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.

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

Start planning your Trip

Recommended by

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.

Halloween Super Sales

Greece Sailing Adventure: Cyclades Islands - September 2026

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

View Tour

Athens+3 Island Explorer - September 2026

42% OFF TODAY

Halloween Super Sales

Athens+3 Island Explorer - September 2026

(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

42% OFF TODAY

Duration9 days

From

USD 3,325

USD 1,935

Saving

USD 1,390

View Tour

Island Hopping Greek Islands Delights: Mykonos, Paros, Santorini - September 2026

18% OFF TODAY

Halloween Super Sales

Island Hopping Greek Islands Delights: Mykonos, Paros, Santorini - September 2026

(1 review )

Trip customizable

Best price guaranteed

We had the most wonderful time on this trip. The hotels were lovely, the breakfasts were incredible. The locations were good, it was easy to get around and everyone was so welcoming and friendly. We would love to go back to Greece, this trip is a must!

Beach

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Mykonos, Paros, Santorini

18% OFF TODAY

Duration8 days

From

USD 925

USD 763

Saving

USD 162

View Tour

Halloween Super Sales

Best of Greece - September 2026

(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

View Tour

Halloween Super Sales

Greece Island Hopper - September 2026

4.9

(31 reviews )

No booking fees

Best price guaranteed

The Greek island hopper tour was everything I could have asked for and more! Lauren McLean (tour guide) was a true gem and made the trip so enjoyable along with a fantastic group of strangers who are now life long friends.

BeachChill out

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-40 yrs

Operated in

english

Destinations

Athens, Santorini, Mykonos, Ios

Duration9 days

From

USD 2,195

USD 2,129

Saving

USD 66

View Tour

Island Hopping: Athens, Santorini - September 2026

18% OFF TODAY

Halloween Super Sales

Island Hopping: Athens, Santorini - September 2026

(1 review )

Trip customizable

Best price guaranteed

Join our five-day tour and indulge in the island beauty of Greece! Begin by strolling the streets of Athens, one of the most historic cities in the world. Indulge in the romantic essence of the island of Santorini, walk along its bright coastline, and enjoy an awe-inspiring sunset upon the white-washed houses and the endless Mediterranean Sea.

Beach

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Athens, Santorini

18% OFF TODAY

Duration5 days

From

USD 610

USD 503

Saving

USD 107

View Tour

Amazing Greece : Athens, Mykonos, Paros And Santorini - September 2026

10% OFF TODAY

Halloween Super Sales

Amazing Greece : Athens, Mykonos, Paros And Santorini - September 2026

(5 reviews )

No booking fees

Best price guaranteed

I was impressed with pre booking process with Alex from Eskapas. He customized the trip and he was very patient with us. We modified our itinerary many times and he answeres all of our questions. I was very confident that we had chosen the right tour company. The promptness with which we were greeted at Athens airport, and the pick-up and drop-off to the hotels and airport were impressive. We really liked all the hotels that were chosen for us. Overall a great experience. Highly recommend.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Athens, Mykonos, Santorini, Paros

10% OFF TODAY

Duration12 days

From

USD 2,900

USD 2,616

Saving

USD 284

View Tour

Exploring Greece With Athens, Delphi, Meteora, Mykonos And Santorini - September 2026

18% OFF TODAY

Halloween Super Sales

Exploring Greece With Athens, Delphi, Meteora, Mykonos And Santorini - September 2026

(2 reviews )

Trip customizable

Best price guaranteed

Overall our trip was awesome and I have pir most amazing guide to thank for that. With every question or concern I sent Katerina, her attention to detail eased my mind. My friends and I were very pleased and we will be booking with Tourradar again and again. Thank you Katerina for all did to make our trip a dream vacation.

Art and architectureBeach

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Athens, Kalambaka, Mykonos, Santorini

18% OFF TODAY

Duration9 days

From

USD 1,422

USD 1,173

Saving

USD 250

View Tour

Best Of Greece | 11 Days - September 2026

10% OFF TODAY

Halloween Super Sales

Best Of Greece | 11 Days - September 2026

4.8

(21 reviews )

No booking fees

Best price guaranteed

Mykonos and Santorini were beyond beautiful! I was impressed by how smooth everything went from start to finish. The tour was well-paced, and we got to see so much without feeling rushed.

Sightseeing ToursBeach

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Athens, Santorini, Olympia, Delp

Athens, Santorini, Olympia, Delphi, Kalambaka, Mykonos

10% OFF TODAY

Duration11 days

From

USD 2,975

USD 2,684

Saving

USD 291

View Tour

Halloween Super Sales

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

USD 1,348

Saving

USD 42

View Tour

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

10% OFF TODAY

Halloween Super Sales

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

10% OFF TODAY

Duration12 days

From

USD 3,150

USD 2,842

Saving

USD 308

View Tour

10% OFF TODAY

Halloween Super Sales

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

10% OFF TODAY

Duration10 days

From

USD 3,225

USD 2,905

Saving

USD 320

View Tour

Mainland Greece And Islands - September 2026

10% OFF TODAY

Halloween Super Sales

Mainland Greece And Islands - September 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

10% OFF TODAY

Duration10 days

From

USD 3,300

USD 2,977

Saving

USD 323

View Tour

Athens, Mykonos & Santorini - September 2026

18% OFF TODAY

Halloween Super Sales

Athens, Mykonos & Santorini - September 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

18% OFF TODAY

Duration7 days

From

USD 2,580

USD 2,110

Saving

USD 470

View Tour

All Santorini Tours in September 2026

Page 2 of 67 Trips in Santorini during September 2026 with 407 Reviews

Get a customized trip to Santorini in September 2026

Page 2 of 67 Trips in Santorini during September 2026 with 407 Reviews

Greece Sailing Adventure: Cyclades Islands - September 2026

Athens+3 Island Explorer - September 2026

Island Hopping Greek Islands Delights: Mykonos, Paros, Santorini - September 2026

Best of Greece - September 2026

Greece Island Hopper - September 2026

Island Hopping: Athens, Santorini - September 2026

Amazing Greece : Athens, Mykonos, Paros And Santorini - September 2026

Exploring Greece With Athens, Delphi, Meteora, Mykonos And Santorini - September 2026

Best Of Greece | 11 Days - September 2026

Santorini and Crete Walk - September 2026

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

Greek Island Explorer - September 2026

Mainland Greece And Islands - September 2026

Athens, Mykonos & Santorini - 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

Page 2 of 67 Trips in Santorini during September 2026 with 407 Reviews

Get a customized trip to Santorini in September 2026

Page 2 of 67 Trips in Santorini during September 2026 with 407 Reviews