Backroads

MEDIEVAL CHARM : Premiere Inns*

La Collegiata

San Gimignano (2 nights): Originally a Franciscan convent built in 1587, this Relais & Châteaux member overlooks the surrounding countryside and features a swimming pool.

Il Piccolo Castello

Monteriggioni (1 night): An inviting hotel designed in "Sienese neo-classical" style, offering hand-crafted furnishings and rooms that open onto a courtyard with a sauna and swimming pool.

* With 1 Casual Inn night

Relais Borgo Scopeto

Vagliagli (2 nights): This traditional and elegant Tuscan estate, set amid vineyards and olive trees and overlooking Siena, offers two swimming pools, a restaurant, and contemporary guest rooms with antique touches.

Route Rating

Daily Mileage Options & Cumulative Elevation Gain

Day 1

• Level 1 2 Route Options Available
• 9, 13 miles
• 500 - 1000 feet elevation gain

Day 2

• Levels 1 to 3 3 Route Options Available
• 8, 18, 37 miles
• 500 - 2500 feet elevation gain
• Kids Horseback Riding
• Walking Tour of San Gimignano

Day 3

• Levels 2 to 4  4 Route Options Available
• 22, 28, 32, 41 miles
• 1500 - 2500 feet elevation gain

Day 4

• Levels 2 to 3  3 Route Options Available
• 22, 40, 47 miles
• 500 - 1500 feet elevation gain

Day 5

• Levels 1 to 4 3 Route Options Available
• 19, 44, 55 miles
• 1500 - 3000 feet elevation gain

Day 6

• Walking Tour of Siena 

On this Family Trip, liberal van shuttling is incorporated into the itinerary to facilitate our activities and mileage is kept moderate to enable you to spend more time exploring on your own.