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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Super Sales

Premium Greece Cyclades Islands - May 2027

No booking fees

Best price guaranteed

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

Duration9 days

From

USD 4,030

USD 3,909

Saving

USD 121

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

4.5

(52 reviews )

No booking fees

Best price guaranteed

All great, except Collette was not great with the communication for the Istanbul extension. The Hagia Sofia visit was cancelled by Collette with no explanation. So our group booked it ourselves. But on arrival it was part of our Collette tour. Not sure what happened.

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

Duration16 days

From

USD 5,199

USD 4,999

Saving

USD 200

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Super Sales

Highlights of Crete - May 2027

No booking fees

Best price guaranteed

The island of Crete has so much history and natural wonder to offer, 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 beautiful beaches. Visit the Knossos archaeological site and unwind in the secluded seaside village of Sougia. Join a boat trip with a local family through the region’s islands, sip wine in the vibrant port city of Chania and indulge in local dishes like fresh seafood or bougatsa (warm flaky pastry with creamy semolina custard or cheese).

Beach

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Chania, Heraklion, Knossos, Sougia

Duration7 days

From

USD 1,740

USD 1,688

Saving

USD 52

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5% OFF TODAY

Highlights of Greece with Island Hopping - May 2027

4.8

(5 reviews )

No booking fees

Best price guaranteed

I had an amazing time. Both trip managers were wonderful, super helpful and lots of fun. I really enjoyed all the places we went and the activities. Going in May was definitely a good idea, the weather was warm but not too hot and the crowds were an okay size.

City sightseeingBeach

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-35 yrs

Operated in

english

Destinations

Athens, Santorini, Ios, Meteora

Athens, Santorini, Ios, Meteora, Delphi, Mykonos, Paros

5% OFF TODAY

Duration14 days

From

USD 2,715

USD 2,579

Saving

USD 136

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Athens to Santorini Island Hopping - May 2027

4.9

(19 reviews )

No booking fees

Best price guaranteed

Fantastic way to see some of the main islands in Greece

Sightseeing ToursBeach

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-35 yrs

Operated in

english

Destinations

Athens, Santorini, Mykonos, Paros

Duration8 days

From

USD 1,315

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Super Sales

Hiking Greece's Dodecanese Islands - May 2027

No booking fees

Best price guaranteed

The Dodecanese trio of Rhodes, Symi and Tilos encompass everything that people love about the Greek islands: picturesque hikes, towns shaped through the centuries, and, of course, a deep love for food and wine. Guided by an expert tour leader, we explore it all on a well-balanced hiking adventure, taking gentle coastal and in-land trials and going deep into the local culture. There’s also time for a guided wine-tasting session, a barbecue on a traditional kaiki cruise, and plenty of moments to relax on the beach or choose your own adventure.

Trekking and HikingBeach

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Rhodes, Symi, Tilos

Duration8 days

From

USD 3,900

USD 3,783

Saving

USD 117

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All Greece Tours in May 2027

Page 2 of 20 Trips in Greece during May 2027 with 161 Reviews

See Greece tours by duration

Get a customized trip to Greece in 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

Highlights of Greece with Island Hopping - May 2027

Athens to Santorini Island Hopping - May 2027

Hiking Greece's Dodecanese Islands - May 2027

Page 2 of 20 Trips in Greece during May 2027 with 161 Reviews

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 2027

Page 2 of 20 Trips in Greece during May 2027 with 161 Reviews

See Greece tours by duration

Get a customized trip to Greece in 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

Highlights of Greece with Island Hopping - May 2027

Athens to Santorini Island Hopping - May 2027

Hiking Greece's Dodecanese Islands - May 2027

Page 2 of 20 Trips in Greece during May 2027 with 161 Reviews