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Flotilla of sailing yachts moored side by side in Fiskardo, Kefalonia

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.

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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, Turkey and Thailand.

Select Country
Where to Sail
Croatia
Greece
Thailand
Turkey

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.

Animated chart of a flotilla holiday: a yacht sails the route from meeting your crew, setting sail and expert navigation to community activities and hidden coves

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.

Sailing yachts moored in a beautiful bay on the Turkish coast
A small flotilla of yachts moored side by side in Greece
Dining terrace and infinity pool at Emelisse Resort, Kefalonia
A flotilla guest at the helm of a yacht in Greece

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.

Read more about skippered flotilla sailing

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.

Two children in lifejackets watching dolphins from the bow of a flotilla yacht
Two children jumping from a yacht into clear turquoise water

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.

Get a quote Call us: 0208 324 3118

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.

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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

Request a quote

Tell us your dates and party size, and we’ll then come back to you with availability and prices.

Hotel swimming pool overlooking the Ionian Sea

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

98% of customers say they’d book with us again

Independent reviews from Seafarer guests, collected by Feefo.

What our flotilla guests say

Independent reviews of Seafarer flotilla holidays, collected by Feefo.