10 Best Santorini Multiday Tours in October 2026

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.

Get a customized trip to Santorini in October 2026

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

Canan KaraarslanTravel Expert in Egypt, Greece, Jordan, Morocco & Turkey
Julia KourafaTravel Expert in Greece
Angela GianniotiTravel Expert in Greece
Kate PolitiTravel Expert in England, France, Germany, Greece & Slovenia
Elena KyrimiTravel Expert in Greece & Italy

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7% OFF TODAY

Best Of Turkey And Greece With 3-night Cruise (small Group) - October 2026

4.9

(10 reviews )

No booking fees

Best price guaranteed

A tour of 8 people plus our guide and driver, a perfect number for our van. A most enjoyable 2 weeks seeing the highlights of Turkey with some fine company My expectations were pleasantly met as to the variety of our itinerary be it mosques, historical sites, Greek/Roman/Underground cities, temples, ruins, natural attractions. I felt at times we were rushed a little through some Greek/Roman cities however I understand we all move at a different pace to take in these wonders, mine perhaps being slower The hotels were a mix of mainly 3 star with the occasional 4 star and all were suitable for a quiet nights rest. The breakfasts and occasional dinner on offer did vary in quality but I personally found them to be fine. I opted for the single-supplement accommodation however it was random as to whether I was given a room with 2 single beds or 1 double bed (preferable), there was no option given at check-in so that was disappointing. I also chose the tour lunch pack but in hindsight there was no need as eating choices were abundant for our luncheons I was pleased I opted for the excursion to Troy and Gallipoli which included a visit to the ancient site of Pergamon en-route, and I considered the hotel in Canakkale the best hotel of the trip I would most certainly recommend Eskapas and this tour for some wonderful lifetime memories of Turkey

CruiseHoneymoon

Tour Type

Private Tour

Accommodation

Hotel, Ship Cabin

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Istanbul, Mykonos, Santorini, Rh

Istanbul, Mykonos, Santorini, Rhodes, Ankara, Cappadocia, Pamukkale, Izmir, Patmos

7% OFF TODAY

Duration12 days

From

USD 3,150

USD 2,926

Saving

USD 224

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7% OFF TODAY

Mainland Greece And Islands - October 2026

4.8

(20 reviews )

No booking fees

Best price guaranteed

Taking this tour across Greece’s mainland and islands was such a rich and layered experience. Each day had its own flavor, blending history, culture, and just enough downtime to take it all in. Our guide, Stelio, was amazing at sharing stories that brought Greek mythology and history into each place we visited, and I felt genuinely connected to each site—Delphi and Meteora especially were something else. The hotels were comfortable and conveniently placed, which made it easy to enjoy some solo exploration. I have to give a nod to Alex from Eskapas for his seamless organization; everything felt thought-out from start to finish. Honestly, it’s rare to travel without a hitch, but this trip managed it, and I’m really glad I chose Eskapas.

AdventureSightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Athens, Mykonos, Delphi, Olympia

Athens, Mykonos, Delphi, Olympia, Kalambaka, Patmos, Santorini

7% OFF TODAY

Duration10 days

From

USD 3,300

USD 3,066

Saving

USD 234

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16% OFF TODAY

Athens, Mykonos & Santorini - October 2026

4.9

(7 reviews )

No booking fees

Best price guaranteed

Amazing sunset view and beautiful Santorini blue domes.The Acropolis tour is very informative and awesome tour guide.I love Mykonos too,it has its own magic.The town has its own character.Over all its a wonderful and must do tour experience.

Chill out

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini

16% OFF TODAY

Duration7 days

From

USD 2,580

USD 2,175

Saving

USD 405

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50% OFF TODAY

Cycladic Explorer: Athens – Mykonos – Santorini | 10 Days - October 2026

4.7

(21 reviews )

No booking fees

Best price guaranteed

Excellent service while enjoying magnificent views. Overall, the tour was successful! Thank you!

Beach

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini

50% OFF TODAY

Duration10 days

From

USD 4,700

USD 2,350

Saving

USD 2,350

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Super Sales

Greece: Walking in the Greek Islands - October 2026

(8 reviews )

No booking fees

Best price guaranteed

I highly recommend G Adventures for people traveling alone and want to step outside of the typical tourist locations and activities. The CEO was an absolute professional with great character and knowledge.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

18-100 yrs

Operated in

english

Destinations

Athens, Santorini, Tinos, Naxos

Duration8 days

From

USD 4,149

USD 4,025

Saving

USD 124

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7% OFF TODAY

Classical Greece And Turkey With 3-day Cruise (small Group) - October 2026

4.7

(16 reviews )

No booking fees

Best price guaranteed

My cousin Andy and I finally made our long-planned trip to Greece a reality, and finding a tour that also included a cruise and Turkey’s top sites was the icing on the cake. We’re so glad we booked this one!

Cruise

Tour Type

Group Tour

Accommodation

Hotel, Ship Cabin

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Istanbul, Athens, Mykonos, Patmo

Istanbul, Athens, Mykonos, Patmos, Santorini, Ankara, Cappadocia

7% OFF TODAY

Duration11 days

From

USD 3,800

USD 3,530

Saving

USD 270

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Super Sales

Greek Island Hopping: Paros, Ios & Santorini Sunsets - October 2026

(6 reviews )

No booking fees

Best price guaranteed

It was a great trip. There was a lot of fun’s things to do both included and optional. Ten CEO was also really good.

Adventure

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Hostel

Age Range

18-39 yrs

Operated in

english

Destinations

Athens, Santorini, Paros, Ios

Duration7 days

From

USD 1,499

USD 1,454

Saving

USD 45

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Super Sales

Greece: Athens and Walking in the Greek Islands - October 2026

(8 reviews )

No booking fees

Best price guaranteed

Fantastic trip! Loved the food and the hikes. The local guides were fantastic.! They definitely added to the enjoyment of the trip. Beautiful scenery and included activities. Lovely, like- minded group of travellers and an awesome CEO!

Walking toursSightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

18-100 yrs

Operated in

english

Destinations

Athens, Santorini, Tinos, Naxos

Duration10 days

From

USD 4,999

USD 4,849

Saving

USD 150

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Super Sales

Dubrovnik to Santorini - October 2026

No booking fees

Best price guaranteed

Wind your way down through some of Mediterranean Europe’s most charming towns, beaches and islands on this journey from the Adriatic to the Aegean. Start off with a tour of Dubrovnik’s enchanting walled city before heading south along the spectacular Dalmatian coast to Montenegro. Venture off the tourist trail for a taste of old-time Balkans in Albania and Macedonia, take time out in provincial Syros, and then eat, drink and sunbathe your way through the good times on offer in Mykonos and Santorini. A region of breathtaking scenery, legendary history and ever-enticing cuisine, this journey through Eastern Europe serves up a slice of the Mediterranean with a Balkans backdrop.

Sightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Guest House, Home-stay, Hostel

Age Range

15-99 yrs

Operated in

english

Destinations

Dubrovnik, Santorini, Pelister N

Dubrovnik, Santorini, Pelister National Park, Kastoria, Litochoro, Mount Olympus, Athens, Syros, Mykonos, Kotor, Tirana, Berat, Lake Ohrid, Skopje

Duration22 days

From

USD 6,800

USD 6,596

Saving

USD 204

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Super Sales

Premium Greece in Depth - October 2026

No booking fees

Best price guaranteed

Embark on a 16-day Premium journey exploring very the best of mainland Greece and the Cyclades. Whether it’s tracing a path through ancient ruins in Delphi, visiting secluded monasteries high in the Meteora Valley, or watching as the sun sets over the whitewashed buildings of Santorini, this is a country where the weight of history makes its presence felt. With plenty of opportunities to mingle with the locals, savour traditional Aegean cuisine and visit the acclaimed sites, this is a complete adventure into Greece’s sun-kissed heartland.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel, Resort, Luxury Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Santorini, Paros, Naxos

Athens, Santorini, Paros, Naxos, Kalambaka, Itea, Dimitsana

Duration16 days

From

USD 7,270

USD 7,052

Saving

USD 218

View Tour

Super Sales

Premium Greece Cyclades Islands - October 2026

No booking fees

Best price guaranteed

Let the charm of the Cyclades wash over you on this 9-day Premium island adventure in Greece. Start off in the storied city of Athens, explore the villages of Paros, uncover ancient riches in Naxos and soak up the views in Santorini. Hike a caldera, tour wineries, sample local kitron and take a cooking class with organic ingredients. Travel with a passionate local leader who’s eager to share the magic of their country as you discover fascinating histories, incredible food and welcoming locals.

BeachChill out

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Luxury Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Santorini, Paros, Naxos

Duration9 days

From

USD 4,030

USD 3,909

Saving

USD 121

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Best Of Greece And Turkey With 3-day Cruise (small Group) - October 2026

4.8

(32 reviews )

No booking fees

Best price guaranteed

I found unique items in both countries and tried some unforgettable street food. The guide Ozgır was kind and knowledagble.

Cruise

Tour Type

Group Tour

Accommodation

Hotel, Ship Cabin

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Istanbul, Athens, Crete, Santori

Istanbul, Athens, Crete, Santorini, Izmir, Canakkale, Mykonos, Patmos, Ankara, Cappadocia, Pamukkale

Duration14 days

From

USD 3,950

USD 3,832

Saving

USD 119

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Best Of Turkey And Greece With Island Hopping - October 2026

4.8

(15 reviews )

No booking fees

Best price guaranteed

The tour pace was a bit intense, but with so many natural and historic sites to see, it felt worthwhile. I focused on gathering memories, taking tons of photos along the way. Our guides felt like travel companions, knowledgeable and warm.

Sightseeing ToursCruise

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Istanbul, Athens, Mykonos, Santo

Istanbul, Athens, Mykonos, Santorini, Ankara, Cappadocia, Pamukkale, Izmir, Samos

Duration15 days

From

USD 3,850

USD 3,735

Saving

USD 116

View Tour

Athens and 04 Nights Greek Islands Cruise - October 2026

Trip customizable

Best price guaranteed

Begin with a night in Athens, once the heart of Ancient Greece, a powerful civilization and empire. You will quickly see that the city today is still dominated by 5th century BC landmarks such as the Acropolis. You will embark the cruise from here and sail towards Mykonos, and island with many beautiful beaches and world class entertainment. Sail to Türkiye and visit Kusadasi, a beach resort town on Türkiye’s western Aegean coast. The seafront promenade, marina and harbor are all lined with hotels and restaurants to greet visitors. Visit the significant Christian pilgrimage site of Patmos; its Cave of the Apocalypse is where John of Paramos is said to have written the Book of Revelations. In Rhodes and Heraklion, see ancient ruins and archaeological sites that date back to a time of medieval towns and fortresses. Your trip ends after a visit to Santorini, known for its whitewashed buildings, dazzling panoramas and romantic sunsets.

CruiseBeach

Tour Type

Cruise Tour

Accommodation

Hotel, Resort, Ship Cabin

Age Range

8-99 yrs

Operated in

english

Destinations

Athens, Santorini, Mykonos, Patm

Athens, Santorini, Mykonos, Patmos, Rhodes

Duration8 days

From

USD 1,574

View Tour

All Santorini Tours in October 2026

Page 2 of 50 Trips in Santorini during October 2026 with 767 Reviews

Page 2 of 50 Trips in Santorini during October 2026 with 767 Reviews

Get a customized trip to Santorini in October 2026

Best Of Turkey And Greece With 3-night Cruise (small Group) - October 2026

Mainland Greece And Islands - October 2026

Athens, Mykonos & Santorini - October 2026

Cycladic Explorer: Athens – Mykonos – Santorini | 10 Days - October 2026

Greece: Walking in the Greek Islands - October 2026

Classical Greece And Turkey With 3-day Cruise (small Group) - October 2026

Greek Island Hopping: Paros, Ios & Santorini Sunsets - October 2026

Greece: Athens and Walking in the Greek Islands - October 2026

Dubrovnik to Santorini - October 2026

Premium Greece in Depth - October 2026

Premium Greece Cyclades Islands - October 2026

Best Of Greece And Turkey With 3-day Cruise (small Group) - October 2026

Best Of Turkey And Greece With Island Hopping - October 2026

Athens and 04 Nights Greek Islands Cruise - 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 Santorini Tours in October 2026

Page 2 of 50 Trips in Santorini during October 2026 with 767 Reviews

Page 2 of 50 Trips in Santorini during October 2026 with 767 Reviews

Get a customized trip to Santorini in October 2026