10 Best Heraklion Multiday Tours in May 2026

Get a customized trip to Heraklion in May 2026

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

Canan KaraarslanTravel Expert in Egypt, Greece, Jordan, Morocco & Turkey
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Walking in Crete - May 2026

4.7

(26 reviews )

No booking fees

Best price guaranteed

Excellent trip. The last trip I did with Explore was 30 years ago. I am recently retired and decided to join a small walking group . Used Explore again and was not disappointed. Excellent team in London. Guide professional, knowledgable , super safety conscious and sociable as I would have expected. Walking terrain in Crete is quite challenging but thanks to our guide we all managed to complete our hikes. Great group of people too!

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Crete, Chania, Agia Roumeli, Ara

Crete, Chania, Agia Roumeli, Aradena Gorge, Loutro, Zaros, Heraklion

Duration8 days

From

USD 1,660

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A Taste of Greece - Crete to the Peloponnese - May 2026

4.9

(7 reviews )

No booking fees

Best price guaranteed

This tour was a perfect balance of amazing food, historical sites, and sightseeing, and time to do things on your own. We had such a dynamic and charismatic group leader that made the whole experience that much better. Wide range of activities, which made interesting aspects to the food tour theme… it was a magnificent trip!

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Heraklion, Zaros, Athens, Poros

Heraklion, Zaros, Athens, Poros, Galatas, Nafplion

Duration10 days

From

USD 3,460

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Gems of Greece: Athens, Naxos & Crete - May 2026

(6 reviews )

No booking fees

Best price guaranteed

Tour was wonderful. Enjoyed the evening of local folk dancing, pastry making and demo of clay making. The museums were excellent. I also enjoyed the sail boat ride to several Greek Islands. The only negative was the hotel in Naxos. Moldy bathroom and too far from town. Tour manager was very knowledgeable and did an excellent job of showing us all aspect of Greece.

Museum and gallery visits

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Athens, Chania, Naxos, Heraklion

Duration14 days

From

USD 5,349

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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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All Heraklion Tours in May 2026

4 Trips in Heraklion during May 2026 with 39 Reviews

Get a customized trip to Heraklion in May 2026

Walking in Crete - May 2026

A Taste of Greece - Crete to the Peloponnese - May 2026

Gems of Greece: Athens, Naxos & Crete - May 2026

Wonders of Athens Mykonos Santorini and Crete - May 2026

4 Trips in Heraklion during May 2026 with 39 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 Heraklion Tours in May 2026

4 Trips in Heraklion during May 2026 with 39 Reviews

Get a customized trip to Heraklion in May 2026

Walking in Crete - May 2026

A Taste of Greece - Crete to the Peloponnese - May 2026

Gems of Greece: Athens, Naxos & Crete - May 2026

Wonders of Athens Mykonos Santorini and Crete - May 2026

4 Trips in Heraklion during May 2026 with 39 Reviews