Life is too short to be without sailing and adventure

Make time to join Dream or Two Sailing for all your sailing adventures. Race a Class 40 offshore racing yacht in the Fastnet, cruise across the channel or experience sailing a racing yacht for the day in the Solent

We will inspire and excite you with our passion for sailing and our attention to detail means that you will always be assured of an amazing experience on the water.

Your Sailing Adventure Starts Here

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Dream or Two Sailing Welcome you Onboard!

We are based in the Solent (on the English South Coast).  We believe that sailing should be fun, exciting, taught to high standards (with no shouting!), be accompanied by calm patient instructors, unique home made food (legendary cakes!),  great destinations to visit and races to compete in. Here are some of our upcoming events…

Race: Round Ireland Campaign 2016

Join our Class 40 offshore race campaign in 2016. This is a full package of training weekends, cross channel qualifying races and culminating in the 703NM race around Ireland. Find out more…

Cruise: Easter Channel cruise on a Class 40

23rd – 27th March 2016

Sail onboard our Class 40 for a 5 day cruise of the English channel. With France, the Channel Islands and the West Country all within easy reach of our base in the Solent we will be able to fully explore our fantastic sailing waters. Find out more…

Experience: Class 40 racing yacht two day sail

Sail onboard a high performance offshore racing yacht over two days, spending the night onboard. We are offering trips that stay in the Solent or for those looking to go further, trips to Poole or Weymouth. We take a mixture of abilities, from dinghy racers, to novices, to experienced yacht masters. Find out more…

Why sail with Dream or Two Sailing?

  • Top RYA sailing Instructors with great experience, knowledge, passion and enthusiasm.
  • Based in Portsmouth Harbour, with immediate access to the Solent, widely considered to be the best sail training area in the world, and the home of British sailing.
  • Amazing on board food for all diets, including home made cakes and fresh coffee!
  • Easy access by direct train line from Waterloo, or by road, 20 mins from M27 Fareham. Free Parking.
  • A top quality Class 40 racing yacht maintained to the highest standards, available for racing and fast long distance cruising.
  • Need Speed? Race with us on board our Class 40 offshore racing yacht, races include: Round Ireland Race 2016, Round the Island Race 2016 and the Rolex Fastnet Race 2017.

Gift vouchers available for the sailor in your life

sailing gift voucher
  • What our clients say

    This has been my 3rd time with dream or 2 and as always they have been superb. Very patient, very knowledgeable. And I’d like to say a special thank you to Rae for the most tasty lemon drizzle cake that she made for my 50th birthday x

    Lyn Kinder, Racing Yacht Day

  • What our clients say

    Fabulous taster sailing day James instructor absolutely brilliant experience and patience wonderful day yesterday all of the group thought there was a wow factor.

    Christina Searle, Racing Yacht Day

  • What our clients say

    Being given the opportunity to do everything including navigation, helming and various other tasks was great. But there was also the opportunity to say no, if something was too far outside a comfort zone. Above all I learned so much about making a boat go faster, cross channel navigation, and a whole host of other things.

    Nigel Fryatt, Rolex Fastnet Race 2015

  • What our clients say

    What an amazing experience the whole campaign has been, culminating in the totally incredible Fastnet Race itself. I want to say a huge thank you to all at Dream Or Two for everything you have done for me and all of us.

    Niall Glatzel, Rolex Fastnet Race 2015