10 Best Heraklion Multiday Tours in September 2026

Accommodations

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.

Walking in Crete - September 2026

4.7

(27 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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Super Sales

Highlights of Crete - September 2026

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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Santorini and Crete Walk - September 2026

(2 reviews )

No booking fees

Best price guaranteed

Excellent itinerary, the best way to see Greece, on foot

Walking tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Santorini, Chania, Akrotiri, Pyr

Santorini, Chania, Akrotiri, Pyrgos, Heraklion, Loutro, Hora Sfakion

Duration8 days

From

USD 1,390

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Super Sales

Cycling the Coast of Eastern Crete - September 2026

No booking fees

Best price guaranteed

Crete is widely considered to be one of the most beautiful destinations in Greece - and rightly so! Eastern Crete in particular has retained its genuine character and style and holds its place as the 'quieter' side of the island. With plenty to see and many local tavernas to enjoy, don't forget to sample the national drink Raki alongside your delicious Greek meze. This trip offers a unique experience to explore Crete in the best way, on two wheels! You'll cycle the islands spectacular coastline, passing through the intriguing villages of Agios Nikolaos, Ierapetra and Rethimno. With important archaeological sites to visit and tranquil golden beaches to relax on, there's heaps to admire in between your rides. The accommodations on this trip are mostly family-run and traditionally Cretan. While Crete is typically home to more simple accommodations, these have all been chosen for their great location, services, and comfort.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Heraklion, Knossos, Agios Nikola

Heraklion, Knossos, Agios Nikolaos, Lerapetra , Tsoutsouros , Agia Galini, Rethimno

Duration8 days

From

USD 2,120

USD 2,056

Saving

USD 64

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Super Sales

The Best of Greek Islands - September 2026

No booking fees

Best price guaranteed

Did you know that Crete is home to Europe’s oldest city? On this 15-day trip, you’ll explore ancient ruins as well as the coastal villages off the Aegean Sea and beautiful Crete Islands. Take a ferry along the Cyclades Islands, sip wine in the vibrant port city of Chania and wander through the ruins at Knossos – the former capital of Minoan Crete. Hike the Caldera Rim to Oia in Santorini, unwind in the secluded seaside village of Sougia and learn about the ancient capital of Athens from your local leader.

Explorer

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Chania, Knossos, Sougia

Athens, Chania, Knossos, Sougia, Syros, Mykonos, Santorini, Heraklion

Duration15 days

From

USD 5,400

USD 5,238

Saving

USD 162

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Wonders of Athens Mykonos Santorini and Crete - September 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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Get a customized trip to Heraklion in September 2026

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

Canan KaraarslanTravel Expert in Egypt, Greece, Jordan, Morocco & Turkey
Julia KourafaTravel Expert in Greece
Angela GianniotiTravel Expert in Greece
Kate PolitiTravel Expert in England, France, Germany, Greece & Slovenia
Elena KyrimiTravel Expert in Greece & Italy

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Greek Highlights and Crete - September 2026

Trip customizable

Best price guaranteed

This tour of Greece will guide you through the famous hotspots of Athens, Santorini, and Crete. Begin your trip in Athens, discovering the fascinating mix of ancient history and contemporary attractions. You will uncover magnificent views of the Acropolis, which is visible from almost every part of the city. From here, you will catch a ferry to Santorini, known for its magnificent sunsets and beautiful beaches. It will be difficult not to fall in love with the sheer cliffs soaring above the turquoise waters! Discover the incredible restaurants and wineries before you catch a ferry to Crete, where you will visit Heraklion. Also known as Iraklio, this is a breathtaking port city and the capital of Crete. It is the most popular region on the island and the most beautiful! Discover the Venetian harbor, a fortress, several fountains, a busy shopping center, and many squares before you travel to Athens to end your tour of Greece!

Chill outBeach

Tour Type

Independent Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

English

Destinations

Athens, Santorini, Heraklion

Duration9 days

From

USD 2,152

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A Taste of Greece - Crete to the Peloponnese - September 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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All Heraklion Tours in September 2026

8 Trips in Heraklion during September 2026 with 36 Reviews

8 Trips in Heraklion during September 2026 with 36 Reviews

Walking in Crete - September 2026

Highlights of Crete - September 2026

Santorini and Crete Walk - September 2026

Cycling the Coast of Eastern Crete - September 2026

The Best of Greek Islands - September 2026

Wonders of Athens Mykonos Santorini and Crete - September 2026

Get a customized trip to Heraklion in September 2026

Greek Highlights and Crete - September 2026

A Taste of Greece - Crete to the Peloponnese - September 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 Heraklion Tours in September 2026

8 Trips in Heraklion during September 2026 with 36 Reviews

8 Trips in Heraklion during September 2026 with 36 Reviews

Get a customized trip to Heraklion in September 2026