Cycling Chiang Mai

Back in 2024 we launched scheduled trips on our own pioneer route, "Unseen Nan Hills", into one of the lesser known provinces in Northern Thailand.
2 years later, our trip is slowly becoming a classic among our clients!

Nan is essentially a rural enclave but it features a surprisingly well developed network of quiet local roads that is a gift for road cyclists. The cycling route can be classified as “medium mountain” terrain most days, with climbs that aren’t very long and excellent views.

Check the upcoming departures this winter:

November 2026
7th-14th November 2026 - Available
14th-21st November 2026 - FULL ✖️
21st-28th November 2026 - FULL ✖️

December 2026
28th Nov-5th Dec 2026 - Available
5th-12th December 2026 - Guaranteed ✅
12th-19th December 2026 - Available

January 2027
2nd-9th January 2027 - Guaranteed ✅
9th-16th January 2027 - Available
16th-23rd January 2027 - Available

February 2027
30th Jan-6th Feb 2027 - Available
6th-13th February 2027 - Available
13th-20th February 2027 - Available

be part of the Legend.
https://cyclingchiangmai.cc/mae-hong-son-loop

The Mae Hong Son Loop is a legendary cycling trip featuring 550 km of quiet mountain roads and alpine-like climbs cutting through the Northern Thailand tropical forest.

We have done now over 50 trips since we began offering the Mae Hong Son Loop Challenge, probably more than anyone, and we know intimately every hairpin of every climb on this cycling route.

Now is your time ride it with us and add your name to the legend! Check now the upcoming winter departures:

October 2026
17th-24th October 2026 - Available ⚪
24th-31st October 2026 - Guaranteed ✅

November 2026
31st Oct-7th Nov 2026 - FULL ✖️
7th-14th November 2026 - Guaranteed ✅
14th-21st November 2026 - Guaranteed ✅
21st-28th November 2026 - ONLY 2 SPOTS AVAILABLE ✅

December 2026
28th Nov-5th Dec 2026 - Guaranteed ✅
5th-12th December 2026 - Guaranteed ✅
12th-19th December 2026 - Guaranteed ✅
19th-26th December 2026 - Guaranteed ✅

January 2027
2nd-9th January 2027 - Available ⚪
9th-16th January 2027 - Available ⚪
16th-23rd January 2027 - Available ⚪
23rd-30th January 2027 - FULL ✖️

February 2027
30th Jan-6th Feb 2027 - Guaranteed ✅
6th-13th February 2027 - Available ⚪
13th-20th February 2027 - Available ⚪

ARE YOU READY??
A new winter season is approaching fast and we have 12 departures ALREADY GUARANTEED on all our cycling trips!!
https://cyclingchiangmai.cc/scheduled-departures

𝗠𝗮𝗲 𝗛𝗼𝗻𝗴 𝗦𝗼𝗻 𝗟𝗼𝗼𝗽
24th-31st October 2026
7th-14th November 2026
14th-21st November 2026
28th Nov-5th Dec 2026
5th-12th December 2026
12th-19th December 2026
19th-26th December 2026
30th Jan-6th Feb 2027

𝗨𝗻𝘀𝗲𝗲𝗻 𝗡𝗮𝗻 𝗛𝗶𝗹𝗹𝘀
21st-28th November 2026
5th-12th December 2026

𝗧𝗵𝗲 𝗚𝗼𝗹𝗱𝗲𝗻 𝗙𝗿𝗼𝗻𝘁𝗶𝗲𝗿
23rd-30th January 2027

𝗚𝗿𝗮𝘃𝗲𝗹 𝗖𝗵𝗶𝗮𝗻𝗴 𝗠𝗮𝗶 𝘁𝗼 𝗖𝗵𝗶𝗮𝗻𝗴 𝗥𝗮𝗶
9th-16th January 2027

Be fast, some of our trips will sell out quickly in the next few weeks!

What an incredible cycling season!
18 trips with 70+ Riders
14 Nationalities 🇦🇺 🇭🇰 🇬🇧 🇨🇦 🇺🇸 🇸🇬 🇳🇴 🇨🇭 🇩🇪 🇩🇰 🇸🇪 🇳🇱 🇺🇿 🇨🇿

A huge THANKS to all for make it possible, we are working already on the next season with plenty of trips booked and guaranteed!

Take a look at the 2026/27 departure schedule and don't miss out on a trip of a lifetime: https://cyclingchiangmai.cc/scheduled-departures

🪨 Gravel Chiang Mai to Chiang Rai: the first ever gravel-bike-specific multi-day guided tour in Northern Thailand is in the books!

6 days of dirt, dust and smiles across rolling hills, tropical forests and rice fields, exploring the unseen Lanna Kingdom.

Our 2027 upcoming departures are live and ready to book on our website (https://cyclingchiangmai.cc/gravel-chiang-mai-to-chiang-rai):

2nd-9th Jan 2027 - AVAILABLE
9th-16th Jan 2027 - AVAILABLE
16th-23rd Jan 2027 - AVAILABLE
23rd-30th Jan 2027 - AVAILABLE
30th Jan-6th Feb 2027- AVAILABLE
6th-13th Feb 2027- AVAILABLE

Join us on this epic gravel trip and be one of the first to uncover some of the finest gravel routes in the world 🙏

MID SEASON UPDATE!
Our Mae Hong Son Loop departures are fully booked through December, but you can still grab a spot on JAN and FEB:

🚫 18th-25th October - departed
🚫 25th Oct-1st Nov - departed
🚫 1st-8th November - departed
🚫 8th-15th November - departed
🚫 15th-22nd November - departed
🚫 22nd-29th November - departed
✖️ 29th Nov-6th Dec - FULL
✖️ 6th-13th December- FULL
✖️ 13th-20th December - FULL
✖️ 20th-27th December - FULL
🟢 3rd-10th January 2026- GUARANTEED - ONLY 2 SPOTS LEFT!
🟢 10th-17th January 2026 - GUARANTEED
⚪ 17th-24th January 2026 - AVAILABLE
⚪ 24th-31st January 2026 - AVAILABLE
⚪ 31st Jan-7th Feb 2026 - AVAILABLE
🟢 7th-14th February 2026 - GUARANTEED - ONLY 2 SPOTS LEFT!
⚪ 14th-21st February 2026 - AVAILABLE

Join our most popular multiday trip in Chiang Mai: over 40 departures and 150 riders have ridden it with us, what are you waiting for? book your spot today!

Don't want to bring your own bike when joining our trips? We've got you covered! We just updgraded our fleet with the latest 2026 Giant TCR Advanced 2 KOM, a bike with the right balance of weight, stiffness and compliance, tested in the climbs of the Mae Hong Son Loop!

Specs:
🔨 Advanced-grade carbon composite frameset, light and stiff!
🗜️ Shimano 105 hydraulic disk brakes
🔧 Shimano 105 compact 50/34 crankset
⚙️ Shimano 105 12 speed 11/36 cassette
🛞 28 mm tires with clearance up to 33 mm

PLEASE NOTE! These bikes are only available for rent in the following trips:
- Mae Hong Son Loop Challenge
- The Golden Frontier
- Unseen Nan Hills

Season opener for the Mae Hong Son Loop!
This winter we have 17 departures and almost half are already full..!!

🚫 18th-25th October - departed
✖️ 25th Oct-1st Nov - FULL
✖️1st-8th November - FULL
✖️ 8th-15th November - FULL
✖️ 15th-22nd November - FULL
✖️ 22nd-29th November - FULL
🟢 29th Nov-6th Dec - GUARANTEED
✖️ 6th-13th December- FULL
✖️ 13th-20th December - FULL
🟢 20th-27th December - GUARANTEED - ONLY 1 SPOT LEFT!
🟢 3rd-10th January 2026- GUARANTEED
🟢 10th-17th January 2026 - GUARANTEED
🟢 17th-24th January 2026 - 1 MORE TO GUARANTEE
🟢 24th-31st January 2026 - AVAILABLE
🟢 31st Jan-7th Feb 2026 - AVAILABLE
🟢 7th-14th February 2026 - AVAILABLE
🟢 14th-21st February 2026 - AVAILABLE

Join the ultimate cycling trip in Chiang Mai, book today!

🪨 Our first GRAVEL trip is here: Gravel Chiang Mai to Chiang Rai
👉 https://cyclingchiangmai.cc/gravel-chiang-mai-to-chiang-rai

If you think you have seen all the cycling in Northern Thailand, think twice. Chiang Mai and Chiang Rai are pretty well known areas for local and foreign cyclists, but in this gravel adventure we cover some sections in between both regions with literally nobody on the Strava leaderboard... there aren’t even Strava segments available sometimes! This goes to show how truly trailblazing and special this adventure is.

This trip features 6 cycling stages that cover 470 kilometers and 7,000 meters of elevation gain, and it is fully supported by our local expert team with a ride leader and a driver.
This is a proper gravel adventure that features 30% to 40% of off-road terrain on every stage, with everything from smooth gravel to rocky sections, so a tire choice of 40mm+ is highly recommended, as well as a minimum gear ratio of 30x34t, and a relatively good level of technical skills and fitness (FTP of around 3-3.5 Watt/kg)

The inaugural departures of this trip will be very limited, so be quick if you want to be among the first to try this one-of-a-kind adventure:

24th-31st Jan 2026 - GUARANTEED TO DEPART
31st Jan-7th Feb 2026 - AVAILABLE
7th-14th Feb 2026 - AVAILABLE
14th-21st Feb 2026- AVAILABLE