10 Best Greece Multiday Tours in May 2026

40% OFF TODAY

Athens+2 Island Explorer - May 2026

4.5

(2 reviews )

No booking fees

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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 2,641

USD 1,585

Saving

USD 1,056

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18% OFF TODAY

Best Seller

Super Sales

Athens to Santorini - May 2026

(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

18% OFF TODAY

Duration8 days

From

USD 2,580

USD 2,127

Saving

USD 453

Instant book available

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Athens+3 Island Explorer - May 2026

(1 review )

No booking fees

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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

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Duration9 days

From

USD 3,035

USD 1,821

Saving

USD 1,214

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2 Island Explorer - May 2026

(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 2,101

USD 1,261

Saving

USD 840

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Greek Island Wanderer - May 2026

4.7

(35 reviews )

No booking fees

Best price guaranteed

A wonderful holiday. Our tour leader, Peter, was caring, knowledgeable and very organised. We were ‘on the go’ much of the time and thanks to his planning and experience we had a great time. The group size (15) was just right. We saw so much in our two weeks and thoroughly enjoyed the many walks, which were paced to suit us all. Too many highlights to pick just one but we loved the relative calm of Syros and Paros.

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

Best of Greece - May 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 4,845

USD 4,700

Saving

USD 145

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Island Hopping, Summer On The Greek Islands: Mykonos, Santorini, Crete - May 2026

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Super Sales

Island Hopping, Summer On The Greek Islands: Mykonos, Santorini, Crete - May 2026

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 977

USD 830

Saving

USD 147

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Sailing Greece - Santorini To Mykonos - May 2026

Best Seller

Super Sales

Sailing Greece - Santorini to Mykonos - May 2026

(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

Duration8 days

From

USD 1,679

USD 1,629

Saving

USD 50

Instant book available

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Sailing Greece - Santorini to Santorini - May 2026

(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 2,349

USD 2,279

Saving

USD 70

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24% OFF TODAY

Taste of Greece - May 2026

4.8

(24 reviews )

No booking fees

Best price guaranteed

We got so much more out of it than what we expected for such good value. Matt is a very intelligent, helpful, professional and diplomatic tour leader and we wish him well for any of his future plans. The coach driver Babios was superb as was the coach.

Chill outBeach

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Athens, Kalabaka, Delphi, Olympi

Athens, Kalabaka, Delphi, Olympia, Nafplion

24% OFF TODAY

Duration7 days

From

USD 1,695

USD 1,295

Saving

USD 400

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Super Sales

Highlights of the Greek Islands - May 2026

(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

Duration8 days

From

USD 2,149

USD 2,085

Saving

USD 64

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Athens - Mykonos - Santorini - Crete - May 2026

4.8

(17 reviews )

No booking fees

Best price guaranteed

Chania was probably my favorite spot, especially with how laid-back it felt. The ferry rides were actually really fun. I spent most of the time just watching the water and the dolphins.

Beach

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Athens, Crete, Mykonos, Santorin

Athens, Crete, Mykonos, Santorini, Chania

Duration10 days

From

USD 2,800

USD 2,716

Saving

USD 84

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Mykonos to Athens - May 2026

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 2,729

USD 1,637

Saving

USD 1,092

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Super Sales

Sailing Greece - Athens to Mykonos - May 2026

4.8

(5 reviews )

No booking fees

Best price guaranteed

We had a fantastic time and enjoyed having access to some of the smaller, less travelled islands. We had experiences we wouldn't have had on a self-guided trip and the opportunity to meet other travellers (I actually added a week of travel in another country with a friend I met on the boat!). This was a cool way to experience Greece and I am excited to try other G Adventures tours in the future!

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, Kea

Duration8 days

From

USD 1,649

USD 1,600

Saving

USD 49

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Combine Greece in May 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 May 2026

69 Trips in Greece during May 2026 with 283 Reviews

See Greece tours by duration

69 Trips in Greece during May 2026 with 283 Reviews

Athens+2 Island Explorer - May 2026

Athens to Santorini - May 2026

Athens+3 Island Explorer - May 2026

2 Island Explorer - May 2026

Greek Island Wanderer - May 2026

Best of Greece - May 2026

Island Hopping, Summer On The Greek Islands: Mykonos, Santorini, Crete - May 2026

Sailing Greece - Santorini to Mykonos - May 2026

Sailing Greece - Santorini to Santorini - May 2026

Taste of Greece - May 2026

Highlights of the Greek Islands - May 2026

Athens - Mykonos - Santorini - Crete - May 2026

Mykonos to Athens - May 2026

Sailing Greece - Athens to Mykonos - May 2026

Combine Greece in May with Nearby Countries for an Unforgettable Trip

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All Greece Tours in May 2026

69 Trips in Greece during May 2026 with 283 Reviews

See Greece tours by duration

69 Trips in Greece during May 2026 with 283 Reviews