10 Best Greece Multiday Tours in May 2026

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Sailing Greece - Athens to Santorini - May 2026

4.8

(4 reviews )

No booking fees

Best price guaranteed

Pseudo (only sailed a bit because the main mast was broken) sailing the Aegian islands was a wonderful way to visit the area and meet new people. My overall experience other than a few things regarding cleanliness and upkeep of the vessel (sails, stains, smells) was excellent and I am left with many wonderful memories.

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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Corfu Trail Walking - North and South - May 2026

4.7

(3 reviews )

No booking fees

Best price guaranteed

Spiros was a breath of fresh air, his love and knowledge of the island was exceptional. I learnt more from his wisdom about Corfu in the first 4 days than I had the the 25 years I've been visiting Corfu. The places we visited were an explosion of the senses from breathtaking views to the scent of the herbs and flowers in the woodlands, along with ancient Olive Groves. Walking the complete trail was tough, but worth every blister. Thanks to Spiros and Marcella this was a truly magical and memorable trip.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

16-79 yrs

Operated in

english

Destinations

Corfu, Roda, Agios Spyridonas, K

Corfu, Roda, Agios Spyridonas, Kassiopi, Asprokavos, Santa Barbara, Paramonas, Benitses, Pelekas, Liapades, Agios Georgios

Duration15 days

From

USD 2,760

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16% OFF TODAY

Athens, Mykonos & Santorini - May 2026

4.9

(7 reviews )

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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

16% OFF TODAY

Duration7 days

From

USD 2,580

USD 2,175

Saving

USD 405

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35% OFF TODAY

Best of Greece Luxury Tour - May 2026

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Best price guaranteed

Discover the legendary beauty and fascinating mythology of Greece throughout the mainland and the precious islands of Mykonos and Santorini for 4 days each. Explore the 'cradle of Western civilization' on the 15-day Best of Greece to uncover all the incredible highlights on a comfortable and well-paced cultural adventure. Witness the changing landscapes and the seamless blend of ancient and cosmopolitan from Athens to Corinth, Meteora, and Olympia.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-95 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini, Nafp

Athens, Mykonos, Santorini, Nafplion, Olympia, Delphi, Kalambaka

35% OFF TODAY

Duration15 days

From

USD 7,969

USD 5,180

Saving

USD 2,789

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50% OFF TODAY

Cycladic Explorer: Athens – Mykonos – Santorini | 10 Days - May 2026

4.7

(21 reviews )

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Best price guaranteed

Excellent service while enjoying magnificent views. Overall, the tour was successful! Thank you!

Beach

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini

50% OFF TODAY

Duration10 days

From

USD 4,700

USD 2,350

Saving

USD 2,350

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Peloponnese Explorer - May 2026

4.6

(13 reviews )

No booking fees

Best price guaranteed

A delightful well-paced trip with so many different parts of Greek history. As well as our tour leader we had excellent guides who brought the history alive. There was plenty of free time too. Our leader made sure we had a variety of eating experiences at different types of restaurant. There are a lot of steps on this trip (Greece is mountainous, of course!) so only do it if your knees are up to it!!

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Athens, Olympia, Delphi, Nafplio

Athens, Olympia, Delphi, Nafplion, Palamidi Fortress, Gythion, Mani Peninsula, Pylos

Duration13 days

From

USD 3,320

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Super Sales

Sailing Greece - Santorini to Athens - May 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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Crete: Mountains and Coast Guided Walk - May 2026

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Best price guaranteed

A guided walk that explores the ancient cities, mountains and villages along Crete's southwest coast. Crete, the largest and most mountainous of the Greek islands, is the cradle of Europe's earliest civilization and the land where ancient myth and modern reality blend seamlessly against a backdrop of outstanding natural beauty. This eight day guided walking trip explores the southwest coast of Crete, with its spectacular White Mountains, the deep gorges and coastal trails that lead us to charming fishing villages and quiet beaches, accessible only by boat. Packed with highlights including an ascent of Mount Gingilos (2080m), scenic walks through numerous gorges including the longest in Europe, the Samaria Gorge, and sightings of the wild goats (Kri-kri) and griffon vultures on the Omalos plateau, the trip will appeal to lovers of coastal landscapes, history and traditional Greek culture. Whilst the focus is on walking, there is ample time to swim at unspoilt beaches, explore coastal villages and soak up the hospitality during stays at a selection of handpicked hotels

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Chania, Sougia, Omalos Plateau

Chania, Sougia, Omalos Plateau, Agia Roumeli, Loutro

Duration8 days

From

USD 2,690

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13% OFF TODAY

Super Sales

Premium Greece - May 2026

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Much like baklava, Greece is layered with history so rich that the only way to do it justice is with a knowledgeable local leader. Travelling from Athens to the Meteora Mountains and back along the coast, you’ll learn how Meteora’s hanging monasteries protected modern Hellenic culture from invading Turks, uncover the stories of the Oracle of Delphi and explore the site of the first Olympics. With Exclusive Experiences – like visiting beekeepers to discover the secrets of Greek honey – and a Feature Stay in a traditional stone mansion, this well-rounded adventure brings Greece’s past and present to life.

BeachChill out

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel, Luxury Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Kalambaka, Itea, Dimitsana

13% OFF TODAY

Duration8 days

From

USD 3,495

USD 3,051

Saving

USD 444

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Super Sales

Hiking Northern Greece - May 2026

(4 reviews )

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Best price guaranteed

While the scenery and the Greek experience were great, the trip was made by a great CEO - Spy! She was amazing. Make sure to pack the following since they're not listed on the pack list: gloves, hiking poles, a sleeping bag liner, a fleece/windbreaker, and a beanie for the cold Mt Olympus climb. Also be prepared to use squatty potties for a day at the Mt Olympus refuge!

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Thessaloniki, Preveza, Zagori, L

Thessaloniki, Preveza, Zagori, Litochoro, Mount Olympus, Zagoria

Duration7 days

From

USD 1,849

USD 1,794

Saving

USD 55

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Sailing Greece - Mykonos To Mykonos - May 2026

27% OFF TODAY

Super Sales

Sailing Greece - Mykonos to Mykonos - May 2026

(3 reviews )

No booking fees

Best price guaranteed

Have traveled with g @dventures 4 times. Once with a group of 3 friends, twice with my cousin, and solo. Every time has been amazing. Tour itineraries are accurate. Small groups have united quickly. I am very pleased with all of my adventures. Sailing the Greek isles is a dream come true. The captain and boat were above expectations Freedom of itinerary made everyday a new experience Keep up the excellent work!

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

27% OFF TODAY

Duration10 days

From

USD 2,299

USD 1,672

Saving

USD 627

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Super Sales

Walking in Crete - May 2026

(4 reviews )

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Best price guaranteed

This trip was fast paced, very active and jam packed but stunningly beautiful! I am not sure what i was expecting from Crete but it wasn't this, this was even better! We got to swim in crystal clear waters, hike the famous Samaria Gorge, as well as visit archaeological sites, it had a bit of everything.

Trekking and HikingBeach

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Crete, Chania, Sougia, Samaria G

Crete, Chania, Sougia, Samaria Gorge, Loutro, Preveza, Margarites

Duration8 days

From

USD 3,675

USD 3,565

Saving

USD 110

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7% OFF TODAY

Classical Greece And Turkey With 2-day Cruise - May 2026

4.7

(16 reviews )

No booking fees

Best price guaranteed

My cousin Andy and I finally made our long-planned trip to Greece a reality, and finding a tour that also included a cruise and Turkey’s top sites was the icing on the cake. We’re so glad we booked this one!

Cruise

Tour Type

Group Tour

Accommodation

Hotel, Ship Cabin

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Istanbul, Athens, Mykonos, Patmo

Istanbul, Athens, Mykonos, Patmos, Santorini, Ankara, Cappadocia

7% OFF TODAY

Duration11 days

From

USD 3,510

USD 3,261

Saving

USD 249

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15% OFF TODAY

Grand Tour of Greece - 10 Days - May 2026

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Best price guaranteed

Embark on your own grand tour of discovery on this 10-day journey of Greece, taking us from ancient Athens to Thessaloniki through the sanctuaries, monasteries, monuments, and stunning landscapes at the heart of this cradle of Western civilization.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Athens, Olympia, Delphi, Thessaloniki

15% OFF TODAY

Duration10 days

From

USD 3,225

USD 2,741

Saving

USD 484

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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

Page 4 of 139 Trips in Greece during May 2026 with 1,308 Reviews

See Greece tours by duration

Sailing Greece - Athens to Santorini - May 2026

Corfu Trail Walking - North and South - May 2026

Athens, Mykonos & Santorini - May 2026

Best of Greece Luxury Tour - May 2026

Cycladic Explorer: Athens – Mykonos – Santorini | 10 Days - May 2026

Peloponnese Explorer - May 2026

Sailing Greece - Santorini to Athens - May 2026

Crete: Mountains and Coast Guided Walk - May 2026

Premium Greece - May 2026

Hiking Northern Greece - May 2026

Sailing Greece - Mykonos to Mykonos - May 2026

Walking in Crete - May 2026

Classical Greece And Turkey With 2-day Cruise - May 2026

Grand Tour of Greece - 10 Days - May 2026

Page 4 of 139 Trips in Greece during May 2026 with 1,308 Reviews

Combine Greece in May with Nearby Countries for an Unforgettable Trip

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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

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All Greece Tours in May 2026

Page 4 of 139 Trips in Greece during May 2026 with 1,308 Reviews

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Page 4 of 139 Trips in Greece during May 2026 with 1,308 Reviews