10 Best Greece Multiday Tours in September 2025

Sail Greece: Mykonos To Santorini - September 2025

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Sail Greece: Mykonos to Santorini - September 2025

(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

22% OFF TODAY

Duration8 days

From

USD 2,010

USD 1,573

Saving

USD 437

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Island Hopping, Summer On The Greek Islands: Mykonos, Santorini, Crete - September 2025

15% OFF TODAY

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Island Hopping, Summer On The Greek Islands: Mykonos, Santorini, Crete - September 2025

Trip customizable

Best price guaranteed

Welcome to Greece's most famous cosmopolitan islands, a whitewashed paradise in the heart of the Cyclades. The crescent-shaped Santorini Island is its most precious gem. Crete is the largest island in Greece, where you can admire the remnants of brilliant civilizations, explore glorious beaches, impressive mountain escapes, fertile valleys and steep gorges, and become part of the island’s rich gastronomic culture.

Beach

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Mykonos, Santorini, Heraklion

15% OFF TODAY

Duration9 days

From

USD 975

USD 829

Saving

USD 146

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35% OFF TODAY

Highlights of Greece Tour - 8 Days - September 2025

(2 reviews )

Trip customizable

Best price guaranteed

The trip was wonderful! We were impressed by the way the trip was planned. Great hotels and service by the representatives we dealt with. Our transportation vehicles and drivers were all very nice and had prompt pickups. Very thorough explanations of how things will work when we arrived in Athens.

Museum and gallery visits

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Athens, Santorini, Delphi, Meteo

Athens, Santorini, Delphi, Meteora, Acropolis, Kalambaka

35% OFF TODAY

Duration8 days

From

USD 2,455

USD 1,596

Saving

USD 859

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Greece Sailing Adventure: Cyclades Islands - September 2025

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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, Ios, Amorgos, Small C

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

Duration10 days

From

USD 2,310

USD 2,241

Saving

USD 69

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7% OFF TODAY

Absolutely Greek - September 2025

4.7

(49 reviews )

No booking fees

Best price guaranteed

This tour was such a great way to experience Greece. The itinerary was full of highlights. Hotels are standard tourist class, not bad. Food is OK. Guides and drivers are fantastic.

Sightseeing ToursCruise

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Athens, Hydra, Delphi, Kalambaka

7% OFF TODAY

Duration8 days

From

USD 2,150

USD 1,997

Saving

USD 153

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Sailing Greece - Santorini To Mykonos - September 2025

27% OFF TODAY

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Sailing Greece - Santorini to Mykonos - September 2025

(4 reviews )

No booking fees

Best price guaranteed

I loved the opportunity to undertake a yacht sailing voyage for a week in safe hands, with good company and a good variety of interesting land excursions. For me the highlight was the nights a5 anchor in isolated bays with the opportunity to dive off the boat into crystal blue waters.

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

27% OFF TODAY

Duration8 days

From

USD 1,679

USD 1,221

Saving

USD 458

Instant book available

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Sailing Greece - Santorini to Santorini - September 2025

(6 reviews )

No booking fees

Best price guaranteed

A lot of togetherness. If you?re going on this trip, be prepared for close quarters, shared duties, and a lot of time together. If that?s what you signed up for, then expect a fabulous journey to the Cyclades in Greece.

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 2,099

USD 2,036

Saving

USD 63

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Flavours Of Turkey And Greece -ii- - September 2025

4.8

(50 reviews )

No booking fees

Best price guaranteed

We had a wonderful trip to Istanbul via Greece. We had no problems with the tours, hotel accommodations or airport transfers organized by Eskapas Travel; they were all excellent. Each of our tour guides was excellent. The drivers were very good at their jobs and friendly people. I had an unforgettable experience with many good memories.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english

Destinations

Istanbul, Cappadocia, Kusadasi

Istanbul, Cappadocia, Kusadasi, Athens

Duration9 days

From

USD 3,150

USD 3,056

Saving

USD 95

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Highlights Of The Greek Islands - September 2025

27% OFF TODAY

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Highlights of the Greek Islands - September 2025

(5 reviews )

No booking fees

Best price guaranteed

It was the most amazing experience of my life, to date! I love that everything was pretty much planned for me. I didn't have to worry about details. We were given a few options on activities, which was perfect. I would highly recommend anyone doing a trip with G and I can't wait for another one myself.

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

27% OFF TODAY

Duration8 days

From

USD 2,279

USD 1,658

Saving

USD 621

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Best of Greece Tour - September 2025

(1 review )

No booking fees

Best price guaranteed

Embark on an immersive 5-day journey through the heart of ancient Greece. Your adventure begins in Athens, where you'll witness the grandeur of the Golden Age by visiting the Acropolis, the Parthenon, and other historic landmarks. Continue on to the legendary site of Delphi to explore the ruins of the Sanctuary of Apollo, then travel through picturesque villages nestled in the mountains. The tour culminates with a visit to the UNESCO World Heritage site of Meteora, a breathtaking landscape of unique rock formations topped with ancient monasteries. This exceptional journey seamlessly blends history, mythology, and natural beauty, offering an unforgettable glimpse into the soul of Greece.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Athens, Meteora, Delphi

Duration5 days

From

USD 1,085

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40% OFF TODAY

Mykonos to Athens - September 2025

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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 2,729

USD 1,637

Saving

USD 1,092

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15% OFF TODAY

Greenland Express - 4 days - September 2025

No booking fees

Best price guaranteed

Explore the stunning landscapes and rich culture of Greenland on this 4-day tour, starting with an included flight from Keflavik Airport in Iceland. Your Greenlandic adventure begins with a guided walk through Ilulissat and a sunset cruise along the Icefjord. Experience the dramatic calving of the Eqi Glacier, discover ancient Inuit history at the Sermermiut settlement, and enjoy a traditional Kaffeemik with local Greenlanders, before concluding your journey back in Keflavik, Iceland with an included flight back.

Cruise

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Athens, Santorini, Olympia, Delphi

15% OFF TODAY

Duration4 days

From

USD 8,645

USD 7,348

Saving

USD 1,297

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Sailing Greece - Mykonos to Athens - September 2025

(4 reviews )

No booking fees

Best price guaranteed

Amazing experience, Herman our CEO made it exceptional, as did the beautiful weather and incredible blue waters.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Athens, Mykonos, Syros, Northern Cyclades

Duration8 days

From

USD 1,649

USD 1,600

Saving

USD 49

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Mainland Greece Discovery - September 2025

22% OFF TODAY

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Mainland Greece Discovery - September 2025

No booking fees

Best price guaranteed

Get lost in bustling cities filled with ancient treasures on this eight-day adventure through mainland Greece. Take a guided tour through the Oracle of Delphi in the Sanctuary of Apollo and explore the UNESCO World Heritage site, Meteora, where centuries-old monasteries are built on top of sandstone rock pillars and taste different types of olives, oils and tapenade on your way to Delphi Valley. Walk to the top of the UNESCO World Heritage site of Acropolis, visit NAOMI, an NGO workshop supporting refugees with skill training, and unwind in the evening with a sip of ouzo and traditional dishes.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Thessaloniki, Kalambaka

Athens, Thessaloniki, Kalambaka, Delphi

22% OFF TODAY

Duration8 days

From

USD 2,125

USD 1,649

Saving

USD 476

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Combine Greece in September with Nearby Countries for an Unforgettable Trip

See tours with itineraries going through multiple countries, including Greece

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Alternatively, explore tours that are exclusively just France and Greece, Germany and Greece or England and Greece.

All Greece Tours in September 2025

Page 2 of 161 Trips in Greece during September 2025 with 480 Reviews

See Greece tours by duration

Sail Greece: Mykonos to Santorini - September 2025

Island Hopping, Summer On The Greek Islands: Mykonos, Santorini, Crete - September 2025

Highlights of Greece Tour - 8 Days - September 2025

Greece Sailing Adventure: Cyclades Islands - September 2025

Absolutely Greek - September 2025

Sailing Greece - Santorini to Mykonos - September 2025

Sailing Greece - Santorini to Santorini - September 2025

Flavours Of Turkey And Greece -ii- - September 2025

Highlights of the Greek Islands - September 2025

Best of Greece Tour - September 2025

Mykonos to Athens - September 2025

Greenland Express - 4 days - September 2025

Sailing Greece - Mykonos to Athens - September 2025

Mainland Greece Discovery - September 2025

Page 2 of 161 Trips in Greece during September 2025 with 480 Reviews

Combine Greece in September with Nearby Countries for an Unforgettable Trip

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 Greece Tours in September 2025

Page 2 of 161 Trips in Greece during September 2025 with 480 Reviews

See Greece tours by duration

Page 2 of 161 Trips in Greece during September 2025 with 480 Reviews