Solutions Sail has 32 entries with similar clues

• 3-letter words
• ayeSailor's "yes"
• tarSailor
• sossailor's "help"
• 4-letter words
• saltOld sailor
• duckSail cloth
• crewSailors
• 5-letter words
• yachtsailing boat
• mastssail supports
• ketchsailing boat
• 6-letter words
• ratingSailor
• heartySailor
• seamanSailor
• 7-letter words
• marinerSailor
• yachtieSailor
• yachtedSailed
• 8-letter words
• seafarerSailor
• schoonerSailing ship
• 9-letter words
• schoonersSailing vessels
• yachtsmanSailor
• tarpaulinSail cloth
• 10-letter words
• yacht-clubSailing association
• man-of-warAn armed sailing ship
• 11-letter words
• shore-leaveTime off for sailors in port
• bermuda-rigBoat having large main sail with no gaff
• windsurfingThe sport of riding on water on a sailboard
• 12-letter words
• americas-cupInternational match between two sailing yachts, first held in 1851
• bell-bottomsSailor's trousers
• 14-letter words
• absolute-pitchsailor very good with instrument – tar showing attribute some performers have
• circumnavigateSail all the way around
• crude-dwellingSailor's song
• 15-letter words
• before-the-mastServing as a seaman in a sailing ship
• 22-letter words
• sir-francis-chichesterThe first person to sail alone round the world in his yacht