10 Best Santorini Multiday Tours in May 2026

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Highlights of Greece - May 2026

(1 review )

No booking fees

Best price guaranteed

Had an amazing trip manager and great group of people to travel with

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-35 yrs

Operated in

english

Destinations

Athens, Santorini, Meteora, Delp

Athens, Santorini, Meteora, Delphi, Mykonos, Paros

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Duration11 days

From

USD 2,295

USD 2,180

Saving

USD 115

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Highlights of Greece with Island Hopping - May 2026

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

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Duration14 days

From

USD 2,715

USD 2,579

Saving

USD 136

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Picturesque Solo Greece Tour - May 2026

Trip customizable

Best price guaranteed

Head into the heart of Greece, known for its ancient archaeological sites, breathtaking beaches, and turquoise-green waters as you hop from island to island across the Aegean Sea! This island-hopping tour of Greece will begin in Athens, the famous capital of Greece known as the birthplace of democracy. Visit the Acropolis and see the Odeon of Herodes Atticus, two of the city’s most famous landmarks, before you board your ferry to Mykonos, a breathtaking island known for its exhilarating nightlife scene. Lay back and unwind on some of the most beautiful beaches in Greece, famous for their spectacular sands and crystal-clear waters, and go bar hopping on the party island before you set sail to Santorini, where you will see the most beautiful sunsets in Greece. Lay back under the sun on the beautiful local beaches, set out to explore the traditional Greek villages, and lose yourself in the vast and varied landscapes of his romantic island. Finally, you will make your way back to Athens, where your island-hopping tour of Greece will come to an end!

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini

Duration8 days

From

USD 2,624

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Greek Islands: Sunsets & Sea Breezes - May 2026

4.5

(173 reviews )

No booking fees

Best price guaranteed

Lovely islands to explore and relax.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-39 yrs

Operated in

english

Destinations

Athens, Mykonos, Paros, Santorini

Duration10 days

From

USD 2,199

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Super Sales

Solo-ish Greece - May 2026

(4 reviews )

No booking fees

Best price guaranteed

It was wonderful to experience Greece with others without feeling like I should find a friend to travel with. Our CEO’s enthusiasm about the culture was contagious. Thanks for creating an active vacation experience!

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-100 yrs

Operated in

english

Destinations

Athens, Santorini, Tinos, Mykono

Athens, Santorini, Tinos, Mykonos, Naxos

Duration9 days

From

USD 2,699

USD 2,618

Saving

USD 81

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Super Sales

One Week in the Greek Islands - May 2026

No booking fees

Best price guaranteed

Calling all nature lovers, beachside loungers and avid explorers – this eight-day adventure will take you to all the hotspots throughout the famous Greek Islands. Explore an ancient citadel in Athens, then take a ferry to Paros in the Aegean Sea. See traditional villages, natural swimming coves and maybe even take a ride to the sister island Antiparos for a local bite. Head to the village of Lefkes and explore the scenic olive-grove locale before a lunch of moussaka, dolmas and Greek salad. Head to Ios – a hub of vibrant nightlife and countless beaches to kick back on – and watch the sunset over an iconic city with some new mates. End it all in Santorini, where you can hike off the refreshing glass (or glasses) of the country’s most popular wine and sit down for another epic sunset. This is the perfect way to forge new friendships!

Adventure

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel

Age Range

18-35 yrs

Operated in

english

Destinations

Athens, Santorini, Paros, Ios

Duration8 days

From

USD 1,505

USD 1,460

Saving

USD 45

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London to Santorini - May 2026

(2 reviews )

No booking fees

Best price guaranteed

Loved the fast paced trip and now many nights we were able to go out. the trip managers were also incredible and very knowledgeable

City sightseeing

Tour Type

Group Tour

Accommodation

Hostel, Hotel, Resort

Age Range

18-35 yrs

Operated in

english

Destinations

Paris, London, Santorini, Venice

Paris, London, Santorini, Venice, Florence, Rome, Athens, Mykonos, Paros, Beaujolais, Barcelona, French Riviera

Duration24 days

From

USD 4,295

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Athens to Santorini Island Hopping - May 2026

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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London to Athens with Greek Island Hopping - May 2026

(3 reviews )

No booking fees

Best price guaranteed

Amazing experience!! met the best people and had the best time! London to Athens was very jam packed and exciting, the greek island hopping was relaxing but also had lots of parties so it was a great way to end the trip!!

Sightseeing ToursBeach

Tour Type

Group Tour

Accommodation

Hostel, Hotel, Resort

Age Range

18-35 yrs

Operated in

english

Destinations

London, Athens, Paris, Venice, F

London, Athens, Paris, Venice, Florence, Rome, Mykonos, Paros, Santorini, Ios, Beaujolais, Barcelona, French Riviera

Duration27 days

From

USD 4,675

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Ancient Egypt and Greece - May 2026

Trip customizable

Best price guaranteed

This tour will guide you through the ancient temples, archaeological sites, breathtaking beaches of Egypt & Greece. Begin your journey in Cairo, the cultural hub of the Arab World. Take a flight to Luxor and embark on a relaxing four-night cruise up the Nile River. You will discover the ancient temples of Luxor and Karnak. Uncover the fascinating historical sights of Kom Ombo, including the tombs of Theban rulers, ancient kings, and queens of several dynasties. Continue your journey to The Temple of Edfu — the best-preserved ancient temple in Egypt and the second largest after Karnak. Travel to Aswan and admire the Phile Temple, built to worship the Goddess Isis. Your last stop is Cairo, where you will admire the magnificence of Great Pyramids of Egypt and Sphinx before you fly down to Greece. Your journey will begin in Athens, the famous capital of Greece known as the birthplace of democracy. Visit the Acropolis and see the Odeon of Herodes Atticus, two of the city’s most famous landmarks, before you board your ferry to Mykonos, a breathtaking island known for its exhilarating nightlife scene. Later, visit Santorini, where you will see the most beautiful sunsets in Greece. Lay back under the sun on the beautiful local beaches, set out to explore the traditional Greek villages, and lose yourself in the vast and varied landscapes of his romantic island. Finally, make your way back to Athens, where your island-hopping tour of Greece will come to an end!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

english

Destinations

Cairo, Athens, Mykonos, Santorin

Cairo, Athens, Mykonos, Santorini, Luxor, Edfu, Aswan

Duration15 days

From

USD 4,042

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Wonders of Athens Mykonos Santorini and Crete - May 2026

Trip customizable

Best price guaranteed

This trip will guide you through the most magnificent islands and cosmopolitan cities in Greece! Begin your journey in Athens, where you will see breathtaking views of the famous Acropolis in the heart of the city. Take a ferry to Mykonos, the bustling party island, famous for its delicious Mediterranean cuisine, exhilarating nightlife scene, and romantic resorts. Sail to Santorini for a stop on this magical island with beautiful beaches, world-class restaurants, and breathtaking views. Next, you will explore Heraklion on the island of Crete, boasting fascinating remnants from brilliant ancient civilizations. Explore the sandy beaches and traditional villages of these sun-drenched islands as you lose yourself in the vast and varied landscapes and ancient treasures. Catch a flight to Athens where you will end your tour of the Greek Islands!

Cultural, religious and historic sites

Tour Type

Independent Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

English

Destinations

Athens, Mykonos, Santorini, Heraklion

Duration10 days

From

USD 2,519

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Wonders of Athens Mykonos Santorini and Rhodes - May 2026

Trip customizable

Best price guaranteed

This trip will guide you through the most magnificent islands and cosmopolitan cities in Greece! Begin your journey in Athens, where you will see breathtaking views of the famous Acropolis in the heart of the city. Take a ferry to Mykonos, the bustling party island, famous for its delicious Mediterranean cuisine, exhilarating nightlife scene, and romantic resorts. Sail to Santorini for a stop on this magical island with beautiful beaches, world-class restaurants, and breathtaking views. Next, you will explore Rhodes, Greece’s largest Dodecanese Island, where you have the chance to hit the sandy beaches and explore the ancient ruins and remnants of the island. Catch a flight to Athens where you will end your tour of the Greek Islands!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini, Rhodes

Duration10 days

From

USD 2,624

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Jewels of Athens And Santorini - May 2026

Trip customizable

Best price guaranteed

Experience the magic of Greece on this unforgettable journey through ancient cities, breathtaking islands, and iconic landmarks. Begin in Athens, where classical wonders like the Acropolis and the Temple of Olympian Zeus meet modern vibrance. Explore the world-class Acropolis Museum and stroll historic neighborhoods. Fly to stunning Santorini and soak in the charm of its cliffside villages, volcanic beaches, and timeless beauty. Then return to the mainland for a scenic drive to Cape Sounion’s Temple of Poseidon and a full-day tour of the Peloponnese’s historic gems—Mycenae, Nauplia, and Epidaurus. Finish your adventure with a relaxing day cruise to the picturesque Saronic Islands of Poros, Hydra, and Aegina. With a perfect mix of cultural discovery and leisure, this tour offers a rich and rewarding taste of Greece's past and present.

Explorer

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Athens, Santorini

Duration8 days

From

USD 1,679

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Highlights of the Greek Islands - May 2026

4.4

(5 reviews )

No booking fees

Best price guaranteed

We could not of asked for a better tour guide than George, he was patient, catered for everyone’s ability. The excursions were really good. Hotels chosen where amazing we could not fault them at all

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Athens, Santorini, Naxos, Apiranthos

Duration8 days

From

USD 2,350

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Get a customized trip to Santorini in May 2026

Plan a multi-country or regional adventure across Santorini in May 2026, with help from a local expert.

Canan KaraarslanTravel Expert in Egypt, Greece, Jordan, Morocco & Turkey
Julia KourafaTravel Expert in Greece
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All Santorini Tours in May 2026

Page 3 of 49 Trips in Santorini during May 2026 with 356 Reviews

Page 3 of 49 Trips in Santorini during May 2026 with 356 Reviews

Highlights of Greece - May 2026

Highlights of Greece with Island Hopping - May 2026

Picturesque Solo Greece Tour - May 2026

Greek Islands: Sunsets & Sea Breezes - May 2026

Solo-ish Greece - May 2026

One Week in the Greek Islands - May 2026

London to Santorini - May 2026

Athens to Santorini Island Hopping - May 2026

London to Athens with Greek Island Hopping - May 2026

Ancient Egypt and Greece - May 2026

Wonders of Athens Mykonos Santorini and Crete - May 2026

Wonders of Athens Mykonos Santorini and Rhodes - May 2026

Jewels of Athens And Santorini - May 2026

Highlights of the Greek Islands - May 2026

Get a customized trip to Santorini in May 2026

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Food, wine, events and nightlife

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All Santorini Tours in May 2026

Page 3 of 49 Trips in Santorini during May 2026 with 356 Reviews

Page 3 of 49 Trips in Santorini during May 2026 with 356 Reviews

Get a customized trip to Santorini in May 2026