Sailing is something that everyone should aspire to do at least once in their lives - as Mark Twain declared, "Throw off the bowlines, sail away from the safe harbour... Explore. Dream. Discover." As our sailing vacations travel guide explains, some trips are very hands on, and you'll be acting as a junior crew member, literally learning the ropes. On others, you're free to relax on deck, snorkel and spot wildlife while your skipper takes care of everything.
Flotilla sailing travel guide
Sailing in a flotilla is a fantastic way to devote a vacation to the pleasures of cruising in sunny climes, with minimal organisation on your part. Potter between lunch spots, or keep the sails hoisted: You’ve got the freedom to decide how much you want to sail, and how much you want to relax.
Ever sat on the shore on vacation and wondered how that family managed to afford that fancy sailing boat? Chances are, they’ve probably rented it for the week as part of a flotilla vacation.
In flotilla sailing you get your own boat, but are part of a small fleet. One big misconception about this set-up is that it’s really boring and controlled – people think you’ll follow the lead boat like it’s a mother goose and you’re some helpless gosling. Wrong: on flotilla, you can sail wherever you wish, just as long as you make it to the agreed meeting point by the end of the day. No, flotilla is anything but vanilla. And there’s nothing quite as thrilling as the moment the wind hits and the boat heels towards the water. The lines vibrate, the spray flies in your face, and you’ll bear down on the horizon with your heart racing.
Read on in our flotilla sailing guide for more details.
Flotilla sailing is…
great for close knit friends and family, who don’t mind an active vacation, nor being in close quarters with each other for days on end.
Flotilla sailing isn’t…
for those who like to stay put, or who get seasick – you’ll always be on the move.
Our Flotilla sailing Vacations
When is the best time to go on a flotilla sailing vacation?
It’s always flotilla season somewhere. If you’re flotilla sailing in Europe, the season runs from May to October. Caribbean trips run all year around, except for September, and are most popular from December to March – when its tropical climes chime well with visitors from chilly Europe. The best time to flotilla sail in Europe is probably just outside summer, in May or September, to avoid the worst of the heat and crowds – though both are less problematic if you’re in command of your own floating breeze machine. Whilst the Greek Ionian Islands are calm all summer, the Greek Aegean can get strong winds on summer afternoons, when a wind called the Meltemi rises, and hurricane season in the Caribbean is technically from June until October. Sailors are weather-obsessed and flotilla leaders are no different; they’ll keep an eagle eye on the forecast and keep you safe.
Our top Flotilla sailing Vacation
Learn to sail while enjoying an exciting flotilla vacation
From £3346 7 days ex flights
Small group travel:
If you'd like to chat about Flotilla sailing or need help finding a vacation to suit you we're very happy to help.
Flotilla sailing, month by month
More about Flotilla sailing
Flotilla sailing means freedom: freedom to explore some of the safest, sunniest and most enjoyable waters in the world at your own pace, with the crew of your choice. Discover where to go on a flotilla sailing vacation.
The concept is simple: a flotilla is a group of boats under the instruction of a lead vessel. For experienced sailors who don’t want to organise all the ins and outs of their trip for themselves, a flotilla makes water-based vacations plain sailing.