Dmitri Galitzine, 27, from Hackney in London, left Stokes Bay in Gosport in his hollowed-out pumpkin boat and made it to Wootton Creek Yacht Club on the Isle of Wight in an hour and 56 minutes.
He is the first person ever to have made the journey and he also set a new Guinness World Record for the fastest 100-metre paddle dash in a giant pumpkin with, a time of 2.003 minutes.
He used a 500kg pumpkin grown by Mark O’Hanlon and attached a small outboard motor to it, allowing it to travel as fast as two knots.
Mr Galitzine was so happy with his trip across the Solent he decided to go back again, this time reaching Trafalgar Wharf marina in Portsmouth.
He told reporters before the crossing how big pumpkins are waterproof and surprisingly buoyant, but his biggest worry was the Solent tide.
He said his pumpkin boat was not unlike Welsh willow coracles that were used to cross rivers.
Sailing giant pumpkins is not new. It can be traced back to Nova Scotia in Canada and International Pumpkin Boat Championships have been held in southern Germany.
You can get our blog posts delivered for free by email - simply add your email address to the box below or alternatively grab the RSS feed.
Don't forget to follow Interflora on Twitter