komoot
  • Routes
  • Route planner
  • Features
  • Product updates
Photo: 🕊️ 𝑻𝒓𝒂𝒗𝒆𝒍𝒆𝒓
Routes
Road cycling routes
Greece

Messenia

Routes
Road cycling routes
Greece

Messenia

The best road cycling routes in Messenia

180rides

4.4

(95)

2,983 people rode here

In this guide, we’ve reviewed our full collection of road biking routes in Messenia to bring you the best rides in the region. To find the one which is right for you, click on any of the Tours to see a full breakdown of its details including elevation profiles and surface analyses, and browse real tips and photos shared by other members of the Komoot community.

Simios Café loop from Madena
Intermediate

02:32

52.2km

Gialova – Scenic Descent with Sea View loop from Gialova
Intermediate

02:58

65.8km

Switchback vistas! – Taygetos Gorge Climb from Mystras loop from Kalamata
Expert

05:53

97.6km

Great views up the valley – Secluded Bays loop from Kalamata
Expert

03:59

77.1km

View of Pylos Marina – Pylos Marina loop from Κορυφάσιο
Intermediate

03:04

62.4km

Agios Andreas Harbor – Koroni Castle and Seafront loop from Kalamata
Intermediate

04:40

109km

Agios Andreas Harbor – Koroni Castle and Seafront loop from Madena
Intermediate

03:36

81.7km

Roadbike loop from Madena
Intermediate

02:09

42.1km

View of Pylos Marina – Pylos Marina loop from Petrochori
Expert

04:01

81.2km

Plan. Save. Navigate. Your best adventures await.

Start today with a free komoot account.

  1. Map data © OpenStreetMap contributors
    1
    1

    Simios Café loop from Madena

    02:32

    52.2km

    20.6km/h

    710m

    710m

    Intermediate

    118

    Intermediate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
  2. Map data © OpenStreetMap contributors
    2
    2

    Gialova – Scenic Descent with Sea View loop from Gialova

    02:58

    65.8km

    22.2km/h

    610m

    610m

    Intermediate

    4.5

    (8)

    81

    Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

  3. Let us show you the way with the komoot mobile app

    With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures in Messenia and beyond.
  4. Map data © OpenStreetMap contributors
    3
    3

    Switchback vistas! – Taygetos Gorge Climb from Mystras loop from Kalamata

    05:53

    97.6km

    16.6km/h

    2,590m

    2,590m

    Expert

    5.0

    (1)

    67

    Expert road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
  5. Map data © OpenStreetMap contributors
    4
    4

    Great views up the valley – Secluded Bays loop from Kalamata

    03:59

    77.1km

    19.4km/h

    1,370m

    1,370m

    Expert

    4.0

    (2)

    77

    Expert road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
  6. Map data © OpenStreetMap contributors
    5
    5

    View of Pylos Marina – Pylos Marina loop from Κορυφάσιο

    03:04

    62.4km

    20.4km/h

    880m

    880m

    Intermediate

    4.0

    (2)

    60

    Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
  7. Map data © OpenStreetMap contributors
    6
    6

    Agios Andreas Harbor – Koroni Castle and Seafront loop from Kalamata

    04:40

    109km

    23.4km/h

    820m

    820m

    Intermediate

    79

    Intermediate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
  8. Map data © OpenStreetMap contributors
    7
    7

    Agios Andreas Harbor – Koroni Castle and Seafront loop from Madena

    03:36

    81.7km

    22.7km/h

    730m

    730m

    Intermediate

    5.0

    (1)

    77

    Intermediate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
  9. Map data © OpenStreetMap contributors
    8
    8

    Roadbike loop from Madena

    02:09

    42.1km

    19.6km/h

    700m

    690m

    Intermediate

    77

    Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
  10. Map data © OpenStreetMap contributors
    9
    9

    View of Pylos Marina – Pylos Marina loop from Petrochori

    04:01

    81.2km

    20.2km/h

    1,140m

    1,140m

    Expert

    3.0

    (1)

    53

    Expert road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
Map data © OpenStreetMap contributors
10
10

Ancient Theatre of Messene loop from Madena

03:39

76.0km

20.8km/h

1,020m

1,020m

Expert

5.0

(1)

66

Expert road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Sign up for free to see 171 more rides in Messenia.

Get access to more routes and recommendations from other explorers.

Already have an account?

Loading
Discover more routes around Messenia
Last updated:
September 4, 2025

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Learn more

Popular around Messenia

Find the perfect route

Discover more routes around Messenia
in

Explore the most popular routes in Messenia

Hiking in Messenia

Easy hikes in Messenia

Cycling in Messenia

Waterfall hikes in Messenia

MTB Trails in Messenia

Running Trails in Messenia

Gravel biking in Messenia

Discover the most popular attractions in Messenia

Attractions in Messenia

Gorges in Messenia

Castles in Messenia

Lakes in Messenia

Waterfalls in Messenia

Caves in Messenia

Peaks in Messenia

Didn’t find what you were looking for? Check out more Road cycling routes throughout Messenia below and find the perfect route in your destination.

Explore more of Greece: Browse the best Road cycling routes in other regions.