Wine Tasting Cycling Holidays

For all our wine tasting cycling holidays we place huge importance on the pleasure you can gain from sampling local wines. Our routes take you through the finest vineyards and give you pleny of opportunities to sample the local wines - and our reps will collect any purchases you make and take them to your hotel for free.

Click on the appropriate 'View Holiday' button for full holiday details, take a look at our activities section for further information about how our cycling holidays work, or see our memorable meals page for further information about the fine food and wine you can expect on your wine tasting cycling holiday.

Gastronomic Burgundy Cycling

Chateau de pommard

From $1967 per person

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Gastronomic meals and world famous wines, mediaeval towns and traditional villages, historic hotels and chateaux, and the picturesque Canal de Bourgogne. These are some of the highlights of this 6 night cycle around the beautiful Cote D'Or along quiet lanes, vineyard tracks and tranquil waterside paths.

Departures:
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  • 6 nights, hotel-to-hotel
  • All continental breakfasts and gastronomic 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.
  • Perfect for couples.
  • Beautiful lakes and rivers.

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Waterways & Wine Villages of the Canal du Midi

Beziers

From $1290 per person

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On this six-night cycling holiday you’ll enjoy a wonderful, scenic loop of the cities and waterways which surround the picturesque and UNESCO-recognised Canal du Midi. Keeping the canal within close proximity you’ll follow its course along quiet roads and tracks, enjoying its scenic tributaries and impressive structures, and discovering mediaeval villages and towns, renowned wine regions and a wonderful variety of birdlife along the way.

Departures:
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  • 6 nights, hotel-to-hotel
  • 6 breakfasts no evening 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.
  • Follow stunning coastal routes.
  • Beautiful lakes and rivers.

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Alsace's Route du Vin Cycling

view of river and breisach cathedral

From $1695 per person

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Cycling along traffic-free lanes through vineyards, orchards and flower-festooned beautiful villages, this off-beat holiday is rich in historic and gastronomic treasures! 6 nights are spent in France, where 2 nights you eat in a Michelin-starred restaurant, and 2 nights are also spent in Germany.

Departures:
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  • 8 nights, hotel-to-hotel
  • All continental breakfasts and evening meals included
  • 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.
  • Especailly good for solo travellers.
  • Perfect for couples.
  • Beautiful lakes and rivers.

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Chablis Vineyards Cycling

From $1329 per person

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Gentle, relaxing 6-night cycling holiday through traditional french villages and the vineyards of Burgundy. Lots of wine tasting opportunities of world-famous wines along your route!

Departures:
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  • 6 nights, hotel-to-hotel
  • All continental breakfasts and 4 evening meals included
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Discover stunning historic sites en-route.
  • Perfect for couples.
  • Beautiful lakes and rivers.
  • Option to hire electric bikes.

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Chateaux of the Loire Cycling

Chambord castle- Loire valley, France.

From $2012 per person

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An interest-packed, gentle cycling holiday crammed with historic and cultural highlights: pretty wine villages, charming mediaeval towns and world-famous wines in abundance! Superb cuisine throughout too.

Departures:
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  • 8 nights, hotel-to-hotel
  • All continental breakfasts and evening meals included
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Beautiful lakes and rivers.

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Classic Burgundy Cycling

From $1919 per person

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This 8-night cycling holiday really gets under the skin of Burgundy: its people, its villages, its waterways and, of course, its world-famous wines. The days have been specially designed to allow for lazy riverside lunches and gastronomic pit-stops!

Departures:
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  • 8 nights, hotel-to-hotel
  • All continental breakfasts and 6 evening meals included
  • 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.
  • Perfect for couples.
  • Beautiful lakes and rivers.
  • Option to hire electric bikes.

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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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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.

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Loire Gastronomic Cycling

The Chateau de Chenonceau in France.

From $1746 per person

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A gentle, unhurried introduction to the very essence of the Loire Valley: majestic châteaux, wide rivers, world-famous wines and some of the finest food we've ever eaten in France! Holiday includes two nights in a luxury château.

Departures:
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  • 6 nights, hotel-to-hotel
  • All continental breakfast and gastronomic evening meals included
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Beautiful lakes and rivers.

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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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Vineyards of Vaucluse Cycling

Roman bridge in Vaison La Romaine

From $1967 per person

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For wine-lovers, this 8-night tour circles the famous Cotes de Rhone vineyards, and includes 2 nights in Vaison la Romaine - France's most extensive Roman site with 6000-seat theatre, baths, houses and streets. Swimming pools 6 nights out of 8.

Departures:
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  • 8 nights, hotel-to-hotel
  • All continental breakfasts and evening meals included
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Discover stunning historic sites en-route.
  • Option to hire electric bikes.

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Porto to Coimbra Cycling

Aveiro

From $1952 per person

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Enjoy cycling from wine capital, Porto, south along the coast and bay-hopping to Aveiro, Portugal's Venice before heading inland and finishing in Coimbra, Portugal's old capital with UNESCO recognised heritage..

Departures:
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  • 9 nights, hotel-to-hotel
  • All continental breakfasts and 5 evening meals included
  • 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.
  • Follow stunning coastal routes.
  • Option to hire electric bikes.

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Porto Coastal Cycling

Cycling from Porto to Furadouro

From $1750 per person

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Varied beach-front cycling along some of the most spectacular stretches of coast we've ever seen! Starting in wine capital, Porto, your route heads south beach and bay-hopping to Aveiro, Portugal's Venice before finishing beside the beach at Praia de Mira.

Departures:
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  • 7 nights, hotel-to-hotel
  • All continental breakfasts and 4 evening meals included
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Lots of swimming opportunities.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Option to hire electric bikes.

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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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Canal du Midi Cycling

Beziers

From $1809 per person

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Our 8 night holiday takes you on a wonderful journey through the delightful south-west of France, following the UNESCO Canal du Midi and the Canal de la Robine, mixing wonderful countryside, vineyards, sunflower fields and historic cities, cycling alongside barges you will make your way to the azure blue Mediterranean sea.

Departures:
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  • 8 nights, hotel-to-hotel
  • All continental breakfasts included
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Beautiful lakes and rivers.

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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.

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Contrasts of Andalucia Cycling

Square in Vejer

From $1394 per person

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This 7 night holiday takes in a contrast of wonderfully scenic cycling mixed in with a large blast of culture and history. From Jerez, home to sherry and flamenco, through the stunning hilltop ‘Pueblos Blancos’ to bustling old world Cadiz, with its beautiful sandy beaches.

Departures:
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  • 7 nights, hotel-to-hotel
  • All continental breakfasts included
  • 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.
  • Great vegetarian meal options.
  • Eco-friendly holidays.
  • Especailly good for solo travellers.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Beautiful lakes and rivers.

View holiday

Côtes du Ventoux Cycling

Crillon le Brave

From $1525 per person

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The Vaucluse is characterised by several things but none perhaps as much as the vineyards which cover the patchwork landscape and the ever present shape of Mt Ventoux, 'the Giant of Provence', silent and ever watchful on the horizion. This 6 night cycle takes you around the eastern side of the Vaucluse, where you will have ample opportunities to taste the local produce as you venture right up to the foot of the mountain.

Departures:
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  • 6 nights, hotel-to-hotel
  • All continental breakfasts and evening meals included
  • Holidays with wine-tasting opportunities.
  • Lots of swimming opportunities.
  • Perfect for couples.
  • Explore the high peaks.

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Cycling in 'The Real Algarve'

Henry the Navigator

From $1453 per person

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Discover a land that time forgot as you explore the unspoilt wild coastlines, pretty white villages and deserted cycling routes of the Algarve. The area is a birdwatchers paradise, with endemic and migratory species passing through from Africa and Northern Europe.

Departures:
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  • 6 nights, hotel-to-hotel
  • All continental breakfasts, and 5 evening meals included
  • 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.
  • Eco-friendly holidays.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Follow stunning coastal routes.

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Hilltop Villages of Provence Cycling

The perched village of Gordes

From $1685 per person

*****

Provence is a place whose natural light and landscapes have served as inspiration to such iconic figures as Van Gogh, Cezanne, Picasso and Dumas (not to mention Peter Mayle!), and this 6 night holiday has been designed to give you a taste of the famous hilltop villages which dot its breath-taking, lavender-scented Luberon region.

Departures:
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  • 6 nights, hotel-to-hotel
  • All continental breakfasts and 4 evening meals included
  • Holidays with wine-tasting opportunities.
  • Lots of swimming opportunities.
  • Perfect for couples.
  • Beautiful lakes and rivers.
  • Option to hire electric bikes.

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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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Julian Alps to the Adriatic Cycling

Lake Bled

From $2122 per person

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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.

Departures:
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  • 10 nights, hotel-to-hotel
  • All continental breakfasts and 4 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.
  • Perfect for couples.
  • Beautiful lakes and rivers.

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Landscapes of the Luberon Cycling

Bonnieux

From $2014 per person

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The picturesque, perched villages of Provence offer stirring images along with a history which, in some places, stretches back over a thousand years. On this 8 night holiday you’ll discover vineyards, olive groves, monasteries, chateaux and caves along with the region’s famous Ochre Trail and, of course, the lavender which scents the summer air.

Departures:
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  • 8 nights, hotel-to-hotel
  • All continental breakfasts and 6 evening meals included
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Lots of swimming opportunities.
  • Perfect for couples.
  • Beautiful lakes and rivers.
  • 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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Coastal Croatia - Pula to Porec Cycling

Rovinj from the water

From $1394 per person

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The Istrian peninsula just south of Trieste is a superb backdrop for a cycling holiday. Swim in the clear blue waters of the Adriatic and stay in gorgeous Italianate harbour towns. Great food, interesting routes, masses of history and electrifying sunsets make discovering this coastline particularly memorable.

Departures:
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  • 7 nights, hotel-to-hotel
  • All continental breakfasts and 1 brunch 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.
  • Great vegetarian meal options.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Delightful island holidays.

View holiday

Contrasts of Puglia Cycling

Cycling along the Puglian coast

From $1704 per person

****#

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:
J
F
M
A
M
J
J
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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.

View holiday

Dordogne Gastronomic Cycling

 Beynac Castle - Dordogne - France

From $1964 per person

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Wonderful gastronomic meals, world-famous wines, fabulous historic sites and postcard-pretty villages are just a few of the highlights of this popular 8-night cycling tour. You're usually close to the rivers too, so lots of swimming, plus all hotels have pools.

Departures:
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  • 8 nights, hotel-to-hotel
  • All continental breakfast and gastronomic 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.
  • Beautiful lakes and rivers.
  • Option to hire electric bikes.

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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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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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The Swiss Lakes Cycling

Narrow road on route through The Jura.

From $2088 per person

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Beautifully flat traffic-free trails make this a popular cycling choice for novices or families with children. The route takes you via pretty riverside villages, past chic waterfront marinas and through protected nature reserves linked by sun-dappled trails.

Departures:
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  • 8 nights, hotel-to-hotel
  • All buffet breakfasts and 4 evening meals included
  • Holidays with wine-tasting opportunities.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Beautiful lakes and rivers.
  • Option to hire electric bikes.

View holiday

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.

View holiday

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Headwater's Wine Tasting Cycling Holidays 4.6176046176046 693
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  • Relaxed activity holidays since 1985

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