I sailed Nauti Dogs from Long Island Sound down the East River, under some of the most iconic bridges in the world, and right past the Manhattan skyline. From there, I rounded the southern tip of the island, cruised up the Hudson River, and docked right in the heart of New York City at Chelsea Piers.
It’s pretty surreal to tie up your sailboat in one of the busiest cities on earth — surrounded by skyscrapers, ferries, and traffic — yet still fall asleep to the sound of water lapping against the hull. I spent a week living aboard in Manhattan, exploring the city by day and returning “home” to my boat each night.
Join me on this incredible urban sailing adventure through the East River and around Manhattan!
📍 Route: Long Island Sound → East River → Around Manhattan → Hudson River → Chelsea Piers Marina
⛵ Boat: S/V Nauti Dogs — 56ft Ta Chiao CT56
🐾 Crew: Just me and the dogs
🎥 Don’t forget to like, subscribe, and check out the Sailing Doodles Podcast for more behind-the-scenes stories!
👉 Enter the contest here: https://raffall.com/398138/enter-raffle-to-win-sailing-doodles-sailboat-hosted-by-sailing-doodles
Link to the podcast video i mention: https://youtu.be/bF83rG6ei4A
🛥 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. 💙
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
We Don't Need Another Hero (Thunderdome) by Tina Turner, https://t.lickd.co/l/g7AK30N3A2D
🎵 Copyrighted music licensed from Lickd. https://lickd.co
Man On The Moon by R.E.M., https://t.lickd.co/l/bOqDokBMKVM
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I sailed Nauti Dogs from Long Island Sound down the East River, under some of the most iconic bridges in the world, and right past the Manhattan skyline. From there, I rounded the southern tip of the island, cruised up the Hudson River, and docked right in the heart of New York City at Chelsea Piers.
It’s pretty surreal to tie up your sailboat in one of the busiest cities on earth — surrounded by skyscrapers, ferries, and traffic — yet still fall asleep to the sound of water lapping against the hull. I spent a week living aboard in Manhattan, exploring the city by day and returning “home” to my boat each night.
Join me on this incredible urban sailing adventure through the East River and around Manhattan!
📍 Route: Long Island Sound → East River → Around Manhattan → Hudson River → Chelsea Piers Marina
⛵ Boat: S/V Nauti Dogs — 56ft Ta Chiao CT56
🐾 Crew: Just me and the dogs
🎥 Don’t forget to like, subscribe, and check out the Sailing Doodles Podcast for more behind-the-scenes stories!
👉 Enter the contest here: https://raffall.com/398138/enter-raffle-to-win-sailing-doodles-sailboat-hosted-by-sailing-doodles
Link to the podcast video i mention: https://youtu.be/bF83rG6ei4A
🛥 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. 💙
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
We Don’t Need Another Hero (Thunderdome) by Tina Turner, https://t.lickd.co/l/g7AK30N3A2D
🎵 Copyrighted music licensed from Lickd. https://lickd.co
Man On The Moon by R.E.M., https://t.lickd.co/l/bOqDokBMKVM
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