10 Best Greece Multiday Tours in May 2027

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

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Athens to Santorini - May 2027

(1 review )

No booking fees

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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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Best of Greece - May 2027

(1 review )

No booking fees

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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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Highlights Of The Greek Islands - May 2027

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Highlights of the Greek Islands - May 2027

(5 reviews )

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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

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Duration8 days

From

USD 2,149

USD 1,563

Saving

USD 586

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Premium Greece - May 2027

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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

18% OFF TODAY

Duration8 days

From

USD 3,325

USD 2,741

Saving

USD 584

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Walking in Crete - May 2027

(4 reviews )

No booking fees

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 3,075

USD 2,983

Saving

USD 92

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Hiking Crete: Gorges & Coastal Walks - May 2027

(3 reviews )

No booking fees

Best price guaranteed

Espectacular scenery, fantastic guide and fun travel mates.

BeachTrekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Chania, Omalos, Agia Roumeli, Loutro

Duration7 days

From

USD 1,299

USD 1,260

Saving

USD 39

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Premium Greece Cyclades Islands - May 2027

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Premium Greece Cyclades Islands - May 2027

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Let the charm of the Cyclades wash over you on this 9-day Premium island adventure in Greece. Start off in the storied city of Athens, explore the villages of Paros, uncover ancient riches in Naxos and soak up the views in Santorini. Hike a caldera, tour wineries, sample local kitron and take a cooking class with organic ingredients. Travel with a passionate local leader who’s eager to share the magic of their country as you discover fascinating histories, incredible food and welcoming locals.

BeachChill out

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Luxury Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Santorini, Paros, Naxos

27% OFF TODAY

Duration9 days

From

USD 5,105

USD 3,714

Saving

USD 1,391

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7% OFF TODAY

Exploring Greece and Its Islands featuring Classical Greece, Mykonos & Santorini - May 2027

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Discover the magnificent ruins of ancient Greece and bask in the brilliance of the Mediterranean. This comprehensive journey explores Greece's most important ancient monuments, including the famed Temple of Zeus, the archaeological site of Olympia and ancient artifacts of Delphi. Explore Athens on a comprehensive tour of the incredible Acropolis. Visit a local farm in the countryside to see how olive oil and wine are produced. Learn how to cook traditional Mediterranean cuisine during a cooking demonstration. Wander the winding streets, vineyards, marketplaces and beaches of Mykonos and Santorini. Explore the excavations of the ancient city at Akrotiri, the most important prehistoric settlement found anywhere in the Eastern Mediterranean. Learn the history of this fascinating country from local experts on guided tours of Athens, Metéora, Delphi, and Olympia. Throughout your journey, experience the iconic sights of Greece's Classical age with ample time to explore on your own.

BeachChill out

Tour Type

Group Tour

Accommodation

Resort, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Athens, Chora, Mykonos, Oia, San

Athens, Chora, Mykonos, Oia, Santorini, Kalambaka, Arachova, Olympia, Tolo

7% OFF TODAY

Duration16 days

From

USD 5,299

USD 4,949

Saving

USD 350

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27% OFF TODAY

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Highlights of Crete - May 2027

No booking fees

Best price guaranteed

The island of Crete has so much history and natural wonder to offer to a curious traveller. And in seven days on its shores, you’ll see what’s known as Europe’s oldest city, taste some of the region’s best food and wine, and discover some of the world’s most picturesque beaches. From Heraklion, visit the famous archaeological site of Knossos, hike through forests and gorges, unwind in the secluded seaside village of Sougia, and sip wine in the vibrant port city of Chania to show you what makes the island so special. So quintessentially ‘Greece’ and so full of life, the best of Crete is waiting.

Beach

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Chania, Heraklion, Crete, Sougia

27% OFF TODAY

Duration7 days

From

USD 2,140

USD 1,557

Saving

USD 583

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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 2027

9 Trips in Greece during May 2027 with 14 Reviews

See Greece tours by duration

Athens to Santorini - May 2027

Best of Greece - May 2027

Highlights of the Greek Islands - May 2027

Premium Greece - May 2027

Walking in Crete - May 2027

Hiking Crete: Gorges & Coastal Walks - May 2027

Premium Greece Cyclades Islands - May 2027

Exploring Greece and Its Islands featuring Classical Greece, Mykonos & Santorini - May 2027

Highlights of Crete - May 2027

9 Trips in Greece during May 2027 with 14 Reviews

Combine Greece in May with Nearby Countries for an Unforgettable Trip

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All Greece Tours in May 2027

9 Trips in Greece during May 2027 with 14 Reviews

See Greece tours by duration

9 Trips in Greece during May 2027 with 14 Reviews