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Flotilla Holidays Greece
A twist on the traditional Ionian flotilla holidays in Greece

Flotilla Holidays Greece

What The Southern Ionian Is Famous For

At Sail Ionian, we’ve created a relaxed approach to Ionian flotilla holidays. Our Informal Flotilla holidays Greece combines the freedom of independent yacht chartering with the reassurance of professional support. Each evening, our experienced team is on hand to assist with mooring along our set route, then you’re free to relax and explore ashore.

Full 7 Nights Out on the Water on our flotilla holidays Greece

We will get you out sailing the day you arrive and let you bring the boat back at 9am the day of your return flight. Don’t spend the last night of your holiday at base – enjoy all your time in Greece out on the water! 

You choose your pace and daily plans, while still having a friendly flotilla support network nearby. If you wish, you can even spend a quiet night or two at anchor away from the group and rejoin the flotilla whenever it suits you. You can contact the flotilla crew at any point to let them know where you're going, or for advice on anchorages and the weather.

Our routes take in the best of the Ionian ensuring you get to enjoy all the most popular harbours without the stress of finding the space to moor yourself. We like to long line in the harbour entrance and swim off the back of the boat, and we don't organise group meals or events, so there's no pressure to join in socially if you don't want to.

Choose from our fleet of modern, high-spec yachts (34–50ft), many with air conditioning, for a comfortable and luxurious experience. Whether you’re a couple seeking peaceful sailing or a family wanting stress-free mooring assistance, our informal flotilla offers the perfect balance of freedom and expertise. 

The Informal Flotilla Holidays Greece costs an additional £350 on top of the bareboat charter price.

Ideal for:

⛵ Independent sailors who value flexibility love our flotilla holidays Greece
Sail without group obligations.

⚓ Skippers who prefer support when mooring in busy harbours
Expert crew assistance every evening in the most popular Ionian ports.

🧑‍🤝‍🧑 Couples sailing short-handed who want a little help
Peace of mind with lines and docking.

👨‍👩‍👧‍👦 Families with children who like a little help with lines and the anchor
Stress-free mooring for relaxed family adventures.

Click here to Enquire or Book Your Informal Flotilla Now!

or please:

Click here to get in touch and discuss availability for your dates

 

Sail Ionian informal flotilla holidays Greece with Four sailboats are moored side by side in calm, clear water near a forested shoreline, forming an informal flotilla. Two people in a small inflatable boat approach the group, while paddleboards float nearby and other boats are visible in the background.

Your First Flotilla Holidays in Greece?

If you are choosing a flotilla for your first sailing holiday, take advance of our Assisted Sailing scheme, where one of our qualified instructors on board with you for the first day. Depending on your experience this will help cover important safety information and build the confidence and capability of you and your crew for rest of your holiday.  All of this helps make your flotilla sailing holiday in Greece a stress free and relaxing experience.

You don't have to join us everyday, overall a more flexible alternative! If there's a harbour you'd rather go to one night just let us know, we can give you help and advice, and you can re-join the flotilla the following evening!

Read about our Informal Flotilla Route on our blog here

There is a charge of £350 per boat for the week. Wednesday bookings please note - the flotilla holidays Greece starts on a Sunday, contact the office for more information on flotilla options.

NOTE: 8-10 Boats maximum on the flotilla.

Pre-booking is ESSENTIAL for the flotilla!

2026 Southern Ionian Flotilla Sailing Holiday Greece dates:

24th May - 20th September (inclusive) every week at £350

18th and 25th October half term weeks also at £350


Private Group Flotilla Holidays Greece

Are you planning a large group sailing holiday? Our Private Flotillas ensure that you and your group have a stress-free sailing holiday! Your private flotilla lead crew are there for you, and you only, so that you and your friends get moored each evening in busy harbours, with no problems.

See here for more information on Private Group Flotillas.


Wondering what the weather is like in the Ionian and when to visit? See our Ionian Islands Weather post on our blog here.

If you aren't sure which holiday is for you, go back to the Holidays summary page here or contact our office for advice.


View Our Yachts Here For Your Flotilla


About

Our lead boat is crewed by at two professional skippers. The crew are on hand to help, keeping the freedom of sailing independently during the day while taking the stress out of mooring each evening. We try to be as unobtrusive as possible and let you enjoy your holiday. Sail at your own pace; arrive when it suits you, and join in socially only if you feel like it.

 

A detailed look at what to expect:

On Sunday when you arrive mid / late afternoon you’ll meet your flotilla team. We’ll introduce ourselves, talk through a proposed route for the week, and check in to see if you have any requests or particular places you’d like to visit. All yachts will then complete their individual handovers before departure. 

Your first destination will be Little Vathi around an hour away on Meganisi. The flotilla team will be there to assist you with mooring on arrival.

If you’d like additional manoeuvring / Med mooring practice this will take place on Little Vathi town quay with the lead crew on Monday morning. 

Sail Ionian southern ionian informal flotilla holidays greece sailing yachts at anchor. Mooring assistance and route planning is all taken care of leaving the guests to enjoy and relax

Monday – Friday

The flotilla begins exploring further afield. We normally stop in Sivota on Monday night; it's a great place to provision the boat before heading south. Our route during the middle of the week may include places such as: 

  • Kioni 
  • Fiskardo 
  • Kastos 
  • Kalamos 
  • Big Vathi 
  • Polis Bay 
  • Vasiliki 

You’ll continue to sail independently during the day, with flotilla staff ahead of you to assist on arrival. 

Friday – Heading Back North 

On Friday, the flotilla will generally begin returning toward the northern cruising area to prepare for the end of the week. 

Our set route might stop at some of: 

  • Meganissi 
  • Paleros 
  • Nikiana 
  • Desimi

Saturday – Independent Sailing Day 

Saturday is a free-sail day. On Saturday night you can either: 

  • Stay out locally and return to base on Sunday morning. We suggest Meganisi or Geni in Vliho Bay.
  • Return to base where we will provide support to help you moor

General Format During the Week 

  • Daily briefings are available each morning between 09:00 and 11:00 
  • You’ll sail independently during the day, with flotilla support provided at harbours along the set route
  • Routes and destinations may change depending on weather conditions or group requirements 
  • We offer flexibility within the itinerary — if you prefer not to sail to the flotilla’s planned destination, we can recommend alternative bays or harbours that fit safely within the suggested route and you can sail bareboat for a few days.
  • The flotilla and base team are available via WhatsApp throughout the week — you can check mooring plans, receive weather updates, and ask for local tips, lunch stops, or taverna recommendations 

There are no mooring charges except for a government tax. This can be levied (around €10-15 per night) but is not always collected. Note that where you are on a taverna pontoon the mooring is provided free, but you are obliged to eat at that taverna. 

 

A sail ionian flotilla holidays greece yacht with a family enoying swimming off the boat. A child ready to jump off a yacht anchored near rocky cliffs, with two women watching from the deck during their yacht holiday.

View our yachts for your flotilla holidays Greece:

Our most popular flotilla yacht is a Bavaria 37. We have many other models available though. Please contact our office for individual yacht advice, we like to find the perfect boat to fit your group! Try our flotilla holidays Greece!

Live weekly availability click here!

Read our 5 * Tripadvisor reviews here.

Required Experience

RYA Day Skipper Course in Greece – Sail & Qualify in the Ionian

The skipper must hold a minimum of an RYA Day Skipper or an International Certificate of Competence (ICC).

Learn about RYA


Book now

What's Included

SAILING ON THE DAY YOU ARRIVE *
24/7 SUPPORT FROM OUR DEDICATED LEAD CREW
ASSISTANCE WITH MOORING EACH DAY

 

*Subject to arrival /departure times

Provided Support

Weather Update

Sent daily by SMS

Basic Training

And boat briefing

Free Mooring Practice

And long lining

Support Rib

Support within an hour

24hr helpline

In case of emergency