Yacht Charters
Corporate Events
Stag & Hen Events

Get on the water with Windward Sailing

Yachts for charter

Windward Sailing has extensive knowledge and experience of corporate event organisation for all major sailing regattas and bespoke events.

Racing - Inshore & Offshore

A unique opportunity of not only sail on state of the art race boat, but to also racing competitively in a fleet of similar boats in organised regattas. 

Stag & Hen Events

Follow the Royalty to the Isle of Wight for your Stag or Hen weekend. Days full of excitement and adrenaline and nights of talking it all up.

Welcome to Windward Sailing

A yacht charter company run by keen sailors, providing a high quality service which can be tailored to your needs. Windward sailing is based on both sides of the Solent, in Ocean VillageSouthamptonGunwharf Quays, Portsmouth and at Cowes on the Isle of Wight. These bases give access to a wide variety of ports and small harbours, from Chichester in the east to Lymington in the west, all available within a day sail. It is also an ideal starting point for crossing the English Channel via Bembridge Ledge or the Needles. We also participate in events further a field with races across the Atlantic and in the Caribbean.

Tailor-made sailing packages for corporate events

Experience both inshore racing and offshore racing

Bareboat or skippered yacht charter options