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Cycling holidays in Kent

The delightful thing about a cycling holiday in Kent is that you can enjoy coastal views, seaside towns, beautiful rural landscapes and a fantastic amount of history and castles all in one holiday. We think Kent is a bit of an underrated gem - it’s just as attractive as Devon and yet doesn’t seem to pull in the crowds in quite the same way. It’s also slightly old fashioned in a charming way.

Kent is known as the Garden of England, and for good reason! There are ancient orchards, market gardens and grazing livestock. The food scene is pretty hot around here, there’s some great fish, a fair few local farm shops dotted around and vineyards to visit.

Our cycling routes stick to parts of Kent which are fairly flat, and the good news is that there are more specialist traffic-free bike paths here than anywhere else in England. You can virtually cycle for an entire day along the coastal wall. The maritime history of the coast offers much to explore, including a series of old cinque ports which were built hundreds of years ago and some spectacular castles in Dover, Walmer and Deal. Inland, Sandwich was recently declared ‘the most complete medieval town in England’ whilst Canterbury offers a different type of history, with all its associations of pilgrims and Chaucer. Nearby Leeds Castle is just an astonishingly grand place to stay.


Our Kent highlights

Leeds Castle

Leeds Castle was once described by Lord Conway as the ‘the loveliest castle in the world” - need we say anymore?

Included in our Kent castles holiday

Morelli’s gelato

A favourite treat stop, Morelli’s is the first ice cream parlour to open in Broadstairs and the first ever to serve over 20 flavours of ice cream.

Included in our A Kent seaside jolly holiday

Historic Docks Chatham

Climb inside submarines and warships, inspect old timber docks and learn how they made ships’ ropes

Included in our Kent coast to capital holiday

Whitstable Oysters

The oysters in Whitstable have become such a delicacy that they have given the town its nickname - ‘The Pearl of Kent’

Included in our Kent for foodies holiday

Sea Wall Cycling

Take in Kent’s glorious coastline filled with magnificent sandy beaches and the iconic white cliffs

Included in our A Kent seaside jolly holiday

Sandwich Architecture

One of the best preserved medieval towns in the UK - a must for history lovers!

Included in our Kent ~ the garden of England holiday


Our Kent Cycling holidays


  1. Kent castles

    Stay in and explore legendary castles built by the Romans and Henry VIII on this gentle cycling trip, This is a remarkable ride through history…

    From £1,135. Ask us for British staycation offers

    Gentle / 6 or 7 nights / Self-guided / Kent

  2. Kent ~ the garden of England

    Known as The Garden of England, this corner of Kent is a pretty and rural area dotted with orchards and small farms. But on this tour you will…

    From £1,360. Ask us for British staycation offers

    Not so gentle / 8 nights + / Self-guided / Kent

  3. Kent coast to capital

    On this unique journey from the south coast at Dover to the very heart of London, the richness of England's history and the variety and charm…

    From £1,550. Ask us for British staycation offers

    Gentle / 6 or 7 nights / Self-guided / Kent

  4. A Kent seaside jolly

    This leisurely tour is ideal for families or those wanting to enjoy the wonderful beaches and fascinating history of this unspoilt area. There…

    From £1,080. Ask us for British staycation offers

    Gentle / 6 or 7 nights / Self-guided / Kent

  5. Kent for foodies

    This is something special for those of us who love our food combined with a gentle pedal, as it justifies the many gourmet opportunities en route.…

    From £440. Ask us for British staycation offers

    Gentle / Short breaks / Self-guided / Kent


Can't find what you're looking for?

Many of our trips are tailor-made, so tell us what you're looking for and we'd be delighted to design the perfect cycling or walking holiday for you.


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