Flotilla sailing holidays
Flotilla Sailing Holidays
Set sail freely on your own yacht, knowing our expert lead crew has your back, then connect with fellow sailors each evening under brilliant sunsets.
Set sail on your own yacht with expert lead crew support
Set sail freely, knowing our expert lead crew has your back. Venture on your own sailing adventure with the confidence of expert lead crew support by your side. Navigate sparkling waters on your own yacht, exploring secluded bays, while connecting with fellow sailors each evening under brilliant sunsets.
Our knowledgeable lead crew await you at reserved quays, ready to catch your lines and share captivating local insights. They ensure a safe and unforgettable flotilla sailing experience that will awaken your senses.
Why choose a flotilla holiday
- Sail your own charter yacht along stunning coastlines
- Navigate with confidence, guided by our experienced lead crew
- Explore hidden coves and vibrant seaside villages
- Lively social events, and expert help whenever you need it
Flotilla holiday destinations
Choose from our flotilla sailing areas in Greece, Croatia, Italy and Turkey, and further afield in Thailand and the British Virgin Islands.
Our flagship flotillaKiato to Korfos · Greece
Corinth Canal & Saronic Gulf Flotilla
One-way routes with a Corinth Canal transit every week, on yachts from 34 to 45ft.
Explore the Saronic flotilla
- Flotilla holiday
From Phuket · Thailand
Thailand Flotilla
Ten nights through Phang Nga Bay, Koh Lanta and the Phi Phi islands, with lead crew support.
Explore the Thailand flotilla
- Flotilla holiday
From Kos · Dodecanese, Greece
Dodecanese Flotilla
Two routes from Kos, to Symi, Tilos and Nisyros or to Kalymnos, Lipsi and Patmos.
Explore the Dodecanese flotilla
- Explorer flotilla
From Pula · Istria, Croatia
Pula to Venice Explorer Flotilla
Two weeks: Rovinj, Venice and Chioggia, then the islands of Lošinj, Silba and Susak.
Explore the Pula to Venice flotilla
- Explorer flotilla
From Palermo · Sicily, Italy
Sicily & the Aeolian Islands Explorer Flotilla
Two weeks: Cefalù and the volcanic Aeolian Islands, then west to the Egadi Islands.
Explore the Sicily flotilla
- Flotilla holiday
From Fethiye · Turkey
Fethiye Flotilla
Two routes of sheltered bays and hidden coves on the Turquoise Coast, on 32 to 50ft yachts.
Explore the Fethiye flotilla
- Explorer flotilla
From Tortola · BVI, Caribbean
British Virgin Islands Flotilla
Two weeks in steady trade winds, to Virgin Gorda, Anegada, Norman Island and Jost Van Dyke.
Explore the BVI flotilla
- Flotilla holiday
From Split · Dalmatia, Croatia
Split Flotilla
Two routes: to Hvar, Vis and the Pakleni Islands, or up the Krka river to Skradin.
Explore the Split flotilla
- Flotilla holiday
From Skopelos · Sporades, Greece
Sporades & Skiathos Flotilla
Two routes to Alonissos, Skiathos and the Pelion coast, with lively meltemi sailing.
Explore the Sporades flotilla
- Flotilla holiday
From Agia Eufimia · Ionian, Greece
Ionian Kefalonia Flotilla
Two southern Ionian routes to Ithaca, Fiskardo, Assos and Zakynthos, on 33 to 46ft yachts.
Explore the Kefalonia flotilla
- Flotilla holiday
From Nikiana, Lefkas · Ionian, Greece
Ionian Lefkas Flotilla
Two easy routes via Meganisi, Kefalonia and Ithaca, on yachts from 33 to 50ft.
Explore the Lefkas flotilla
Which flotilla is right for you?
Try our Flotilla Finder
Answer a few quick questions about your sailing, the wind you enjoy and when you would like to go, and we will suggest your top three flotillas. Or compare all 13 side by side: sailing level, daily distances, winds, evenings ashore, families and the best time to go.
How it works
What’s a flotilla? Independent yacht sailing with a social twist
Discover the unique experience of a flotilla sailing holiday: a perfect blend of independent adventure and supportive camaraderie. Feel the wind in your hair as you sail your own charter yacht along stunning coastlines. Guided by our experienced lead crew, you can navigate with confidence.
Enjoy the freedom to explore hidden coves and vibrant seaside villages, with access to lively social events and expert assistance whenever you need it.
Small groups, big adventures: flexible flotilla sailing tailored to you
Experience the thrill of sailing in intimate flotillas of 7 to 8 yachts, never more than 12, creating a friendly atmosphere. Our flexible approach lets you chart your own course: venture off independently, linger in a picturesque bay, or sail ahead to the next destination at your leisure.
- Freedom to explore: sail each day and arrive at your planned destination whenever you wish.
- Optional activities: enjoy our welcome punch party, group meals, beach party and farewell dinner, all optional.
- Flexible itineraries: take part in flotilla activities or create your own adventure.
- Daily briefings: receive all the information you need to make the most of your day.
Immerse yourself in breathtaking landscapes and crystal-clear waters as you navigate stunning coastlines. With Seafarer, your flotilla sailing holiday is truly tailored to you.
No experience needed: skippered flotilla sailing holidays
- Set sail without prior experience, as our professional skippers navigate you along stunning coastlines and through crystal-clear waters.
- Relax and soak up the sun while we handle the sailing, letting you unwind in beautiful surroundings.
- Discover hidden bays and secluded beaches, perfect for swimming and snorkelling in tranquil settings.
- Join in organised activities for all ages, including fun-filled events for kids.
- Connect with like-minded adventurers during lively evenings ashore or peaceful days at sea.
- Experience the joy of sailing with the freedom to explore, all under the expert guidance of our friendly crew.
Family flotillas
Flotilla holidays for families: explore, bond and create memories
Create unforgettable memories with your loved ones on our family-friendly flotilla sailing holidays. Our flotillas are perfect for families during the school holidays, offering an atmosphere where both children and adults can make friendships.
Imagine your kids laughing and playing on sun-kissed beaches, exploring new destinations and sharing adventures with new friends.
School holidays
Kids and teens
Extra activities for kids and teens
Beach parties
Lively beach gatherings with music and games under the warm sunset
Afternoon games and activities
Treasure hunts, sandcastle competitions and water sports keep every day exciting
Kids and teens tables at group meals
Children bond over shared meals while parents relax
Free
Complimentary equipment
Beach balls, beach tennis and buoyancy noodles: fun gear to entertain kids on and off the water
Weekly hire
Equipment for hire
Stand-up paddleboards, inflatable sea kayaks and windsurfers, available for weekly hire, to explore crystal-clear waters together
Exceptional value
No hidden fees
While flotilla holidays offer extra amenities, they also provide exceptional value. Essential costs like end cleaning, fuel and the outboard engine are included, so there are no hidden fees. With early booking discounts and special offers, the price difference is less than you might think, and can sometimes be next to nothing.
Embark on a family adventure where safety and enjoyment are our top priorities. Let us help you create a sailing holiday that will stay with you long after the journey ends.
Explore like a local: lead crew support unlocks hidden gems
Sail with confidence, knowing our experienced lead crew enrich your journey with insider knowledge and unwavering support. Discover hidden gems, from secluded coves to charming villages, that only locals know.
- Expert local guidance: our lead crew share fascinating stories and recommend must-see sights, immersing you in the region’s rich history and culture.
- Customised adventures: receive personalised suggestions for dining, activities and excursions tailored to your interests.
- Seamless logistics: let us arrange transport and visits to points of interest, so you can relax and soak up the sun.
- Prompt assistance: a fouled anchor or a technical issue? Our crew are on hand to help swiftly, ensuring minimal disruption.
- Peace of mind: navigate unfamiliar waters with ease, knowing professional support is always nearby.
Feel the warm breeze and smell the salty air as you explore like a local, unlocking the full potential of your flotilla sailing holiday. With our lead crew by your side, you’ll experience the best each destination has to offer, creating unforgettable memories along the way.
Our promise
The Seafarer Price Guarantee
We will not be beaten on price.
Because we are an independent company, we keep our prices highly competitive: if you see a like-for-like product cheaper elsewhere, let us know and we will beat it.
Specifically, the guarantee applies to yacht and accommodation rates on our Beach Club, Flotilla, Learn to Sail and Cabin Charter programmes operated by Seafarer, and is subject to availability at the time of booking.
Ready to sail? Book your flotilla holiday
To book a flotilla sailing holiday or check availability, get in touch with our experienced team. They will then help you choose the right destination, yacht and dates for you.
Call or email us
- 020 8324 3118Monday to Friday 09:00 to 19:00, Saturday 09:30 to 17:00
- info@seafarerholidays.com
Request a quote
Tell us your dates and party size, and we’ll then come back to you with availability and prices.
Customise your flotilla holiday: sail and stay
Experience the perfect blend of adventure and relaxation with our sail and stay holidays, all at competitive prices.
Week 1: sail the seas
Command your own yacht along stunning coastlines, feel the thrill of the open sea and explore hidden coves.
Week 2: relax ashore
Unwind at idyllic beachfront locations in Lefkas or Kos, with unlimited dinghy sailing and windsurfing under the warm sun.
Tailor-made arrangements
Stay in a private villa, apartment or hotel to suit your preferences. We can also arrange car hire and suggest bespoke tour itineraries: contact us to customise your unforgettable adventure.
Peace of mind
Book with confidence
Every payment you make to us is financially protected, from deposit to balance. Holidays with flights are covered by our ATOL licence, and holidays without flights by our ABTOT membership. Trading since 1995.
ATOL Protected — Licence 9511
All flight-inclusive holidays are fully ATOL protected
ABTOT Member — No. 5660
Additional protection for bookings without flights
Flotilla holidays: your questions
Straight answers to the questions we are asked most about flotilla holidays.
Still have a question?
Speak to our sailing team, or ask for a quote for your dates.
020 8324 3118 Get a quoteWhat is a flotilla holiday?
On a flotilla you sail your own charter yacht in company with a small group of other yachts, while our experienced lead crew guide you, meet you at reserved quays and help whenever you need it. Each day you sail at your own pace and arrive at the planned destination whenever you wish, with an optional punch party, group meals, beach party and farewell dinner.
How big are the flotillas?
Small: usually 7 to 8 yachts, and never more than 12, so the atmosphere is friendly and there is always space at the quay.
Which flotilla is right for me?
For a first flotilla or relaxed sailing, start with Lefkas or Fethiye, with the shortest passages, at around 10 nautical miles a day. Kefalonia and Split are a good next step, while the Dodecanese and the Sporades have the most wind. Compare every flotilla or try the Flotilla Finder.
Where can I go on a flotilla?
In Greece: Lefkas, Kefalonia, the Saronic Gulf and the Corinth Canal, the Sporades and the Dodecanese. Further afield: Split in Croatia, Fethiye in Turkey, Thailand, plus explorer flotillas from Pula to Venice, round Sicily and the British Virgin Islands.
How much does a flotilla holiday cost?
Weekly flotilla yacht prices start from £1,585 for one week (Oceanis 323, 1 May 2027, Fethiye Flotilla). Prices are per yacht, so the cost per person depends on how many of you share it, and every flotilla page shows its full dates, prices and special offers.
Do I need sailing experience?
We recommend that the skipper holds an International Certificate of Competence (ICC) as a minimum, equivalent to the RYA Day Skipper practical (we can arrange the ICC assessment); in Croatia the skipper also needs a VHF radio operator’s certificate, such as the RYA SRC. With no qualifications yet you can still go: book a skippered flotilla and sail with a professional skipper, book a cabin on the lead yacht of an explorer flotilla, or learn first at one of our RYA training centres.
Are flotillas good for families?
Yes. Our flotillas are perfect for families in the school holidays, with extra activities for kids and teens, such as beach parties, and an atmosphere where children and adults make friends. Family sailing holidays.
When is the flotilla season?
In Greece and Turkey our weekly flotillas sail from May to October, and in Croatia from May to late September, with explorer flotillas early and late in the season. For winter sun, our Thailand flotilla sails from January to April and the British Virgin Islands explorer in February.
Can I combine a flotilla with a week ashore?
Yes. A sail and stay holiday combines a week on your yacht with a week ashore, for example at our Nikiana Beach Club on Lefkas, with unlimited dinghy sailing and windsurfing, from £595pp for a week Includes flights + accommodation, or in a villa, apartment or hotel of your choice.
How do I book?
Tell us your dates and party size: call our team on 020 8324 3118 (Monday to Friday 09:00 to 19:00, Saturday 09:30 to 17:00), email info@seafarerholidays.com or ask for a quote, and we will help you choose the right destination, yacht and dates.
Rated Excellent by our guests
4.6 out of 5 from 646 independent reviews collected by Feefo (8 November 2026).
What our flotilla guests say
Our flotilla holidays are rated Excellent, 4.4 out of 5, from 263 independent reviews collected by Feefo (4 November 2026).
