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

June 2018 Prize Draw

Date published: 31 May 18

285 people found this feature helpful

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.

285 people found this feature helpful

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Other Members' Thoughts - 159 Comment(s)

  • Mcdomuk
    over 1 year ago
    Travelled to Thailand the Philippines and Bali with Solo's always enjoyed my trips, they are escorted, which takes a lot of travel hassle
  • olddutch
    over 2 years ago
    I am just looking to dip my toe into solo travel , this holiday would be a wonderful start to my solo adventures
  • travel1
    over 2 years ago
    I would love to go to Santorini with Solos Holidays. Looks like a great prize.
  • SilverTravelUser_3660
    over 2 years ago
    Travelling solo is great - you can do what you want!
  • june
    over 2 years ago
    still hoping.
  • Sologirl
    over 2 years ago
    Santorini for solos sounds wonderful!
  • IanT13
    over 2 years ago
    Wow what an amazing opportunity!
  • atodd
    over 2 years ago
    What a super cool prize holiday location! Would love to revisit as I saw little on my only oh so brief visit as I went over on my right ankle at the bottom of the cobbled stone path leading from the cruise ship tendering landing point to the main town. Please, please, please.....
  • JulieAAA
    over 2 years ago
    Santorini sounds wonderful, and I am just contemplating my first solo holiday, so this would be a wonderful prize to win.
  • Maire
    over 2 years ago
    Would look forward to first solo holiday to beautiful Santorini where I went on holiday 10 years ago.
  • StuartLR
    over 2 years ago
    New and slightly scared of the solo Holiday concept. Once done I’m sure I will be fine and a regular traveller.
  • Sicklizard
    over 2 years ago
    We haven’t had a holiday since our honeymoon, 20 plus years now, but from what I have seen Santorini looks amazing. We won’t win, we never do but it’s still fun to enter and dream.
  • cathys
    over 2 years ago
    Somewhere I've always wanted to visit. How lovely would it be to win the trip.
  • Stellar
    over 2 years ago
    Santorini looks so pretty and I long to see the sea, wonderful sea breezes carrying the smell of freshly grilled fish. Take me there now!
  • cherries
    over 2 years ago
    Looks great
  • menina
    over 2 years ago
    I particularly get annoyed at the small print when you see an advertisment for a holiday that looks interesting when it is always for 2 people and the single supplement makes it too expensive . If you do go on your own you often find that the accomodation for a single room is not even equal to the double rooms and you end up with the small room with no view or over the kitchen etcc. I have lived and travelled abroad but now as a widow I am travelling alone. This does not bother me at all and would love to go out to Santorini as at present i am desperately in need of a decent holiday. I have found it worth rejoining the YHA for travelling round great britian. I am happy to stay in the single sex dormitory and a clean bed and a shower suit me and allows me to travel about and not always have to drive back on the same day. It allows me to meet some interesting people while still being independant and doing my own thing. I am still my own person and whilst yes I am a widow of nearly 73 but that does not mean I wish to be treated any differently to when I was 25 and married.The british particularly are too keen to put you into categories - and are often way off the mark!
  • Summer5un
    over 2 years ago
    I have little choice but to holiday alone and I have recently lost my job so being of a certain age I am going to find it difficult to get back into work. I could do with a solo holiday to re-invent myself!
  • Ruthtraveller
    over 2 years ago
    I have always wanted to try a 'singles' holiday and go to Santorini - I could kill two birds with one stone!!
  • Steadytiger
    over 2 years ago
    Well never having travelled as a single yet this prize would be amazing to win and take my first venture
  • Cornishweed
    over 2 years ago
    Don't forget to take your Polos on a Solos - fresh minty breath is very appealing!
  • Lottie
    over 2 years ago
    Once again a lovely monthly prize offered by sponsors.

    I've never been to Santorini but it is definitely on my list. I've never been on a solo holiday nor any holiday on my own. This is something I have contemplated for the future when single travel may be the only option to travel where I would like to go, so I'm very open to this experience. I'm open to these new experiences and if I won I would probably take pens, pencils, sketch book & note book to inspire me in the setting in more peaceful moments but also enjoy meeting new people and listening to their life stories and experiences.

    It sounds like an all round great experience to me.
  • Travel57
    over 2 years ago
    For anyone who doubts they could do a solo trio my advice is to just do it. After my husband died 10 years ago I thought I would never travel again but in the end my desire to travel overcame my fears. My first trip was scary but within hours I was making friends in the group and enjoying myself. I've now travelled widely over the last 9 years and have to say travel is now my passion. I'm always planning my next adventure.
  • Jude12
    over 2 years ago
    Travelled with Solos before on touring or walking holidays and tend to get a good mix of people. Never been on a ClubSolos one though but love the Greek islands and have never visited Santorini before.
  • ChristineHunter
    over 2 years ago
    I’ve not been on a holiday on my own other than to visit family and friends, but this sort of thing looks as though it might suit me.
  • sackm
    over 2 years ago
    This looks like a wonderful place to be.