Watch Sailing & Boating Adventures Around the World

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

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SAILING LONG ISLAND SOUND – Shelter Island, Plum Gut, Greenport, Oyster Bay, Port Washington
Sailing PILAR - Blue Dot Voyages

SAILING LONG ISLAND SOUND – Shelter Island, Plum Gut, Greenport, Oyster Bay, Port Washington

The joys of sailing down Long Island Sound were much more than we expected. There were so many places to visit, but with only so much time, we decided on Shelter Island, Plum Gut, Greenport, Oyster Bay and Port Washington. #longislandsound #catamaransailing #leopard48catamaran TIMELINE: 00:00 I...
The Perfect view of NYC via the East River + Sailing the Long Island Sound [Ep. 39]
Sailing Ixion

The Perfect view of NYC via the East River + Sailing the Long Island Sound [Ep. 39]

The Perfect view of NYC via the East River + Sailing the Long Island sound, as Ixion crew aboard Aladdin a Moody 46 Sailboat, begin the final leg of their journey to Newport, Rhode Island After several exciting days exploring New York City, the journey continues as we travel up the East River and ...
We’re back!! Sailing the Long Island Sound (Calico Skies Sailing Ep. 39)
Calico Skies Sailing

We’re back!! Sailing the Long Island Sound (Calico Skies Sailing Ep. 39)

After 2 years and over 16,000 miles, we are back in our home waters! This episode begins with our arrival into Newport RI, where we spend a couple of days tackling the to-do list. Bill works on the outboard and together we load up on provisions. It's then time to hit the road again so we depart...
Slow and Steady — Sailing Uma [Step 182]
Sailing Uma

Slow and Steady — Sailing Uma [Step 182]

This is one of those EXTRA SLOW and CALM kinda episode. We left Manhasset Bay with less than 5 kts of wind and slowly sailed our way through the Foggy Cape Cod Canal. [UMA SWAG] Visit our store and get your very own Uma Swag [ WANT MORE ? ] Visit Become a patron to join the Uma Nation and get in...
ep31 – Sailing New York to Boston – Hallberg-Rassy 54 Cloudy Bay – July 2018
Sail Cloudy Bay

ep31 – Sailing New York to Boston – Hallberg-Rassy 54 Cloudy Bay – July 2018

s/v Cloudy Bay (Hallberg-Rassy 54) sailing adventure continues north. After our sailing into New York Harbor and the 24hr flying visit of New York, we head into an idyllic evening, sailing Long Island Sound towards New England. The overnight passage gets us to Cape Cod Canal, then into Cape Cod Bay,...
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