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Swap the Daily Commute for a 2026 Flotilla Holiday 

Swap the Daily Commute for a 2026 Flotilla Holiday 

Leave traffic, calendars, and crowded spaces behind. Set your out-of-office and step aboard a Sunsail flotilla, where you sail your way, with expert support and like-minded company every nautical mile.

What Is a Flotilla Sailing Holiday?

Swap the Daily Commute for a 2026 Flotilla Holiday 

A flotilla is a group of yachts sailing together on a shared route, with support from a professional lead crew. It’s the ideal balance of independence and guidance, perfect for new and seasoned sailors alike. 

Whether you’re navigating solo, with family, or a group of friends, a flotilla gives you the freedom to sail with peace of mind, discover new places, and meet fellow travellers along the way. 

Hear from Claire, one of our experienced base managers, and get a feel for what makes flotilla holidays with Sunsail so special. 

Why Choose a Sunsail Flotilla?

Group

Community on the Water

Flotilla holidays are as social—or as independent—as you like. Make memories with other guests at beach barbecues and snorkelling stops, or sail at your own pace with the comfort of support nearby.

learn more

Swap the Daily Commute for a 2026 Flotilla Holiday 

What Our Guests Are Saying

X4164HJjonathano Agana

“Finn, Carraig and Elle were fantastic. Great service, communication and support.
Great suggestions for places to see. They were fun and well organized. Croatia is amazing!”

636damianb Agana

“First Flotilla sailing holiday experience for this family with adult children and their friends. We arrived slightly apprehensive that the flotilla model would be too regimented and enforced-bonhomie for our preference, but we need not have worried. The holiday was a great success from start to finish thanks to the excellent lead crew (Jesse, Becky and Filip), the matchless surroundings and weather of Croatia, and the perfectly configured and maintained boat. Thank you Sunsail. Can’t wait to book the next one..”

J0nah Agana

“Two weeks with back to back Krka and Hvar flotillas, both highly recommended. Doing both enables the icing on the cake over the free weekend – a trip to the very beautiful island of Vis, which was a real highlight (not least because we had a fast reach both ways). Superb scenery, great food and a very different atmosphere to other islands.”

“Lead skippers Michael and Adam were highly professional, patient and good natured. India the hostie was very attentive and personable, mature beyond her years. Kieran, the “fixer of problems” was also attentive and good company. All great assets for Sunsail.”

“Our monohull was generally well maintained and sailed well. We have had issues on past flotillas (not all Sunsail) with dinghy engines, and this trip was unfortunately no exception. We think this is quite an important safety issue as very often the first use of a dinghy is free sailing alone, going off to a restaurant at night. Also, we think couples should be prioritised with lighter dinghy engines (2 stroke or electric) as 4 stroke engines are very heavy for ageing couples to move off the boat transom.”

“Finally, we’d just highlight that boat moorings and even buoys are extremely expensive in Croatia relative to other sailing areas. I don’t think Sunsail had made this sufficiently clear in advance. As a general rule, we favour wilder overnight destinations on flotilla holidays over marina and town quays – for example the final night of the Hvar flot was a raft at a restaurant in Sesula Bay – very enjoyable indeed, and free provided you eat onshore.”

“Marina Agana is a lovely place to start and finish a flotilla – there’s a very nice beach opposite the marina, with a laid back beach bar. Both Uber and Bolt taxi apps work well – we paid just €20 each way.”

“Overall, strongly recommended.”

X1359REcraigr Agana

“Absolutely amazing experience! Sunsail crafted us a package that allowed me to do my first flotilla as a newly trained skipper, but also get my family and friends to competent crew level with a Sunsail training skipper. “

“The whole experience was fantastic – apart from the having to come home part!”

395eda Agana

“Another week long flotilla with sunsail this time out of agana. As always it was a fantastic week. “

“Our original boat was out of commision for the week so they upgraded us to a slightly bigger one which was great. “

“Adam and India were brilliant from start to finish, always willing to go the extra mile with India even researched amd booked a wine tasting for us on our storm bound day and Adams direction and calmness made docking a breeze! “

“Kieron gave us the boat brief which was the perfect length and amount of detail and after some staff sickness was the engineer for the 2nd half of the week and resolved our technical issues quickly and even taught us some bits.”

“Already looking at booking the next one. “

“Shout out also to fin who assisted India and Adam whilst we were down an engineer.”

Sightsee586991 Agana

“This is our fifth Sunsail flotilla and without doubt the most enjoyable. This was all down to the fantastic lead crew of Jesse, Becky and Filip. Their professionalism in keeping all 11 yachts safe especially with a storm to cope with mid week, was exemplary. Nothing was too much trouble for them and they went to great lengths to make the whole week so much fun. Sailing around these stunning Dalmatian islands is an absolute pleasure. We will be back! Thank you Sunsail!”

Book Your 2026 Flotilla Now 

Flotilla sailing holidays are filling fast, especially in the Greece and Italy. Follow the Build My Quote button below to get started and reserve your spot early.

Don’t just sail, Sunsail. 

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