Win a Holiday for Two Sailing Italy with MedSailors!

With pristine water, picturesque villages and active volcanoes, Italy is a dream destination for the curious traveller! And what better way to explore the best of Italy than on a week-long sailing trip spent floating and swimming around UNESCO listed Islands with other adventurous souls?

From hiking active volcanoes and exploring natural mud baths to discovering the enchanting islands of Sicily and, of course, indulging in the best of Italian cuisine – you’ll be sure to collect an epic bank of memories on our Italy route.

Keen to set sail on an Italian adventure amongst the Aeolian Islands?

We’ve got the chance for you to hop on board one of our yachts with your bestie for a FREE week-long Italian adventure!

Want to know how to win? Follow the instructions below. You can enter every single day the competition is running. The more times you enter, the better your chance of winning!

How to enter:

  1. Follow @MedSailors on Instagram
  2. Screenshot our template on our Instagram story
  3. Fill in the blanks with text, pictures, and GIFS
  4. Re-share the template on your own Instagram story tagging @MedSailors and #MedSailors

Our favourite entry will win the trip! So get creative 😝

Winner will be announced on the 11th of March.

See you in Italy soon 👋

Terms and Conditions:

Entrants must be over 18 years old.

Prize is non-transferable, non-refundable, non-changeable with no cash alternatives available.

Two spots on MedSailors’ Italy route. Prize includes accommodation for 6 nights, your Skipper, breakfast and lunch.

The competition closes on Sunday 10th March at 00.00 (UK time)

The winner will be chosen by MedSailors and will be contacted via Instagram message.

If the winner cannot be contacted or does not claim their prize within 14 days of notification, we reserve the right to withdraw the prize and pick a replacement winner.

A local tax of £75 per person applies per person.

Flights, transfers and spending money are not included.

The prize must be claimed on a 2019 sailing trip.

Departure dates are subject to availability.

By entering, you confirm that MedSailors may make any use of your entry as they require, including publishing it online.

Normal MedSailors’ terms and conditions apply, available here.

By entering this competition, an entrant is indicating his/her agreement to be bound by these terms and conditions.

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