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Adventure tours to Italy

Few countries are as diverse as Italy. This sought-after destination offers everything that anyone could ever want from their holiday - spectacular cities, diverse scenery, beautiful beaches, incredible architecture and some of the most delicious cuisine you'll ever taste. With Headwater, you can experience all of this and more on one of our activity holidays in Italy. Whether you'd prefer to tackle the Paths of the Amalfi Coast, cycle the Venetian countryside, or walk the olive trails of Umbria, you can choose from a wide range of guided and self-guided options when you book your adventure tour to Italy.

From Tuscany and the Bay of Naples to Puglia and Sicily, no matter where you stay in this glorious destination, you'll have plenty of opportunities to make unforgettable memories.

Looking for walking routes through untouched greenery and an amazing array of wild flowers? Venice, Vicenza, Padua and Este offer wonderfully unspoilt ground to explore on. Or perhaps remarkably well-preserved landscape steeped in tradition is something you'd prefer to see? If so, head to Liguria.

Would you prefer to cycle? Allow one of our activity holidays in Italy to take you from Pisa to Florence, where you can cycle through famous spa towns, visit world-class art museums and take pictures at the leaning tower of Pisa. Or perhaps cycling the wine trails of Umbria sounds more appealing, where you can explore sun-drenched landscapes and panoramic views as you ride through fascinating towns and historic villages.

If you want to upgrade your activity holiday in Italy to include flights, you can expect an average flight time of a couple of hours. To find out more information on flight prices and times, please get in contact with one of our team on 01606 369408.

Looking to plan your next adventure holiday to Italy?

Italy is a country that offers so much; with charming scenery, cities rich in history and a seductive way of life that will leave you wanting more.

But don't just take our word for it - see it for yourself. If you're about to plan your next holiday and have any questions about one of our adventure tours to Italy, one of our experienced team will be able to help.

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The Islands of Amalfi Walk
Italy: The Bay of Naples

The Islands of Amalfi Walk

Sitting prettily in the Bay of Naples lie the beautiful yet diverse islands of Amalfi: Procida, Ischia and Capri. This 7 night self-guided walking holiday takes you on a discovery of these stunning isles, from Procida's multi coloured harbours, to the thermal spas and terraced vineyards of Ischia, to the glamour of Capri's elegant piazze.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07IN
  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1779per person, tour only
  • NEW FOR 2023  
  • All accommodation
  • All breakfasts and one evening meal
  • Headwater navigation provided
  • Flights from London (if booking incl. flights)
Cycling from the Dolomites to Venice
Italy: The Dolomites

Cycling from the Dolomites to Venice

From the northeastern Dolomites, cycle through the Alta Val Pusteria below the famous Drei Zinnen, through the valley of the ice cream makers and across the plains to reach Venice.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC07DL
  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1799per person, tour only
  • NEW FOR 2023  
  • All accommodation
  • All buffet breakfasts
  • Bike hire included
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling the Heel of Italy - Alberobello to Lecce
Italy: Puglia

Cycling the Heel of Italy - Alberobello to Lecce

Firmly tucked away in the South, Puglia is a sun-soaked region of deserted white sand beaches, unspoilt villages and gently rolling hills backing the clear emerald seas of the Adriatic. Highlights include UNESCO Alberobello and whitewashed Ostuni.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC07PI
  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2049per person, tour only

  • 16 Reviews
  • All accommodation
  • All breakfasts and 1 evening meal
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Brenner Pass to Venice Cycling
Italy: Trentino

Brenner Pass to Venice Cycling

This 9 night cycling holiday takes you from the stunning Dolomites to Venice. The cycle route starts at the Brenner Pass, on the border with Austria and you'll follow gentle riverside tracks through fragrant orchards and vineyards. Enjoy a ferry ride across Lake Garda and continue through the beautiful cities of Verona, Padova and finally exploring the canals and waterways of Venice.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC09VE
  • Holiday typeSelf-guided cycling
  • Duration9 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2449per person, tour only
  • NEW FOR 2023  
  • All accommodation
  • All breakfasts
  • Bike hire included
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling the Heel of Italy - Matera to Lecce
Italy: Puglia

Cycling the Heel of Italy - Matera to Lecce

This 11 night cycling holiday starts in UNESCO Matera, in the Basilicata region and moves on to Puglia. Discover unspoilt villages and gently rolling hills, sandy beaches and interesting towns. Highlights include whitewashed Ostuni and Baroque Lecce.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC11PI
  • Holiday typeSelf-guided cycling
  • Duration11 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2849per person, tour only
  • NEW FOR 2023  
  • All accommodation
  • All breakfasts and 2 evening meals
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Secrets of Sicily Walking
Italy: Sicily

Secrets of Sicily Walking

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.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07MR
  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2149per person, tour only

  • 76 Reviews
  • All accommodation
  • All continental breakfasts and 2 evening meals
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Walking at Lake Como
Italy: Lombardy

Walking at Lake Como

This twin centre 7 night walking holiday based in Como and Bellagio takes you beyond the exquisite villas, colourful villages and landscaped gardens which grace Lake Como's shores. Discover hidden sanctuaries, remote 12th century abbeys and breathtaking viewpoints linked by centuries old pilgrim paths and muleteers' tracks.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07CM
  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2549per person, tour only
  • All accommodation
  • All continental breakfasts
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
The Amalfi Coast Walk
Italy: The Bay of Naples

The Amalfi Coast Walk

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 Ravello to chic Sorrento, taking in en route vertical Positano and (optional) the beautiful island of Capri.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW08AC
  • Holiday typeSelf-guided walking
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$3449per person, tour only

  • 71 Reviews
  • All accommodation
  • All breakfasts
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Volcanoes of Sicily Walk
Italy: Sicily

Volcanoes of Sicily Walk

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!

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07AI
  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2249per person, tour only
  • All accommodation
  • All continental breakfasts
  • Headwater navigation provided
  • Flights from London (if booking incl. flights)
E-bike Cycling on the Costa Smeralda
Italy: Sardinia

E-bike Cycling on the Costa Smeralda

Let the e-bike do the hard work for you on this wonderful cycling trip discovering the highlights and lesser known inner heartlands of Sardinia's renowned Costa Smeralda. Have lunch in glamorous Porto Cervo, pedal around the stunning island of La Maddalena and admire the pristine white beaches lapped by those famous emerald waters.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC07SM
  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2399per person, tour only
  • All accommodation
  • All breakfasts
  • Bike hire included
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Paths of the Amalfi Coast
Italy: The Bay of Naples

Paths of the Amalfi Coast

The Amalfi Coast is one of the most dramatic coastlines in Europe. Mountains jut steeply out of the Mediterranean and picturesque towns nestled in the coves below. Walking the ancient hillsides studded with lemon groves and framed by deep gorges, we descend from the Agerola Plain to the quaint towns of Positano, Ravello and of course Amalfi itself. No visit to the Bay of Naples would be complete without a trip to see the remains of Pompeii under the imposing volcanic cone of Mount Vesuvius. The best is saved till last with arguably the world's best coastal walk: the 'Walk of the Gods'. Away from the trails, sample incredible food and wine just like the Italians do.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07BO
  • Holiday typeSelf-guided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$1349per person, tour only

  • 12 Reviews
  • All accommodation
  • All continental breakfasts, 4 picnics and all evening meals
  • Headwater navigation provided
  • Flights from London (if booking incl. flights)
Self Guided Walking in Puglia: From Lecce to Matera
Italy: The Bay of Naples

Self Guided Walking in Puglia: From Lecce to Matera

Independent walking trip allowing you to discover the beauty of Puglia and Matera. Starting in the heel of Italy in beautiful Baroque Lecce, you head north through gently rolling countryside filled with olive groves and vineyards, stopping at the white city of Ostuni and Alberobello with its iconic 'trulli' houses. Your final destination is the UNESCO World Heritage site of Matera with its unique cave houses.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07PM
  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1649per person, tour only

  • 13 Reviews
  • All accommodation
  • All breakfasts
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Heart of Veneto Cycling
Italy: Veneto

Heart of Veneto Cycling

This single-centre cycling holiday is a perfect choice for people wanting a genuine grass-roots Italian experience. You'll stay on a family-run farm, in the heart of the Venetian countryside, with private pool and vineyards. Venice, Verona and Padua are all possible day trips.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC07VN
  • Holiday typeSelf-guided cycling
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$1749per person, tour only

  • 61 Reviews
  • All accommodation
  • All continental breakfasts and evening meals
  • Bike hire included
  • Headwater navigation provided
  • Flights from London (if booking incl. flights)
Bolzano, Verona & Venice Ride
Italy: The Dolomites

Bolzano, Verona & Venice Ride

Spectacular riding from the stunning Dolomites to Venice. Starting from Bolzano, the capital of the South Tyrol, you'll follow gentle riverside tracks through fragrant orchards and vineyards to reach Lake Garda. Continue the ride through the beautiful cities of Verona, Padova and finally exploring the canals and waterways of Venice.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC07VE
  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1879per person, tour only

  • 6 Reviews
  • All accommodation
  • All breakfasts
  • Bike hire included
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Walking in the Venetian Hills
Italy: Veneto

Walking in the Venetian Hills

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.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW08VN
  • Holiday typeSelf-guided walking
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1899per person, tour only

  • 76 Reviews
  • All accommodation
  • All continental breakfast and 6 evening meals
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Walks in The Italian Dolomites
Italy: The Dolomites

Walks in The Italian Dolomites

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-after mix! Excellent birdspotting, stunning flowers and unrivalled Alpine views.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07DL
  • Holiday typeSelf-guided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$2199per person, tour only

  • 102 Reviews
  • All accommodation
  • All buffet breakfasts and evening meals
  • Headwater navigation provided
  • Flights from London (if booking incl. flights)
Secrets of Sicily Cycling
Italy: Sicily

Secrets of Sicily Cycling

Explore the undiscovered western coast of Sicily by bike to find pristine nature reserves, ancient monuments and Baroque towns. Highlights include Segesta's amphitheatre and Selinunte Archeaological Park.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC07MR
  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2249per person, tour only

  • 14 Reviews
  • All accommodation
  • All breakfasts and 1 evening meal
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Venetian Villas and Vineyards Cycling
Italy: Veneto

Venetian Villas and Vineyards Cycling

Wonderfully easy hotel-to-hotel cycling route exploring the pretty villages, villas and castles of the Venetian countryside. Lots of historic interest and great regional cooking! A day trip to Venice is a 'must' with Padua and Vicenza also within reach.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC08VN
  • Holiday typeSelf-guided cycling
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2299per person, tour only

  • 46 Reviews
  • All accommodation
  • All continental breakfasts and 6 evening meals
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
A Taste of Tuscany Walking
Italy: Tuscany

A Taste of Tuscany Walking

Based in the town of Chianciano Terme, on this single-centre walking holiday you’ll experience archetypal Tuscany: stunning timeless landscapes, delicious rustic cuisine, friendly local people and, of course, interesting walking routes.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07ST
  • Holiday typeSelf-guided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$2349per person, tour only

  • 22 Reviews
  • All accommodation
  • All breakfasts and 4-course evening meals
  • Route notes provided
  • Flights from London (if booking incl. flights)
A Taste of Tuscany Cycling
Italy: Tuscany

A Taste of Tuscany Cycling

This single-centre cycling holiday introduces you to quintessential Tuscany; it has all the ingredients to create a wonderful lasting impression of this rightly famous region: the landscapes, the food, the people and, of course, perfect cycling routes.This is not just a cycling holiday it is an immersion into local Tuscan life.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC07ST
  • Holiday typeSelf-guided cycling
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$2499per person, tour only

  • 13 Reviews
  • All accommodation
  • All breakfasts and 4-course evening meals
  • Bike hire included
  • Headwater navigation provided
  • Flights from London (if booking incl. flights)
Walking the Dolomites of Alta Badia
Italy: The Dolomites

Walking the Dolomites of Alta Badia

This single centre, self-guided walking week gives easy access to some of the most stunning alpine scenery. Picture postcard villages surrounded by alpine meadows and the jagged limestone mountains of the UNESCO Dolomites.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07DS
  • Holiday typeSelf-guided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$2749per person, tour only

  • 9 Reviews
  • All accommodation
  • 4 nights on Half Board and 3 nights on B&B
  • Headwater navigation provided
  • Flights from London (if booking incl. flights)
Secrets of San Gimignano Cycling
Italy: Tuscany

Secrets of San Gimignano Cycling

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

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC08TY
  • Holiday typeSelf-guided cycling
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2849per person, tour only

  • 48 Reviews
  • All accommodation
  • All continental breakfasts and 6 evening meals
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling through Baroque Sicily
Italy: Sicily

Cycling through Baroque Sicily

This eight-night, self-guided cycling holiday provides a wonderful introduction to Sicily's south east, a part of the island renowned for its beautiful, unspoilt coastline, spectacular Baroque architecture and sumptuous regional cuisine.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC08BS
  • Holiday typeSelf-guided cycling
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$3049per person, tour only

  • 15 Reviews
  • All accommodation
  • All continental breakfasts and 3 evening meals
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Julian Alps to the Adriatic Cycling
Slovenia / Italy

Julian Alps to the Adriatic Cycling

Our 10 night holiday takes you from the turquoise waters of Lake Bled, nestled below Slovenia's jagged Julian Alps, along the Alpe Adria Trail, passing into Italy. Wind down through the mountains to the island of Grado on the Adriatic coast. On route pass through the historic towns of Venzone, Udine and Palmanova.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC10SV
  • Holiday typeSelf-guided cycling
  • Duration10 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$3549per person, tour only

  • 81 Reviews
  • All accommodation
  • All continental breakfasts and 2 evening meals included
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Contrasts of Puglia Cycling
Italy: Puglia

Contrasts of Puglia Cycling

Firmly tucked away in the South, Puglia is a sun-soaked region of deserted white sand beaches, unspoilt villages and gently rolling hills backing the clear emerald seas of the Adriatic. Highlights include UNESCO Alberobello and whitewashed Ostuni.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC07PU
  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2449per person, tour only

  • 117 Reviews
  • All accommodation
  • All continental breakfasts and 2 evening meals
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Matera to Monopoli Cycling
Italy: Puglia

Matera to Monopoli Cycling

Start at Matera, one of the oldest inhabited cities in the world and cycle through the Alta Murgia National Park, the largest natural park in Italy. Reach the Adriatic coastline at Trani, known as the 'Pearl of Puglia' and continue your ride, south, along the coast to Bari and your final destination, Monopoli.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC07PM
  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2579per person, tour only
  • All accommodation
  • All breakfasts and 1 evening meal
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Winter Activities in the Dolomites
Italy: The Dolomites

Winter Activities in the Dolomites

Stay in a luxury hotel for the week and savour the stunning snow covered vistas of the jagged limestone mountains of the UNESCO Dolomites. Excellent for downhill skiing with the option of trying cross country skiing, snow shoeing and more.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeK07DS
  • Holiday typeWinter snow holiday
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$3179per person, tour only
  • All accommodation
  • All breakfasts and evening meals
  • Flights from London (if booking incl. flights)
Gastronomic Barolo Walk
Italy: Piedmont

Gastronomic Barolo Walk

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 La Morra and Barolo.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW08PD
  • Holiday typeSelf-guided walking
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$3049per person, tour only

  • 80 Reviews
  • All accommodation
  • All continental breakfasts and 4 gastronomic evening meals
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Gastronomic Barolo Cycling
Italy: Piedmont

Gastronomic Barolo Cycling

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

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC08PD
  • Holiday typeSelf-guided cycling
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$3099per person, tour only

  • 65 Reviews
  • All accommodation
  • All buffet breakfasts and 4 gastronomic evening meals
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Gems of the Amalfi Coast Walking
Italy: The Bay of Naples

Gems of the Amalfi Coast Walking

The Amalfi Coast stretches 50km from Sorrento to Salerno and is one of the most breath-taking coastlines in Europe. Steep terraces full of scented lemon groves fall sheer into a deep blue Mediterranean sea; whitewashed houses cling precariously to unforgiving slopes while sea and sky merge in one vast blue horizon. Colourful towns are pasted onto the steep slopes and have a history dating back 100’s of years.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07AM
  • Holiday typeSelf-guided walking
  • Duration7 nights, twin centre
  • Activity level
  • Excellent for
  • From Call usper person, tour only
  • NEW FOR 2023  
  • All accommodation
  • All breakfasts
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Walking in Assisi and Spoleto
Italy: Umbria

Walking in Assisi and Spoleto

This 6 night twin centre walking trip, based in St Francis' town of Assisi and fascinating Spoleto, takes you to the highlights of the beautiful region of Umbria, to discover its UNESCO sites, historic pilgrimage trails and stunning sun drenched landscapes.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW06UB
  • Holiday typeSelf-guided walking
  • Duration6 nights, twin centre
  • Activity level
  • Excellent for
  • From US$1649per person, tour only
  • All accommodation
  • All continental breakfasts
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Walking in the Cinque Terre and Portofino
Italy: Liguria

Walking in the Cinque Terre and Portofino

Discover the beautiful Liguria region and its remarkably well-preserved landscape steeped in tradition on our 6 night holiday based in Sestri Levante. Choose each day from the selection of walks available, exploring the coastline from the Cinque Terre to Portovenere as well as Portofino and the UNESCO island of Palamaria. You'll be dazzled by the colours, from the green and blue shades of the sea to the pastel-coloured houses perched above it, to the rich Mediterranean vegetation and lush hillside terraces of vineyards.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW06CT
  • Holiday typeSelf-guided walking
  • Duration6 nights, single centre
  • Activity level
  • Excellent for
  • From US$1679per person, tour only
  • All accommodation
  • All breakfasts and 6 dinners
  • Route notes provided
  • Flights from London (if booking incl. flights)
Hidden Umbria Walk
Italy: Umbria

Hidden Umbria Walk

This 7-night linear trip is a fantastic mix of scenic walking, medieval towns and panoramic hilltop villages, following a mix of quiet country lanes, paths and trails. Along the way, admire the stunning valley vistas from the slopes of Monte Subasio, discover the secluded hermitage of St Francis nestled amongst ancient oak forest, and explore some of the lesser known but stunningly beautiful medieval towns that dot the sun drenched Umbrian landscape.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07UB
  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1799per person, tour only
  • All accommodation
  • All continental breakfasts and 1 evening meal
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Walking on the Francigena Way
Italy: Umbria

Walking on the Francigena Way

The Francigena Way is an historical journey; a road which once led from Canterbury to Rome and which has been walked by thousands of pilgrims. Your journey will take you from the medieval town of Orvieto, known for its impressive cathedral, through picturesque villages to the grand finale - the 'eternal city' of Rome!

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW09VF
  • Holiday typeSelf-guided walking
  • Duration9 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1849per person, tour only

  • 5 Reviews
  • All accommodation
  • All buffet breakfasts, 1 evening meal and 1 picnic are included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Secrets of Sardinia Walking
Italy: The Bay of Naples

Secrets of Sardinia Walking

An impossibly scenic discovery of western Sardinia’s natural beauty and centuries old history, from the black Montiferru mountains to the prolific birdlife of the Sinis wetlands, and from rugged limestone cliffs dotted with panoramic watch towers to the ancient site of Tharros, with plenty of opportunity to visit the picture perfect sand and white quartz beaches en route.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07SA
  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1879per person, tour only

  • 6 Reviews
  • All accommodation
  • All breakfasts
  • Navigation app provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Wine & Walk in Chianti
Italy: Tuscany

Wine & Walk in Chianti

Walk through the beautiful wine-growing area of Classic Chianti, visiting the World Heritage cities of Florence and Siena.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07TU
  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From Call usper person, tour only
  • NEW FOR 2023  
  • All accommodation
  • All breakfasts and 2 evening meals
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling in Tuscany: Pisa to Florence
Italy: Tuscany

Cycling in Tuscany: Pisa to Florence

Cycle from the iconic leaning tower of Pisa to the Ponte Vecchio in Florence, passing through beautiful Tuscan landscape that inspired artists and composers such as Leonardo da Vinci and Puccini. The gentle cycling is mainly along riverside paths and quiet roads, and there are the opportunities to lengthen the rides, or take the train at some stages to spend extra time at your destinations.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC07PF
  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1879per person, tour only
  • NEW FOR 2023  
  • All accommodation
  • All breakfasts
  • Bike hire included
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Wine Villages of Umbria Cycling
Italy: Umbria

Wine Villages of Umbria Cycling

This 7-night holiday combines scenic pedalling through olive groves, sunflower fields and vineyards with time in gorgeous historic towns and sun-drenched villages. Highlights include medieval Bevagna, Etruscan Perugia, picture-postcard Spello and ancient Assisi.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC07UB
  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2049per person, tour only

  • 4 Reviews
  • All accommodation
  • All breakfasts and 2 evening meals
  • Bike hire included
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Undiscovered Umbria Walk
Italy: Umbria

Undiscovered Umbria Walk

This 9-night linear trip - an extended version of the 7 night Hidden Umbria Walk - is a fantastic mix of scenic walking, medieval towns and panoramic hilltop villages. Along the way, admire the stunning valley vistas from the slopes of Monte Subasio, discover the secluded hermitage of St Francis nestled amongst ancient oak forest, and explore some of the lesser known but stunningly beautiful medieval towns that dot the sun drenched Umbrian landscape.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW09UB
  • Holiday typeSelf-guided walking
  • Duration9 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2149per person, tour only
  • All accommodation
  • All continental breakfasts and 2 evening meals
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Undiscovered Sardinia Cycling
Italy: The Bay of Naples

Undiscovered Sardinia Cycling

Superb cycling discovering the south west of Sardinia, with its glittering turquoise seas and pure white sand beaches. The trip includes island hopping to St Antioco and St Pietro, visiting the archaeological site of Nora and pedalling along Sardinia's spectacular Costa del Sud.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC07SA
  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2349per person, tour only

  • 7 Reviews
  • All accommodation
  • All breakfasts and 1 evening meal
  • Bike hire included
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Volterra to San Gimignano Walk
Italy: Tuscany

Volterra to San Gimignano Walk

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!

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW08TY
  • Holiday typeSelf-guided walking
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2399per person, tour only

  • 56 Reviews
  • All accommodation
  • All continental breakfasts and 4 evening meals
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Walking the Wine Villages of Piedmont
Italy: Piedmont

Walking the Wine Villages of Piedmont

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 La Morra and Barolo.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW08PB
  • Holiday typeSelf-guided walking
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2649per person, tour only
  • All accommodation
  • All continental breakfasts
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling the Wine Villages of Piedmont
Italy: Piedmont

Cycling the Wine Villages of Piedmont

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

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC08PB
  • Holiday typeSelf-guided cycling
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2679per person, tour only

  • 4 Reviews
  • All accommodation
  • All buffet breakfasts
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Chianti Classic Walk
Italy: Tuscany

Chianti Classic Walk

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 12th century abbey, and enjoy superb meals.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW10TY
  • Holiday typeSelf-guided walking
  • Duration10 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2679per person, tour only

  • 30 Reviews
  • All accommodation
  • All continental breakfast and 4 evening meals
  • Route notes provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Classic Chianti Cycling
Italy: Tuscany

Classic Chianti Cycling

This 10-night cycling tour combines fabulously unspoilt Chianti countryside with the chance to visit the world-famous cities of Florence and Siena. You'll stay in high quality hotels, enjoy superb meals and relax by panoramic pools with views that extend as far as Corsica on a clear day!

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC10TY
  • Holiday typeSelf-guided cycling
  • Duration10 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$3179per person, tour only

  • 26 Reviews
  • All accommodation
  • All buffet breakfasts and 6 evening meals
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Highlights of Puglia Cycling
Italy: Puglia

Highlights of Puglia Cycling

Firmly tucked away in the South, Puglia is a sun-soaked region of deserted white sand beaches, unspoilt villages and gently rolling hills backing the clear emerald seas of the Adriatic. Highlights include UNESCO Alberobello, whitewashed Ostuni and beautiful Baroque Lecce.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC10PU
  • Holiday typeSelf-guided cycling
  • Duration10 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$3449per person, tour only

  • 4 Reviews
  • All accommodation
  • All continental breakfasts and 2 evening meals included
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Landscapes of Matera and Puglia Cycling
Italy: Puglia

Landscapes of Matera and Puglia Cycling

Start at Matera, one of the oldest inhabited cities in the world and a UNESCO World Heritage site and cycle through the Alta Murgia National Park. Follow the Adriatic coastline between Trani and Bari before heading inland through unspoilt villages and gently rolling hills. Discover Alberobello, with its trulli houses, and the white village of Ostuni as you wind your way back towards the sea.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC14PM
  • Holiday typeSelf-guided cycling
  • Duration14 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$4149per person, tour only
  • All accommodation
  • All breakfasts and 3 evening meals
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Walking the Prosecco Hills
Italy: Veneto

Walking the Prosecco Hills

Based in the heart of the 'Prosecco Road', we spend a week walking through picturesque rolling hills and sampling the area's delicious cuisine and authentic bubbles.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07VN
  • Holiday typeGuided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$1679per person, tour only

  • 4 Reviews
  • All breakfasts, 4 lunches , 2 dinners and 2 wine tastings included
  • All accommodation
  • London flights (if booking incl. flights)
  • Airport transfers for group flights
Walks in Puglia and Matera
Italy: Puglia

Walks in Puglia and Matera

This guided walking holiday explores the fascinating region of Puglia taking in the UNESCO towns of Matera and Alberobello and the 'white city' of Ostuni. Walk over rolling hills, through ancient olive groves and past vineyards overlooking the coast.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07PG
  • Holiday typeGuided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1749per person, tour only

  • 12 Reviews
  • All breakfasts, 2 dinners and 1 wine and produce tasting 
  • All accommodation
  • Flights from London (if booking incl. flights)
  • Transfers for group flights
Snowshoeing in the Dolomites
Italy: The Dolomites

Snowshoeing in the Dolomites

Explore Italy's most impressive mountain range on snowshoes - this area of the Dolomites is perfect, with routes leading into the Fanes-Sennes Natural Park, along the shoreline of Lago di Braies and beneath the jagged peaks of Tre Cime di Lavaredo. Trek along forest trails and old military tracks to magnificent viewpoints and learn about the impact of WW1 in this area.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeK07DV
  • Holiday typeWinter snow holiday
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$2049per person, tour only
  • All breakfasts, 5 picnic lunches and 6 dinners
  • 7 nights at Hotel Adler
  • 5 guided snowshoe walks, with snowshoes and ski poles provided
  • Tour leader throughout
  • Flights from London (if booking incl. flights)
Walking the Amalfi Coast
Italy: The Bay of Naples

Walking the Amalfi Coast

The Amalfi Coast is one of the most dramatic coastlines in Europe. Walking the ancient hillsides studded with lemon groves and framed by deep gorges, we descend to the quaint towns of Positano, Ravello and of course Amalfi itself. We visit the remains of Pompeii under the imposing volcanic cone of Mount Vesuvius and also tackle the world's best coastal walk: the 'Walk of the Gods'.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07AC
  • Holiday typeGuided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$1849per person, tour only

  • 4 Reviews
  • All breakfasts, 4 packed lunches, and 6 dinners
  • All accommodation 
  • All transport and listed activities
  • Flights from London (if booking incl. flights)
  • Transfers for group flights
Classic Dolomites - Premium
Italy: The Dolomites

Classic Dolomites - Premium

Guided trekking through the Italian Dolomites. We enjoy an excellent choice of routes with the opportunity to relax in comfort at the end of a day's walking. During the week, we venture into the Fanes-Sennes and Dolomiti di Sesto National Parks for great views of the Tre Cime di Lavaredo.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07DV
  • Holiday typeGuided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$2179per person, tour only
  • All breakfasts, 5 lunches, 5 dinners
  • All accommodation (see accommodation section)
  • All transport and listed activities
  • Tour leader throughout
  • Flights from London (if booking incl. flights)
Walking in Sardinia
Italy: Sardinia

Walking in Sardinia

A 7-night guided tour exploring Sardinia's stark beauty: crystal clear waters, golden beaches, rocky mountains and undulating limestone ridges. Delicious local cuisine and wines too!

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07SN
  • Holiday typeGuided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$1899per person, tour only
  • All breakfasts, 5 picnic lunches, 1 wine tasting and 5 dinners
  • All accommodation (see accommodation section)
  • All transport and listed activities
  • Tour leader throughout
  • Flights from London (if booking incl. flights)