300+ May 2026 Tours in Greece - Book Your Adventure

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.

Get a customized trip to Greece in May 2026

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

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

Start planning your Trip

Recommended by

Best Seller

Sailing Greece - Santorini to Mykonos - May 2026

(8 reviews )

No booking fees

Best price guaranteed

This was an amazing adventure, it was like camping on a yacht. Beautiful water, interestung sites/ ports, great people on our crew, lots of food on board for Breakfast & lunch.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Mykonos, Santorini, Folegandros

Mykonos, Santorini, Folegandros, Sifnos

Duration8 days

View Tour

Exploring Greece and Its Islands featuring Classical Greece, Mykonos & Santorini - May 2026

4.8

(28 reviews )

No booking fees

Best price guaranteed

Beautiful, an incredible learning experience, great meeting new friends, fun to try new food, and comfortable transportation and accommodations. None of this could have been as special without our gracious, patient and friendly guide Theodora Finidou. She is wonderful! Perfect for the job!

BeachChill out

Tour Type

Group Tour

Accommodation

Resort, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Athens, Chora, Mykonos, Oia, San

Athens, Chora, Mykonos, Oia, Santorini, Kalambaka, Arachova, Olympia, Tolo

Duration16 days

View Tour

Combine Greece in May with Nearby Countries for an Unforgettable Trip

See tours with itineraries going through multiple countries, including Greece

View Tours

Alternatively, explore tours that are exclusively just Greece and Turkey.

Best Seller

Athens to Santorini - May 2026

(1 review )

No booking fees

Best price guaranteed

Sun-kissed islands, ancient ruins, and crystalline waters—could there be a better way to explore Greece? The "Athens to Santorini" tour lets you discover the magic of the Cyclades over 8 leisurely days, beginning in the vibrant capital and culminating on the cliffs of Santorini. Glide across the Aegean Sea by local ferry, stopping at Syros, Delos, and other storied destinations. This easy-paced tour package is perfect for those looking to immerse themselves in Greek culture and scenery without the rush. Uncover hidden archaeological sites, unwind on remote beaches, and soak in the relaxed island lifestyle. With comfortable hotel stays, included transport, and meals, you’ll enjoy a seamless journey through iconic and lesser-known gems alike. A highlight of this trip is the balanced blend of sightseeing and free time, allowing you to savor every moment—whether that’s exploring ancient temples or watching a Santorini sunset. Ideal for travelers of all ages, especially those seeking a gentle yet enriching adventure, this tour stands out for its authentic island-hopping experience and stunning variety of landscapes.

CruiseBeach

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Santorini, Syros, Mykonos

Duration8 days

View Tour

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

Duration10 days

View Tour

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

Duration10 days

View Tour

Sailing Greece - Athens to Santorini - May 2026

4.8

(5 reviews )

No booking fees

Best price guaranteed

I had a wonderful time and saw and came to understand the different Greek Islands in the best possible way.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Athens, Santorini, Naxos, Syros

Athens, Santorini, Naxos, Syros, Kea, Mykonos

Duration15 days

View Tour

Sailing Greece - Athens to Mykonos - May 2026

4.9

(9 reviews )

No booking fees

Best price guaranteed

An awesome and relaxing way to see many quieter Greek islands and get a more local experience!

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Athens, Mykonos, Syros, Kea

Duration8 days

View Tour

Sailing Greece - Santorini to Athens - May 2026

4.5

(4 reviews )

No booking fees

Best price guaranteed

Great way to island hop the Greek islands. Beautiful places, great companionship with other passengers. Everyone chipped in to make lunches, shop for food and clean up etc. Great relaxing trip! CEO on the first week of our trip was exceptional.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Athens, Santorini, Kea, Folegand

Athens, Santorini, Kea, Folegandros, Sifnos, Mykonos, Kythnos

Duration15 days

View Tour

Sailing Greece - Mykonos to Santorini - May 2026

(4 reviews )

No booking fees

Best price guaranteed

This was a great trip and has made me want to explore Greece further. We didn?t have much wind which had a lot of upsides actually, the group we went with were amazing and our captain Erwin was helpful, practical and entertaining. I would recommend bringing a driving licences so more exploration of the islands could be done. I?m not sure it would be a comfortable trip if you had to share a tiny cabin with a stranger, or didn?t like swimming, but my partner and I had an awesome time. Thanks all!

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Mykonos, Santorini, Naxos, Paros

Mykonos, Santorini, Naxos, Paros, Folegandros

Duration8 days

View Tour

Best of Greece - May 2026

(1 review )

No booking fees

Best price guaranteed

Experienced a lot, learned a lot and travelled with some interesting people. A nice balance of activities with appropriate down time.

Cruise

Tour Type

Small Group Tour

Accommodation

Hotel, Camping

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Santorini, Syros, Mykono

Athens, Santorini, Syros, Mykonos, Thessaloniki, Kalambaka, Delphi

Duration15 days

View Tour

May 2026 Greece Tours - Book Now

See Greece tours by duration

Get a customized trip to Greece in May 2026

86 Trips in Greece during May 2026 with 354 Reviews

86 Trips in Greece during May 2026 with 354 Reviews

Sailing Greece - Santorini to Mykonos - May 2026

Exploring Greece and Its Islands featuring Classical Greece, Mykonos & Santorini - May 2026

Combine Greece in May with Nearby Countries for an Unforgettable Trip

Athens to Santorini - May 2026

Sailing Greece - Santorini to Santorini - May 2026

Sailing Greece - Mykonos to Mykonos - May 2026

Sailing Greece - Athens to Santorini - May 2026

Sailing Greece - Athens to Mykonos - May 2026

Sailing Greece - Santorini to Athens - May 2026

Sailing Greece - Mykonos to Santorini - May 2026

Best of Greece - 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

Hi there

May 2026 Greece Tours - Book Now

See Greece tours by duration

Get a customized trip to Greece in May 2026

86 Trips in Greece during May 2026 with 354 Reviews

86 Trips in Greece during May 2026 with 354 Reviews