Watch Sailing & Boating Adventures Around the World – Page 3 of 5

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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Top 10 Best Anchorages [Live] | Sailing Wisdom
Rigging Doctor

Top 10 Best Anchorages [Live] | Sailing Wisdom

After 8 years of living aboard and cruising, Herby and Maddie discuss their favorite anchorages and marinas! Harness Creek, Maryland: Oxford, Maryland: Orienta, North Carolinal: Wrightsville Beach, North Carolina: Waccamaw River, South Carolina: West Palm Beach, Florida: White Cay, Ber...
Just keep going OVERNIGHT SAILING Chesapeake Bay | Norfolk Navy Base [Wildly Intrepid Ep 81]
Wildly Intrepid Sailing

Just keep going OVERNIGHT SAILING Chesapeake Bay | Norfolk Navy Base [Wildly Intrepid Ep 81]

We always say how plans constantly change when you are sailing. This time is no different as we start running out of daylight. So we decide to just keep going, overnight sailing on the Chesapeake Bay. At the time it seemed better than pulling into a crab pot filled anchorage during the night. Little...
Sailing Chesapeake Bay & Exploring ANNAPOLIS [Wildly Intrepid Ep 80]
Wildly Intrepid Sailing

Sailing Chesapeake Bay & Exploring ANNAPOLIS [Wildly Intrepid Ep 80]

Early start on the C&D Canal to beat the current which also rewards us to a stunning pink sunrise. A perfect way to start sailing on the Chesapeake Bay. Even though the Boat Show is over we have so much fun exploring Annapolis and all its bricks buildings and street. We even check out the famous...
Chesapeake Sailing on a 2019 Hylas 48! – S4:E25
Sailing Doodles

Chesapeake Sailing on a 2019 Hylas 48! – S4:E25

We sail a brand new 2019 Hylas 48 on the Chesapeake bay from Annapolis MD to St Michaels. Check out Hylas Yachts: This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate Via Paypal to help us get a new drone:
Keeping it REAL Cruising on a Catalina 30
Wicked Salty

Keeping it REAL Cruising on a Catalina 30

Cruising on our 30 foot sailboat. We have a little thanksgiving dinner to ourselves and get some things done in Annapolis to continue traveling down the Chesapeake on our sailboat. Vlog #126 Teresa and Ben - Quirk-N-Bach Pottery Help support Wicked Salty at --------------------------------...
Annapolis and the Great Dismal Swamp! Barefoot Sail and Dive (Episode 4)
Barefoot Travels

Annapolis and the Great Dismal Swamp! Barefoot Sail and Dive (Episode 4)

We have finally left Annapolis and are heading down the coast via The Great Dismal Swamp and the ICW! The Dismal Swamp (terrible name for such a beautiful place) is something we will never forget. It was incredibly beautiful and we are so happy we choose that route down the ICW. Thank you to everyo...
Problem Solving! Barefoot Sail and Dive (Episode 3)
Barefoot Travels

Problem Solving! Barefoot Sail and Dive (Episode 3)

Living on a boat involves a lot of problem solving! It's a good thing Davy knows how to fix an engine! We had our engine on the galley floor for a week. We had to wait for the parts we wanted to arrive to Annapolis. Luckily Catalina Direct was able to help us out! Thanks to Tim on Lady K for h...
Seasons’ end, south to Deltaville
How to Sail Oceans

Seasons’ end, south to Deltaville

We are up at the crack of dawn to catch a fair wind for the 90-mile run from Annapolis to Deltaville. We have good luck with the winds--though some thunderstorms disrupt our pleasant overnight sailing--but then leave us drifting at the mercy of the tide just a few miles from our destination.
Ah, a lovely afternoon for some yachting … Uh-oh! Thunderstorm
How to Sail Oceans

Ah, a lovely afternoon for some yachting … Uh-oh! Thunderstorm

Just a short afternoon sail from the South River to Annapolis on a humid, early summer day. We get out to Thomas Point when NOAA starts broadcasting warnings of a severe thunderstorm . Looks like it will pass north of us, then perhaps it will graze us, then it hits ..
Big ships, fickle winds, arriving at night–Miami to Virginia, Part Three
How to Sail Oceans

Big ships, fickle winds, arriving at night–Miami to Virginia, Part Three

With light winds after midnight and into the morning of May 16 go our hopes for a late day arrival. Moderate winds out of the south develop in the afternoon to help us on our way but also bring in showery weather. We enter the Thimble Shoal Channel around midnight, and are finally anchor down in H...
4 minutes of Duck
TheSailingChannel.TV

4 minutes of Duck

Share some private moments with one of our Cove of Cork Mallards. When on your boat or just around the water, one of life's little pleasures is to observe nature. See How far up the cove headwaters he paddles. Watch as he glides under, steps over, pauses, looks about, then retraces his course....
Into the Ocean! | Sailing Wisdom Ep 59
Rigging Doctor

Into the Ocean! | Sailing Wisdom Ep 59

We finally make it out into the ocean and are visited by a whole pod of dolphins! We have a beautiful ocean sail and see more dolphins! Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Surprise Destination | Sailing Wisdom Ep 58
Rigging Doctor

Surprise Destination | Sailing Wisdom Ep 58

We prepare our food for travel and reveal our new destination! We set out for the Atlantic Ocean and Herby gives a tour of the deck. It's a slow pace, but our excitement doesn't stop building! Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music by Madd...
Practice Makes Perfect! | Sailing Wisdom Ep 55
Rigging Doctor

Practice Makes Perfect! | Sailing Wisdom Ep 55

Herby and Maddie head to their final destination in the Chesapeake before heading out to Bermuda. Maddie practices reefing in the calm weather and Morty gets a treat of his very favorite food. Support us on Patreon: Follow us on Instagram: Check out our website: Music: Maddie
Sailing overnight down the Bay, sculling into the slip
How to Sail Oceans

Sailing overnight down the Bay, sculling into the slip

A vlog entry on sailing south down the Chesapeake Bay; installing a cheap (and easy) chart plotter; negotiating another narrow harbor entrance under sail, and moving the boat into the travel lift slip with sail and oar.
What’s on Tangier Island?! | Sailing Wisdom Ep 54
Rigging Doctor

What’s on Tangier Island?! | Sailing Wisdom Ep 54

We Spend the day on the beautiful Tangier Island. Maddie takes you on a small biking tour of the town and gives a brief history of its inhabitants. You learn that there are a few things that make this island very special and unique, but it's in great danger. Support us on Patreon: Follow us ...
Trapped For A Day! | Sailing Wisdom Ep 53
Rigging Doctor

Trapped For A Day! | Sailing Wisdom Ep 53

We visit Tangier and realize its beauty as the sun sets over a great day, but the following day isn't nearly as ideal. A storm hits and we become trapped in Wisdom, unable to make it to shore in Tooth. Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music pr...
How Oysters are Farmed! | Sailing Wisdom Ep 51
Rigging Doctor

How Oysters are Farmed! | Sailing Wisdom Ep 51

We are surprised by kind Reedville Residents and friends by a road trip to their son's oyster farm! We learn all about the oyster growing process and even muster the courage to try slurping some picked straight from the water. And the verdict is.......... SAPIDUS FARMS Michael Manyak Sapidus...
What’s in Reedville? | Sailing Wisdom Ep 49
Rigging Doctor

What’s in Reedville? | Sailing Wisdom Ep 49

Maddie and Herby spend the day exploring the beautiful, quiet town of Reedville. The day includes a museum tour, a peak at some of the Victorian homes, and ice cream to top it off. Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
In the Great Wicomico | Sailing Wisdom Ep 48
Rigging Doctor

In the Great Wicomico | Sailing Wisdom Ep 48

We are forced to wait out the storms in the Great Wicomico River but we make the most of the situation! Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Hurricane Jose | Sailing Wisdom Ep 47
Rigging Doctor

Hurricane Jose | Sailing Wisdom Ep 47

Plans to go to Smith Island are once again thwarted by the weather and we end up turning South into the Great Wicomico River. Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Fun With Friends | Sailing Wisdom Ep 45
Rigging Doctor

Fun With Friends | Sailing Wisdom Ep 45

Maddie and Herby host two good friends for the weekend and have a fabulous time "showing them the ropes!" Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Pets On A Boat | Sailing Wisdom Ep 43
Rigging Doctor

Pets On A Boat | Sailing Wisdom Ep 43

We find a marina in st. Mary's where we are able to do some work and talk about important things like what it's like to have pets on a boat. Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
A Perfect Day | Sailing Wisdom Ep 42
Rigging Doctor

A Perfect Day | Sailing Wisdom Ep 42

We drop anchor in St. Mary's river and pack a picnic. It's a rough dinghy ride over to the beach, but it's well worth it! We spend a perfect day relaxing and swimming before rowing back to raise the sails and continue on. Support us on Patreon: Follow us on Instagram: Check out o...
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