10 Best Ios Multiday Tours in May 2026

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.

40% OFF TODAY

Best of Greece - May 2026

4.8

(4 reviews )

No booking fees

Best price guaranteed

Sophia, our tour guide, MADE this trip as amazing as it was! Best time in Greece

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini, Ios

40% OFF TODAY

Duration10 days

View Tour

Sail Greece: Mykonos To Santorini - May 2026

12% OFF TODAY

Super Sales

Sail Greece: Mykonos to Santorini - May 2026

(1 review )

No booking fees

Best price guaranteed

This was the absolute best trip ever. Ive traveled many times. I have to say this was one of the best experiences and adventures of all. Our skipper, Rita was simply amazing. The best! Wonderful skipper, skilled sailor, knowledgeable, so friendly, helpful, genuinely caring of her boat mates. Shes a dream to sail with! If anyone sails, Id highly recommend requesting her.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Mykonos, Santorini, Syros, Naxos

Mykonos, Santorini, Syros, Naxos, Cyclades, Amorgos, Ios

12% OFF TODAY

Duration8 days

View Tour

Sail Greece: Santorini To Mykonos - May 2026

12% OFF TODAY

Super Sales

Sail Greece: Santorini to Mykonos - May 2026

No booking fees

Best price guaranteed

Dreaming of crystal-clear waters, whitewashed villages, historical ruins, lively Greek culture and deliciously fresh cuisine straight from the sea? Then sail from Santorini to Mykonos on this eight-day boat trip in Greece. Spend blissed-out days under sun drenched skies enjoying the best of the Greek Islands, including Santorini, Ios, Amorgos, the Small Cyclades, Naxos and Mykonos. Watch the sunset, explore olive groves, feast on fresh food and wine and fall asleep to the gentle rocking of your yacht every night.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Mykonos, Santorini, Ios, Small C

Mykonos, Santorini, Ios, Small Cyclades, Amorgos, Naxos

12% OFF TODAY

Duration8 days

View Tour

40% OFF TODAY

3 Island Explorer - May 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

View Tour

Sailing Greece - Santorini To Santorini - May 2026

18% OFF TODAY

Super Sales

Sailing Greece - Santorini to Santorini - May 2026

(10 reviews )

No booking fees

Best price guaranteed

Overall it was an amazing experience combining the exploration of several beautiful Greek islands with the excitement of travelling on a yacht . The guests on board all worked together well to help sail the yacht under the careful eye and patient tuition of Captain Phil

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

18% OFF TODAY

Duration10 days

View Tour

40% OFF TODAY

Mykonos to Athens - May 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

View Tour

40% OFF TODAY

Athens+3 Island Explorer - May 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

View Tour

Sailing Greece - Mykonos To Mykonos - May 2026

32% OFF TODAY

Super Sales

Sailing Greece - Mykonos to Mykonos - May 2026

(7 reviews )

No booking fees

Best price guaranteed

This Greece Islands sailing adventure was so memorable! It exceeded all of our expectations, every day sailing to explore a different island and experience local culture and food as well as gain knowledge about the history and culture of the region. Our skipper CEO Mack was highly knowledgeable about the region and very passionate about sailing as well as sharing his knowledge and providing opportunities for each of us to learn and experience it for ourselves. Our only recommendation is for G Adventures to include more information about the need to pay in cash at restaurants and establishments in the Greek islands (Euros). We thought we would be using our credit card for dinners but learned we really needed to have cash instead.

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

32% OFF TODAY

Duration10 days

View Tour

Greek Island Hopping: Paros, Ios & Santorini Sunsets - May 2026

13% OFF TODAY

Super Sales

Greek Island Hopping: Paros, Ios & Santorini Sunsets - May 2026

(6 reviews )

No booking fees

Best price guaranteed

It was a great trip. There was a lot of fun’s things to do both included and optional. Ten CEO was also really good.

Adventure

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Hostel

Age Range

18-39 yrs

Operated in

english

Destinations

Athens, Santorini, Paros, Ios

13% OFF TODAY

Duration7 days

View Tour

40% OFF TODAY

Amazing Greece - May 2026

No booking fees

Best price guaranteed

Embark on an epic 12-day adventure through Greece, where ancient history meets vibrant island life and breathtaking landscapes. Begin your journey in Athens—the grandeur of the Acropolis and the bustling Plaka neighborhood awaits. Then, hop on a ferry to the glamorous island of Mykonos. Immerse yourself in the island paradise for four unforgettable days before setting sail to the idyllic Ios for a day and picturesque Santorini for 2 nights. The awe-inspiring sunsets, cliffside villages, and volcanic wonders of Santorini will captivate you. Next, venture into the ancient mainland of Greece beginning from Thessaloniki, a vibrant city boasting a rich cultural heritage. Continue your exploration in Kalambaka, where the magnificent monasteries of Meteora will leave you in awe. Get ready to say goodbye in Delphi, the ancient sanctuary of Apollo, before returning to Athens. Unleash the adventurer within and experience the best of Greece in 12 incredible days.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Athens, Delphi, Mykonos, Santori

Athens, Delphi, Mykonos, Santorini, Ios, Thessaloniki

40% OFF TODAY

Duration12 days

View Tour

Zagreb To Santorini: 35 Unforgettable Days - May 2026

13% OFF TODAY

Super Sales

Zagreb to Santorini: 35 Unforgettable Days - May 2026

(1 review )

No booking fees

Best price guaranteed

Such an incredible experience. I appreciated the tour layout and destination planning. Felt that it all flowed very well together.

Explorer

Tour Type

Small Group Tour

Accommodation

Guest House, Hostel, Hotel, Resort, Villa

Age Range

18-39 yrs

Operated in

english

Destinations

Santorini, Zagreb, Konjic, Saraj

Santorini, Zagreb, Konjic, Sarajevo, Kotor, Zabljak, Budva, Tirana, Plitvice Lakes National Park, Berat, Himare, Corfu, Meteora, Athens, Split, Paros, Ios, Dubrovnik, Trebinje, Livno, Mostar

13% OFF TODAY

Duration35 days

View Tour

One Week In The Greek Islands - May 2026

13% OFF TODAY

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

13% OFF TODAY

Duration8 days

View Tour

40% OFF TODAY

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.

City sightseeing

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

40% OFF TODAY

Duration27 days

View Tour

Tirana To Santorini: The Albanian Riviera & Iconic Greek Islands - May 2026

18% OFF TODAY

Super Sales

Tirana to Santorini: The Albanian Riviera & Iconic Greek Islands - May 2026

(3 reviews )

No booking fees

Best price guaranteed

I loved my personal experience because of the friends I made and memories

Explorer

Tour Type

Small Group Tour

Accommodation

Hostel, Hotel, Resort

Age Range

18-39 yrs

Operated in

english

Destinations

Tirana, Santorini, Meteora, Athe

Tirana, Santorini, Meteora, Athens, Paros, Ios, Berat, Himare, Corfu

18% OFF TODAY

Duration18 days

View Tour

All Ios Tours in May 2026

18 Trips in Ios during May 2026 with 50 Reviews

Get a customized trip to Ios in May 2026

18 Trips in Ios during May 2026 with 50 Reviews

Best of Greece - May 2026

Sail Greece: Mykonos to Santorini - May 2026

Sail Greece: Santorini to Mykonos - May 2026

3 Island Explorer - May 2026

Sailing Greece - Santorini to Santorini - May 2026

Mykonos to Athens - May 2026

Athens+3 Island Explorer - May 2026

Sailing Greece - Mykonos to Mykonos - May 2026

Greek Island Hopping: Paros, Ios & Santorini Sunsets - May 2026

Amazing Greece - May 2026

Zagreb to Santorini: 35 Unforgettable Days - May 2026

One Week in the Greek Islands - May 2026

Splendours of Central Europe, Balkans and Greece - May 2026

Tirana to Santorini: The Albanian Riviera & Iconic 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 Ios Tours in May 2026

18 Trips in Ios during May 2026 with 50 Reviews

Get a customized trip to Ios in May 2026

18 Trips in Ios during May 2026 with 50 Reviews