon arrival, our local team with an office in the town square is ready to assist with any in-travel needs. Whether you’re looking for recommendations for dinner, or planning last-minute experiences, we’re happy to help!

  • A welcome gift awaits your arrival, featuring a bottle of wine and a selection of small provisions to help you settle in and begin your stay on the right note.

  • Exclusive access to Stacey and Rob’s Insider Tips to Cortona

  • Accommodations included in this package: Casa Sabrina, Casa Antonella, Casa Adelina, and Casa Franca

  • There is an option to upgrade to a larger accommodation if you’d like to add additional guests for a fee.

You’ll spend 5 nights in the enchanting Tuscan town of Cortona staying in a beautifully curated 1-bedroom, 1 bathroom flat just minutes by foot from the historic center of Cortona, where you will find restaurants, cafes, boutiques, world-class museums, and Renaissance churches, as well as incredible walks throughout the town and the surrounding countryside. Basic amenities include Wi-Fi, a coffee maker, and heating and air-conditioning. *Heating and air conditioning incur an extra fee based on usage, to be paid at the end of your stay.

On your first night, you will be greeted with a welcome dinner box including an appetizer, main course, and dessert.  

Embark on an invigorating guided e-bike tour starting from your accommodation. This exciting adventure lets you explore prominent landmarks and awe-inspiring locations in and around the Cortona area, with a delightful lunch break included.  You’ll receive top-quality bike rentals and helmets for a safe ride, accompanied by a knowledgeable local guide fluent in English, offering valuable insights throughout the tour. Embark on an unforgettable biking journey, effortlessly uncovering the highlights of this renowned region.

Lastly, you will immerse yourself in a quintessential tasting room steps away from Piazza Della Repubblica in central Cortona. At this charming cantina, you will delight in sipping legendary Tuscan wines accompanied by a selection of homemade antipasti to savor during your tasting.  A wine expert will guide you through a journey of diverse wines from one of the most iconic wine regions in the world. You will conclude this delightful tasting with a special gift reserved for our guests, to enjoy in your Cortona home.


About our Insider Tips: Having lived in Cortona for over 20 years, Sojourn Ventures founders Stacey and Rob have created their highly acclaimed Insider Tips, an exclusive guide for our guests that provides tips about our favorite shops, restaurants, cafes, and other activities to experience in Cortona. Using this guide can give you a more personalized experience that goes above the standard tourist level, especially when you mention that you are “Friends of Stacey and Rob.” 


Additional Details:

  • Welcome packets will be emailed to winners upon notification of their purchase.

  • Reservations are based on availability. 

  • Package is valid for 2 years from the date of purchase. 

  • Airfare and ground transportation are not included. 

  • All Sales are final. There are no cash refunds. Packages cannot be resold to a third party. 

  • Photos provided are actual images of the private homes pictured. In the rare event that a home is no longer available due to circumstances beyond our control, force majeure, property damage, and/or change of ownership, Sojourn Ventures reserves the right to replace it with a home of equal value and quality. 

  • In the event that an experience is not available, Sojourn Ventures reserves the right to replace it with an experience of equal value and quality. 

  • CANCELLATION POLICY: Cancellation before arrival may be subject to forfeiture of reservations and funds.