10 Best Santorini Multiday Tours in May 2026

Halloween Super Sales

Glories of Türkiye and Greece - May 2026

Trip customizable

Best price guaranteed

Experience the highlights of Turkey and the spectacular Cycladic Islands of Greece on this immersive tour. Begin in Istanbul, a vibrant city straddling Europe and Asia, where you will visit iconic landmarks such as the Blue Mosque, Hagia Sophia Museum, and the colorful Grand Bazaar. Later, visit the legendary city of Troy and explore its archaeological ruins, then proceed to Ephesus to wander through its marble streets, magnificent Library of Celsus, grand theater, and sacred Temple of Hadrian. Later, travel from Marmaris to the Greek island of Rhodes by hydrofoil, home to the Colossus of Rhodes. Afterwards, fly to the romantic island of Santorini, famed for its stunning caldera views and unforgettable sunsets, and continue by ferry to Mykonos, known for its charming, whitewashed houses, windmills, and vibrant beaches. Conclude your journey in Athens, marveling at the world-renowned Acropolis and exploring the charming streets of the Plaka district. This tour offers a perfect blend of history, culture, and scenic beauty across two continents and some of the most iconic destinations in the Eastern Mediterranean.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Istanbul, Athens, Mykonos, Marma

Istanbul, Athens, Mykonos, Marmaris, Rhodes, Santorini, Canakkale, Izmir, Bodrum

Duration16 days

From

USD 4,462

USD 4,328

Saving

USD 134

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Halloween Super Sales

Gems and Islands of Greece - May 2026

Trip customizable

Best price guaranteed

Embark on an unforgettable journey through Greece, exploring ancient landmarks, captivating archaeological sites, and breathtaking islands. Start in Athens, the historic heart of Greece, where ancient wonders meet modern vibrancy. Venture to Delphi, the legendary city revered by ancient Greeks as the Center of the Earth. Continue with a scenic drive to Kalambaka, enjoying picturesque views of charming villages and towns. Arrive at Meteora, where dramatic rock formations host stunning monasteries. Delve into local culture and handicrafts before returning to Athens for an immersive city tour, visiting iconic sites like the Panathenaic Stadium and the Acropolis. Afterwards, sail to the cosmopolitan island of Mykonos, famous for its vibrant nightlife, exquisite cuisine, and beautiful beaches. Conclude your journey on the enchanting island of Santorini, with its turquoise waters and white-sand beaches. This comprehensive tour of Greece promises a blend of history, culture, and natural beauty, ensuring an experience you'll cherish forever.

Art and architectureBeach

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Athens, Santorini, Kalambaka, Mykonos

Duration9 days

From

USD 1,837

USD 1,782

Saving

USD 55

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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 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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8% OFF TODAY

Halloween Super Sales

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

8% OFF TODAY

Duration11 days

From

USD 2,295

USD 2,115

Saving

USD 180

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Splendours Of Central Europe, Balkans And Greece - May 2026

42% OFF TODAY

Halloween Super Sales

Splendours of Central Europe, Balkans and Greece - May 2026

No booking fees

Best price guaranteed

Embark on an unforgettable 27-day journey with our Best of Central Europe and Greece Tour, where history, culture, and breathtaking landscapes come together in perfect harmony. Explore a rich tapestry of iconic cities and vibrant islands, each brimming with its own unique character and stories. Wander through the imperial grandeur of Vienna, soak up the enchanting charm of medieval towns, and marvel at the stunning Adriatic coastline in Dubrovnik. Experience the timeless spirit of Athens, the cradle of ancient civilization, before diving into the lively, sun-soaked energy of Mykonos and other stunning Greek islands. This carefully crafted tour blends immersive cultural discoveries, architectural wonders, and moments of relaxation, ensuring you capture the true essence of every destination. Prepare to be captivated by history, beauty, and unforgettable experiences at every turn.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Berlin, Athens, Budapest, Sofia

Berlin, Athens, Budapest, Sofia, Belgrade, Sarajevo, Trebinje, Shkoder, Ohrid, Skopje, Mykonos, Santorini, Ios, Prague, Munich, Vienna

42% OFF TODAY

Duration27 days

From

USD 8,177

USD 4,759

Saving

USD 3,418

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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

USD 2,457

Saving

USD 76

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Highlights Of Greece With Island Hopping - May 2026

8% OFF TODAY

Halloween Super Sales

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

8% OFF TODAY

Duration14 days

From

USD 2,715

USD 2,502

Saving

USD 213

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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

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

USD 2,545

Saving

USD 79

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Halloween Super Sales

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

USD 1,680

Saving

USD 52

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Best Of Central Europe And Greece - May 2026

42% OFF TODAY

Halloween Super Sales

Best of Central Europe and Greece - May 2026

No booking fees

Best price guaranteed

Discover the perfect blend of culture, history, and island bliss on this 20-day Best of Central Europe and Greece Tour. Begin your journey in the heart of Europe, exploring iconic cities like Berlin, Prague, Munich, Vienna, Bratislava, and Budapest. Each destination offers a rich cultural tapestry, from fairy-tale architecture and imperial grandeur to dynamic city streets and fascinating local traditions. With guided tours, seamless travel, and time to soak in the atmosphere, you'll uncover the stories and soul of Central Europe. From there, head south to the ancient wonders and sun-soaked islands of Greece. Wander through the timeless ruins of Athens before island-hopping to Mykonos, Santorini, and Ios. Whether you're chasing the perfect sunset, indulging in delicious cuisine, or relaxing on a golden beach, the Greek leg of the journey offers the ultimate in leisure and beauty. With the perfect mix of exploration and relaxation, this tour promises an unforgettable adventure from Europe's cultural heart to its sparkling southern shores.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Berlin, Athens, Budapest, Mykono

Berlin, Athens, Budapest, Mykonos, Santorini, Ios, Prague, Munich, Vienna

42% OFF TODAY

Duration20 days

From

USD 6,696

USD 3,897

Saving

USD 2,799

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All Santorini Tours in May 2026

Page 5 of 94 Trips in Santorini during May 2026 with 1,106 Reviews

Get a customized trip to Santorini in May 2026

Page 5 of 94 Trips in Santorini during May 2026 with 1,106 Reviews

Glories of Türkiye and Greece - May 2026

Gems and Islands of Greece - May 2026

Journeys: Discover the Greek Islands - May 2026

Greco - Turkish Contrasts - May 2026

Greek Islands, Northern Greece and Peloponnese - May 2026

Athens, Northern Greece and Greek Islands - May 2026

Highlights of Greece - May 2026

Splendours of Central Europe, Balkans and Greece - May 2026

Greek Isles Adventure with Crete - May 2026

Highlights of Greece with Island Hopping - May 2026

One Week in the Greek Islands - May 2026

Wonders of Athens Mykonos Santorini and Rhodes - May 2026

Treasures of Athens and The Greek Islands - May 2026

Best of Central Europe and Greece - 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 5 of 94 Trips in Santorini during May 2026 with 1,106 Reviews

Get a customized trip to Santorini in May 2026

Page 5 of 94 Trips in Santorini during May 2026 with 1,106 Reviews