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Trips in Italy

48 Trips Available

Ancient Paths to Rome I: Tuscan Hills

Footloose: Independent, world-class walking in Tuscany along the ancient Via Francigena

Section 1 of the 225 Miles to Rome: One of the world's most unique, classic walks following the Via Francigena. A walk through central and Southern Tuscany, characterised by paths through vineyards, olive groves and forest, and landscapes punctuated with cypress trees and walled hill towns and villages.

Fascinating History, Pilgrim Route, Exceptional Architecture, World-Class Art, Renowned Wines, Outstanding Scenery

Trip shadow
  • More info
  • fitness level: 3
  • |
  • 8 Days
  • |
  • April, May, June, July, August, September & October

Renaissance Legacy

All-Inclusive Escorted walking holiday in Tuscany, Italy

‘The best time is out of season!’ many Tuscans will tell you. Clear, sunny days, crisp star-filled nights with frosts sparkling across the Tuscan landscape…. And in the great medieval and Renaissance cities, now free of the crowds, queues and confusion of Summer tourism, this is the time to really enjoy this wonderful region - con calma.

Exceptional Architecture, World-Class Art, Gastronomy, Renowned Wines, Top Hotels, Fascinating History, Pilgrim Route

Trip shadow
  • More info
  • fitness level: 2
  • |
  • 8 Days
  • |
  • April & October

Pieve a Castello: Tuscan Food and Wine

All-Inclusive Escorted walking holiday in Tuscany, Italy

Based at Pieve a Castello, ATG's 8th Century, historic monument set in unspoilt landscape in central Tuscany. A flexible itinerary including varied walk options, excursions, time to relax, superb food and wine...

Top Hotels, Fascinating History, Pilgrim Route, Exceptional Architecture, World-Class Art, Gastronomy, Renowned Wines

Trip shadow
  • More info
  • fitness level: 2
  • |
  • 8 Days
  • |
  • November

Via Francigena 990

All-Inclusive Escorted walking holiday following paths of the ancient Via Francigena in Italy

In 990AD Sigeric, Archbishop of Canterbury, during his return journey from Rome, made notes of where he stayed overnight - the earliest surviving record of the Via Francigena route. We follow the best-preserved sections of Sigeric’s route … to Pieve a Castello, the oldest and best-preserved overnight stopping place on the Via Francigena. (Nights 5-7 at Pieve a Castello)

Renowned Wines, Outstanding Scenery, Top Hotels, Fascinating History, Exceptional Architecture, Pilgrim Route, World-Class Art, Gastronomy

Trip shadow
  • More info
  • fitness level: 3, 4
  • |
  • 8 Days
  • |
  • October

Pieve a Castello: Painting Tuscany

All-Inclusive, Escorted painting and walking holiday based at Pieve a Castello in Tuscany, Italy

Spend each morning painting in an idyllic spot at or near Pieve a Castello, with views over the timeless Tuscan countryside. Afternoons include optional walks and sightseeing - and/or free time to paint.

World-Class Art, Gastronomy, Renowned Wines, Fascinating History, Pilgrim Route, Exceptional Architecture

Trip shadow
  • More info
  • fitness level: 1, 2
  • |
  • 8 Days
  • |
  • October

Pieve a Castello: As You Like It – Itinerary 2

All-Inclusive Escorted walking holiday in Tuscany, Italy

Based at Pieve a Castello, ATG's 8th Century, historic monument set in unspoilt landscape in central Tuscany. A flexible itinerary including varied walk options, excursions, time to relax, superb food and wine...

Top Hotels, Fascinating History, Pilgrim Route, Exceptional Architecture, World-Class Art, Gastronomy, Renowned Wines

Trip shadow
  • More info
  • fitness level: 2
  • |
  • 8 Days
  • |
  • April, May, June, July, August, September, October & November

Each of our trips is graded according to terrain and length of walking/cycling routes, providing an indication of which grade of trip might suit you.

Fitness Legend

Grade 1

Gentle terrain, walking/cycling along good paths, tracks and quiet lanes, with a few short, usually gentle, ascents and/or descents.

Grade 2

Walking/cycling along well-established paths and tracks. Occasional loose (gravel) surfaces, and open meadows. Ascents and/or descents up to 1 hour.

Grade 3

Walking/cycling along a variety of paths, some stony in places, with ascents and/or descents of 1-2 hours.

Grade 4

Walking/cycling along a variety of paths and surfaces, occasionally challenging, with ascents and/or descents of 2-3 hours.

Grade 5

Challenging walking/cycling with a variety of terrain, some long days, and/or long ascents and/or descents.

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