Sailing South for the Winter: Solo Leaving Block Island

After leaving Newport, Rhode Island, I set sail solo—just me and the dogs—toward Block Island. It’s one of the most beautiful spots on the East Coast, but when the weather turned, it became a wild few days riding out a storm at anchor. Once the skies cleared, it was time to start the long journey south for the winter. I sailed 75 miles solo to Port Jefferson, Long Island, navigating rough seas, strong winds, and long hours at the helm. Come aboard Nauti Dogs as I share what it’s really like living the sailing life—solo sailing challenges, beautiful anchorages, and those unforgettable moments when the storm finally passes. 👉 Enter the contest here: https://raffall.com/398138/enter-raffle-to-win-sailing-doodles-sailboat-hosted-by-sailing-doodles 🛥 What You’ll Get A fully outfitted, ocean-ready bluewater cruising yacht Proven history of adventures across the Caribbean & beyond The ultimate ticket to freedom and sailing the world 🌍 I will spend a week sailing with you! ⏰ Don’t Miss Out Entries close on January 31, 2026, and the drawing will be held shortly after. The winner will be announced right here on the Sailing Doodles channel. If you’ve ever dreamed of living aboard, traveling the world, or just owning an incredible yacht, this is your chance. 💙 Here is the link to the Newport Boat Show Video This channel is funded by viewers like you. Please help us keep this channel creating great content by Joining the Sailing Doodles Navy https://sailingdoodles.podia.com/sailing-doodles-course-community or become a channel member https://www.youtube.com/channel/UCkDwexrF43p_1QurfKFBCBA/join or join our Patreon http://www.patreon.com/sailingdoodles Donate Via Paypal to help http://www.paypal.me/sailingdoodles Our partners: Want more info in the Island Spirit 525e? Be sure to say you saw it on Sailing Doodles. https://inspiredyachting.com/sailing-doodles-and-inspired-yachting-island-spirit-525e-referral/ Precision Sails: https://www.precisionsailloft.com/request-for-quote/?utm_medium=affiliates&utm_source=sailing-doodles Highfield Boats: https://www.highfieldboats.com/ Here is the link for 5% off Total Boat: https://www.totalboat.com/?sca_ref=7873710.M07fS3H4Xu 🎵 Copyrighted music licensed from Lickd. https://lickd.co Orinoco Flow by Enya, https://t.lickd.co/l/8gNnk4qKX4L