We start the day with a 20 km warm-up along the Pranburi coast, riding past Pacific waves, palm-fringed shores, and fishing boats bobbing in the bay before turning inland towards Sam Roi Yot—”Three Hundred Peaks”—a striking landscape of craggy limestone massifs rising from the coastal plains. We ride on quiet roads surrounded by shrimp farms and their distinctive rectangular pools, with the peaks as our backdrop. Back on the coast by the 45 km mark, we follow a secondary road that runs parallel to the historic Bangkok-to-south railway, finishing in the small seaside town of Klong Wan on the stunningly blue twin bays of Prachuap Khiri Khan.

Meals: Breakfast, lunch, and dinner
Cycling: 91 km (57 miles)
Elevation: +352 m (+1,155 ft) / -355 m (-1,165 ft)
Accommodation: Prachuap Grand Hotel

A shorter day today, designed to get us to the next beach resort in time for lunch and a relaxed afternoon. We head out of Klong Wan via the coast and inland side roads through coconut plantations—which from here on become a defining feature of the landscape. There’s an unavoidable 10 km stretch on the main road with a wide shoulder, before we dip back onto quiet coastal back roads. At the 45 km mark, we stop at an organic coconut farm to learn about growing and harvesting this staple of coastal Thai life—and to try some. We then complete the ride to our lovely seaside resort on Baan Grood Beach, a quiet stretch of golden sands.

Meals: Breakfast, lunch, and dinner
Cycling: 65 km (40 miles)
Elevation: +413 m (+1,355 ft) / -411 m (-1,348 ft)
Accommodation: Baan Grood Arcadia

Today’s route crosses Thailand’s narrowest geographic area, with the Myanmar border lying close to our west. We start along Baan Grood’s palm-fringed beach road and through countryside lanes before picking up a wider road through the lush coastal estuaries. Around the 70 km mark, the road narrows into a seemingly endless stretch of coconut and palm oil plantations before we join a bike lane alongside the main road to pick up pace. At around 95 km, we stop for lunch at a beachside restaurant at Ao Bo Mao Bay, cross a bridge with views over fishing boats, and complete the final stretch to the beaches of Saphli in Chumphon Province—the tour’s first century ride.

Meals: Breakfast, lunch, and dinner
Cycling: 117 km (73 miles)
Elevation: +835 m (+2,739 ft) / -835 m (-2,739 ft)
Accommodation: Nana Beach Resort

A long and glorious ride through the lush backwaters of Chumphon Province. The first 20 km continues along the coast, crossing scenic bridges over estuaries and passing Pak Hat Beach—the landing point of the Japanese army during World War II. We then veer inland into an agrarian hinterland of coconut, palm oil, and rubber plantations, with orchards of rambutan, durian, and mangosteen. We take a steady pace on mostly minor roads through Chumphon—known as the “Gateway to the South”—where Buddhist temples and Muslim mosques stand side by side, a reflection of the peninsula’s cultural and religious plurality. We end the day at a Thai-style retreat nestled in the gardens of the Lang Suan River plains.

Meals: Breakfast, lunch, and dinner
Cycling: 114 km (71 miles)
Elevation: +686 m (+2,251 ft) / -676 m (-2,218 ft)
Accommodation: Baan Klang Suan Resort

With two consecutive century days behind us, today’s route offers some relief. We manoeuvre back to the Gulf of Thailand coast via lovely back roads, whizzing past maritime scenes of local fishing boats and contraptions dotted along the shore. A short stop at Lamae Beach at around the 30 km mark, then we head inland on a straight, flat stretch of asphalt—settle into your rhythm and enjoy. Towering karst formations begin to loom in the distance and by around 60 km we’re riding right up against these jungle-clad massifs, before a final dash through palm oil plantations returns us to the ocean. We aim to arrive in time for lunch, with the afternoon free at Laem Sai Beach.

Meals: Breakfast, lunch, and dinner
Cycling: 84 km (52 miles)
Elevation: +360 m (+1,181 ft) / -373 m (-1,224 ft)
Accommodation: Laem Sai Resort

Today marks a pivotal shift—from coastline to jungle—as we head west across the peninsula towards Khao Sok National Park. From Laem Sai, quiet side roads lead us to one of the south’s oldest Buddhist temples, dating back over a millennium to the era of the Srivijaya kingdom. We then arc around the hinterland of Surat Thani, the provincial capital of Thailand’s largest province, where traffic picks up briefly. By the 60 km mark we’re back on minor roads through a rural landscape of rubber and palm oil plantations. A stop at an intriguing cave temple at around 80 km, then we push on to the edge of Khao Sok National Park, where rainforest-covered mountains loom and the nearby Cheow Lan Lake awaits.

Meals: Breakfast, lunch, and dinner
Cycling: 110 km (68 miles)
Elevation: +687 m (+2,254 ft) / -629 m (-2,064 ft)
Accommodation: Sai Chol Grandview Resort

We ride the beautiful road skirting the southern edge of Khao Sok National Park—considered one of the oldest evergreen rainforests in the world and Southern Thailand’s largest native forest. The road undulates gently for the first 55 km, with a few punchy climbs leading to a more challenging 5 km ascent at 5% gradient, followed by a thrilling descent to the Andaman coastal plains. At around 90 km we roll into the historic town of Takua Pa, a former hub of the tin mining industry whose Chino-Portuguese merchant houses still line the streets today. We have lunch in town before backroads through rubber plantations deliver us to the sun-kissed sands of Khao Lak.

Meals: Breakfast, lunch, and dinner
Cycling: 119 km (74 miles)
Elevation: +1,007 m (+3,304 ft) / -1,160 m (-3,806 ft)
Accommodation: Apsara Beachfront Resort

Time for the home stretch. From Khao Lak we ride the main road, stopping after about 11 km at the International Tsunami Museum, which commemorates the devastating 2004 disaster that struck this coastline. We then tackle a scenic climb over a headland before switching to a quiet secondary road through the hilly countryside of Phang Nga Province. Side roads lead us through charming fishing communities and lagoons, and we ride along Natai Beach before making the iconic crossing over Sarasin Bridge—the link between the mainland and Phuket. That’s our official cycling finish line; we skip Phuket’s notorious traffic with a 30–45 minute transfer to our final seaside hotel, where we reconvene in the evening to celebrate.

Meals: Breakfast, lunch, and dinner
Cycling: 91 km (57 miles)
Elevation: +712 m (+2,336 ft) / -719 m (-2,359 ft)
Accommodation: Bella Nara Phuket

The tour has come to an end. Spend the morning relaxing in Phuket—Thailand’s premier island destination, packed with beaches, great food, and plenty to explore. Those looking to dodge the crowds might consider a boat trip to nearby Koh Yao Noi or Koh Racha. Let the guides know if you need help arranging airport transfers or additional accommodation.

Meals: Breakfast