Life is too short to be
without adventure


Make time to join Dream or Two Sailing for your sailing adventure. Whether you want to learn to sail, gain your RYA qualification, sail to new places or feed your adrenaline with racing; you will find sailing with us is highly addictive!

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, whatever your sailing ability.

Your Sailing Adventure Starts Here

How Adventurous are You?

Take our Spirit of Adventure Quiz and we will give you 20% off your first 2015 booking (RYA Course or Skills weekend)

Take me to the Quiz
  • Forthcoming Sailing….

    Solstice Sail – 21 December 2014

    Join us on the shortest day and avoid the Christmas shopping
    Mulled wine and mince pies included! £80.00 per person


  • Forthcoming Sailing….

    29 December – Day Sail

    Blow away the Christmas cobwebs
    Your sailing adventure starts here


  • Forthcoming Sailing….

    03 – 04 January 2015 – Sailing Weekend

    Begin your New Year on the water
    Your sailing adventure starts here


  • Forthcoming Sailing….

    16- 18 January 2015 – Solent Explorer

    Exploring new places over 3 days, night sails & skills building
    Your sailing adventure starts here



Buy now in time for Christmas

Share this Page

Dream or Two Sailing Welcome you Onboard!

We are an RYA Training Centre based in the Solent (on the English South Coast).  We believe that sailing should be fun, taught to high standards (with no shouting!), be accompanied by calm patient instructors, unique home made food (legendary cakes!), and great destinations to visit.

    LEARN                        ADVENTURE                        EXPERIENCE                       RACE                        SKILLS

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.
  • Top quality sailing yachts maintained to the highest standards.
  • Distance sail cruises and mile builders to Scotland, Ireland, the Baltic and Greece as well as sailing closer to home to the West Country and France.
  • Need Speed? Race with us on board our Pogo 40 offshore racing yacht, races include: Round the Island Race and the Rolex Fastnet Race.
  • What our clients say

    Fantastic! You really thought about the training requirements for each individual and tailored the course to suit each person. I learnt a huge amount in a short time and what I have learnt will be a good, solid foundation for a lifetime of sailing ahead of me.

    Bruce Martin RYA Yachtmaster Coastal Fast Track May 2014

  • What our clients say

    Thank you for a wonderful day sailing on Thursday. James is a great guy and brilliant skipper he is a calm, experienced sailor who taught us so much. Sue was onboard to help us novices and she is an inspiration, so glad to have met and sailed with her and hope to sail with her again.Thank you again and we will see you soon 
    Mary and Bill Ian Sail Taster Day June 2014 

  • What our clients say

    Very well organised. Boat well appointed. Crew all lovely and made us feel a part of the whole experience- explained everything as they went along and gave us a real insight into the skill of racing 
    Rhian Phillips Round the Island Race June 2014 

  • What our clients say

    The sailing was great. The distance between each stop meant a good time on the water but also time to relax in the evening. The boat was not too crowded- we all had time to sail and relax and enjoy each others company.
    Sue Sullivan New Year Algarve Sailing Adventure 2014