10 Best Santorini Multiday Tours in May 2026

15% OFF TODAY

Istanbul to Cappadocia, Santorini & Athens - 15 days - May 2026

No booking fees

Best price guaranteed

Experience the highlights of Turkey and Greece in this 15-day tour, starting with the vibrant city of Istanbul, where you explore historic mosques, cruise the Bosphorus, and visit the Grand Bazaar. Continue to Ankara and Cappadocia to discover ancient civilisations, underground cities, and surreal landscapes. Journey on to Pamukkale’s thermal terraces, the ancient ruins of Ephesus, and the coastal charm of Izmir before crossing to the Greek islands. Enjoy the beauty and leisure of Samos, Mykonos, and Santorini, with their stunning beaches, quaint villages, and cultural sites. The tour concludes in Athens, with visits to iconic landmarks like the Acropolis.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Istanbul, Athens, Mykonos, Santo

Istanbul, Athens, Mykonos, Santorini, Ankara, Cappadocia, Pamukkale, Izmir, Samos

15% OFF TODAY

Duration15 days

From

USD 5,435

USD 4,620

Saving

USD 815

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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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5% OFF TODAY

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

5% OFF TODAY

Duration11 days

From

USD 2,295

USD 2,180

Saving

USD 115

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Treasures of Athens and The Greek Islands - May 2026

Trip customizable

Best price guaranteed

Discover turquoise waters, white-sand beaches, ancient ruins, and fascinating archaeological sites with this tour of Athens and the Greek Islands! Begin your journey in Athens where you will visit the Temple of Olympian Zeus and see the world-famous Acropolis, two of the most iconic attractions in the Greek capital. Catch your ferry to Naxos and lose yourself in the beauty of the Greek Islands. This extraordinary island is home to some of the most beautiful beaches in Greece and is the perfect place to try windsurfing or kitesurfing. From there you will travel to Mykonos, home to the traditional village of Ano Mera and the glamorous street of Mayotanni. Experience the vibrant nightlife scene of this notorious party island before you set sail to Santorini to enjoy the breathtaking sunset views and see the dramatic rocky landscapes in this romantic destination. Make your way back to Athens where you will end your tour of Greece!

BeachArt and architecture

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

english

Destinations

Athens, Santorini, Naxos, Mykonos

Duration9 days

From

USD 1,732

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Athens with 07 Nights Greek Islands Cruise - May 2026

Trip customizable

Best price guaranteed

Discover the rich history, captivating culture, and delectable cuisine of the unforgettable Greek islands on this 7-night Cruise Journey. Begin your adventure in Athens, Greece’s historic capital, where you'll explore ancient ruins and iconic landmarks such as the Acropolis. Next, you'll sail to Kusadasi, Turkey, to marvel at the ancient city of Ephesus, one of the Seven Wonders of the Ancient World. Later, you'll arrive at Rhodes, where you can blend ancient and modern charm by visiting the medieval Acropolis at Lindos and wandering the Old Town. As you sail to Crete’s Agios Nikolaos, enjoy its beautiful Bay of Mirabello and legendary Lake Voulismeni. Next, you'll sail to Santorini, where you can relax amidst its stunning volcanic scenery and picturesque villages. Later, you'll arrive at Mykonos, soaking up the sun on its famous beaches, exploring the vibrant town, and perhaps taking a boat trip to Delos. As you sail to Milos, admire its unique volcanic landscapes and charming fishing villages before concluding your adventure back in Athens, reflecting on the rich history and cultural beauty of Greece.

CruiseSightseeing Tours

Tour Type

Independent Tour

Accommodation

Ship Cabin, Hotel, Resort

Age Range

8-99 yrs

Operated in

English

Destinations

Athens, Kusadasi, Rhodes, Crete

Athens, Kusadasi, Rhodes, Crete, Santorini, Mykonos, Milos

Duration9 days

From

USD 1,469

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Halloween Super Sales

Journeys: Discover the Greek Islands - May 2026

No booking fees

Best price guaranteed

Sail into a world of timeless charm and island magic on this 8-day journey through the Greek Islands. Wander the iconic windmills and seaside charm of Mykonos, explore the lush heart of Naxos with an expert guide, and take part in a meaningful wildlife conservation experience. Along the way, enjoy a farm-fresh lunch, dive into centuries of tradition, and end your adventure on the postcard-perfect cliffs of Santorini — where the sunsets are unforgettable and the history runs deep.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Athens, Santorini, Mykonos, Naxos

Duration8 days

From

USD 3,399

USD 3,297

Saving

USD 102

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Halloween Super Sales

Greco - Turkish Contrasts - May 2026

No booking fees

Best price guaranteed

Venture from Istanbul to Athens on the "Greco-Turkish Contrasts" tour, an 18-day city sightseeing journey through the heart of two distinct cultures. Explore Istanbul’s vibrant bazaars, the sun-kissed Greek islands of Rhodes and Heraklion, and the timeless streets of Athens, all while enjoying comfortable accommodation and expertly guided excursions. Designed for seniors, the trip’s easy pace and thorough itinerary provide both depth and relaxation. Each destination offers a unique slice of history, cuisine, and culture. What makes this tour package unique? Its seamless connection of Turkey and Greece, allowing travelers to experience the best contrasts and harmonies of both nations on one unforgettable trip.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Istanbul, Athens, Heraklion, San

Istanbul, Athens, Heraklion, Santorini, Mykonos, Patras, Kusadasi, Marmaris, Rhodes

Duration18 days

From

USD 4,620

USD 4,481

Saving

USD 139

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Halloween Super Sales

Greek Isles Adventure with Crete - May 2026

Trip customizable

Best price guaranteed

Begin with a visit to Athens' ancient Acropolis, immersing yourself in its rich history. Next, set sail for Mykonos, renowned for its sandy beaches and vibrant nightlife. Wander through the narrow streets of Santorini, take in the volcanic landscapes, indulge in thermal spa relaxation, and witness the breathtaking sunset over the caldera. Lastly, explore Crete, the largest and most diverse of the Greek islands, where culture, history, and nature converge seamlessly

BeachChill outHoneymoon

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

english

Destinations

Athens, Crete, Mykonos, Santorini

Duration13 days

From

USD 2,533

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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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30% OFF TODAY

Gems of Greece & Aegean Cruise - 9 days - May 2026

No booking fees

Best price guaranteed

Discover the wonders of Classical Greece and the Aegean on this 9-day journey. Explore Athens’ iconic landmarks, the ancient sites of Olympia, Delphi, and Mycenae, and the picturesque Peloponnese. Then, set sail on a 3-night cruise to the idyllic Greek islands of Mykonos, Santorini, and Patmos, with a stop in Kusadasi.

Explorer

Tour Type

Group Tour

Accommodation

Ship Cabin, Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Athens, Olympia, Delphi, Mykonos

Athens, Olympia, Delphi, Mykonos, Patmos, Santorini

30% OFF TODAY

Duration9 days

From

USD 3,445

USD 2,412

Saving

USD 1,034

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10% OFF TODAY

Highlights of Greece with Island Explorer - May 2026

(3 reviews )

No booking fees

Best price guaranteed

The island tours and optional experiences provided were so worthwhile! These experience allowed us the opportunity to truly experience the places we visited and learn fascinating and phenomenal pieces of information. The costsaver and local guides truly made the optional experiences a part of the trip we HAD to experience for every place we visited.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Athens, Mykonos, Delphi, Kalamba

Athens, Mykonos, Delphi, Kalambaka, Santorini

10% OFF TODAY

Duration12 days

From

USD 4,165

USD 3,749

Saving

USD 417

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Halloween 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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Halloween Super Sales

Greek Islands, Northern Greece and Peloponnese - May 2026

4.4

(9 reviews )

No booking fees

Best price guaranteed

This was an excellent tour!! I am so happy with Europomundo!! Our tour guides were excellent!!! Antonio is an excellent tour guide, he really made sure we were well taken care of from the beginning to the end of the tour!!!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini, Kala

Athens, Mykonos, Santorini, Kalabaka, Nafplion, Patras

Duration11 days

From

USD 2,954

USD 2,865

Saving

USD 89

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Halloween Super Sales

Athens, Northern Greece and Greek Islands - May 2026

No booking fees

Best price guaranteed

Sun-kissed islands and timeless cities await on the 'Athens, Northern Greece and Greek Islands' tour—a 10-day sightseeing journey tailored for seniors. Beginning and ending in Athens, you’ll explore the volcanic landscapes of Santorini, the cosmopolitan flair of Mykonos, and the historic charm of Kalabaka. With all group accommodations, transport, and meals included, the experience is designed for maximum ease and enjoyment. What sets this trip apart is its seamless route connecting iconic Greek islands with notable mainland sites, ensuring a rich and relaxing discovery of Greece’s best.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Kalabaka, Mykonos, Santorini

Duration10 days

From

USD 2,433

USD 2,360

Saving

USD 73

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All Santorini Tours in May 2026

Page 6 of 126 Trips in Santorini during May 2026 with 1,118 Reviews

Get a customized trip to Santorini in May 2026

Page 6 of 126 Trips in Santorini during May 2026 with 1,118 Reviews

Istanbul to Cappadocia, Santorini & Athens - 15 days - May 2026

Wonders of Athens Mykonos Santorini and Rhodes - May 2026

Highlights of Greece - May 2026

Treasures of Athens and The Greek Islands - May 2026

Athens with 07 Nights Greek Islands Cruise - May 2026

Journeys: Discover the Greek Islands - May 2026

Greco - Turkish Contrasts - May 2026

Greek Isles Adventure with Crete - May 2026

Athens to Santorini Island Hopping - May 2026

Gems of Greece & Aegean Cruise - 9 days - May 2026

Highlights of Greece with Island Explorer - May 2026

One Week in the Greek Islands - May 2026

Greek Islands, Northern Greece and Peloponnese - May 2026

Athens, Northern Greece and Greek Islands - May 2026

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 Santorini Tours in May 2026

Page 6 of 126 Trips in Santorini during May 2026 with 1,118 Reviews

Get a customized trip to Santorini in May 2026

Page 6 of 126 Trips in Santorini during May 2026 with 1,118 Reviews