Sounds interesting. I sail a Pearson 26 out of Huntington. Have day sailed her for years and would love to "cruise" her just once. I have my reservations because she is old and slow
Do it! I cruised my Pearson 26 from Western LI Sound to points east for 10 years in the 1980s. Longest cruise was 3+ weeks hitting Newport, Block Island and Marthas Vineyard.