Chiang Mai

CYCLE THAILAND CHALLENGE

9 days

ITINERARY

5 days

CYCLING

437km

Distance

£2,895

PRICE FROM

Cycle Thailand Challenge: Culture, History, Adventure

The Cycle Thailand Challenge is a 9-day adventure through hidden backroads and cultural treasures. Starting in Chiang Mai, you’ll pass rice paddies, sugarcane fields, and quiet villages, with highlights like Ban Na Ton Chan homestay, Si Satchanalai Historical Park, and Sukhothai’s UNESCO ruins. Expect gravel tracks, warm hospitality, and immersive culture as you cover up to 437 km. Finish in Ayutthaya and Bangkok with a riverside dinner and time to explore iconic sights—an unforgettable blend of cycling, history, and local life.

Cycle Thailand Challenge

Explore the North's Hidden Trails

The Kingdom of Thailand is a dream destination, rich in culture and stunning landscapes. The exhilarating Cycle Thailand Challenge takes us from Chiang Mai, the ‘Rose of the North,’ through rural heartlands and historic towns, riding past rice paddies, sugarcane fields, and traditional villages. Along the way, we’ll discover cultural treasures including Si Satchanalai Historical Park and Sukhothai’s UNESCO-listed ruins. Our adventure concludes in Ayutthaya and Bangkok, where we celebrate by the river and soak up the city’s vibrant energy. This is a demanding ride, but the breathtaking scenery, warm hospitality, and authentic insight into Thai life make it truly unforgettable.

FREE UK TRAINING WALKS

With any overseas challenge booking

Average 20km distance

Led by our UK leaders

Do as many as you like

The Action Challenge Experience

Life on the Cycle

On the Cycle Thailand Challenge you’ll be part of a team which takes on an adventure together – and that’s what makes the experience so special. Getting to know others, supporting each other when the going gets tough, laughing together, and sharing those special moments & the new friendships that will stay with you for many years. Led by a UK Leader and supported by a Medic overseeing the group’s wellbeing – you’ll be in safe hands. Our expert local logistics team & guides will ensure each day runs like clockwork. These are ‘fully inclusive’ trips – leaving you to focus on your challenge, and to enjoy it!

An Action Challenge trip is much more than a holiday! It brings like-minded people together in fantastic landscapes, provides the best support & great hospitality, and enables the group to take on a tough & unforgettable challenge which forges new friendships, broaden horizons, and leaves you wanting more of life’s adventures!

The blueprint for Action Challenge trip is based on delivering a high quality enjoyable experience – and doing it all safely. An experienced UK Leader ensures that all aspects of the challenge run to plan – and one of our UK Medics with an expedition med kit is on-hand to look after the group’s wellbeing – enabling everyone to have the best chance of successfully completing their challenge.

We go to great lengths to ensure that we only use the best local organisations to supply the all-important ground logistics and the on-challenge support, catering, and hospitality teams – with experienced guides leading the way on the trails with their deep local knowledge and authentic style.

Like minded people with a similar sense of adventure – but often from very different backgrounds, and with a wide range of experience, ages, levels of fitness, and personal ambitions. Our trips are perfect for individuals, couples, and small groups of friends to join – and then to take on a unique challenge as part of a larger group which shapes & bonds as the adventure unfolds!

Whether it’s the hotels,  restaurants & transfers before & after the main challenge – or the challenge accommodation & meals whilst out on the trails – our all inclusive packages mean that you will get a top quality experience at a great value price! Flights are generally included, but there’s a ‘land only’ option if you’d prefer to book your own – and single supplement accommodation upgrades are available.

Visas- You must organise your Visa yourself prior to arrival in Sri Lanka. Advice on how to apply for this will be provided to you once booked onto the challenge in the App. 

The group comes together – takes on a tough challenge together – and then celebrates its achievements in style on the final night of the trip in a local restaurant or hotel, with medals, awards, and a maybe a bit of a party! Many of our participants make new special friends on our trips – and quite a few come back together for another challenge in the following years!

A successful challenge starts with good preparation. The better prepared you are the more confident you’ll be, and the more you’ll enjoy it! Our ‘Challenge App’ will have all the info & details of what to expect on your challenge – and how to prepare for it – and we have optional training walks, training weekends , and a place on one of our UK Ultra Challenge events to get out on the tails and test your fitness, kit, & equipment.

Itinerary & Route

Please note that some details of the Cycle Thailand Challenge itinerary may change, you will be provided with a detailed itinerary once you are signed up to the challenge.

  • Journey: UK → Chiang Mai (flight)
  • Cycling: None
  • Meals: Dinner (on flight)
  • Accommodation: Hotel
  • Journey: Arrival in Chiang Mai
  • Cycling: None (bike fitting & city exploration)
  • Meals: Breakfast, Lunch, Dinner
  • Accommodation: Hotel
  • Journey: Chiang Mai → Uttaradit → Si Satchanalai
  • Distance: 48 km
  • Elevation Gain: 170 m
  • Meals: Breakfast, Lunch, Dinner
  • Accommodation: Homestay
  • Journey: Si Satchanalai → Sukhothai
  • Distance: 95 km
  • Elevation Gain: 130 m
  • Meals: Breakfast, Lunch, Dinner
  • Accommodation: Hotel
  • Journey: Sukhothai → Nakhon Sawan
  • Distance: 121 km
  • Elevation Gain: 120 m
  • Meals: Breakfast, Lunch, Dinner
  • Accommodation: Hotel
  • Journey: Nakhon Sawan → Uthai Thani
  • Distance: 125 km
  • Elevation Gain: 360 m
  • Meals: Breakfast, Lunch, Dinner
  • Accommodation: Hotel
  • Journey: Uthai Thani → Ayutthaya
  • Distance: 48 km
  • Elevation Gain: 140 m
  • Meals: Breakfast, Lunch, Dinner
  • Accommodation: Hotel
  • Journey: Ayutthaya → Bangkok
  • Cycling: None
  • Meals: Breakfast, Lunch
  • Accommodation: Hotel
  • Journey: Bangkok → UK
  • Cycling: None
  • Meals: Breakfast
  • Accommodation: None

PLEASE NOTE: Depending on flight schedules, you may land in the UK the bext day

FREE UK TRAINING WALKS

£100 OFF ALL BOOKINGS WITH CODE SPRING25 

+ FREE Cycle Jersey worth £35

+ FREE UK Trekking Event worth £139

Dates & Prices

Check out the full list of our dates & prices for the Cycle Thailand Challenge, and pick your departure. Sign up today from £395 deposit.

Cycle Brochure

The Challenge brochure details the full itinerary, inclusions, and more – download for a full run down of the challenge details. 

Dates & Prices

OUR CYCLES

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Feb & Oct

Cycle Sri Lanka

Feb & Oct

Cycle Kenya

Apr & Sep

Cycle Cuba

Mar & Oct

Cycle Kerala

Oct

Cycle Albania

May

GET IN TOUCH

Enquire with us below or if you want to speak to one of the team call on +44 (0)203 479 6584

e-bike rental

Not everyone is a regular cyclist – or perhaps you simply want the option to relax and take in the scenery. That’s why we offer e-bike rental on our cycle challenges. These lightweight mountain bikes come with a small electric motor that can be charged each evening – and will give you the option of a power boost on uphill sections, or the ability to ease off the pedals on the flat.

You can reserve your e-bike when registering, or contact us later to add it to your booking. 

NEW YEAR DEAL

Register for any overseas challenge & get £100 off your registration deposit.

USE CODE NY2026

DUO DEAL

Invite a friend to join you, and get £250 off when booking 2 places on any overseas challenge!

Click below to apply – you’ll both be sent your discount codes. 

CONDITIONS

  • £100 off registration deposit with code NY2026
  • £250 off when booking 2+ places on same event (£125 each)
  • Duo Deal codes requested via form; both must be used
  • Duo Deal may be cancelled if both codes not applied
  • Neither offer may be used with other discounts
  • Discounts do not apply to Late Availability dates
  • Both offers valid until 28 Feb 2026