Cycling in the Peloponnese

Discover the highlights of Ancient Greece by bike

Cycling in the Peloponnese

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Trip Fee

$ 2.420

Single Room Difference

$ 294

Date

06 - 13 September 2025

Trip Information

The Peloponnese is the Greece of myth and legend. Hera bathed in the Carathus spring near Epidaurus, the attack against Troy was led from Mycenae and it was in Lerna that Hercules killed the Hydra, a mythical beast with many heads. Aside from being the cradle of Greek civilisation, it is also astoundingly beautiful. The mountainous region of Arcadia has thick pine forests and meadows alive to the scent of wild mint and the gently sloping lowlands towards the coast are a tangle of vineyards and citrus and olive groves, bright with oleander bushes.

Activity Areas

Cycling
New Cycling Holidays
Self-Guided Cycling

Region & Country & City

Europe: Greece

Included in the Price

— 7 nights hotel-to-hotel accommodation in a mix of 3 and 4-star hotels — All continental breakfasts — Headwater Navigation App — Management by your local Headwater-appointed agent — High quality bikes — Luggage transfers between hotels — Cycle transfer on Day 7

Not Included In The Price

— Travel insurance — Single supplements — Solo traveller supplement (where only one person is travelling on a departure date) — Visas and vaccinations

Accommodation Information

— 7 nights hotel-to-hotel accommodation in a mix of 3 and 4-star hotels — All continental breakfasts — Headwater Navigation App — Management by your local Headwater-appointed agent — E-bike hire available on request (supplement applies) — Tandem hire available on request (supplement applies) — Luggage transfers between hotels — Countries visited: Greece

Map

Itinerary

Day 1 Arrive in Vytina

Arrival in Vytina Accommodation: Hotel Art Mainalon (four-star or similar)

Day 2 Vytina to Tripoli

Your day starts with an uphill ride into the mountains to Alonistaina, a traditional settlement and one of the highest villages in the Peloponnese. Continue along fir-lined country roads to the village of Piana, important during the Greek War of Independence. Enjoy a rest in a kafeneio beside the church of Saint Georgios, built on a rock before starting the descent to Tripoli, capital of Arcadia region. Accommodation: Palatino Hotel (three-star or similar)

Day 3 At Tripoli

A circular route today starts with a cycle through vineyards and apple orchards to reach Mantineia, one of the most important ancient Greek cities where you can explore the preserved archaeological site. Opposite the site is the church of Agia Foteini, built in 1972 but which combines several architectural elements (Classical, Byzantine, and Minoan). Continue through fruit crops to Kapsia cave, a natural wonder of multi-coloured stalactites and stalagmites before returning on quiet country roads to Tripoli. Accommodation: Palatino Hotel (three-star or similar)

Day 4 Tripoli to Paralio Astros

Today you descend to the coast. First stop is the settlement of Tegea, where you can see history in layers with a 10th Century Byzantine church constructed over the ruins of an ancient theatre. Continue through olive groves and small villages to the ancient city of Eva. Arrive in Paralio Astros, a beautiful small fishing village. Wander along the harbour, visit the castle on top of the hill or have a dip in the sea before choosing where to eat from one of the tavernas offering fresh fish and local specialties. Accommodation: Ariadne Hotel (three-star or similar)

Day 5 Paralio Astros to Nafplio

Follow an amazing coastal route along the Argolic Gulf coastline to reach Mili, a small seaside resort and a good place to take a refreshement break. Visit the archaeological site of Ancient Lerna and Lernea Hydra where Hercules killed the beast of many heads before heading to his hometown and one of the oldest cicties in Greece, Argos. Visit the ancient theatre before continuing on to the seaside resort of Nafplio. Spend your final three nights here allowing plenty of time to explore its narrow old streets, marbled square and bustling harbour. Accommodation: Ippoliti Hotel (four-star or similar)

Day 6 At Nafplio - Mycenae

Cycle through beautiful countryside of orange and lemon groves via the huge castle remains at Tiryns, considered to be one of the most important centres in the Eastern Mediterranean, to reach Bronze Age Mycenae, the kingdom of mythical King Agamemnon. Marvel at the Lions Gate at the main entrance of the Acropolis before exploring the rest of this extensive site. Return to Nafplio. Accommodation: Ippoliti Hotel (four-star or similar)

Day 7 At Nafplio - Epidaurus

The day starts with a transfer to the ancient healing centre of Epidaurus. The ancient theatre here is well-preserved and still used in the summer to host plays. Along with the theatre you'll also discover temples, porticoes, houses, shops and spas of this city that is considered to be the birthplace of medicine. Cycle mostly downhill through mountainous landscape and through the vast pistachio growing region back to the coast. Accommodation: Ippoliti Hotel (four-star or similar)

Day 8 Leave Nafplio

Travel Dates

06 - 13 September 2025 $ 2.420

13 - 20 September 2025 $ 2.420

20 - 27 September 2025 $ 2.420

27 September - 04 October 2025 $ 2.420

04 - 11 October 2025 $ 2.315

11 - 18 October 2025 $ 2.315

18 - 25 October 2025 $ 2.315

25 October - 01 November 2025 $ 2.495

18 - 25 April 2026 $ 2.495

25 April - 02 May 2026 $ 2.495

02 - 09 May 2026 $ 2.540

09 - 16 May 2026 $ 2.540

16 - 23 May 2026 $ 2.540

23 - 30 May 2026 $ 2.540

30 May - 06 June 2026 $ 2.540

12 - 19 September 2026 $ 2.540

19 - 26 September 2026 $ 2.540

26 September - 03 October 2026 $ 2.540

03 - 10 October 2026 $ 2.420

10 - 17 October 2026 $ 2.420

17 - 24 October 2026 $ 2.420

24 - 31 October 2026 $ 2.420

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