Winner Best Activity Holidays - Italia Magazine 2015-16Activity holidays in 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.

Few countries are as diverse as Italy - a country of mountains, sparkling coastlines, ancient history and sumptuous cuisine. Whether you're strolling through the great art cities of Tuscany and Umbria, or admiring the rolling hills and ancient forests of Venetia with their amazing array of beautiful wild flowers, or enjoying the dramatic coastlines of the Island of Sicily you can really get 'under the skin' of Italy on a Headwater holiday.

For more experienced walkers we've high-level walking in northern Italy, with the dramatic backdrop of the towering Dolomites and the Alps, and for cyclists there's lots to explore - from gentle pedalling along coastal trails, to scenic cycling past the world-famous Barolo, Barbaresco and Moscato vineyards in Piedmont .

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Heart of Veneto Cycling

albara and its terrace

From $1239 per person

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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.

Departures:
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  • 7 nights, single centre
  • All continental breakfasts and evening meals included
  • Holidays with wine-tasting opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Eco-friendly holidays.
  • Especailly good for solo travellers.

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Walks in The Italian Dolomites

From $1347 per person

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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:
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  • 7 nights, single centre
  • All buffet breakfasts and evening meals included
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Great vegetarian meal options.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Explore the high peaks.
  • Beautiful lakes and rivers.

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Walking in the Venetian Hills

Gondalier, Grand Canal, Venice

From $1287 per person

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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:
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  • 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.

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Connoisseurs' Tuscany Walk

View over Tuscan harbour.

From $1476 per person

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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:
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  • 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.

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Walks in Puglia and Matera

Trullo

From $1495 per person

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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.

Departures:
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  • 7 nights, hotel-to-hotel
  • All buffet breakfasts and 1 evening meal
  • 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.
  • Perfect for couples.
  • Follow stunning coastal routes.

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Secrets of Sicily Walking

Walking in the Zingaro Nature Reserve

From $1494 per person

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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:
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  • 7 nights, hotel-to-hotel
  • All continental breakfasts and 4 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.

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Undiscovered Tuscany Walk

Palazzuolo sul Senio, aerial view

From $1629 per person

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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:
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  • 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.

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Venetian Villas and Vineyards Cycling

Church building in Venetia, Italy.

From $1594 per person

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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.

Departures:
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  • 8 nights, hotel-to-hotel
  • All continental breakfasts and evening meals included
  • Holidays with wine-tasting opportunities.
  • Discover stunning historic sites en-route.
  • Eco-friendly holidays.
  • Especailly good for solo travellers.
  • Perfect for couples.

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Volterra to San Gimignano Walk

Poppy field with San Ginignano town

From $1681 per person

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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:
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  • 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.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Perfect for couples.

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Footsteps of St. Francis Walk

Assisi

From $1612 per person

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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:
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  • 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.

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Secrets of Sicily Cycling

Scopello coast, Sicily

From $1656 per person

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This 7-night cycling route explores Sicily's unspoilt western coast, a sun-drenched landscape of golden bays, azure waters, swaying vines and tiny farming hamlets unchanged over the years. Lots of historic interest too: mediaeval Erice, ancient Segesta and sea-facing Marsala.

Departures:
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  • 7 nights, hotel-to-hotel
  • All continental breakfasts and evening meals included
  • 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.
  • Option to hire electric bikes.

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Contrasts of Puglia Cycling

Cycling along the Puglian coast

From $1704 per person

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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.

Departures:
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  • 7 nights, hotel-to-hotel
  • All continental breakfasts and 3 evening meals included
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Option to hire electric bikes.

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Aspects of Assisi Cycling

Leaving Assisi on a bike

From $1750 per person

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This 8-night holiday combines gentle pedalling through olive groves, sunflower fields and vineyards with time in gorgeous historic towns and sun-drenched villages. Highlights include mediaeval Bevagna, Etruscan Perugia, picture-postcard Spello and ancient Assisi.

Departures:
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  • 8 nights, hotel-to-hotel
  • All breakfasts and evening meals included
  • 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.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Option to hire electric bikes.

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Chianti Classic Walk

San Gimignano from countryside.

Please call for details

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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:
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  • 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.

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Contrasts of Sardinia Walk

Cala Fuili Beach, Gulf of Orosei

From $1953 per person

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Beyond the sandy beaches and millionaires' yachts, Sardinia offers a land of shepherds' huts, traditional villages and tranquil valleys aching to be explored. On this twin centre holiday, you'll spend 3 nights inland before heading to the coast where you'll enjoy deserted white beaches and colourful fishing ports.

Departures:
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  • 7 nights, twin centre
  • All buffet breakfasts, 3 picnic lunches and all evening meals
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Especailly good for solo travellers.
  • Follow stunning coastal routes.
  • Delightful island holidays.

View holiday

Secrets of San Gimignano Cycling

Poppy field with San Ginignano town

From $1868 per person

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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!

Departures:
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  • 8 nights, hotel-to-hotel
  • All continental breakfast and 6 evening meals included
  • 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.
  • Eco-friendly holidays.
  • Perfect for couples.

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Italian Alps to Lake Garda Cycling

Torbole, Trentino

From $1851 per person

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Soak up the natural beauty of northern Italy's timeless mountain scenery in the provinces of South Tyrol and Trentino, as you ride from the alpine pass at Resia to the shores of Lake Garda. The cycling is mostly along riverside cycle paths, through orchards and vineyards, with a backdrop of lakes and mountains, and you'll discover the historic cities of Merano, Bolzano and Trento along the way.

Departures:
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  • 9 nights, hotel-to-hotel
  • All buffet breakfasts and 3 evening meals included
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Beautiful lakes and rivers.

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The Amalfi Coast Walk

Walkers on clifftop path

From $1935 per person

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The Amalfi Coast is renowned for its sensational scenery - the mountains drop into crystal blue seas and the towns cling vertiginously to limestone cliffs. You'll visit stunning Pompeii and stay in elegant Ravello where 'must see' sights include Moorish Vila Rufolo and its semi-tropical gardens.

Departures:
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  • 7 nights, twin centre
  • All continental breakfasts and evening meals
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Especailly good for solo travellers.
  • Follow stunning coastal routes.
  • Delightful island holidays.

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Amalfi to Sorrento Walk

Looking out at the view over the Amalfi Coast

From $1952 per person

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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:
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  • 8 nights, hotel-to-hotel
  • All buffet breakfasts and 4 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.

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Cycling in Emilia Romagna

Fantastic art cities

From $2076 per person

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One of the flattest cycling routes in our programme, this is a great holiday for older couples or first timers. Highlights include gorgeous Comacchio, historic Ravenna, the university town of Bologna, with its leaning towers, and the splendid Renaissance city of Ferrara.

Departures:
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  • 8 nights, hotel-to-hotel
  • All Continental breakfast and 6 evening meals included
  • Holidays with gastronomic meals.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Option to hire electric bikes.

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Islands of Sicily Walk

Taormina's Greek theatre

From $1986 per person

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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:
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  • 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.

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Mediaeval Umbrian Cycling

Cycle to Eggi

From $1952 per person

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This 10-night holiday combines gentle pedalling through olive groves, sunflower fields and vineyards with time in gorgeous historic towns and sun-drenched villages with 4 nights spent in Spoleto with its fantastic architecture and opportunities to visit Rome and Norcia, famed for its cured meats.

Departures:
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  • 10 nights, hotel-to-hotel
  • Continental breakfast 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.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.

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Gastronomic Barolo Walk

close up of vines with village on hill in background

From $2157 per person

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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:
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  • 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.

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Tuscany and The Cinque Terre

Cliff view over Vernazza

From $2275 per person

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Tuscany is packed with cultural and historic interest, hidden art treasures and more antiquarian sites than anywhere else on earth. Explore the great art cities of Florence and Siena, and stroll the stunning Cinque Terre, a UNESCO World Heritage Site favoured by artists and poets.

Departures:
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  • 10 nights, hotel-to-hotel
  • All continental breakfast and 3 evening meals
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Discover stunning historic sites en-route.
  • Expert-led holidays.
  • Especailly good for solo travellers.
  • Perfect for couples.
  • Follow stunning coastal routes.

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Classic Chianti Cycling

San Gimignano city  from Tuscan countryside.

From $2324 per person

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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!

Departures:
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  • 10 nights, hotel-to-hotel
  • All buffet breakfasts and 6 evening meals included
  • 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.
  • Eco-friendly holidays.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.

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A Taste of Sicily Cycling

Ragusa Ibla

From $2497 per person

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This ten-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.

Departures:
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  • 10 nights, hotel-to-hotel
  • 10 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.
  • Great vegetarian meal options.
  • Eco-friendly holidays.
  • Follow stunning coastal routes.
  • Delightful island holidays.

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Exploring the Cinque Terre on foot

one of the 5 Cinque Terre and its coastline

From $2327 per person

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Italy's beautiful Ligurian Coast is both chic and stunning! On this 10-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:
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  • 10 nights, hotel-to-hotel
  • All buffet breakfast and 2 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

Gastronomic Barolo Cycling

The UNESCO recognised Langhe hills

From $2384 per person

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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.

Departures:
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  • 8 nights, hotel-to-hotel
  • All buffet breakfasts and gastronomic evening meals included
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Option to hire electric bikes.

View holiday

Classic Puglia Cycling

Overlooking Alberobello, Puglia

Please call for details

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.

Departures:
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  • 10 nights, hotel-to-hotel
  • All continental breakfasts and 3 evening meals included
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Option to hire electric bikes.

View holiday

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