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

June 2018 Prize Draw

Date published: 31 May 18

235 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.

235 people found this feature helpful

Did you find this feature helpful? YES
Enjoy reading other articles and reviews on this subject.
Read more

What are your thoughts?

Discuss this article on our Forum

To leave a comment, please Sign in

Other Members' Thoughts - 159 Comment(s)

  • Liz_8
    over 2 years ago
    Liz 8

    Islands and the sea are my favourite holiday destinations. As a widow I would love this opportunity
    to try out my first singles holiday and visit beautiful Santorini, so brilliantly captured by my favourite
    historian Dr Bettany Hughes in one of her memorable documentaries.
  • SilverTravelUser_93
    over 2 years ago
    Have always wanted to go to Santorini. I was on a cruise scheduled to go there, however there were bad storms so we were diverted to Piraeus instead, I was so disappointed ! For those who are nervous re Singles holidays, take that step and you will be so glad that you have. Part of the excitement of the holiday is making new friends too, I love it.
  • ChrisBFC56
    over 2 years ago
    Had a lovely holiday in Perissa 15 years ago, and surprisingly very cheap given the popularity of the island; look forward to winning the prize and seeing how things have changed ! Lovely little fun boat trip round the headland to Kamari combined with a walk over the small hill in between the two resorts.
  • JanetC
    over 2 years ago
    Santorini looks a fascinating introduction to the Greek Islands for someone who has never been to Greece. An excellent opportunity for a travel-loving widow.
  • Rozina-Tolan
    over 2 years ago
    Santorini is very spectacular visually but also very crowded with tourists.
    It can be more expensive to stay there than most other Greek Islands.
  • keithg22
    over 2 years ago
    Mmm nice
  • Ron_16
    over 2 years ago
    Looks fabulous, beautiful, clean and sunny. It would be fantastic to be able to enjoy a week there
  • tracy-BIRRELL
    over 2 years ago
    My dream place......
  • Enigma67
    over 2 years ago
    As a photographer (amateur !) I'd love to add to the pictures of the beautiful sunsets that I have seen elsewhere!
  • nettymay
    over 2 years ago
    We have been married for 53 years this year and our dream location for all of that time has been Santorini - many lottery tickets over the years have not brought that dream nearer - but we live in hope that maybe one day soon...
  • Gail-Parry
    over 2 years ago
    Love this competition. Santoruni is the most perfect and romantic place on earth! The houses are so idyllic, the sunsets are to die fir and the food is amazing
  • Timetraveller
    over 2 years ago
    A week in Santorini would be a dream come true. Newly solo, it would be an to start my solo adventures .
  • Kittyme
    over 2 years ago
    Santorini is a stunning holiday location.
  • shellee1
    over 2 years ago
    What a stunning place - would really love to go :)
  • Treesa
    over 2 years ago
    I have always wanted to go to Santorini - fingers crossed
  • hengis
    over 2 years ago
    I had to search for the location of Santorini and it looks fabulous. If I win this would be my first foreign holiday without my wife since she passed. I am a little concerned about a solo holiday but I hope your group will be nice and help me adjust.
  • LindaD22
    over 2 years ago
    Santorini must be one of the most beautiful islands in the world. It outdoors be a joy to have a holiday there.
  • janetm
    over 2 years ago
    would love to go, looks really nice
  • Nick99
    over 2 years ago
    Send tickets.
  • David-Guy_2
    over 2 years ago
    I visited Santorini for just a few hours during an Aegean cruise a couple of years ago. I would really love the opportunity to visit again and explore the island further. Although I have travelled on my own on many occasions, I have booked my first formal 'singles' holiday this year, so I am looking forward to the experience.
  • sandra_42
    over 2 years ago
    Recently and unexpectedly widowed it would be good to get away with other single people. Bit nervous about taking the plunge.
  • Christy59
    over 2 years ago
    I have just joined silvertraveladvisor as I am considering a holiday next year. I have never had a holiday on my own before and feel quite nervous but if I won the holiday to Santorini it would give me that push to pursue further holidays in the future.
  • Dippybird2
    over 2 years ago
    I went to Santorini on a school cruise and have always wanted to return to see if it has changed much.
  • MumofMags
    over 2 years ago
    I have always dreamt of travelling to the mysterious Island of Santarini eve since I heard of its turbulent past and the legends of Atlantis - there was a fabulous documentary Atlantis - The Evidence (BBC) Dr Bettany Hughes where she laid out the ancient history of the Island, its people and the myths that surround, I would love to visit in person, the views of the island in the documentary were amazing!
  • Stef277
    over 2 years ago
    Finally managed to visit Corfu and Athens, (due to the kind offer of friends' invites to stay) and have absolutely fallen in love with Greece! It's gorgeous islands, it's food, it's atmosphere, culture and people........ My bucket list since my teenage years has always listed the Greek Islands, but solo travel is scary. Having found your site, perhaps future travel won't be so daunting? I'd be well chuffed if I won this trip and happy, happy, happy!