10 Best Greece Multiday Tours in May 2026

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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7% OFF TODAY

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

7% OFF TODAY

Duration12 days

From

USD 3,150

USD 2,926

Saving

USD 224

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Exploring Crete - May 2026

4.7

(3 reviews )

No booking fees

Best price guaranteed

We had a terrific time. The walks were challenging and very beautiful. We loved the goats in Crete and the amazing landscapes.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Hut, Guest House

Age Range

18-99 yrs

Operated in

english

Destinations

Chania, Hora Sfakion, Omalos, Ag

Chania, Hora Sfakion, Omalos, Agia Roumeli, Anopolis, Chora Sfakion

Duration8 days

From

USD 1,210

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Grand Peloponnese, Self-drive - May 2026

15% OFF TODAY

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Grand Peloponnese, Self-drive - May 2026

(1 review )

Trip customizable

Best price guaranteed

Journey deep into the heart of Greece during this spellbinding eight-day self-drive tour exploring the historic regions of the Peloponnese. Discover one of the most romantic cities of Greece, Nafplion, and get a glimpse of the medieval era while walking between the walls of Mystras, and its magnificent castles. Discover the only way to get to the Monemvasia, tower town nestled at the edge of a big rock by the sea and visit the spectacular Diro cave complex hidden in the depths of the earth. Explore the Mediterranean vibe of these ancient towns, taste the local specialities and indulge in the elegance and pride of the long-standing Peloponnese.

Self-drive or vehicle rental

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Athens, Nafplion, Sparta, Monemv

Athens, Nafplion, Sparta, Monemvasia, Areopolis, Kalamata

15% OFF TODAY

Duration8 days

From

USD 769

USD 654

Saving

USD 115

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The Greek Gems: Athens, Delphi, Meteora And Santorini, Private Tour - May 2026

15% OFF TODAY

Super Sales

The Greek Gems: Athens, Delphi, Meteora And Santorini, Private Tour - May 2026

Trip customizable

Best price guaranteed

Enjoy this memorable 8-day private tour and get closer to Greece's beautiful history and mythology, while admiring stunning landscapes, and indulging in mouth-watering Greek food. See the best of Athens, the picturesque town of Kalambaka and the crescent-shaped Santorini Island, the most precious gem of Cyclades islands.

Art and architectureBeach

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, italian, french, german

Destinations

Athens, Santorini, Kalambaka

15% OFF TODAY

Duration8 days

From

USD 3,710

USD 3,153

Saving

USD 556

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Crete: Mountains and Coast - May 2026

(2 reviews )

No booking fees

Best price guaranteed

Our visit to Crete was definitely our Top 3 Hiking Tours (Mt Blanc and Portugal are runners up). The people are wonderful the food amazing. Fantastic routes and weather .

Walking tours

Tour Type

Private 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 1,640

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Crete Through The Minoan, Byzantine & Venetian Ages, Private Tour - May 2026

15% OFF TODAY

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Crete Through The Minoan, Byzantine & Venetian Ages, Private Tour - May 2026

Trip customizable

Best price guaranteed

Discover the beautiful west side of Crete, full of history and great scenery! Visit the three of Crete’s cities Chania, Rethymnon, and Heraklion with its fascinating mix of Byzantine and Venetian influences with the picturesque harbour fronts. Visit Crete’s most famous Palace of Knossos, the seat of the legendary King Minos, enjoy the unique atmosphere of the monastery Ag. Triada, the traditional pottery-making in the village of Margarites and the workshop of Mr. Chatziparaschos , one of the only pastry makers in Greece!

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, german, french, spanish

Destinations

Chania

15% OFF TODAY

Duration5 days

From

USD 1,562

USD 1,328

Saving

USD 234

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St Francis Way: Assisi to Spoleto - May 2026

4.8

(9 reviews )

No booking fees

Best price guaranteed

The information provided was excellent and the navigation app worked well. The accommodation was extremely good. Overall I found the walk more difficult than I expected, but in the end very rewarding.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Assisi, Spoleto, Spello, Vegnole

Assisi, Spoleto, Spello, Vegnole, Bovara Di Trevi, PORETA

Duration7 days

From

USD 1,050

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Highlights Of The Peloponnese: Argolis And Olympia, Private Tour - May 2026

15% OFF TODAY

Super Sales

Highlights Of The Peloponnese: Argolis And Olympia, Private Tour - May 2026

(1 review )

Trip customizable

Best price guaranteed

On the first day, our guide to the Temple of Poseidon was Doreena, and she did a good job of narrating the ride and then taking us through the temple area. For the trip down the Peloponnese, Mariana did an excellent job. Her knowledge of history and archaeology was amazing. She was personable, informative, always conscious of the guests and answered questions well.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, italian, german, french

Destinations

Athens, Olympia

15% OFF TODAY

Duration3 days

From

USD 1,766

USD 1,501

Saving

USD 265

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Exploring Greece With Athens, Delphi, Meteora, Mykonos And Santorini, Private Tour - May 2026

15% OFF TODAY

Super Sales

Exploring Greece With Athens, Delphi, Meteora, Mykonos And Santorini, Private Tour - May 2026

Trip customizable

Best price guaranteed

Athens is one of the most historic cities in the world, among the oldest cities in Europe with a history of 3000 years. A fascinating town, full of highlights and surprises. Visit the Acropolis museum and site and learn about Greek civilization. But remember that Athens is not just about antiquity, Athens will offer you plenty of opportunities to savour the best of the traditional Greek cuisine. Kalambaka is a picturesque town with narrow cobble-stoned streets and traditional houses, some of them built right next to the rocks and has a long tradition in the production of hand-made, wood-carved objects, but also in the making of religious icons that are painted by domestic artists. Some of the workshops are located outside the town’s centre. Don’t miss the opportunity to visit some of them. Welcome to Mykonos, the world´s biggest party island. Mykonos is a place where nights roll effortlessly into daybreak and where meeting people is as easy as seeing them. Its nightlife is so active and the people so friendly that it is impossible not to become intoxicated from its lively atmosphere. Crescent-shaped Santorini Island is the most precious gem of Cyclades islands. The island itself though hides several gems where with this tour, you are given the chance to explore, see and admire

Art and architectureBeach

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, french, italian, german

Destinations

Athens, Kalambaka, Mykonos, Santorini

15% OFF TODAY

Duration9 days

From

USD 3,677

USD 3,125

Saving

USD 551

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15% OFF TODAY

Athens City Stay - 4 Days - May 2026

No booking fees

Best price guaranteed

CITY STAY: Enjoy a historic getaway with this 4 day stay in Greece's capital city. Take an extensive tour through the history of Athens, culminating with a visit to the Acropolis, before free time to explore on your own.

City sightseeing

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Athens

15% OFF TODAY

Duration4 days

From

USD 755

USD 642

Saving

USD 113

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Santorini and Naxos on Foot - May 2026

(1 review )

No booking fees

Best price guaranteed

Santorini and Naxos are two of the most beautiful islands in the Cyclades but here is where the similarity ends. Santorini feels like no other place on earth: an ancient island that endured one of the largest volcanic eruptions in history. Here everything is bright like the whitewashed cube-shaped houses, the lapis lazuli sea and the sunsets that light up the caldera. Whilst the towns and beaches are understandably popular, the walking opportunities on the island are numerous, through volcanic landscapes and along spectacular cliffs along a series of mule tracks. Naxos on the other hand is the largest of the Cyclade islands with some of Greece's best white sand beaches, a smattering of ancient ruins and a lively town. Away from the coast, life has changed little in the last century. Traditional farming practices abound in a landscape of fertile valleys home to 1000 year old olive groves and impressive mountains beckoning to be climbed. One day is spent ascending the highest mountain of the area: Mt Zas. From its summit enjoy breathtaking views of olive-orchards set in sharp contrast with the deep blue Aegean Sea. The pace of the holiday is dictated by you, with plenty of opportunity after the walks to swim in the sea or hotel pool, wander through markets in the small towns and relax at a taverna to watch the sunset.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Santorini, Chania, Naxos, Melane

Santorini, Chania, Naxos, Melanes, Eggares, Akrotiri, Oia

Duration8 days

From

USD 1,040

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All Greece Tours in May 2026

39 Trips in Greece during May 2026 with 47 Reviews

See Greece tours by duration

39 Trips in Greece during May 2026 with 47 Reviews

Athens - Mykonos - Santorini - Crete - May 2026

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

Ancient Greece on Foot - May 2026

Exploring Crete - May 2026

Grand Peloponnese, Self-drive - May 2026

Andros Trail Self Guided Walk - May 2026

The Greek Gems: Athens, Delphi, Meteora And Santorini, Private Tour - May 2026

Crete: Mountains and Coast - May 2026

Crete Through The Minoan, Byzantine & Venetian Ages, Private Tour - May 2026

St Francis Way: Assisi to Spoleto - May 2026

Highlights Of The Peloponnese: Argolis And Olympia, Private Tour - May 2026

Exploring Greece With Athens, Delphi, Meteora, Mykonos And Santorini, Private Tour - May 2026

Athens City Stay - 4 Days - May 2026

Santorini and Naxos on Foot - May 2026

Combine Greece in May 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 May 2026

39 Trips in Greece during May 2026 with 47 Reviews

See Greece tours by duration

39 Trips in Greece during May 2026 with 47 Reviews