Win a Solos Holiday this month – 7 nights in Santorini, flight included

June 2018 Prize Draw

Date published: 31 May 18

SantoriniThis prize draw is now closed. See new prize draw for July.

This month we are celebrating single travellers with a wonderful prize from our partner, Solos Holidays, who have over 30 years’ experience taking those travelling by themselves on marvellous holidays, whether it be a short break in the UK, a golfing holiday, a European exploration and activity trip, or a journey further afield. You’ll be in safe hands! 

Our winner will be travelling for 7 nights to truly gorgeous Santorini, which has captivated travellers for years, to stay at the welcoming Villa Maistrali, an exclusive-use ClubSolos property, in Perissa. With comfortable, cheerful accommodation, this family-run hotel is just yards from the Blue Villa Maistrali, SantoriniFlag beach and boosts 2 rooftop pools on a spacious terrace, perfect for relaxing or a companionable evening drink. Santorini is an enchanting island, famous for magical sunsets, white-washed houses, vivid blue domes and towering cliffs to the east, all surrounded by the sparkling azure Aegean Sea. It has stunning panoramic views which offer superb photo opportunities. The island’s interior is dotted with vineyards and traditional villages, such as Pyrgos, far away in atmosphere from the more populated coast and well worth a visit.

Solos Holidays provide a tour manager with each of their holidays: someone to manage the logistics of your trip, suggest the best days out or restaurants and share their local knowledge. Often, they’ll accompany the group on a spontaneous evening outing, so you don’t have to worry about being alone with strangers. And very quickly, your fellow holidaymakers will become friends!

This is a really wonderful prize for all single travellers.

Villa Maistrali, Santorini

Read about Kay Wiseman’s trip to Zakynthos

Top tips for solo travel

Our Guide for the Solo Silver Traveller – read it online or order your printed copy to be posted.


New members

  • Is this your first visit to Silver Travel Advisor? Then simply Register as a member for automatic entry.

Existing members 

You can do any (or all!) of the following. The more you contribute, the more entries you have!

  • Add a comment to the thread at the bottom of this page - it's really easy! For more entries, you can comment on any review or feature on the site that you have enjoyed reading or have an opinion about. What’s more, we have a £25 voucher prize each month for the member who posts the most interesting comments.
  • Write a Review about any kind of holiday, day out, restaurant, hotel stay or attraction visited (each review counts as one entry)
  • Start a new topic on the Forum (each new topic counts as one entry), or post on our June Book Club Forum thread.
  • or recommend a friend to register - simply send an email to let us know who your friend is once they have registered.

Terms and conditions

See all our prize winners - this month you could join this growing list.

And you can also enter our Silver Travel Book Club competition this month to win a copy of the book Roam Alone: Inspiring tales by reluctant solo travellers.

Enjoy reading other articles and reviews on this subject.
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Other Members' Thoughts - 158 Comment(s)

  • anotherpersonhere
    8 months ago
    I would like to win this trip, as I have been looking at solo travel holidays recently.
  • juliered
    8 months ago
    always wanted to go to Santorini .looks a lovely place . never been on a solo holiday either. looking forward to New experiences , New places and new friends .
  • schroedie
    8 months ago
    Last time I was in Santorini was on a School Cruise at Christmas 1973! We sailed on the SS Uganda and visited historic sites around the Eastern Mediterranean including Dubrovnik, Ephesus, Knossos, Beirut, Athens, Naples and Santorini - those were the days. I remember everyone riding donkeys up the steep hill from the boat to the town - and the dormitories smelling of donkeys for days afterwards. If I win the prize I promise to leave the poor beasts alone and make my way around under my own steam as I see how things have changed :)
  • Theresa
    8 months ago
    I have never been to Santorini or joined a solos holiday. Clearly this is a bucket list experience for the likes of me. The comments from others make this a tempting experience so I shall live in hope of getting there one day.
  • Su
    8 months ago
    We were meant to be visiting Santorini, whilst on a cruise , going around the Greek Islands. Unfortunately because of very rough seas, our captain thought it too dangerous to drop anchor, and launch the tenders, so we skipped this lovely port of call. I’ve always regretted not having ever visited this beautiful island. It’s still on my bucket list!
  • Rambler587
    8 months ago
    Many people visit Santorini – or would like to - for the beaches and bars, but these islands apparently have some amazing landscapes from being formed from a volcanic eruption. There are even theories that they were involved in the Exodus described in the Bible (the parting of the Red Sea), or connected with the lost city of Atlantis. And I’d recommend Solos to anyone worried about holidaying alone. I’ve been with them several times, met some great people and always been impressed with Solos reps - well-organised and professional.
  • Rowsie
    8 months ago
    I once went to Santorini to be my sisters "plus one" at a wedding (she had just broken up with her husband). However two days before the wedding she got together with the bride's brother and I felt like a gooseberry for the whole week! It would be nice to go back and have a more enjoyable time!
  • Lollee
    8 months ago
    Went on a Solos holiday many, many years ago, river cruise on the Nile. It was magical and every was friendly and in the same boat (pun intended!). However, the Greek islands are magical too and I always fancied doing a 'mama mia'. What a wonderful competition.
  • discerning-traveller
    8 months ago
    Santorini is pure soul food. The uplifting colours, the delightful people , the enchanting villages and the fascinating history. I've only spent a few days here and it would be wonderful to return for longer and soak up the Santorini Magic. Travel alone but never tried Solos.
  • Allie
    8 months ago
    Looks fabulous. Have written and proof read articles on many parts of Greece. Would be a welcome change to be a real traveller rather than a virtual one. I’m on my own and it’s sometimes hard to get motivated to holiday alone.
  • Pearlypooh
    8 months ago
    Would love to revisit. Only had a short stopover previously & a rain sodden day trip so would love to see more
  • JohnMac
    8 months ago
    Kalimera Santorini
  • NB-Norfolk
    8 months ago
    To visit Ancient Thira a good walk to reach, then to laze on the beautiful beach.
    The accomodation looks wonderful so near to the sea. A wonderful place to explore and relax, an island I would love to see !
  • Timetraveller
    8 months ago
    I have only spent a day in Santorini. It is a truly beautiful place. I would love to go back as a solo traveller.
  • sackm
    8 months ago
    I would love to win this wonderful prize.
  • Cazza
    8 months ago
    I would love to win this because the place looks so beautiful and would be a joy to see!!
  • angela121262_2
    8 months ago
    How beautiful is the island of Santorini,I would love to win this prize, but good luck to all !
  • Seakay_1
    8 months ago
    It would be wonderful to win this - I know that theoretically, I could holiday on my own but actually, I have only been on two holidays since my now ex husband left me 11 years ago, and they were with a female friend who can't always afford to take an 'extra' holiday. I find the idea of holidaying alone intimidating and it would be wonderful to win this and have the chance to try a new experience
  • Sararose
    8 months ago
    I have a new friend who is Greek and she is always waxing lyrical about the Greek islands.
    Previously I have t ravelled abroad with my husband but he now has acute dementia and is in a nursing home (where he is well cared for and happy). Before we met I did take a coach tour on my own and enjoyed it. In fact i was travelling solo when I actually met my husband on a cruise. I know there will be no more holidays with my husband and I think a Solo holiday would be perfect as I would meet lots of new people and visit somewhere entirely new. I even have a "Teach Yourself Greek" CD!
  • ALR
    8 months ago
    My husband has recently passed away so have never been on a solo holiday. I would love Santorini to be my first. It takes a lot of courage to try a solo trip and this would be a great introduction.
  • Richies-Mum
    8 months ago
    Here's hoping - I'd love to go to Santorini and also love to try a single holiday
  • ValC
    8 months ago
    Often toyed with the idea of a single holiday, been on my own for over 30 yrs now and now my sister has passed away I have no-one to go away with, I am not an outgoing person so would love the chance to see if I could do it and Santorini sounds the perfect place to give it a go.
  • Catherine-46
    8 months ago
    Somewhere I have always wanted to visit so fingers crossed.
  • Nicky
    8 months ago
    I'm a prehistory nut - I'd love to stay on the island whose re-shaping changed the course of history!
  • MrsMB
    8 months ago
    Have just come back from a lovely solos holiday. Had so much fun and would love to try another solos holiday.