Flotilla Sailing Holidays

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 awaits 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.

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. Access lively social events and expert assistance whenever you need it.

Flotilla sailing route map

Small Groups, Big Adventures: Flexible Flotilla Sailing Tailored to You

Skippered Flotilla Sailing

Experience the thrill of sailing in intimate flotillas of 7–8 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: Participate in flotilla activities or create your own adventure.
  • Daily Briefings: Receive all the info you need to make the most of your day.

Immerse yourself in breathtaking landscapes and crystal-clear waters as you feel the wind in your sails navigating stunning coastlines. With Seafarer, your flotilla sailing holiday is truly tailored to you.

Ready to Sail? Book Your Flotilla Holiday Today

To book or check availability get in touch with our experienced team on one of the links below.

Flotilla Destinations

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Where to Sail
Croatia
Greece
Thailand
Turkey

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

No Experience Needed: Enjoy Skippered Flotilla Sailing Holidays

  • Set sail without prior experience as our professional skippers navigate you through stunning coastlines and 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 on 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.

Swimming pool in hotel overlooking ionian sea

Sailing 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 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.

Extra Activities for Kids and Teens:

  • Beach Parties: Enjoy 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 & Teens Tables at Group Meals: Children bond over shared meals while parents relax.

Complimentary Equipment:

  • Beach Balls, Beach Tennis, Buoyancy Noodles: Fun gear to entertain kids on and off the water.

Equipment Available for Hire:

  • Stand-Up Paddleboards, Inflatable Sea Kayaks, Windsurfers: Explore crystal-clear waters together.

While flotilla holidays offer extra amenities, they also provide exceptional value. Essential costs like end cleaning, fuel, and 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.

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.

For families, Seafarer flotillas offer extra activities during the school holiday period to ensure that children of all ages enjoy their holiday. This includes our beach party as well as afternoon games and activities on other days, whilst a kids & teens table at group meals is also appreciated. Additionally, we provide complimentary equipment like beach balls, beach tennis and buoyancy noodles,whilst items like stand up paddle boards, inflatable sea kayaks and windsurfers are available for weekly hire.

Typically one does pay a premium to go on flotilla, however when one factors in that the end cleaning charge, fuel, and things like the outboard engine are all included, the difference in price is actually less than you think, Indeed with early booking and other special offers it can sometimes be next to nothing. All things considered, a flotilla can be for everyone and ensures you get the best from your holiday.

Explore Like a Local: Lead Crew Support Unlocks Hidden Gems

Sail with confidence, knowing our experienced lead crew enriches 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 shares fascinating stories and recommends 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: Encounter a fouled anchor or technical issue? Our crew is 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, experience the best each destination has to offer, creating unforgettable memories along the way.

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Discover More for Less: Seafarer’s Unbeatable Price Guarantee

As an independent company, we offer highly competitive prices on our unforgettable sailing holidays. Find a like-for-like product cheaper elsewhere? We’ll beat it! Our unbeatable price guarantee covers yacht and accommodation rates on all our programs—Beach Club, Flotilla, Learn to Sail, and Cabin Charter. Subject to availability at the time of booking.

Booking a Flotilla Holiday

To book or check availability get in touch with our experienced team on one of the links below.

Customise Your Adventure: Sail & Stay Holidays Tailored for You

Swimming pool in hotel overlooking ionian sea

Experience the perfect blend of adventure and relaxation with our Sail & Stay holidays.

  • 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.
    • Enjoy 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 arrange car hire and suggest bespoke tour itineraries.

All at competitive prices—contact us to customise your unforgettable adventure.

Book your flights with us to ensure full financial protection for your holiday.

ATOL protection Your flight inclusive holiday with us is financially secure as we are ATOL licensed, making the entire package ATOL protected.  We have been trading since 1995 so you can book with total confidence.
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