Follow your Sailing Holiday Dream, with the Charter Boat that's Right for You 

We are specialists in bareboat and fully crewed yacht charter vacations. Our team members have many years' international sailing experience and we are uniquely qualified to advise on every aspect of sailboat chartering. Take a look at our extensive charter boat portfolio, our catalogue of amazing places to go sailing, and the long list of testimonials provided by our satisfied clients. Then talk to us about setting sail in the very best of the world's charter boat holiday destinations.


  • Matching any competitive offer
  • Sourcing boats with discounts available
  • Personalising our proposal just for you
  • Qualifying the operator as well as the boat
  • Advising without bias based on 30+ years' experience
  • Doing more for you than just booking your boat!

We match any discount website offer on charter boat price, always with our customary quality service.

Planning your sailing holiday with Sail Connections saves you time and money while giving you total peace of mind. We help you create a sailing holiday itinerary that fits all your needs, including your budget. We have the largest portfolio of quality catamarans, yachts, traditional sailing vessels and motor cruisers available to choose from. Year after year satisfied clients from around the world return to charter their next bareboat or crewed sailboat vacation with us. Prepare to be amazed at the destinations on offer, places we are familiar with as well-travelled sailors ourselves. 

All at no extra charge to you! 

This Month's Trending Charter Sailing Destinations

Top sailing holiday spots that people are looking at right now for their next boat charter. 

Recent Additions to the Charter Fleet

A sample of the fabulous new boats added to our portfolio lately.

Our Latest Blog Posts

  • Sailing Qualifications Required by Port Authorities

    Sailing Qualifications Required by Port Authorities

    As part of our charter broker service we ensure your skipper status is approved by local port authorities before we pass your deposit to the boat's operator. Lately certification requirements in some locations have been tightened and minimum qualifications are coming under scrutiny. Here's our latest information on this.

  • Huahine: Something Special in Tahiti's Society Islands

    Huahine: Something Special in Tahiti's Society Islands

    A sailing holiday charter in Tahiti offers up the idyllic Society Islands, where most charters are sailed from Raiatea return. Other options include a one-way charter from Huahine to maximise downwind sailing. Add a short land-based Huahine stay and get the very best out of your Society Islands charter.

  • Charter a Gulet: Luxury Cruising in Classical Style

    Charter a Gulet: Luxury Cruising in Classical Style

    For your next sailing holiday, particularly in the eastern Mediterranean but in some other surprising places as well, consider chartering a gulet. Today's gulet is now a modern charter boat built for a unique vacation experience enjoyed in complete passenger comfort and luxury living aboard.

  • Charter Sailing Sicily, including the Egadi Islands

    Charter Sailing Sicily, including the Egadi Islands

    On our 2018 Mediterranean charter we made a spot decision to spend time in Sicily. We chose to sail out of Palermo, a convenient base for going east to the Aeolian Islands or west and south the same distance to the Egadi Islands. But the main factor was a near-new Oceanis 38 available just 3 days out from charter.

  • A Fleeting Sailboat Tour in Corsica and Sardinia

    A Fleeting Sailboat Tour in Corsica and Sardinia

    After an uneventful passage from Villefranche-sur-Mer to Corsica, a 95 nautical mile passage to the port of Calvi, we had nine days to deliver our boat to its Ajaccio base. Just enough time to explore Corsica’s west coast and visit northern Sardinia, as long as we kept moving

The Essential Guide to Sailing Holiday Charters

The Sail Connections Essential Guide to Bareboat and Crewed Sailing Holiday Charters is jam-packed full of useful tips for getting the most out of your next boat charter. And it is FREE to download.

Download Guide

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