Hello roly,
I have also found this item in the Salisbury and Winchester Journal, Monday, January 20, 1834, Issue 5625, p.4.
"Portsmouth Saturday January 18 ... Mr Woolfe will give an entertainment on Thursday evening next, when the lovers of mirth and music will be amused with a new selection of whims and oddities. The performance will be assisted by several professional musical gentlemen and amateurs of eminence."
Also in Southampton Herald, Saturday, June 3, 1837, Vol. 14, Issue 724.
"My J Woolfe, of Portsea whose vocal abilities, inexhaustible [?] budget of songs, and whose private worth, are well known, will give an entertainment on Wednesday evening next, at the Robin Hood Inn, French Street Southampton. No formal charge will be made and we can ensure [?] all visitors a pleasant evening's entertainment."
And in Hampshire/Portsmouth Telegraph, Saturday, May 12, 1849, Issue 2588.
"The opening dinner of the Ship Inn, Emsworth, took place on Tuesday last and was admirably served in Jerram's best style, late of the Duke's Head Tavern, Portsmouth. Mr Hogg presided and Mr T E Bell played the piano. Appropriate toasts were proposed with address and were well cheered. Harmony prevailed throughout the evening. Mr Woolfe who assisted with his songs, intends shortly to give a musical melange."
Also: Bury and Norwich Post, Wednesday, September 5, 1849, Issue 3506.
"Portsea, August 29, 1849. The Yarmouth (Norfolk) artisans in H M dockyard are much respected; belong to the Volunteers, and are highly disciplined: they have established a tavern bearing the sign of the Norfolk Arms; have established Old Fellows Lodges and Foresters Courts; enjoy excursions, cricket &c, give annual entertainments, concerts, balls, at which the tradesmen, army, navy &c participate. Mr J Woolfe, the veteran vocalist, patronised by her Majesty &c produces entertainments entitled "Yarmouthians at Portsea", with eclat; the sketches of Yarmouth Bloaters, Norfolk Dumplings &c are replete with wit and humour. Reminiscences of the Brunton Theatrical Family, Dibdin, Mr Woolfe at Cambridge and Stourbridge Theatres, Norwich, Ipswich, Harwich, Colchester, Lynn, Bury &c also please much."
Modified to add:
There are a number of other articles mentioning Mr J WOOLFE similar to those above, often describing him as "veteran vocalist", though no articles (that I can see) in the 1813-1820 range. However, I feel sure he certainly was performing in Portsea at this time, though no mentions of Pic Nic.