10 Best Santorini Multiday Tours in September 2026

Get a customized trip to Santorini in September 2026

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

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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.

Sailing Greece - Santorini To Mykonos - September 2026

Best Seller

Super Sales

Sailing Greece - Santorini to Mykonos - September 2026

(8 reviews )

No booking fees

Best price guaranteed

This was an amazing adventure, it was like camping on a yacht. Beautiful water, interestung sites/ ports, great people on our crew, lots of food on board for Breakfast & lunch.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Mykonos, Santorini, Folegandros

Mykonos, Santorini, Folegandros, Sifnos

Duration8 days

From

USD 1,679

USD 1,629

Saving

USD 50

Instant book available

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Super Sales

Best of Greece - September 2026

4.9

(11 reviews )

No booking fees

Best price guaranteed

Loved it and so glad I went. Without this planned itinerary I would have missed half the things.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Guest House

Age Range

12-100 yrs

Operated in

english

Destinations

Athens, Santorini, Delphi, Meteo

Athens, Santorini, Delphi, Meteora, Loutro, Irakleion, Nafplion, Chania, Agia Roumeli

Duration15 days

From

USD 3,899

USD 3,782

Saving

USD 117

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Super Sales

Sailing Greece - Mykonos to Santorini - September 2026

(4 reviews )

No booking fees

Best price guaranteed

This was a great trip and has made me want to explore Greece further. We didn?t have much wind which had a lot of upsides actually, the group we went with were amazing and our captain Erwin was helpful, practical and entertaining. I would recommend bringing a driving licences so more exploration of the islands could be done. I?m not sure it would be a comfortable trip if you had to share a tiny cabin with a stranger, or didn?t like swimming, but my partner and I had an awesome time. Thanks all!

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Mykonos, Santorini, Naxos, Paros

Mykonos, Santorini, Naxos, Paros, Folegandros

Duration8 days

From

USD 1,699

USD 1,648

Saving

USD 51

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Super Sales

Sailing Greece - Santorini to Santorini - September 2026

(10 reviews )

No booking fees

Best price guaranteed

Overall it was an amazing experience combining the exploration of several beautiful Greek islands with the excitement of travelling on a yacht . The guests on board all worked together well to help sail the yacht under the careful eye and patient tuition of Captain Phil

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Santorini, Ios, Mykonos, Syros

Duration10 days

From

USD 2,349

USD 2,279

Saving

USD 70

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Super Sales

Walking on the Greek Islands - September 2026

4.7

(47 reviews )

No booking fees

Best price guaranteed

A well organised trip with an outstanding guide and very nice fellow walkers. The walks were just right for our age and fitness.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Athens, Rafina, Naxos, Santorini

Athens, Rafina, Naxos, Santorini, Fira, Paros, Parikia

Duration8 days

From

USD 2,400

USD 2,328

Saving

USD 72

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18% OFF TODAY

Best of Greece - September 2026

4.7

(36 reviews )

No booking fees

Best price guaranteed

Loved the tour & our tour leader (Marty) was fantastic. We enjoyed every part of this tour from the history, the relics, museums, guided tours. The Monasteries of Meteora & the small town of Kalampaka were something else & the amazing day trips from the beautiful islands where we swam from the boat & from the gorgeous beaches was yet another highlight. This tour went way beyond our expectations & I would highly recommend.

Chill outArt and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Athens, Santorini, Kalabaka, Del

Athens, Santorini, Kalabaka, Delphi, Olympia, Nafplion, Mykonos

18% OFF TODAY

Duration12 days

From

USD 3,550

USD 2,895

Saving

USD 655

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Greek Island Wanderer - September 2026

4.8

(34 reviews )

No booking fees

Best price guaranteed

Wonderful trip in every way! We were planning a similar trip to take independently but decided it would be easier to go with Explore. So pleased we did! We would never have found the fantastic walks and probably would have stayed in hotels close to ports instead of the wonderful locations chosen for us. Our fantastic guide, Peter, was also able to lead us to some great restaurants, advise about public bus timetables and ensure that everyone in the group was catered for. Our group was a lot of fun and we met up with people we probably would never had encountered! An action packed itinerary which worked like clockwork!!

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Athens, Naxos, Santorini, Syros

Athens, Naxos, Santorini, Syros, Paros, Drios

Duration14 days

From

USD 2,960

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Super Sales

Sailing Greece - Mykonos to Mykonos - September 2026

(7 reviews )

No booking fees

Best price guaranteed

This Greece Islands sailing adventure was so memorable! It exceeded all of our expectations, every day sailing to explore a different island and experience local culture and food as well as gain knowledge about the history and culture of the region. Our skipper CEO Mack was highly knowledgeable about the region and very passionate about sailing as well as sharing his knowledge and providing opportunities for each of us to learn and experience it for ourselves. Our only recommendation is for G Adventures to include more information about the need to pay in cash at restaurants and establishments in the Greek islands (Euros). We thought we would be using our credit card for dinners but learned we really needed to have cash instead.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Mykonos, Syros, Santorini, Ios

Duration10 days

From

USD 2,299

USD 2,230

Saving

USD 69

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Super Sales

Sailing Greece - Athens to Santorini - September 2026

4.8

(5 reviews )

No booking fees

Best price guaranteed

I had a wonderful time and saw and came to understand the different Greek Islands in the best possible way.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Athens, Santorini, Naxos, Syros

Athens, Santorini, Naxos, Syros, Kea, Mykonos

Duration15 days

From

USD 3,249

USD 3,152

Saving

USD 97

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Greece Highlights: Athens, Mykonos & Santorini - September 2026

(2 reviews )

Trip customizable

Best price guaranteed

I referred to this tour company for a last minute service and Anthony was unbelievable helpful and informative. He attended to my needs in a very timely manner and was very professional the entire time. overall a 10/10 experience. Someone give Anthony a raise!

BeachChill out

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini

Duration8 days

From

USD 2,051

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Super Sales

Highlights of the Greek Islands - September 2026

(9 reviews )

No booking fees

Best price guaranteed

First of all, Vasilis is a great tour director. He is very friendly and supportive. By communicating with us either in the group chat and face to face, he made it easy for everyone. The islands included in this tour are different and the activities either included or optional are very well suited for each island. I have made fond memories for life. Thank you G Adventure.

Sightseeing ToursBeach

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Athens, Santorini, Tinos, Mykono

Athens, Santorini, Tinos, Mykonos, Naxos

Duration8 days

From

USD 2,199

USD 2,133

Saving

USD 66

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Super Sales

Sailing Greece - Santorini to Athens - September 2026

4.5

(4 reviews )

No booking fees

Best price guaranteed

Great way to island hop the Greek islands. Beautiful places, great companionship with other passengers. Everyone chipped in to make lunches, shop for food and clean up etc. Great relaxing trip! CEO on the first week of our trip was exceptional.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Athens, Santorini, Kea, Folegand

Athens, Santorini, Kea, Folegandros, Sifnos, Mykonos, Kythnos

Duration15 days

From

USD 3,229

USD 3,132

Saving

USD 97

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Santorini and Crete Walk - September 2026

(2 reviews )

No booking fees

Best price guaranteed

Excellent itinerary, the best way to see Greece, on foot

Walking tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Santorini, Chania, Akrotiri, Pyr

Santorini, Chania, Akrotiri, Pyrgos, Heraklion, Loutro, Hora Sfakion

Duration8 days

From

USD 1,390

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7% OFF TODAY

Greek Island Explorer - September 2026

(2 reviews )

No booking fees

Best price guaranteed

All of our accommodations and transportation every place we visited in Greece on this trip were top notch. Comfortable and safe, and at each hotel location there was a lot to do within walking distance.

Natural landmarks sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Athens, Santorini, Mykonos

7% OFF TODAY

Duration10 days

From

USD 3,225

USD 2,995

Saving

USD 230

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All Santorini Tours in September 2026

47 Trips in Santorini during September 2026 with 560 Reviews

Get a customized trip to Santorini in September 2026

47 Trips in Santorini during September 2026 with 560 Reviews

Sailing Greece - Santorini to Mykonos - September 2026

Best of Greece - September 2026

Sailing Greece - Mykonos to Santorini - September 2026

Sailing Greece - Santorini to Santorini - September 2026

Walking on the Greek Islands - September 2026

Best of Greece - September 2026

Greek Island Wanderer - September 2026

Sailing Greece - Mykonos to Mykonos - September 2026

Sailing Greece - Athens to Santorini - September 2026

Greece Highlights: Athens, Mykonos & Santorini - September 2026

Highlights of the Greek Islands - September 2026

Sailing Greece - Santorini to Athens - September 2026

Santorini and Crete Walk - September 2026

Greek Island Explorer - September 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 September 2026

47 Trips in Santorini during September 2026 with 560 Reviews

Get a customized trip to Santorini in September 2026

47 Trips in Santorini during September 2026 with 560 Reviews