Overview

Welcome to the start of your Tuscany Countryside bike adventure! Meet your Trek Travel guides at the Assisi Train Station at 11:30 AM. A quick 5-minute shuttle ride takes you to your hotel near Assisi, a peaceful property surrounded by vineyards, olive groves, and fruit trees. After a short round of introductions, get fitted to your Trek bicycle and enjoy a casual buffet-style lunch at the hotel. Begin your first scenic ride and, as you familiarise yourself with your bike, explore the quiet roads up to Collemancio. Take in the breathtaking views from the top before descending to the valley to return to the hotel. In the evening, gather with your fellow travelers for an Italian aperitif on the hotel terrace, followed by a gourmet dinner featuring Umbrian specialties and estate wines. And get ready for more exciting cycling adventures ahead!

Overview

Today's route takes you through the beautiful Val'Umbra, Umbria's largest and most prolific valley awash in vineyards and olive groves. A leisurely ride leads you to Bevagna, a celebrated town with two of Italy's oldest Romanesque churches in its central cobblestone piazza. Wander the narrow streets and enjoy its enotecas and art galleries. Then gear up for a rewarding climb to reach the hilltop town of Montefalco, synonymous with world-renowned Sagrantino wine. Enjoy a well-earned lunch of your choice in this picture-postcard town characterized by its warren of narrow, cobbled streets within its ancient walls. Afterward, relish a pleasant flat section of your ride before ascending to Assisi. You'll take in the panoramic views of this magical medieval town before heading back to the hotel for a relaxing afternoon by the pool. This evening we'll shuttle you to Assisi to explore the cobbled streets of this medieval town. Enjoy dinner of your choice at one of the many small bistros. Be sure to visit Assisi's celebrated Basilica of Saint Francis, a UNESCO World Heritage Site.

Overview

After your morning cappuccino, prepare to say arrivederci to Umbria. A 30 minute shuttle ride will take you to your ride start in Solomeo, a fascinating medieval village characterised by narrow streets covered by tiled bricks. Here you'll saddle up and ride along quiet secondary roads, winding through rolling hills and olive groves. The climb up Castel Rigone will challenge your legs, but the panoramic descent towards the Trasimeno lake will make all the efforts worthwhile. Your lunch destination is Passignano, an inviting village on the northern shore of Lake Trasimeno, where your guides will be ready with casual lunch of fresh sandwiches and a van full of ride snacks and drinks to keep you fueled! Enjoy the views of the lake, the largest in Umbria and home to wild ducks, cormorants, and more. From here, continue riding the last 12 miles (20 km) all the way to our lovely country hotel, perched on a hilltop amidst picturesque vineyards. Spend the rest of the afternoon relaxing by the pool or strolling through the estate. You'll spend this evening in Cortona. A short shuttle will take you to this fascinating Tuscan hilltop town. Tonight is yours to find the perfect dinner in this historic town, armed with the best recommendations from your guides.

Overview

Prepare for a fantastic day ahead as you pedal along quiet country roads, with unobstructed views of vast ploughed and sown lands stretching over gentle hills that seamlessly blend with the horizon. These captivating vistas are accentuated by the presence of rows of majestic cypress trees. The consistently rolling terrain unveils three captivating climbs, leading you to the charming hilltop towns of Montefollonico, Pienza, and Montepulciano. This renowned region is celebrated for its exceptional extra virgin olive oil and of course its world-famous wines. Prepare to be mesmerized by breathtaking panoramas that resemble masterpieces paintings. This evening we'll raise a toast to our unforgettable Tuscany bike tour during a visit to the hotel's cellar, followed by a delightful wine tasting featuring the estate's own exquisite wines. Indulge in a sensational dinner at the hotel's restaurant, where you will be treated to an array of local specialties, creating a perfect finale to our remarkable Italian adventure.

Overview

Rise early this morning for one last spin on the gently rolling hills as you say buongiorno to the locals working in the fields. You'll revisit Cortona, this time by bike, on the eastern slope of the Valdichiana. Arrive in the Piazza della Repubblica, the main square, and observe its unique shape before pedaling back to the hotel. We will bid our farewells, and at 11:00 AM, you’ll depart by private shuttle for the Florence train station, arriving at approximately 12:30 PM, in time to catch connecting trains to other destinations.