Independent walking in Italy

Here is our range of independent walking holidays in Italy

These give you maximum flexibility as you travel at your own pace. Our independent walking holidays in Italy let you set off whenever youre ready, choose when and where to stop for lunch, and plan the day around your own personal agenda. We have a wide range of independent walking holidays to choose from: Venetia, Tuscany and Chianti on the mainland, or the islands of Sardinia, Sicily and Capri - plus many other destinations. Simply follow the links below for further details on any of our indepndent walking holidays in Italy.

Click on the appropriate 'View Holiday' button for full holiday details, take a look at our activities section for further information about how our independent walking holidays work, or find out moure about our activity holidays in Italy.

Walking in the Venetian Hills

Gondalier, Grand Canal, Venice

From $1345 per person

****#

The wonderfully unspoilt Venetian countryside is only an hour or so from the great city of Venice, but couldn't be more different! Here is a landscape of rolling hills, shady forests, vineyards and fields ablaze with colourful flowers.

Departures:
J
F
M
A
M
J
J
A
S
O
N
D
  • 8 nights, hotel-to-hotel
  • All continental breakfast and evening meals
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Perfect for couples.

View holiday

Walks in The Italian Dolomites

From $1410 per person

****#

The Italian Dolomites are a Mecca for high level walkers and this holiday combines superbly varied walking by day with luxury 4-star comfort at night - a highly sought mix! Excellent bird spotting, stunning flowers and unrivalled Alpine views.

Departures:
J
F
M
A
M
J
J
A
S
O
N
D
  • 7 nights, single centre
  • All buffet breakfasts and evening meals included
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Explore the high peaks.
  • Beautiful lakes and rivers.

View holiday

Secrets of Sicily Walking

Walking in the Zingaro Nature Reserve

From $1565 per person

****#

This triple centre holiday explores the unspoilt north western tip of Sicily and the nearby Egadi islands. It's a relatively undiscovered region where highlights include pristine sandy beaches, coral-lined grottoes, ancient hill villages and marvellously preserved nature reserves.

Departures:
J
F
M
A
M
J
J
A
S
O
N
D
  • 7 nights, hotel-to-hotel
  • All continental breakfasts and 3 evening meals
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Delightful island holidays.

View holiday

Connoisseurs' Tuscany Walk

View over Tuscan harbour.

From $1610 per person

****#

A perfect choice for foodies looking for gentle exercise by day and high quality, gourmet accommodation by night! This holiday is based in the unspoilt countryside of the Maremma, with walks possible both inland and on the nearby coast.

Departures:
J
F
M
A
M
J
J
A
S
O
N
D
  • 7 nights, single centre
  • All continental breakfasts and evening meals
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Eco-friendly holidays.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Follow stunning coastal routes.

View holiday

Footsteps of St. Francis Walk

Assisi

From $1705 per person

****#

This 8-night holiday combines relaxed walking through olive groves, sunflower fields and vineyards with time in gorgeous historic towns and sun-drenched villages. Highlights include Etruscan Perugia, picture-postcard Spello, ancient Assisi and the wild Subasio Natural Park.

Departures:
J
F
M
A
M
J
J
A
S
O
N
D
  • 8 nights, hotel-to-hotel
  • All continental breakfasts and 6 evening meals
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Perfect for couples.

View holiday

Volterra to San Gimignano Walk

Poppy field with San Ginignano town

From $1825 per person

****#

This 8-night walking holiday combines fabulously unspoilt Chianti countryside with the chance to visit the world-famous cities of Florence and Siena. You'll stay in a mix of friendly, family-run hotels, enjoy superb meals and relax by panoramic pools - views extend as far as Corsica on a clear day!

Departures:
J
F
M
A
M
J
J
A
S
O
N
D
  • 8 nights, hotel-to-hotel
  • All continental breakfasts and six evening meals
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Perfect for couples.

View holiday

Undiscovered Tuscany Walk

Palazzuolo sul Senio, aerial view

From $1860 per person

****#

Tucked away in the most northern corner of Tuscany are the beautiful wooded hills of the Alto Mugello where our walking takes place. Staying in a pretty mountain village, in a tiny 8-room hotel, you'll really get a grass-roots insight into life in the Italian mountains - it's like staying with old friends!

Departures:
J
F
M
A
M
J
J
A
S
O
N
D
  • 7 nights, single centre
  • All buffet breakfast, 6 picnic lunches and all evening meals
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Lots of swimming opportunities.
  • Eco-friendly holidays.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Explore the high peaks.

View holiday

Amalfi to Sorrento Walk

Looking out at the view over the Amalfi Coast

From $2060 per person

****#

There are few places in Italy as stunning as the Amalfi Coast with its emerald seas, plunging gorges and pastel villages linked by ancient walking paths. This linear walk follows the coast from elegant Amalfi to chic Sorrento, taking in en route vertical Positano and (optional) the beautiful island of Capri.

Departures:
J
F
M
A
M
J
J
A
S
O
N
D
  • 8 nights, hotel-to-hotel
  • All buffet breakfasts and 3 evening meals included
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Delightful island holidays.

View holiday

Chianti Classic Walk

San Gimignano from countryside.

From $2075 per person

****#

A 10-night walking holiday that explores the fabulously unspoilt Chianti countryside, with the chance to visit the world-famous cities of Florence and Siena too! Stay in friendly, family-run hotels, including a beautifully restored C12 abbey, and enjoy superb meals.

Departures:
J
F
M
A
M
J
J
A
S
O
N
D
  • 10 nights, hotel-to-hotel
  • Continental breakfast and 6 evening meals
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Perfect for couples.

View holiday

Islands of Sicily Walk

Taormina's Greek theatre

From $2090 per person

****.

Undoubtedly one of the most spectacular, varied and unique walks in our portfolio, taking in the beautiful Aeolian Islands as well as the immense and impressive Mount Etna - the largest active volcano in Europe!

Departures:
J
F
M
A
M
J
J
A
S
O
N
D
  • 9 nights, hotel-to-hotel
  • All continental breakfasts
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Delightful island holidays.

View holiday

Gastronomic Barolo Walk

close up of vines with village on hill in background

From $2170 per person

****#

Superb hotels, world-famous wines and exceptional cuisine are just some of the reasons to choose this 8-night walking holiday! The route takes you through softly rolling hills, sun-drenched hamlets and via the pretty wine towns of Barbaresco and Barolo.

Departures:
J
F
M
A
M
J
J
A
S
O
N
D
  • 8 nights, hotel-to-hotel
  • All continental breakfast and gastronomic evening meals
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Great vegetarian meal options.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.

View holiday

Exploring the Cinque Terre on foot

one of the 5 Cinque Terre and its coastline

From $2310 per person

Italy's beautiful Ligurian Coast is both chic and stunning! On this 9-night holiday, you'll visit exclusive Portofino, stay in charming Portovenere and explore the world-famous Cinque Terre, a UNESCO world heritage site, honoured by artists for centuries.

Departures:
J
F
M
A
M
J
J
A
S
O
N
D
  • 9 nights, hotel-to-hotel
  • All buffet breakfast and 4 evening meals
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Delightful island holidays.

View holiday

Back to top

Refine your search

Show the best holidays for:

Prefer to speak to someone?

Call us: 1-800-567-6286

Email: info@breakaway-adventures.com

Open 9:00-5:30 Mon-Fri, 9:00-12:00 Sat.

Customer ratings

Based on 455 customer reviews, the average satisfaction rating for Independent walking in Italy is
****#

Click here to read customer reviews

Headwater's Independent walking in Italy 4.6565934065934 455
  • ATOL Protected (No. 9957)
  • IATA Registered
  • ABTA Member (No. W1593)
  • Relaxed activity holidays since 1985

We love to chat about our holidays

call us: 1-800-567-6286 or email: info@breakaway-adventures.com

SitemapPrivacy & cookiesBack to top