Sicily Flotilla Adventure May 2026
Join us for a soulful, active sailing adventure like-minded people along Sicily’s stunning coast.
16-23 May 2026
Join 16-23 May 2026
Not ready to plunge into sailing now?
Leave your details, and we`ll update you with the dates of our next trips! Also, we will send you our 30+ page Guide "How to prepare for a sailing trip"
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What is a flotilla?
It`s a sailing trip with 5-6 yachts together. You will have an active week with more than 50 new people! One boat is 10 people maximum. So you will always have your little family and a big family around. Networking, life experience sharing, and even new potential partners!
Flotilla has the best price offer of the year.
Our goal at this event is to open the sailing world to more people!
Flotilla has the best price offer of the year.
Our goal at this event is to open the sailing world to more people!
How this trip works
You will live and travel on the yacht between the islands near Sicily to see magnificent landscapes with turquoise water and stunning sunsets.
Meet new friends, potential partners for hobby, business, or even relationship! We are gathering several yachts and will spend some time all together
Get more sailing! We will take the opportunity to catch the wind between islands. If you wish, you can learn sailing from the experienced skipper.
Enjoy pleasant weather – Swim, snorkel, and sunbath a lot while exploring bays and secret spots, hidden from those who travel by land
Why you will enjoy traveling with us
-
8 years in the sailing businessWe've been organizing yacht adventures worldwide since 2018, so we know how to create the perfect sailing week. -
Small groupsExpect up to 8-9 like-minded vetted people on one yacht for your comfort and quality networking. -
A call with the captainGet to know who will take care of your vacation and ask questions directly before a trip -
New clean yachtsFor you, we choose a modern, fully equipped fleet that is up to 5 years old. No smelly and crumbling yachts.
Sailing route
Sicily
Did you eat Sicilian orange? It`s gonna be your first taste of this magical island. Remember not to say to Sicilians that they are Italians and you`ll be safe:) We are joking, because it`s so exciting to wait to land on this land again!
Vulcano
Welcome to Vulcano, where the land breathes with volcanic vibes! Feel the warmth beneath your feet as you explore the famous mud baths and hot springs. Adventure seekers, get ready to hike the smoking crater for a view that'll leave you breathless.
You don`t need any previous experience to join the team for this trip. The route is flexible and can be changed due to the weather
The nearest airport: Palermo (PMO)
Panarea
Picture-perfect island you gonna post on insta. Stroll through narrow streets, discovering hidden cafes and boutique shops. As the sun dips below the horizon, join the lively atmosphere at the local trattorias. Panarea is your stylish escape – where relaxation and chic collide.
Stromboli
For thrill-seekers and nature enthusiasts alike, Stromboli is a fiery masterpiece. Witness the awe-inspiring eruptions as you dine under the stars on black sand beaches. This volcanic beauty offers a symphony of adventure and tranquility, making it a night to remember on the high seas.
Salina
Salina, the green jewel of the Aeolian archipelago, beckons with lush landscapes and crystal-clear waters. Sip on local Malvasia wine as you soak up the serene atmosphere. Explore old villages, where time seems to slow down. Salina invites you to unwind and savor the essence of island life.
Lipari, the heart of the archipelago, let you immerse yourself in history and wander through vibrant markets. Indulge in fresh seafood at seaside taverns and watch the sunset over the imposing castle.
Lipari
Turn this video into your reality
common zones in the cockpit, on the deck, and inside
salon with equipped kitchen: fridge, freezer, cooker, oven
cold and hot water, generator
Cabins: 4
Sleeping places: 9
Sleeping places: 9
Our home for
7 days of adventures
7 days of adventures
common zones in the cockpit, on the deck, front deck, 2nd level, and inside
salon with equipped kitchen: fridge, freezer, cooker, oven
cold and hot water
Cabins: 5
Sleeping places: 10
Sleeping places: 10
Or choose the
catamaran, as you wish
catamaran, as you wish
Your captain
Hello!
I’m Sergy, a skipper with 8 years of experience and an RYA license earned in Ireland. I’ve sailed over 20,000 nautical miles across Europe, Asia, and the Americas, navigating seas and oceans worldwide.
I create soulful sailing adventures to share this way of life and show how extraordinary the world looks from a yacht. If you want to become a skipper too, I’m officially licensed to train and certify you.
Look how it was with us last times here
600+ people felt in love with sailing with us
No random people on board
Before the trip, the captain makes a brief call with each potential guest to match them. It helps you to be sure that you will be in a group of like-minded people. While other companies let everyone buy from their websites, we take care of bringing together people with similar values.
Let our guests tell about us!
Salvatore, Amsterdam
Diana, Romania
Hermian, USA
Robert Muller, Frankfurt
Dan Drumea, London
Paula Burt. USA
Micah Neville, USA
Elena, Switzerland
Alina, Switzerland
Steven, Hawaii
Andi, Colombia
Robertas, Dublin
Giulio, Spain
Fernando, Spain
Included:
€1090/ €1240
/
Invest in your impressions
Additional budget:
Yacht charter (+ motor boat)
Yacht insurance
Licenced captain
Learning to steer the yacht and the art of sailing
Final cleaning
Bed linen and towels
Yacht insurance
Licenced captain
Learning to steer the yacht and the art of sailing
Final cleaning
Bed linen and towels
Bonus:
Food, drinks, fuel — €170-220
Flight tickets
Security deposit for a yacht €250 (refundable)
Additional activities on a land (restaurants, tours etc)
Flight tickets
Security deposit for a yacht €250 (refundable)
Additional activities on a land (restaurants, tours etc)
Next price increase: 15 April '26
Helping with the planning of the trip: tickets, transfers to a marina.
To reserve your spot you need only 200€
Cost per person
Not ready to plunge
into sailing now?
into sailing now?
Leave your details, and we`ll update
you with the dates of our next trips!
you with the dates of our next trips!
Check out some of our past trips
Calendar of our other trips
7-14 March, 2026
21-28 March , 2026
4-11 April 2026
18-25 April 2026
18-25 April 2026
16-23 May, 2026
6-13 June, 2026
6-13 June, 2026
27 June – 4 July 2026
25 July – 1 August 2026
25 July – 1 August 2026
Any week 2026
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