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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From the ashes of a CT-56 to the pinnacle of hybrid-electric tech in Thailand, Bobby White of Sailing Doodles is redefining the modern catamaran lifestyle.
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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:
Highfield Boats:
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
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