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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SHAKEDOWN SAILING TRIP Connecticut to Boston Harbor
Our first time time using our new sailboat, taking her back home. Still figuring out how things work on the boat and what we will need for moving her down south to warmer latitudes for the winter. Prepping to be living on the boat full time coming up! Music by Oli McCracken Vlog #99! Help supp...
The Iron Genny | #17 | DrakeParagon Season 3
The plan was to have a rainy day of sailing. I guess things don't always go as planned. We leave Boston behind and head to Gloucester to do the final prep and provisioning before pushing off for foreign ports. Join us as we head to our last anchorage in America for many years! If you enjoyed ...
Sew Your Boat | #16 | DrakeParagon Season 3
It's project day aboard Paragon! Break out the adjustable palm and 5200 because the fix is on. An unexpected visit from an old friend (Remember Gigi!) completes the day before the weather takes a turn...will a wet day change our plans? Stick with us to find out! If you enjoyed this video, then...
The Littlest Shakedown Ever | #11 | DrakeParagon Season 3
If you were out in Boston Harbor on a particular evening, you might have seen a little dinghy trying to sail it's way around the waterfront. Two aboard in light winds. Almost non-existent winds. A captain and his crew...getting to know each other better, talking about the past, pondering about ...
Waterboat | #8 | DrakeParagon Season 3
Ever wonder about the origins of 'Dig it' as in 'Can you dig it'? How about where boats provisioned with water in 18th century Boston? These questions (and more!) are answered in this weeks episode as we settle in on a mooring ball off of downtown Boston! We're poised to ex...