10 Best Santorini Multiday Tours in September 2027

Get a customized trip to Santorini in September 2027

Plan a multi-country or regional adventure across Santorini in September 2027, with help from a local expert.

Canan KaraarslanTravel Expert in Egypt, Greece, Jordan, Morocco & Turkey
Julia KourafaTravel Expert in Greece
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40% OFF TODAY

2 Island Explorer - September 2027

(3 reviews )

No booking fees

Best price guaranteed

Kostas is a very informative, friendly and fun guide. I'm happy to have had him with us for our tour!

Getaways and short breaks

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Mykonos, Santorini

40% OFF TODAY

Duration5 days

From

USD 2,139

USD 1,283

Saving

USD 856

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Best of Greece - September 2027

4.8

(4 reviews )

No booking fees

Best price guaranteed

Sophia, our tour guide, MADE this trip as amazing as it was! Best time in Greece

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini, Ios

40% OFF TODAY

Duration10 days

From

USD 3,710

USD 2,226

Saving

USD 1,484

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Super Sales

Sail Greece: Mykonos to Santorini - September 2027

(1 review )

No booking fees

Best price guaranteed

This was the absolute best trip ever. Ive traveled many times. I have to say this was one of the best experiences and adventures of all. Our skipper, Rita was simply amazing. The best! Wonderful skipper, skilled sailor, knowledgeable, so friendly, helpful, genuinely caring of her boat mates. Shes a dream to sail with! If anyone sails, Id highly recommend requesting her.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Mykonos, Santorini, Syros, Naxos

Mykonos, Santorini, Syros, Naxos, Cyclades, Amorgos, Ios

Duration8 days

From

USD 1,960

USD 1,901

Saving

USD 59

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Athens+2 Island Explorer - September 2027

4.5

(2 reviews )

No booking fees

Best price guaranteed

Brilliant tour, amazing people, awesome tour leader!! Definitely would do again!!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Athens, Santorini, Mykonos

40% OFF TODAY

Duration7 days

From

USD 2,632

USD 1,579

Saving

USD 1,053

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Super Sales

Sail Greece: Santorini to Mykonos - September 2027

No booking fees

Best price guaranteed

Dreaming of crystal-clear waters, whitewashed villages, historical ruins, lively Greek culture and deliciously fresh cuisine straight from the sea? Then sail from Santorini to Mykonos on this eight-day boat trip in Greece. Spend blissed-out days under sun drenched skies enjoying the best of the Greek Islands, including Santorini, Ios, Amorgos, the Small Cyclades, Naxos and Mykonos. Watch the sunset, explore olive groves, feast on fresh food and wine and fall asleep to the gentle rocking of your yacht every night.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Mykonos, Santorini, Ios, Small C

Mykonos, Santorini, Ios, Small Cyclades, Amorgos, Naxos

Duration8 days

From

USD 1,875

USD 1,819

Saving

USD 56

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Super Sales

Best of Greece - September 2027

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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Best Seller

Super Sales

Athens to Santorini - September 2027

(1 review )

No booking fees

Best price guaranteed

Embark on a tour through the Aegean Sea, taking local ferries around the Cyclades Islands. Indulge in a little island hopping and take the time to uncover remote ruins, gorgeous beaches and outstanding scenery. Travel from the ancient capital of Athens all the way to the spectacular natural wonders on the island of Santorini on this wonderful Greek adventure.

CruiseBeach

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Santorini, Syros, Mykono

Athens, Santorini, Syros, Mykonos, Delos

Duration8 days

From

USD 2,850

USD 2,765

Saving

USD 86

Instant book available

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3 Island Explorer - September 2027

(5 reviews )

No booking fees

Best price guaranteed

Honestly the best holiday ever. So much fun it's ridiculous. Alex made our trip what it was and I heard so many good things about him.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Mykonos, Ios, Santorini

40% OFF TODAY

Duration7 days

From

USD 2,601

USD 1,561

Saving

USD 1,040

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Mykonos to Athens - September 2027

No booking fees

Best price guaranteed

Begin your 8-day trip in the picturesque island of Mykonos, stroll through the white washed streets before you party all night. Next up, we depart for Santorini to experience the most beautiful sunset in the world and then continue to Ios to discover the golden beaches and endless fun. Your accommodation, breakfast and ferries are all arranged for you so you can completely relax and unwind.

CruiseBeachVolcanoes

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini, Ios

40% OFF TODAY

Duration8 days

From

USD 2,986

USD 1,792

Saving

USD 1,194

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Super Sales

Greece Sailing Adventure: Cyclades Islands - September 2027

No booking fees

Best price guaranteed

Sail through the gorgeous Greek Islands on a ten-day seafaring adventure around the Cyclades. Setting off from Santorini, you’ll cruise the Aegean Sea in search of ancient towns, secluded coves and holiday hotspots like Mykonos and Paxos. Throw in some freshly caught seafood, local wines and a laidback way of life, and you’re set to drift and roll to the patterns of the ocean. Cool off with regular swims in turquoise seas and get the lay of the land from a local leader who’s got all the people in the right places.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Hotel, Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Santorini, Amorgos, Small Cyclad

Santorini, Amorgos, Small Cyclades, Naxos, Syros, Mykonos, Sifnos, Folegandros

Duration10 days

From

USD 2,565

USD 2,488

Saving

USD 77

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Athens+3 Island Explorer - September 2027

(1 review )

No booking fees

Best price guaranteed

Start your 9 day, once in a lifetime experience in Athens, a world capital of cultural and historical heritage before you hit the water to relax and unwind on some of Greece’s most beautiful islands. Party till dawn in Mykonos, get lost in the maze of streets; watch the world’s most beautiful sunset in Santorini after a long day of swimming and end your tour in breathtaking Ios.

CruiseBeachVolcanoes

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Athens, Ios, Mykonos, Santorini

40% OFF TODAY

Duration9 days

From

USD 3,325

USD 1,995

Saving

USD 1,330

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Super Sales

Best of Greece - September 2027

(1 review )

No booking fees

Best price guaranteed

Experienced a lot, learned a lot and travelled with some interesting people. A nice balance of activities with appropriate down time.

Cruise

Tour Type

Small Group Tour

Accommodation

Hotel, Camping

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Santorini, Syros, Mykono

Athens, Santorini, Syros, Mykonos, Thessaloniki, Kalambaka, Delphi

Duration15 days

From

USD 4,865

USD 4,719

Saving

USD 146

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Super Sales

Highlights of the Greek Islands - September 2027

(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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7% OFF TODAY

Greek Island Explorer - September 2027

(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 2027

40 Trips in Santorini during September 2027 with 199 Reviews

Get a customized trip to Santorini in September 2027

40 Trips in Santorini during September 2027 with 199 Reviews

2 Island Explorer - September 2027

Best of Greece - September 2027

Sail Greece: Mykonos to Santorini - September 2027

Athens+2 Island Explorer - September 2027

Sail Greece: Santorini to Mykonos - September 2027

Best of Greece - September 2027

Athens to Santorini - September 2027

3 Island Explorer - September 2027

Mykonos to Athens - September 2027

Greece Sailing Adventure: Cyclades Islands - September 2027

Athens+3 Island Explorer - September 2027

Best of Greece - September 2027

Highlights of the Greek Islands - September 2027

Greek Island Explorer - September 2027

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 2027

40 Trips in Santorini during September 2027 with 199 Reviews

Get a customized trip to Santorini in September 2027

40 Trips in Santorini during September 2027 with 199 Reviews