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
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🎵 Copyrighted music licensed from Lickd. https://lickd.co
Orinoco Flow by Enya, https://t.lickd.co/l/8gNnk4qKX4L
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
Sailing Doodles
We are currently filming and producing Season 8 of Sailing Doodles. This season, we started this season in Annapolis, Maryland, went up to Rhode Island, and sailed down to Puerto Rico and the Virgin Islands. Due to an engine fire, we had to trade our CT-56 'Nauti Dogs' for a 1997 60 ft Hatteras motor yacht. Come watch and join the adventure with us! This channel is funded by viewers like you. Please help us to keep this channel by becoming a patron. Visit http://www.patreon.com/sailingdoodles to find out how you can help for as little as $1 per episode. Check out our website! http://www.sailingdoodles.com Follow us on Instagram for lots of great pictures and videos http://www.instagram.com/sailingdoodles Like us on Facebook for lots of updates! http://www.facebook.com/sailingdoodles For business, partnership, sponsorship inquiries: [email protected] For media and collaboration (and all other) inquiries: [email protected] Bobby White - Sailing Doodles
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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/c...
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