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

June 2018 Prize Draw

Date published: 31 May 18

119 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.

119 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)

  • keljimstock
    over 1 year ago
    I got as far as Ios ( the nearest island to the north ) by ferry once, but then was terrified to learn that Thera aka Santorini was the remnant of a huge volcanic explosion that had pulverised much of the western Meditteranean. I got out of there quick.
    PS Only joking (partly) - I would of course love to win this holiday.
  • gossboss
    over 1 year ago
    Great prize. I would love to go there once more.
  • Williamro
    over 1 year ago
    I have never been on a single holiday nor to Santorini. I quite often travel as a single where most others are in couples or family groups and they do not want to mix with singles so it would hopefully make a nice change. It would be a good destination with people who had something in common.
  • Librarian
    over 1 year ago
    Looks idyllic, what a wonderful prize. Single supplements often make this kind of trip out of my reach, will look at Solo holidays in future.
  • crazycamm
    over 1 year ago
    Wicked not been to the med
  • Bristol-Fashion
    over 1 year ago
    Ah! "The wine-dark sea of the gods" -although it looks more azure around Santorini. It's a volcanic island, a perfect place to recharge or re-invent yourself.
  • Carol-Anne
    over 1 year ago
    I've never had the courage to travel abroad since my husband passed away a few years ago as we always did things together. Santorini looks like a beautiful, tranquil, quiet place where I could maybe recharge my batteries start to make new memories.
  • Cario
    over 1 year ago
    I’ve never been, it’s not occurred to me to go there alone but I’d love to try it
  • Leddymac
    over 1 year ago
    I went there once many years ago unfortunately I had injured my ankle so was unable to go ashore and visit.If I won this it would make up the last time I was in Santorini
  • suzie2858
    over 1 year ago
    Santorini looks a lovely place to visit and keep returning
  • sunshine2
    over 1 year ago
    After retiring early due to illness, I passed a travel agent and on the spur of the moment I popped in and asked them to book me a cruise so that I was somewhere nice on my birthday. 10 minutes later, the travel agent had booked me on an eastern med cruise which stopped at Santorini. What a good experience the cruise was and the whole day in Santorini was magical!
  • CisC
    over 1 year ago
    When I first visited Santorini many years ago there was only a military airport. Arriving by ferry at the small port in the centre of the giant volcanic lagoon was an experience that I will never forget. Oia was still full of buildings demolished in the 1956 earthquake. The excavations at Akrotiri were in their infancy. I would love to return to Santorini to see how it has changed since my first visit.
  • Pauline56
    over 1 year ago
    After a break up of a relationship I ventured off on holiday on my own for the first time earlier this year and proved to myself that I can do it. Santorini in Greece is one of my dream destinations and what better way to travel than to go with Solos Holidays who will make this a holiday to remember, I can rest assured that I will be well looked after. To be able to experience the wonderful landscapes and enchanting villages would be a dream come true and what better way to experience these than to go with such a wonderful caring Solos Holidays.
  • Lizbee
    over 1 year ago
    Retiring and divorcing this year............That would be an absolute dream restorative recuperation!
  • JenniferM
    over 1 year ago
    I would absolutely love to go on a Solos holiday and Santorini would be the most fabulous destination. I am going to dream about the possibilities!
  • RuthE
    over 1 year ago
    I have never been to Greece and Santorini would be a stunning place for a first visit !
  • Skewen
    over 1 year ago
    Its one place thats on the bucket list. Seen so many times on tv, just have to visit.
  • Tracy58
    over 1 year ago
    Would love to win. Solo travel is so enriching.
  • christine22
    over 1 year ago
    I stopped off at Santorini on a cruise some years ago and would love to go back on my own and really take it all in without having to please someone else. I have a photo I took as a screen saver on my PC so see it many times a day when I log in. I have visited many places but always use this as my memorable place when asked! I have it in my heart that one day I will return so to win this would be amazing.
  • Antony
    over 1 year ago
    Highly recommended by my friends so would ❤️ to try it
  • clarkb2
    over 1 year ago
    What a great prize..yes I'd love to win
  • Patfatty
    over 1 year ago
    I would do like to try a club solos holiday i have my been on a decent holiday in years because I didn't want to go on my would be good to be with people who you could share your interests with
  • Lil5
    over 1 year ago
    I would so love a restful holiday after a tough year Santorini sounds beautiful & I have never been there
  • welshgirl
    over 1 year ago
    I would love to return to this beautiful island and experience a solos holiday .
  • susiem69
    over 1 year ago
    I have many friends who have stayed on this island and said how they enjoyed its beauty so I would really like to try it for myself.