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Biking Vacation Tuscan Hill Towns by Bike​

Activity Level: Moderate/Advanced  |  Daily Mileage: 30 – 60 mi  |  Daily Biking: 3 – 6 hr
Air package plus
10 days from only
Price includes roundtrip airfare.
Land only
7 days from only
Pre-trip Extension:
Florence · 2 nights $345

Post-trip Extension:
Rome · 2 nights $345
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Hotel La Collegiata

Hotel La Collegiata Located just outside San Gimignano, the hotel was in the old times (1587) a monastery of the Cappuccini monks. It was turned in the late eighties into an elegant and deluxe hotel of 21 rooms and until very recently it was part of the Relais & Chateaux chain. It features a park and an Italian-style garden with a swimming pool, a rose garden, an impressive restaurant built in the ancient church, a bar on the terrace with great views of San Gimignano medieval towers. The hotel is fully air conditioned and equipped with WiFi connection. Each room has a Jacuzzi bathtub.

Hotel Tornabuoni Beacci

Hotel Tornabuoni Beacci Located in two Renaissance palaces on one of Florence’s most elegant shopping streets, the Palazzo Minerbetti and the Palazzo Strozzi del Poeta are close to all the important monuments of the city. Featuring a rooftop garden with panoramic views of Florence, the hotel welcomes guests in its elegant rooms decorated with frescos and antique furniture. Typical of historical Italian palaces, each room is different in layout and size. The historic paintings, antique pieces from the 17th-19th centuries and elegant chandeliers in Murano glass are definitely part of the charm.

Il Chiostro del Carmine

Il Chiostro del Carmine Located in the heart of Siena, far from the city noise and near the city walls, this historic property was once a 14th-century Carmelite monastery and is now classified as a holiday resort. It features 17 comfortable rooms overlooking either the internal cloister or the valley south of Siena. The atmosphere is very peaceful and familiar. Breakfast is served in the ancient “barrel room” where monks used to press and store wine in big barrels. The cloister offers seating and relaxation.

Il Chiostro di Pienza

Il Chiostro di Pienza Set in the heart of medieval Pienza, the 4-star Il Chiostro di Pienza is housed in a former 15th-century Franciscan convent. As you relax in your comfortable accommodations, you will find its central location enables you to explore this Renaissance city, so well-preserved and rich in history. Hotel amenities include a terraced garden offering sweeping views of the Orcia and Asso valleys, an outdoor swimming pool and a refined restaurant serving Tuscan specialties. Though its air-conditioned rooms vary in layout and décor, all feature cable/satellite television, a minibar, and private bath with shower and hair dryer. Complimentary WiFi is available in the lobby.

River Palace Hotel

River Palace Hotel Located in the heart of the city, a few steps from Piazza Del Popolo and the wonderful Santa Maria del Popolo Church (with paintings by Caravaggio), this charming property is intimate and refined. It features a very good restaurant called Caravaggio, a nice breakfast room, and friendly staff at bar and reception. VBT has reserved only superior rooms, larger than the otherwise very small standard bedrooms. It’s a great spot from which to discover the Eternal City. WiFi is free throughout and an Internet point is also available in the lobby.

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