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.

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

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

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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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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

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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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Exploring Greece and Its Islands featuring Classical Greece, Mykonos & Santorini - October 2026

4.5

(51 reviews )

No booking fees

Best price guaranteed

All great, except Collette was not great with the communication for the Istanbul extension. The Hagia Sofia visit was cancelled by Collette with no explanation. So our group booked it ourselves. But on arrival it was part of our Collette tour. Not sure what happened.

BeachChill out

Tour Type

Group Tour

Accommodation

Resort, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Athens, Chora, Mykonos, Oia, San

Athens, Chora, Mykonos, Oia, Santorini, Kalambaka, Arachova, Olympia, Tolo

Duration16 days

From

USD 5,199

USD 4,999

Saving

USD 200

View Tour

Super Sales

Premium Turkey & The Cyclades Islands in Depth - October 2026

No booking fees

Best price guaranteed

Dive into the magic of the Mediterranean on a 23-day Premium adventure through Turkey and Greece. Discover stunning islands and a sunken city, enjoy guided tours of Gallipoli, Troy, Ephesus, Antalya and more, and marvel at diverse landscapes, from the fairy chimneys of Cappadocia to the glittering Mediterranean Coast. Hop across to the storied city of Athens, explore the charming villages of Paros, uncover ancient riches in Naxos and soak up million-dollar views in Santorini. With knowledgeable local leaders and a group of keen travellers by your side, you’re never far away from an unforgettable moment.

BeachLocal culture

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Luxury Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Istanbul, Santorini, Konya, Capp

Istanbul, Santorini, Konya, Cappadocia, Athens, Paros, Naxos, Canakkale, Selçuk, Pamukkale, Kas, Antalya

Duration23 days

From

USD 11,130

USD 10,796

Saving

USD 334

View Tour

Super Sales

Journeys: Discover the Greek Islands - October 2026

No booking fees

Best price guaranteed

Sail into a world of timeless charm and island magic on this 8-day journey through the Greek Islands. Wander the iconic windmills and seaside charm of Mykonos, explore the lush heart of Naxos with an expert guide, and take part in a meaningful wildlife conservation experience. Along the way, enjoy a farm-fresh lunch, dive into centuries of tradition, and end your adventure on the postcard-perfect cliffs of Santorini — where the sunsets are unforgettable and the history runs deep.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Athens, Santorini, Mykonos, Naxos

Duration8 days

From

USD 3,399

USD 3,297

Saving

USD 102

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Highlights of the Greek Islands - October 2026

4.3

(6 reviews )

No booking fees

Best price guaranteed

We could not of asked for a better tour guide than George, he was patient, catered for everyone’s ability. The excursions were really good. Hotels chosen where amazing we could not fault them at all

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Athens, Santorini, Naxos, Apiranthos

Duration8 days

From

USD 2,350

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Super Sales

Crete & Santorini Discovery - October 2026

(4 reviews )

No booking fees

Best price guaranteed

Lovely trip to Crete, showing the highlights of the island. It was nice to visit the smaller villages that I wouldn’t have known of. Beautiful scenery, clear blue water, and nice pebble beaches. The CEO Sakis was excellent and helped navigate us throughout the trip and recommended some really nice restaurants and bakeries. Ending in Santorini to see a different island with completely different vibe was a good way to end the trip.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Guest House

Age Range

12-100 yrs

Operated in

english

Destinations

Santorini, Chania, Agia Roumeli

Santorini, Chania, Agia Roumeli, Loutro, Irakleion

Duration8 days

From

USD 1,899

USD 1,842

Saving

USD 57

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Glories of Türkiye and Greece - October 2026

Trip customizable

Best price guaranteed

Experience the highlights of Turkey and the spectacular Cycladic Islands of Greece on this immersive tour. Begin in Istanbul, a vibrant city straddling Europe and Asia, where you will visit iconic landmarks such as the Blue Mosque, Hagia Sophia Museum, and the colorful Grand Bazaar. Later, visit the legendary city of Troy and explore its archaeological ruins, then proceed to Ephesus to wander through its marble streets, magnificent Library of Celsus, grand theater, and sacred Temple of Hadrian. Later, travel from Marmaris to the Greek island of Rhodes by hydrofoil, home to the Colossus of Rhodes. Afterwards, fly to the romantic island of Santorini, famed for its stunning caldera views and unforgettable sunsets, and continue by ferry to Mykonos, known for its charming, whitewashed houses, windmills, and vibrant beaches. Conclude your journey in Athens, marveling at the world-renowned Acropolis and exploring the charming streets of the Plaka district. This tour offers a perfect blend of history, culture, and scenic beauty across two continents and some of the most iconic destinations in the Eastern Mediterranean.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Istanbul, Athens, Mykonos, Marma

Istanbul, Athens, Mykonos, Marmaris, Rhodes, Santorini, Canakkale, Izmir, Bodrum

Duration16 days

From

USD 4,462

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Gems and Islands of Greece - October 2026

Trip customizable

Best price guaranteed

Embark on an unforgettable journey through Greece, exploring ancient landmarks, captivating archaeological sites, and breathtaking islands. Start in Athens, the historic heart of Greece, where ancient wonders meet modern vibrancy. Venture to Delphi, the legendary city revered by ancient Greeks as the Center of the Earth. Continue with a scenic drive to Kalambaka, enjoying picturesque views of charming villages and towns. Arrive at Meteora, where dramatic rock formations host stunning monasteries. Delve into local culture and handicrafts before returning to Athens for an immersive city tour, visiting iconic sites like the Panathenaic Stadium and the Acropolis. Afterwards, sail to the cosmopolitan island of Mykonos, famous for its vibrant nightlife, exquisite cuisine, and beautiful beaches. Conclude your journey on the enchanting island of Santorini, with its turquoise waters and white-sand beaches. This comprehensive tour of Greece promises a blend of history, culture, and natural beauty, ensuring an experience you'll cherish forever.

Art and architectureBeach

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Athens, Santorini, Kalambaka, Mykonos

Duration9 days

From

USD 1,837

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Greece Island Hopper featuring Athens, Mykonos and Santorini - October 2026

4.7

(176 reviews )

No booking fees

Best price guaranteed

Our tour guide was very knowledgeable and made the history interesting. Very personable and had celebrated the birthdays that happened on the trip. The included meals were delicious and the cooking demo the best I've ever attended. Hotels were nice to very nice. The 3-night stays we're fantastic! I would definitely recommend this trip!!!

Chill outBeach Holidays

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini

Duration11 days

From

USD 3,599

View Tour

Athens and 3 Nights Greek Islands Cruise - October 2026

Trip customizable

Best price guaranteed

This tour of Greece will guide you through the famous highlights of Athens mixed with the natural and exotic beauty of the Greek Islands! Begin your journey in Athens, the extraordinary capital, home to the world-famous Acropolis. Board the cruise to Mykonos, one of the most breathtaking islands in Greece famous for its white-sand beaches, vibrant nightlife, and tasty Mediterranean cuisine. From there you will travel to Kusadasi, a beach resort town in Türkiye and the perfect place for shopping, entertainment, and fun! Discover Patmos, best known as the island where the Book of Revelation was written by John the Elder. Your next stop will be in Heraklion, where you will explore the Palace of Knossos, a fascinating open-air museum which this city is famous for. Continue your cruise to Santorini, one of the most sought-after travel destinations in Greece. This gorgeous island is home to extraordinary breaches and magnificent sunsets that will take your breath away. Lose yourself in the vast and varied landscapes of Greece mixed with abundant treasures from ancient civilizations as you travel to Athens where you will end your tour of Greece!

Cruise

Tour Type

Independent Tour

Accommodation

Hotel, Resort, Ship Cabin

Age Range

8-99 yrs

Operated in

English

Destinations

Kusadasi, Athens, Santorini, Mykonos

Duration7 days

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Recommended by

All Santorini Tours in October 2026

Page 2 of 36 Trips in Santorini during October 2026 with 464 Reviews

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

Premium Greece in Depth - October 2026

Premium Greece Cyclades Islands - October 2026

Athens and 04 Nights Greek Islands Cruise - October 2026

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

Exploring Greece and Its Islands featuring Classical Greece, Mykonos & Santorini - October 2026

Premium Turkey & The Cyclades Islands in Depth - October 2026

Journeys: Discover the Greek Islands - October 2026

Highlights of the Greek Islands - October 2026

Crete & Santorini Discovery - October 2026

Glories of Türkiye and Greece - October 2026

Gems and Islands of Greece - October 2026

Greece Island Hopper featuring Athens, Mykonos and Santorini - October 2026

Athens and 3 Nights Greek Islands Cruise - October 2026

Page 2 of 36 Trips in Santorini during October 2026 with 464 Reviews

Get a customized trip to Santorini in October 2026

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Food, wine, events and nightlife

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Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

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Beach, romance, getaways and relaxation

Special interests and hobbies

All Santorini Tours in October 2026

Page 2 of 36 Trips in Santorini during October 2026 with 464 Reviews

Page 2 of 36 Trips in Santorini during October 2026 with 464 Reviews

Get a customized trip to Santorini in October 2026