10 Best Ios Multiday Tours in September 2026

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3 Island Explorer - September 2026

(5 reviews )

No booking fees

Best price guaranteed

Honestly the best holiday ever. So much fun it's ridiculous. Alex made our trip what it was and I heard so many good things about him.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Mykonos, Ios, Santorini

40% OFF TODAY

Duration7 days

From

USD 2,524

USD 1,514

Saving

USD 1,010

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Super Sales

Sailing Greece - Santorini to Santorini - September 2026

(6 reviews )

No booking fees

Best price guaranteed

A lot of togetherness. If you?re going on this trip, be prepared for close quarters, shared duties, and a lot of time together. If that?s what you signed up for, then expect a fabulous journey to the Cyclades in Greece.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Santorini, Ios, Mykonos, Syros

Duration10 days

From

USD 2,349

USD 2,279

Saving

USD 70

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Mykonos to Athens - September 2026

No booking fees

Best price guaranteed

Begin your 8-day trip in the picturesque island of Mykonos, stroll through the white washed streets before you party all night. Next up, we depart for Santorini to experience the most beautiful sunset in the world and then continue to Ios to discover the golden beaches and endless fun. Your accommodation, breakfast and ferries are all arranged for you so you can completely relax and unwind.

CruiseBeachVolcanoes

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini, Ios

40% OFF TODAY

Duration8 days

From

USD 2,729

USD 1,637

Saving

USD 1,092

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Athens+3 Island Explorer - September 2026

(1 review )

No booking fees

Best price guaranteed

Start your 9 day, once in a lifetime experience in Athens, a world capital of cultural and historical heritage before you hit the water to relax and unwind on some of Greece’s most beautiful islands. Party till dawn in Mykonos, get lost in the maze of streets; watch the world’s most beautiful sunset in Santorini after a long day of swimming and end your tour in breathtaking Ios.

CruiseBeachVolcanoes

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Athens, Ios, Mykonos, Santorini

40% OFF TODAY

Duration9 days

From

USD 3,035

USD 1,821

Saving

USD 1,214

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Super Sales

Sailing Greece - Mykonos to Mykonos - September 2026

(3 reviews )

No booking fees

Best price guaranteed

Have traveled with g @dventures 4 times. Once with a group of 3 friends, twice with my cousin, and solo. Every time has been amazing. Tour itineraries are accurate. Small groups have united quickly. I am very pleased with all of my adventures. Sailing the Greek isles is a dream come true. The captain and boat were above expectations Freedom of itinerary made everyday a new experience Keep up the excellent work!

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Mykonos, Syros, Santorini, Ios

Duration10 days

From

USD 2,299

USD 2,230

Saving

USD 69

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Super Sales

Greece Island Hopper - September 2026

4.9

(31 reviews )

No booking fees

Best price guaranteed

The Greek island hopper tour was everything I could have asked for and more! Lauren McLean (tour guide) was a true gem and made the trip so enjoyable along with a fantastic group of strangers who are now life long friends.

BeachChill out

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-40 yrs

Operated in

english

Destinations

Athens, Santorini, Mykonos, Ios

Duration9 days

From

USD 2,195

USD 2,129

Saving

USD 66

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Super Sales

Greek Island Hopping - September 2026

4.8

(40 reviews )

No booking fees

Best price guaranteed

I had the most fantastic time island hopping through Greece. The views were absolutely beautiful, but a lot of it was due to our fantastic trip manager, *Personal details removed by Feefo*, who made sure that we were having a fantastic time all the time no matter what we were doing no matter where we went. He went above and beyond and made sure that even during our free time when he didn’t need to that, we were having reservations at dinner or going out somewhere fun and having drinks and he just did a really absolutely fantastic job. And although my group was smaller than the average and made it so it was really intimate and that we were able to connect with the other travellers on the group, and I made some lifelong friends. And of course Greece is absolutely and incredible country and has some many amazing things to see.

BeachChill outAdventure

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-35 yrs

Operated in

english

Destinations

Athens, Mykonos, Paros, Santorin

Athens, Mykonos, Paros, Santorini, Ios

Duration11 days

From

USD 1,971

USD 1,912

Saving

USD 59

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All Ios Tours in September 2026

7 Trips in Ios during September 2026 with 86 Reviews

7 Trips in Ios during September 2026 with 86 Reviews

3 Island Explorer - September 2026

Sailing Greece - Santorini to Santorini - September 2026

Mykonos to Athens - September 2026

Athens+3 Island Explorer - September 2026

Sailing Greece - Mykonos to Mykonos - September 2026

Greece Island Hopper - September 2026

Greek Island Hopping - 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 Ios Tours in September 2026

7 Trips in Ios during September 2026 with 86 Reviews

7 Trips in Ios during September 2026 with 86 Reviews

3 Island Explorer - September 2026

Sailing Greece - Santorini to Santorini - September 2026

Mykonos to Athens - September 2026

Athens+3 Island Explorer - September 2026

Sailing Greece - Mykonos to Mykonos - September 2026

Greece Island Hopper - September 2026

Greek Island Hopping - September 2026