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Europe
Greece

Greece and the Cyclades

A Cycling Vacation in the Greek Islands
Guided Tour
The Guided Tour package is our all-inclusive option. You choose your destination, and we take care of the rest! Itineraries, accommodations, meals, and support along the way—everything is planned out; all you have to do is ride. Best of all, you can ride at your own pace and set off whenever you like. Our guide is there for you throughout the trip and will make sure your days on the bike go smoothly.
Flight included

Starting at

6699$

per person

Duration

15 days

14 nights

Level

Level:

3 - Moderate - hilly, sometimes mountainous - 50 to 80 km

Dates and Prices

Date*
Duration
Prices starting at
Note
Date*
September 5–20, 2026
Duration
15 days / 14 nights
Prices starting at:
$6,699 per person
( * Please contact us to check availability. )

A Cycling Odyssey Among the Gods of Olympus

This cycling getaway along Greece's breathtaking roads will allow you to discover all the beauty of this country, renowned as much for its mythical history as for its landscapes.

Amid the ruins of ancient Greece, white villages perched overlooking the Aegean Sea, and idyllic sandy beaches, this odyssey through the Cyclades will take you to some of the most legendary sites of Greek mythology.

Corinth, Epidaurus, Piraeus, Paros, Naxos… For 14 days, drive through the lands where Zeus spent his childhood on your way to Santorini and its caldera, where the scenery is truly divine! It’s up to you to become part of the legend! 

Package includes

air transportation of the passenger, their luggage, and their bicycle on Air Transat;

transportation between the airport and the hotel at the destination, both on the way there and on the way back;

bus transfers and ferry rides;

 

14 nights in a two- to four-star hotel, double occupancy;

14 breakfasts and 3 dinners;

  • Transportation of luggage between each stopover city (one bag per person, maximum 20 kg) as well as transportation of the bike box;
  • The guide will map out the route and update the data on Ride with GPS before the group sets out;
  • Supervision of a VQV guide;
  • Mechanical breakdown assistance and access to a replacement vehicle;
  • Sharing GPX data via Ride with GPS, as well as electronic versions of maps and daily itineraries 24 or 48 hours before departure;
  • Taxes;
  • Coverage under the Travel Agent Customer Compensation Fund (FICAV), which amounts to $1 per $1,000, as well as the applicable discount.

Package includes

air transportation of the passenger, their luggage, and their bicycle on Air Transat;

transportation between the airport and the hotel at the destination, both on the way there and on the way back;

bus transfers and ferry rides;

 

14 nights in a two- to four-star hotel, double occupancy;

14 breakfasts and 3 dinners;

  • Transportation of luggage between each stopover city (one bag per person, maximum 20 kg) as well as transportation of the bike box;
  • The guide will map out the route and update the data on Ride with GPS before the group sets out;
  • Supervision of a VQV guide;
  • Mechanical breakdown assistance and access to a replacement vehicle;
  • Sharing GPX data via Ride with GPS, as well as electronic versions of maps and daily itineraries 24 or 48 hours before departure;
  • Taxes;
  • Coverage under the Travel Agent Customer Compensation Fund (FICAV), which amounts to $1 per $1,000, as well as the applicable discount.

Package does not include

equipment, such as a bicycle

Travel and Trip Cancellation Insurance

Package does not include

equipment, such as a bicycle

Travel and Trip Cancellation Insurance

Additional Information

Departure/Return

Montreal-Trudeau/Athens

Athens/Montreal-Trudeau

For groups of 12 or more cyclists, accompanied by our guide

Route rating: 3+
Moderately difficult route: hilly, sometimes mountainous; 50 to 80 km.

Additional Information

Departure/Return

Montreal-Trudeau/Athens

Athens/Montreal-Trudeau

For groups of 12 or more cyclists, accompanied by our guide

Route rating: 3+
Moderately difficult route: hilly, sometimes mountainous; 50 to 80 km.

Check the elevation profiles

Check out the elevation changes along this route and plan your upcoming trip with all the information you need. Please note that the elevation changes are provided for informational purposes only and may not always reflect actual conditions on the ground.

Day-by-Day Cycling Itinerary

Short route: 243 km • Long route: 489 km
1

Day 1

Arrival in Athens and transfer to Nafplio, including a one-hour visit to the Corinth Canal (2 hours 30 minutes).

2

Day 2

Free day or a loop route via the Palamidi Fortress (15 km) or via the ruins of Mycenae (47 km).

3

Day 3

Nafplio, Aria, Arkadiko, Ligourio, the archaeological site of Epidavros, Arthea, Epidavros (42 to 48 km).

4

Day 4

Arthea, Epidavros, Koliaki, Trachia, Fourni, Kranidi, Porto Heli (51 km).

5

Day 5

Porto Heli, Ermioni, Thermisia, Galatas, ferry from Galatas to the island of Poros, Kiani Akti. (42 km).

6

Day 6

Free day or a loop around the island via the Moni Zoodohou Pigis monastery and the Temple of Poseidon (18 to 22 km). Ferry from Poros to Piraeus (2 hours 30 minutes).

7

Day 7

Ferry from Piraeus to the island of Paros (4 hours). Free afternoon or a loop via Antiparos and Parikia (33 to 43 km).

8

Day 8

Free day or loop route via Naoussa, Lefkes, Prodromos, Tzanes, Drios, and Alyki (26 or 59 km).

9

Day 9

Free morning. Ferry from Paros to the island of Naxos (1 hour). Galini, Egares, Kambos, Agia, Apollonas (Naxos) (37 km).

10

Day 10

Apollonas, Koronida, Skado, Koronos, Aperathos, Filoti, Ano Sagri, Vivlos, Glinado, Naxos. Round trip to Agiassos (56 to 77 km).

11

Day 11

Ferry from Naxos to the island of Santorini (2 hours 30 minutes), then bike to Fira via Pygros Kallistis, Vothonas, and Mesaria (13 km). Alternative route via Exo Gonia, Monolithos, and Karterádos (21 km).

12

Day 12

A free day or a loop via Oia or via Vourvoulos, Pori Tholos, Oia, and Fira (25 or 27 km).

13

Day 13

Ferry from Santorini to Piraeus (9 a.m.). Transfer from Piraeus to the hotel in Athens.

14

Day 14

Day off.

15

Day 15

Transfer to the Athens airport and return to Montreal.

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