10 Best Greece Multiday Tours in May 2026

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Wonders of Ancient Greece - 7 Days - May 2026

(1 review )

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Travel through the stunning landscape of mainland Greece on this 7-day tour of ancient sites and scenic beauty. Explore Athens and its iconic Acropolis before heading to the Peloponnese to see Epidaurus and the ruins of Mycenae. Discover Olympia, birthplace of the Olympic Games, and the sacred sanctuary of Delphi. The journey continues to Meteora, where centuries-old monasteries sit atop towering rock pillars, with a brief stop at historic Thermopylae on the return to Athens. A captivating blend of history, legend, and dramatic landscapes.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Athens, Meteora, Peloponnese, Ol

Athens, Meteora, Peloponnese, Olympia, Delphi

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Duration7 days

From

USD 1,945

USD 1,653

Saving

USD 292

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Sail Greece: Santorini to Mykonos - May 2026

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Dreaming of crystal-clear waters, whitewashed villages, historical ruins, lively Greek culture and deliciously fresh cuisine straight from the sea? Then sail from Santorini to Mykonos on this eight-day boat trip in Greece. Spend blissed-out days under sun drenched skies enjoying the best of the Greek Islands, including Santorini, Ios, Amorgos, the Small Cyclades, Naxos and Mykonos. Watch the sunset, explore olive groves, feast on fresh food and wine and fall asleep to the gentle rocking of your yacht every night.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Mykonos, Santorini, Ios, Amorgos

Mykonos, Santorini, Ios, Amorgos, Cyclades, Naxos, Syros

Duration8 days

From

USD 1,690

USD 1,639

Saving

USD 51

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Best Of Greece - May 2026

(1 review )

Trip customizable

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Discover the famous historical monuments of mainland Greece! With this five-day sightseeing tour, you will learn the history of the birthplace of Western civilization. In Athens, you will visit the Temple of Olympian Zeus, the Hadrian's Arch, and the Parliament, and you will get an insight into Greek democracy. A stop off at Delphi will unveil you to the antic center of the world, where two eagles released by the God Apollo met, and will predict your upcoming future destination, Meteora, where you will search for the sacred tranquility of the Greek monks.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, french, italian

Destinations

Athens, Kalambaka

15% OFF TODAY

Duration5 days

From

USD 767

USD 652

Saving

USD 115

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17% OFF TODAY

Best of Greece - May 2026

4.7

(36 reviews )

No booking fees

Best price guaranteed

Loved the tour & our tour leader (Marty) was fantastic. We enjoyed every part of this tour from the history, the relics, museums, guided tours. The Monasteries of Meteora & the small town of Kalampaka were something else & the amazing day trips from the beautiful islands where we swam from the boat & from the gorgeous beaches was yet another highlight. This tour went way beyond our expectations & I would highly recommend.

Chill outArt and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Athens, Santorini, Kalabaka, Del

Athens, Santorini, Kalabaka, Delphi, Olympia, Nafplion, Mykonos

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Duration12 days

From

USD 3,550

USD 2,955

Saving

USD 595

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Sail Greece: Mykonos to Santorini - May 2026

(1 review )

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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

Duration8 days

From

USD 1,765

USD 1,712

Saving

USD 53

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

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

Trip customizable

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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

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Duration9 days

From

USD 977

USD 830

Saving

USD 147

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Greece Sailing Adventure: Cyclades Islands - May 2026

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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 - May 2026

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 - May 2026

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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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Escape To Thessaloniki, 3 Days - May 2026

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Escape To Thessaloniki, 3 Days - May 2026

Trip customizable

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Thessaloniki, named after the half-sister of Alexander the Great is the second-largest city in Greece. Nestled in the heart of the Thermaic Gulf, Thessaloniki is easy to fall in love with. It has beauty, chaos, history and culture, remarkable cuisine and wonderful, vast sea views. Ever since the 4th c. BC when it was founded, Thessaloniki has kept its urban character and has remained a civic centre and the hub of that region. The city’s multicultural history has been associated with great empires, as it has known the Roman, Byzantine and Ottoman Rule. But sightseeing is not the only thing to do in Thessaloniki. It is perfect for endless strolls and city exploration. Walk along Thessaloniki beach promenade, have a coffee at Aristotle Square, taste the local delicacies at Ladadika, and time travel to the past at Thessaloniki Old Town.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Thessaloniki

15% OFF TODAY

Duration3 days

From

USD 129

USD 110

Saving

USD 19

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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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Flavours Of Turkey And Greece -ii- - May 2026

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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Classical Tour Greece Nafplion, Olympia, Delphi, Meteora - May 2026

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Classical Tour Greece Nafplion, Olympia, Delphi, Meteora - May 2026

(7 reviews )

Trip customizable

Best price guaranteed

This was a very enjoyable trip with an exerienced Guide. Eleni really made us live the Ancient Times through her excellent knowledge, educational activities and lovely personnality. The sites we visited were amazing, the 3 star hotels were of a good standard and well located. I highly recommend this trip.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, french

Destinations

Athens, Olympia, Delphi, Kalambaka

15% OFF TODAY

Duration5 days

From

USD 1,008

USD 857

Saving

USD 151

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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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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 2 of 183 Trips in Greece during May 2026 with 1,320 Reviews

See Greece tours by duration

Wonders of Ancient Greece - 7 Days - May 2026

Sail Greece: Santorini to Mykonos - May 2026

Best Of Greece - May 2026

Best of Greece - May 2026

Sail Greece: Mykonos to Santorini - May 2026

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

Greece Sailing Adventure: Cyclades Islands - May 2026

Absolutely Greek - May 2026

Sailing Greece - Santorini to Mykonos - May 2026

Escape To Thessaloniki, 3 Days - May 2026

Sailing Greece - Santorini to Santorini - May 2026

Flavours Of Turkey And Greece -ii- - May 2026

Classical Tour Greece Nafplion, Olympia, Delphi, Meteora - May 2026

Taste of Greece - May 2026

Page 2 of 183 Trips in Greece during May 2026 with 1,320 Reviews

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

Page 2 of 183 Trips in Greece during May 2026 with 1,320 Reviews

See Greece tours by duration

Page 2 of 183 Trips in Greece during May 2026 with 1,320 Reviews