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Guided Road Cycling Holiday in Southern Greece

A weeklong holiday with 5 days riding in the unspoiled part of the Peloponnese. Deep forests and breathtaking views will make all the challenging riding worthwhile. The rugged mountains will give way to the seaside roads and fishermen villages of the Laconian Gulf. From the stone tower houses and the vibrant Kalamata town to pristine beaches and the beautiful towering Cape Matapan.

Key information

  • Trip type: Guided
  • Lodging: Center-based
  • Starts in: Kalamata
  • Ends in: Kalamata
  • Type of bike: Road bike (rental bike not included)

Meet the instructors

Read more


  • 5 riding days, up to 90 km of riding per day with one challenging day of 120 km
  • 3 guided days and support vehicle on all days
  • Suitable for intermediate to advanced fitness level
  • Cycling in two locations, Kalamata and Mani
  • Ride at some of the most scenic cycling destinations in Greece
  • Breakfast, snacks, and 3 dinners are provided
  • Pick up at the Kalamata airport

Skill level

  • Intermediate
  • Advanced

5 days with instruction
Group size: 10-25 participants
Airport transfer included: Kalamata International Airport
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Akti Taygetos

  • 4-star
  • Seaside + pool

Limeni Village Hotel

  • 4-star
  • Seaside + view


Pedal Greece invites you to a road bike holiday of a lifetime. Come ride a variety of amazing terrain, immerse in Greek culture, feast on local delicacies, and relish your days in the sun. The trips are tailor-made to suit an intermediate to advanced road / gravel cyclist averaging 90 km per day based around the South of Peloponnese.

This trip is basically a classic Mediterranean style of riding with rolling hills. You will visit 2 locations Kalamata and Mani with diverse types of riding. In the first part, you will ride with the local riding team Efklis on some of the favorite training spots and some under-the-radar hidden gems. In the second part, you will ride towards Mani one of the most scenic cycling destinations in Greece. You will ride at Cape Matapan and some incredible routes next to the sea.

You always ride on the entire route with a support car at a close distance. Pedal Greece offers mechanical support and limited bike rental.

They encourage double rooms since there is limited availability of single rooms. The tour uses 2 locations with round trips for every day and can offer long intense days and more relaxed riding.

It can be customized in terms of distance, climbing, and intensity to guests' needs and it can also split into two groups with different dynamics.

Why join this cycling holiday?

Ride Peloponesse

A beautiful and classic Mediterranean terrain with an extended cycling season and an extensive network of traffic-free rural roads. Deep forests, unending golden beaches, and breathtaking views over the archipelago make the challenging ascents time you will never forget.

Eat and drink

Greece has one of the most varied and rich food cultures in the world. Based on olive oil it has been praised by food critics and it has helped the Greeks be one of the longest and healthiest living nations of the world.

Experience culture

Home to such things as wine, theatre, and philosophy, this tiny land has a rich culture that will surprise you with its high gastronomy and culture level and the warmth and hospitality of its people.

Trip features

Daily coffee brakes, ride through the fortress towns of Peloponnese, options for rest day and/or theme visit to Ancient Missini, Mani and climbing Cape Matapan, beach day at Kalamata.

Fitness level

Intermediate – You should be comfortable with 60-90 km rides with 800-1500 elevation on some days + one 120 km optional challenging day. However, all days are fully custom and can offer alternatives for those wanting to do more intense riding.


Day 1, Sunday

  • Arrival, transfer to hotels, unpack, welcome dinner, short spin if time allows

Day 2, Monday

  • Breakfast, ride west to olive groves – rolling hills
  • Profile: 60 km, medium elevation
  • Round trip and return to hotel, dinner in Kalamata restaurant

Day 3, Tuesday

  • Breakfast, ride east – climbing Mount Taygetos
  • Profile: 90 km, 1500 el
  • Round trip and return to the hotel, free evening

Day 4, Wednesday

  • Breakfast, ride west with multiple climbs
  • Profile: 60 - 115 km, 1500+ elevation (optional routes with less distance available)
  • Round trip and return to the hotel, free evening

Day 5, Thursday

  • Check out, breakfast, ride west toward the coast
  • Profile: 80 km, 1200+ el
  • Point to point, check in at the hotel, dinner on the beach

Day 6, Friday

  • Cape Round trip
  • Profile: 90 km, 1300 el
  • Dinner

Day 7, Saturday

  • Check out, transfer to Kalamata Airport


Agis Kolyvas


Kalamata, a vibrant city by the sea, will be your base as you will ride some of the best routes the Peloponnese region has to offer.

Deep forests and breathtaking views will make all the riding worth a while. The rugged mountains will give way to the seaside roads and fishermen villages of the Laconian Gulf. From the stone tower houses and the vivid farmer’s market of Areopolis to the natural harbor of Gerolimenas and the beautiful towering Cape Matapan.


The package includes breakfast, snacks, and three dinners. You will enjoy Mediterranean traditional Greek food.

Dietary preference

All catered – Greek food culture is one of the richest in the world and there are superb options for all.

The following meals are included:

  • Breakfast
  • Snacks
  • Drinks

The following drinks are included:

  • Water
  • Coffee
  • Tea

The following dietary requirement(s) are served and/or catered for:

  • Vegetarian
  • Vegan
  • Regular (typically includes meat and fish)
If you have special dietary requirements it's a good idea to communicate it to the organiser when making a reservation

Things to do (optional)

If you wish to have a day off the bike, Pedal Greece can provide theme visits and leisure activities on request. Available activities include sports massage, wine tasting, or a visit with a guide to ancient sites. Ask Pedal Greece for more information.

What's included

  • Transfer to hotel from Kalamata airport
  • 6 nights accommodation (double occupancy)
  • Breakfast buffet / full dinner
  • Bike guides
  • Support car and mechanic (all days)
  • Snacks / fruits

What's not included

  • Air tickets
  • Transfer from ATH airport
  • Bike rental
  • Cycling gear (kits, helmet, shoes, pedals)
  • Insurance

How to get there

Recommended Airports

Airport: Kalamata International Airport Airport transfer included: Kalamata International Airport No additional charges. You can request this in the next step.

Cancellation Policy

  • A reservation requires a deposit of 25% of the total price.
  • The deposit is non-refundable, if the booking is cancelled.
  • The rest of the payment should be paid 30 days before arrival.
7 days / 6 nights
from --

Pricing information

Get a 10% discount for cycling groups of 20+ riders all booked together.

Minimum group size

This trip requires a minimum of 10 participants

Sunday October 6, 2024
(7 days / 6 nights)

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