10 Best Greece Multiday Tours in October 2026

Get a customized trip to Greece in October 2026

Plan a multi-country or regional adventure across Greece in October 2026, with help from a local expert.

Elena KyrimiTravel Expert in Greece & Italy
Canan KaraarslanTravel Expert in Greece, Turkey, Egypt, Jordan & Morocco
Julia KourafaTravel Expert in Greece

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Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Santorini and Naxos on Foot - October 2026

(1 review )

No booking fees

Best price guaranteed

Santorini and Naxos are two of the most beautiful islands in the Cyclades but here is where the similarity ends. Santorini feels like no other place on earth: an ancient island that endured one of the largest volcanic eruptions in history. Here everything is bright like the whitewashed cube-shaped houses, the lapis lazuli sea and the sunsets that light up the caldera. Whilst the towns and beaches are understandably popular, the walking opportunities on the island are numerous, through volcanic landscapes and along spectacular cliffs along a series of mule tracks. Naxos on the other hand is the largest of the Cyclade islands with some of Greece's best white sand beaches, a smattering of ancient ruins and a lively town. Away from the coast, life has changed little in the last century. Traditional farming practices abound in a landscape of fertile valleys home to 1000 year old olive groves and impressive mountains beckoning to be climbed. One day is spent ascending the highest mountain of the area: Mt Zas. From its summit enjoy breathtaking views of olive-orchards set in sharp contrast with the deep blue Aegean Sea. The pace of the holiday is dictated by you, with plenty of opportunity after the walks to swim in the sea or hotel pool, wander through markets in the small towns and relax at a taverna to watch the sunset.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Santorini, Chania, Naxos, Melane

Santorini, Chania, Naxos, Melanes, Eggares, Akrotiri, Oia

Duration8 days

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Hiking Greece's Dodecanese Islands - October 2026

No booking fees

Best price guaranteed

The Dodecanese trio of Rhodes, Symi and Tilos encompass everything that people love about the Greek islands: picturesque hikes, towns shaped through the centuries, and, of course, a deep love for food and wine. Guided by an expert tour leader, we explore it all on a well-balanced hiking adventure, taking gentle coastal and in-land trials and going deep into the local culture. There’s also time for a guided wine-tasting session, a barbecue on a traditional kaiki cruise, and plenty of moments to relax on the beach or choose your own adventure.

Trekking and HikingBeach

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Rhodes, Symi, Tilos

Duration8 days

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Exploring Crete - October 2026

4.7

(3 reviews )

No booking fees

Best price guaranteed

We had a terrific time. The walks were challenging and very beautiful. We loved the goats in Crete and the amazing landscapes.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel, Hut

Age Range

18-99 yrs

Operated in

english

Destinations

Crete, Chania, Omalos, Agia Roum

Crete, Chania, Omalos, Agia Roumeli, Loutro, Anopolis, Chora Sfakion

Duration8 days

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All Greece Tours in October 2026

Page 2 of 17 Trips in Greece during October 2026 with 204 Reviews

See Greece tours by duration

Get a customized trip to Greece in October 2026

Page 2 of 17 Trips in Greece during October 2026 with 204 Reviews

Santorini and Naxos on Foot - October 2026

Hiking Greece's Dodecanese Islands - October 2026

Exploring Crete - October 2026

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Greece Tours in October 2026

Page 2 of 17 Trips in Greece during October 2026 with 204 Reviews

See Greece tours by duration

Get a customized trip to Greece in October 2026

Page 2 of 17 Trips in Greece during October 2026 with 204 Reviews

Santorini and Naxos on Foot - October 2026

Hiking Greece's Dodecanese Islands - October 2026

Exploring Crete - October 2026