Cycling Holidays for Singles

Showing 67 out of 338 trips

You and your bike can explore fascinating destinations all over the world. This range of solo cycling holidays allows you to pedal across fascinating locations during the day, and rest in blissful comfort at night.

With our cycling holidays for singles, you move on between hotels every two days, while we transport your bags. So, when you're cycling you don't need to carry a lot in your panniers and you're free to travel at your own pace. What's more, in-between days are a great opportunity for local exploring or chilling by the pool!

We've listed below our solo cycling holidays which are suitable for solo travellers due to low or no single-room supplements on selected dates.



How to have a great adventure

Keep an eye out for the markers which show you the kind of person who is best suited to our bike tours for solo travellers. We've designed little indicators to show you if a location is great for wine, art, landscape, and much more.

All our cycling tours for singles have a marker to indicate how easy or difficult the journey will be. The 1-bike tours go across mainly flat, gentle routes. But from time to time, you get a short climb or even a freewheel descent. Expect to cycle for 2-4 hours on each cycling day with lots of time to relax. This is recommended for first-timers and anyone who hasn't ridden a bike in years. Next, our 2-bike tours offer more varied cycling terrain. This will still appeal to the fair-weather cyclist, and more active riders looking for a relaxed trip. No special technical skills are required.

We've also listed the cycling holidays which are particularly suitable for solo travellers, due to low or no single-room supplements on selected dates.

But no matter where you go, you'll have a memorable journey. Just click on the appropriate 'View Holiday' button for full holiday details or look at our activities section for further information about how our solo cycling holidays work.

What destinations are available on our solo cycling holidays?

With so many spectacular solo cycling holidays, you might not know which destination is for you. Here are some of the best cycling holiday locations for singles, hand-picked by our expert team.

Italy

Italy is home to world-famous culture, unspoilt countryside, and inspiring historical sites, making it a hotspot for solo traveller bike tours in Europe. You'll find the cycling trails along the rolling hills of Puglia breathtaking, and wine-tasting in the pristine Chianti countryside exhilarating. Renowned cities such as Florence, Venice, and Verona are included in our solo cycling holidays, along with visits to iconic monuments like the Leaning Tower of Pisa and ancient Roman settlements.

Croatia

Navigate the idyllic cycling routes and winding trails with bike tours for solo travellers in Croatia. Journeying through unrivalled coastal beauty and unique cultural experiences, you'll immerse yourself in picturesque seaside villages, and stunning architectural wonders, while savouring Croatian cuisine. Explore the gorgeous islands of Hvar and Korcula and glide along the Dalmatian Coast on two wheels, drinking in the views of the clearest waters in the Mediterranean.

Belgium 

Belgium is a popular spot for cycling holidays, thanks to bike-friendly infrastructure and rustic towns, making it one of the best destinations for single travellers. Fairy-tale locations like the UNESCO city of Bruges, and the gastronomic delights of the capital Brussels, make up the itinerary of our solo bike tours. Explorers can sample natively brewed beer and famous Belgian waffles while taking in cultural sites such as the diamonds of Antwerp and the Manneken Pis statue.

Italy : Puglia

Cycling the Heel of Italy - Alberobello to Lecce

£909


4.7 (40 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Denmark

Cycling from Copenhagen

£919


5.0 (1 reviews)

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Self-guided cycling

4 nights,
single centre

Level: 1
Leisurely

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Italy : Umbria

The Wine Trails of Umbria Cycling

£1129


5.0 (1 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : Brittany

St Malo to Mont St Michel Cycling

£1149

 
 

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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Holland

Cycling the Highlights of Holland

£1229


5.0 (2 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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Belgium

Cycling from Bruges to Amsterdam

£1319


4.0 (1 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

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Portugal : Mainland Portugal

Cycling in the Douro Valley

£1419

 
 

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

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Italy : Puglia

Cycling the Heel of Italy - Matera to Lecce

£1459


4.6 (10 reviews)

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Self-guided cycling

11 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Switzerland : The Bernese Oberland

Cycling the Swiss Lakes - Vevey to Lucerne

£1549

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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France : Atlantic Coast

Cycling along the Atlantic Coast

£1739

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

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France : Provence

Hilltop Villages of Provence with e-bike

£1589


4.0 (2 reviews)

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Self-guided cycling

7 nights,
twin centre

Level: 1+ & 2

Printed route
directions

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Italy : Veneto

Heart of Veneto Cycling

£939


4.8 (72 reviews)

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Self-guided cycling

7 nights,
single centre

Level: 1
Leisurely

Headwater
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Italy : Veneto

Bolzano, Verona & Venice Ride

£1079


4.7 (18 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

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Italy : Veneto

Venetian Villas and Vineyards Cycling

£1079


4.7 (57 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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Italy : Sicily

Secrets of Sicily Cycling

£1159


4.6 (22 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Italy : Sicily

Cycling through Baroque Sicily

£1479


4.4 (20 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : The Dordogne

Dordogne Valleys & Villages Cycling

£1069


4.7 (42 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Spain : Balearic Islands

Cycling in Mallorca: Coast to Coast

£1179


4.7 (25 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Puglia

Contrasts of Puglia Cycling

£1279


4.6 (123 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Spain : Andalucia

Cycling in Andalucia: Seville to Cadiz

£1349


4.3 (12 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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Austria : Carinthia

Lake Constance Cycling

£1389


4.7 (88 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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Italy : Piedmont

Gastronomic Barolo Cycling by e-bike

£1939


4.8 (88 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Holland

Cycling from Amsterdam

£739

NEW FOR 2025

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Self-guided cycling

3 nights,
single centre

Level: 1+
Leisurely plus

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France : Burgundy

Cycling in Beaune Vineyards

£739


5.0 (1 reviews)

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Self-guided cycling

4 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

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Spain : Catalonia

Catalonia Activities

£759


4.5 (13 reviews)

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Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
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France : Champagne

Cycling the Vineyards of Champagne

£779

 
 

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Self-guided cycling

3 nights,
single centre

Level: 2
Moderate

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France : Burgundy

Classic Burgundy Cycling

£909


4.0 (1 reviews)

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Receive a £50 John Lewis & Partners Gift Card

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Italy : Veneto

Adriatic Coast - Venice to Poreč Ride

£939

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Austria : The Danube

Cycling along the Danube from Passau to Vienna

£949


4.9 (20 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Sweden : sweden

Cycling from Stockholm

£959

 
 

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Self-guided cycling

5 nights,
single centre

Level: 1+
Leisurely plus

Headwater
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France : The Loire

Cycling The Chateaux Of The Loire - Short Break

£969


4.8 (6 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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France : The Loire

Cycling The UNESCO Loire Valley

£969


5.0 (3 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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France : Alsace

Cycling the Wine Route of Alsace

£1029


4.8 (9 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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Austria : Lake Constance

Highlights of Lake Constance by bike

£1059


4.9 (26 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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Italy : Tuscany

Cycling in Tuscany: Pisa to Florence

£1089


4.6 (8 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

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France : Normandy

D-Day Beaches Of Normandy Cycling

£1099


4.5 (6 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

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France : Burgundy

Cycling The Grand Crus of Burgundy

£1119


5.0 (1 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

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France : Champagne

Cycle The Wine Route of Champagne

£1139

 
 

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Self-guided cycling

5 nights,
twin centre

Level: 2+ & 3

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Spain : Valencia

Cycling Valencia and the Orange Blossom Coast

£1149


4.5 (8 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Belgium

Cycling from Brussels to Bruges

£1169


4.0 (2 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : The Loire

Tour de France - Loire

£1179

NEW FOR 2025

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Ireland

Walking and Cycling the Wild Atlantic Way

£1179

 
 

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Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 2
Moderate

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France : Bordeaux

Cycling The Grand Crus of Bordeaux

£1189


4.5 (4 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : The Loire

Cycling The UNESCO Loire Valley - Deluxe

£1199


4.3 (3 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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France : Burgundy

Cycling the Vineyards From Beaune to Macon

£1229


4.8 (5 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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Ireland

Unspoilt Ring of Kerry Cycling

£1229


4.4 (5 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : The Loire

Cycling The Chateaux Of The Loire - Upgraded Short

£1239


4.7 (3 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Germany : The Moselle

Meandering the Moselle Cycle Path

£1249

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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France : The Loire

Cycling The Chateaux Of The Loire

£1269


4.5 (10 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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France : Canal du Midi

Tour de France - Canal du Midi

£1289

NEW FOR 2025

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Sweden : sweden

Cycling Stockholm's Archipelago

£1289


5.0 (1 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Portugal : The Algarve

Cycling the Algarve's Rota Vicentina

£1289


4.9 (8 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Holland

Cycling from Amsterdam to Brussels

£1319


5.0 (3 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Portugal : The Azores

Azores By E-bike

£1369


4.0 (4 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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Spain : Extremadura

Cycling Central Spain in Style

£1389

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : Atlantic Coast

Tour de France - Atlantic Coast

£1399

NEW FOR 2025

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 2+

Navigation App

Italy : Emilia Romagna

Emilia Romagna – Bologna to Parma Cycling

£1439


4.7 (3 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

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Italy : Sardinia

Undiscovered Sardinia Cycling

£1559


4.7 (19 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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France : The Loire

Cycling The Chateaux Of The Loire - Upgraded

£1619


4.8 (4 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Italy : Piedmont

Cycling the Wine Villages of Piedmont by e-bike

£1629


4.8 (5 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Receive a £50 John Lewis & Partners Gift Card

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Sweden : sweden

Stockholm to Copenhagen Cycling

£1709


4.3 (3 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Receive a £50 John Lewis & Partners Gift Card

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USA : Maine

Cycling Maine's Coast & National Park

£3039

 
 

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Receive a £50 John Lewis & Partners Gift Card

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France

Tour de France

£5159

NEW FOR 2025

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Self-guided cycling

20 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

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Portugal : Mainland Portugal

Porto to Lisbon Atlantic Ride

£1745

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Croatia

Cycling Croatia's Dalmatian Coast

£1795

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

South Africa

Cycling the Cape & Winelands

£2699

 
 

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Guided group cycling

11 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Thailand

Cycle Indochina & Angkor - Premium Adventure

£4199

 
 

VIEW TRIP

Guided group cycling

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Where appropriate, we grade our holidays based on distance, terrain, elevation gain, remoteness, etc and categorise them into 4 relative groups. This is ultimately subjective and may vary slightly day to day; for more advice, please see the specific trip page or call one of our friendly team.

Frequently asked questions

How do I plan a solo cycling holiday?

Our cycling tours for singles come with hand-picked itineraries, packed full of captivating locations and activities. Simply select a holiday package at a time that suits you.

You don't need to worry about booking your flights and accommodation – you're in safe hands with us! We'll handle everything from take-off to landing back home again when it comes to your solo cycling touring, even moving your luggage between hotels. All you need to do is pick the right destination and make sure you pack all the essentials for your trip.

What is the best cycling tour for singles?

If you're a solo adventurer looking to cycle unforgettable scenic trails across the globe, we offer some of the best cycling holidays for singles. France has some of the most beautiful natural landscapes and historical sites on the continent and you have the chance to take it all in on two wheels. You can sample rich Bordeaux wines, cycle along the gentle country roads of Provence, and much, much more.

For stunning coastal solo cycling tours in Europe, Italy is unbeatable. Sardinia has some of the most spectacular cycling routes in the country and allows you to discover pristine white beaches, lush olive groves, and rugged cliffs.

What is the best cycling distance per day?

Our solo cycling holidays offer different terrains, difficulties, and routes so the cycling distance you'll cover will depend on the tour you've chosen, along with the type of bike you're using. Riding solo usually allows you to cover more miles than cycling as part of a group, so you can push yourself at your own speed and only stop for your own needs.

What to expect from your solo cycling holiday?

If you're looking to explore the wonders of the globe at your own pace, then our cycling tours for single travellers are the choice for you. Whether you're a keen cyclist or enjoy the occasional bike ride, you can immerse yourself in some of the continent's most exciting locations. Experience the thrill of solo adventure while taking the opportunity to make some new friends!

Your solo cycling touring itinerary will be shaped by the destination and difficulty you select, and we've got plenty of options to choose from. We offer a mix of self-guided and guided cycling holidays for single travellers so you can get the most out of your trip in the way that suits you. Each tour is graded according to difficulty, so you'll find a package that suits your preferences and abilities.

We also provide multi-activity solo cycling holidays, where you're offered exciting opportunities, such as hiking, swimming, wine-tasting, boat rides, and relaxing on white sandy beaches.

What to pack for a solo cycling holiday?

You're going to be active for most of the day, so make sure you've got everything you need to keep you comfortable on our cycling tours for singles. We offer cycling holidays all over the globe so the climate of your destination will determine what you pack, so check the weather before you travel! Basic items we recommend that you pack include: 

  • Cycling shorts, gloves, and shoes
  • Rain gear such as a waterproof jacket and pair of lightweight trousers
  • Helmet
  • Sun hat and sunglasses
  • SPF protection
  • Water bottles
  • First-aid kit
  • Snacks
  • Foreign currency

We'll supply you with Headwater bikes to use throughout your solo cycling touring. You can bring pedals, cycling computers, saddles, and water bottle cages to be fitted as long as they're compatible with our bicycles.

Which country in Europe is the best for a solo cycling holiday?

The Netherlands is generally seen as one of the most bike-friendly countries in Europe. In fact, traffic rules are so safe that the Dutch don't wear bike helmets. The city of Utrecht, in particular, scores well for biking holidays because it boasts well-thought-out cycling infrastructure and a variety of scenic bike routes.

Another standout for solo cycling holidays in Europe is Ireland. It offers picturesque touring so you can take in the lush Irish countryside and charming towns and villages you'll see along the way. Cycle along local boreens and breathe in the fresh country air.

Why choose Headwater for solo cycling holidays?

We've got almost 40 years of experience creating expertly crafted travel itineraries, so you can trust us to provide only the best cycling holidays for solo travellers. Book online with us today to get your next adventure underway.

Breath-taking destinations - We have a five-step approval process to find only the most exciting locations so our cycling holidays are the perfect getaway for solo travellers. We hand-pick hotels on each route that provide the best comfort and care during your stay.

Straightforward booking - You don't need to worry about the booking process, we'll handle everything from take-off to landing. This includes booking your flights and travel requirements.

We're highly rated - Our dedication to providing excellent customer service has scored us a rating of 4.6 on Feefo.

Supporting communities - We want to give back to communities around the world, so we've set up The Exodus Travels Foundation. Our projects are designed to make an impact in disaster relief and social and conservation causes.

Award-winning holidays - Along with numerous other accolades, we're proud to have been rewarded by the British Travel Awards in the category of Best Travel Company for Walk/Trek/Cycling Holidays.

Sustainable at our core - Sustainability is at the heart of all our adventure holidays so we're always working towards becoming Nature Net Positive. We're reducing the impact of our tours on the environment as part of our People, Places & Planet plan.

ABTA- and ATOL-protected - Thanks to ABTA- and ATOL-protection, you can book our cycling tours for singles with confidence. You can read all about your key rights when booking with us.