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  • Home
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  • May 2026 tours
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May 2026 Greece Tours - Book Now

Don't miss out on Greece's best experiences! Book early from over 300 tours departing in May 2026. Secure better prices, guaranteed spots, and peace of mind with more than 1,600 verified traveler experiences.

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See Greece tours by duration

  • Duration
    1 day19 days
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  • Accommodations
    • Simple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
    • Comfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
    • Upscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.
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    • Dec 2025Jan 2026Feb 2026Mar 2026Apr 2026May 2026Jun 2026Jul 2026Aug 2026Sep 2026Oct 2026

    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 Karaarslan - Greece in May 2026 Tours Expert
      Canan KaraarslanTravel Expert in Greece, Turkey, Egypt, Jordan & Morocco
    • Kate Politi - Greece in May 2026 Tours Expert
      Kate PolitiTravel Expert in France, Greece, England, Germany & Slovenia
    • Elena Kyrimi - Greece in May 2026 Tours Expert
      Elena KyrimiTravel Expert in Greece & Italy
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    Recommended by
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  • Price
    USD 39USD 7,956
    • Showing 1 - 10 of 245 results
    Sailing Greece - Santorini To Santorini - May 2026

    Sailing Greece - Santorini to Santorini - May 2026

    5
    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 TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Yacht Cabin
    Age Range
    16-100 yrs
    Operated in
    english
    Destinations
    Santorini, Ios, Mykonos, Syros
    Santorini, Ios, Mykonos, Syros
    View Tour
    Sailing Greece - Mykonos To Mykonos - May 2026

    Sailing Greece - Mykonos to Mykonos - May 2026

    5
    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 TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Yacht Cabin
    Age Range
    16-100 yrs
    Operated in
    english
    Destinations
    Mykonos, Syros, Santorini, Ios
    Mykonos, Syros, Santorini, Ios
    View Tour

    Combine Greece in May with Nearby Countries for an Unforgettable Trip

    See tours with itineraries going through multiple countries, including Greece

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

    Sailing Greece - Mykonos To Athens - May 2026

    Sailing Greece - Mykonos to Athens - May 2026

    5
    This was definitely one of the top 3 sailing experiences I have had over the years.
    Sailing, yachting and motor boating
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Yacht Cabin
    Age Range
    16-100 yrs
    Operated in
    english
    Destinations
    Athens, Mykonos, Syros, Northern Cyclades
    Athens, Mykonos, Syros, Northern Cyclades
    View Tour

    Page 2 of 245 Trips in Greece during May 2026 with 1,576 Reviews

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    Sailing Greece - Athens To Santorini - May 2026

    Sailing Greece - Athens to Santorini - May 2026

    4.8
    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 TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Yacht Cabin
    Age Range
    16-100 yrs
    Operated in
    english
    Destinations
    Athens, Santorini, Naxos, Syros
    Athens, Santorini, Naxos, Syros, Kea, Mykonos
    View Tour
    Sailing Greece - Athens To Mykonos - May 2026

    Sailing Greece - Athens to Mykonos - May 2026

    4.9
    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 TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Yacht Cabin
    Age Range
    16-100 yrs
    Operated in
    english
    Destinations
    Athens, Mykonos, Syros, Kea
    Athens, Mykonos, Syros, Kea
    View Tour
    Sailing Greece - Santorini To Athens - May 2026

    Sailing Greece - Santorini to Athens - May 2026

    4.5
    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 TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Yacht Cabin
    Age Range
    16-100 yrs
    Operated in
    english
    Destinations
    Athens, Santorini, Kea, Folegand
    Athens, Santorini, Kea, Folegandros, Sifnos, Mykonos, Kythnos
    View Tour
    Greece Escape: Corfu, Athens & Sky-high Monasteries - May 2026

    Greece Escape: Corfu, Athens & Sky-High Monasteries - May 2026

    4.9
    I absolutely loved this trip ! Oliver, the CEO made everything so smooth, stressfree and warmly welcoming and it was lovely to travel along people from everywhere in the world and get to share this little bubble together ! I would definitely travel again with GAdventures in the future !
    Art and architecture
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hostel
    Age Range
    18-35 yrs
    Operated in
    english
    Destinations
    Athens, Corfu, Meteora, Delphi
    Athens, Corfu, Meteora, Delphi
    View Tour
    Solo-ish Greece - May 2026

    Solo-ish Greece - May 2026

    5
    It was wonderful to experience Greece with others without feeling like I should find a friend to travel with. Our CEO’s enthusiasm about the culture was contagious. Thanks for creating an active vacation experience!
    Explorer
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel
    Age Range
    18-100 yrs
    Operated in
    english
    Destinations
    Athens, Santorini, Tinos, Mykono
    Athens, Santorini, Tinos, Mykonos, Naxos
    View Tour
    Sailing Greece - Mykonos To Santorini - May 2026

    Sailing Greece - Mykonos to Santorini - May 2026

    5
    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 TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Yacht Cabin
    Age Range
    16-100 yrs
    Operated in
    english
    Destinations
    Mykonos, Santorini, Naxos, Paros
    Mykonos, Santorini, Naxos, Paros, Folegandros
    View Tour
    Highlights Of Mainland Greece - May 2026

    Highlights of Mainland Greece - May 2026

    5
    Perfect mix of scenery and activity- operated as good small group tour.
    Explorer
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel
    Age Range
    12-100 yrs
    Operated in
    english
    Destinations
    Athens, Meteora, Delphi, Nafplion
    Athens, Meteora, Delphi, Nafplion
    View Tour