10 Best Mykonos Multiday Tours in May 2027

Get a customized trip to Mykonos in May 2027

Plan a multi-country or regional adventure across Mykonos in May 2027, with help from a local expert.

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

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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.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

40% OFF TODAY

Best of Greece - May 2027

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

From

USD 3,710

USD 2,226

Saving

USD 1,484

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Super Sales

Sail Greece: Mykonos to Santorini - May 2027

(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

Duration8 days

From

USD 1,960

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Athens+2 Island Explorer - May 2027

4.5

(2 reviews )

No booking fees

Best price guaranteed

Brilliant tour, amazing people, awesome tour leader!! Definitely would do again!!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Athens, Santorini, Mykonos

40% OFF TODAY

Duration7 days

From

USD 2,632

USD 1,579

Saving

USD 1,053

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Super Sales

Sail Greece: Santorini to Mykonos - May 2027

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

Duration8 days

From

USD 1,875

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Super Sales

Sail & Hike Greece: Mykonos to Athens - May 2027

No booking fees

Best price guaranteed

Spend eight salty-skinned days sailing, hiking and swimming your way through some of the lesser-known Cyclades. Starting in lively Mykonos, you’ll cruise the sparkling Aegean Sea aboard a private yacht and drop anchor at islands that seem unchanged by time. Hike to a clifftop castle in Kythnos, share a homemade dinner with a local family in Syros and unearth the stories of legendary gods and ancient civilisations on the UNESCO-listed Delos. With a passionate skipper at the helm, daily swims and plenty of free time to enjoy the Cyclades’ laidback pace, this is Greek island hopping done right.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Mykonos, Syros, Kythnos, Serifos

Mykonos, Syros, Kythnos, Serifos, Kea, Lavrio

Duration8 days

From

USD 1,995

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Super Sales

Sail & Hike Greece: Athens to Mykonos - May 2027

No booking fees

Best price guaranteed

Spend eight sun-kissed days island-hopping, swimming and hiking your way through the Cyclades. Kick things off in the port town of Lavrio near Athens, then set sail across the Aegean on a private yacht. Dropping anchor at some of Greece's lesser-known islands, you’ll hike through sleepy villages and along craggy cliffs, share a homemade dinner with a local family in Syros and uncover the stories of ancient civilisations on the UNESCO-listed Delos. With an experienced skipper leading the way, daily sea dips and plenty of free time to soak up the slower rhythm of island life, this is the Cyclades at their best.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Mykonos, Kea, Kythnos, S

Athens, Mykonos, Kea, Kythnos, Serifos, Syros, Lavrio

Duration8 days

From

USD 1,995

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Super Sales

Greece Sailing Adventure: Cyclades Islands - May 2027

No booking fees

Best price guaranteed

Sail through the gorgeous Greek Islands on a ten-day seafaring adventure around the Cyclades. Setting off from Santorini, you’ll cruise the Aegean Sea in search of ancient towns, secluded coves and holiday hotspots like Mykonos and Paxos. Throw in some freshly caught seafood, local wines and a laidback way of life, and you’re set to drift and roll to the patterns of the ocean. Cool off with regular swims in turquoise seas and get the lay of the land from a local leader who’s got all the people in the right places.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Hotel, Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Santorini, Amorgos, Small Cyclad

Santorini, Amorgos, Small Cyclades, Naxos, Syros, Mykonos, Sifnos, Folegandros

Duration10 days

From

USD 2,565

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All Mykonos Tours in May 2027

7 Trips in Mykonos during May 2027 with 7 Reviews

Get a customized trip to Mykonos in May 2027

Best of Greece - May 2027

Sail Greece: Mykonos to Santorini - May 2027

Athens+2 Island Explorer - May 2027

Sail Greece: Santorini to Mykonos - May 2027

Sail & Hike Greece: Mykonos to Athens - May 2027

Sail & Hike Greece: Athens to Mykonos - May 2027

7 Trips in Mykonos during May 2027 with 7 Reviews

Greece Sailing Adventure: Cyclades Islands - May 2027

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 Mykonos Tours in May 2027

7 Trips in Mykonos during May 2027 with 7 Reviews

Get a customized trip to Mykonos in May 2027

Best of Greece - May 2027

Sail Greece: Mykonos to Santorini - May 2027

Athens+2 Island Explorer - May 2027

Sail Greece: Santorini to Mykonos - May 2027

Sail & Hike Greece: Mykonos to Athens - May 2027

Sail & Hike Greece: Athens to Mykonos - May 2027

7 Trips in Mykonos during May 2027 with 7 Reviews

Greece Sailing Adventure: Cyclades Islands - May 2027