
Laura Kankaanpää
Greece & Mediterranean specialist
Choose which cookies you accept. Privacy policy
Audience measurement
Google Analytics and Matomo cookies — journeys, searches and bookings.
Targeted advertising
Google Ads, Meta and Effinity — conversions, personalised ads and campaign attribution.
Travel assistant
AI-generated answers. Check important information on our information pages, in your contract or with a human advisor at Kelifos.
AI answers — when in doubt, ask an advisor.
October is the month of intimacy rediscovered in Greece. Olive trees bend under the weight of their fruit, villages return to their unhurried rhythm, and the light (amber, almost coppery) wraps every landscape in a soothing beauty. The sea is still mild, the terraces remain open, and you share with the locals these last warm days when everything feels simpler, more real. Let yourself be drawn to a discovery of this autumnal Greece, on foot or by bicycle.


From US$736
4,3 · 7 reviews

From US$718
4,3 · 10 reviews

From US$1,036
4,6 · 20 reviews

From US$659
5 · 2 reviews

From US$1,171
4,5 · 2 reviews

From US$1,648
4,6 · 20 reviews

From Price on request
5 · 6 reviews

From US$624
4,5 · 4 reviews

From US$1,042

From US$783

From US$1,307
4,5 · 2 reviews

From US$783

From Price on request
No trips found for these criteria.
None of these quite the trip you had in mind?
Our specialists build the itinerary around you — dates, pace, accommodation, all of it adapts.
12 trips

23 trips

19 trips

18 trips

16 trips

13 trips

12 trips

11 trips

7 trips

7 trips

6 trips

3 trips

2 trips

2 trips

1 trip

Laura Kankaanpää
Greece & Mediterranean specialist

Giovanna Crippa
Product Manager Europe

David Praire
CEO

Kristiina Gaillard
Greece & Mediterranean specialist
Temperatures hover between 20 and 25 degrees, an ideal gentleness for walking and cycling. The sea retains around 22 degrees, still allowing lovely swims, especially in Crete and the southern Aegean islands. The first rains, rare and brief, refresh the earth and awaken the scents of the garrigue.
This is the month of the olive harvest, an ancestral ritual that sets the rhythm of entire villages. Olive presses whir into action, fresh oil flows, and you taste the first table olives with fresh bread and local cheese. Some ferry connections become less frequent, but the islands that remain accessible offer a deeply local atmosphere: you are welcomed not as a tourist, but as a guest.
Crete is the surest choice in October. The most southerly island in Greece holds its warmth longer than the rest. The gorges are walkable, the southern beaches nearly deserted, and the inland villages pulse with the rhythm of the harvest. Discover Crete.
The Peloponnese lends itself beautifully to an autumn self-drive tour. The olive groves of Messinia, the citadel of Monemvasia, the lanes of Nafplio, everything is visited in absolute calm. Temperatures remain gentle and the light is that of painters.
The Southern Cyclades (Santorini, Milos, Folegandros) still enjoy fine days in October. The paths are deserted, the sunsets unshared, and charming addresses often offer their best rates. See our trips in the Cyclades.
Jean-Michel 6/23/26 • Serifos, Sifnos and Milos at your own pace: 10 days in the western Cyclades
— These are some really beautiful hikes, but June 10–19 is a little too late in the season because of the heat. For most of the hikes, it’s impossible to set out early due to bus schedules and breakfast times at the hotels.
— The itinerary was wonderful, and the choice of hotels was spot-on and exactly what we wanted: small, family-run, and in great locations.
—
— Reply from the team
Irene 6/23/26 • Green Corfu: a cycling discovery between olive groves and coves
— The early-morning flight allowed us to visit Corfu, an island covered with magnificent olive and cypress trees. We didn’t suffer from the heat, and we went swimming without any problems. Our travel advisor had insisted that we choose electric bikes, and we didn’t regret it
Nicole 6/26/26 • Corfu, the olive island: a grand traverse from south to north
— Very good, and varied discovery routes
—
— Reply from the team

From Price on request

From Price on request
4 · 1 review

From Price on request

From Price on request

From Price on request
5 · 1 review

From Price on request
5 · 1 review
Your next adventure
Confirmed trips only
No trip matches — let us guide you Need help choosing?
Call us
Receive our best travel inspirations and expert tips straight to your inbox.
Your weekly dose of travel inspiration.