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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S1E55. Massive Boat Projects, DIY Upgrades & Life Aboard Our 57′ Sailboat
Sailing UV ( UltraViolet )

S1E55. Massive Boat Projects, DIY Upgrades & Life Aboard Our 57′ Sailboat

Every week brings another challenge... and this one is packed with them. Join us as we spend another week deep in the boatyard working on everything from custom woodworking and electronics to upholstery, rub rails, refits, and upgrades—all while continuing the restoration of our 1996 Henry Morgan 5...
I Can’t Afford My Dream Boat! (How I Pulled It Off!) Sailor Barry & Hailly!
SailorBarry

I Can’t Afford My Dream Boat! (How I Pulled It Off!) Sailor Barry & Hailly!

Support: Patreon: PayPal: Sailor Barry & Hailly Season 2 is HERE! And this is the crazy story of how we got Thunder Child! - Barry - Hailly
ep64 – Sailing Anegada – Sailing BVI – Hallberg-Rassy 54 Cloudy Bay – Mar 2019
Sail Cloudy Bay

ep64 – Sailing Anegada – Sailing BVI – Hallberg-Rassy 54 Cloudy Bay – Mar 2019

Perfect Caribbean sailing to the stunningly beautiful Anegada island, in the north of the British Virgin Islands. Scooter tour around the island and wonderful drone footage of the unspoiled natural environment. Following our exploration of Anguilla, we sail 80nm west to the British Virgin Islands a...
Salt & Tar: Ep.103- First Sail! Torn & Tattered but Propelled by the Wind Nevertheless
Salt & Tar

Salt & Tar: Ep.103- First Sail! Torn & Tattered but Propelled by the Wind Nevertheless

We sail up the Napa River with some busted sails but we HAD to get out there and see this girl move. Rediviva has never been propelled by the wind before and even though this is not what you'd expect our first sail to look like this is how a pair of broke sea gypsies make it happen. Our real sa...
SAILBOAT TOUR: Inside and Outside our Dream Ferrocement 52 Floating Home  on the Ocean // Ep.47
L’Odyssée de Sagar Rani

SAILBOAT TOUR: Inside and Outside our Dream Ferrocement 52 Floating Home on the Ocean // Ep.47

(🇫🇷 en dessous) This week we take you for a visit inside and outside our Ferrocement Ketch 52. We'll show you around, our storages, our electricity, our engine's room, etc. This one was built in 1984 in Australia. All is concrete, except the cockpit that is in wood. It weights approxi...
Sailing Grand Cayman to Chesapeake MD part 2 – Hallberg-Rassy 54 Cloudy Bay -May 2020. Season20 Ep20
Sail Cloudy Bay

Sailing Grand Cayman to Chesapeake MD part 2 – Hallberg-Rassy 54 Cloudy Bay -May 2020. Season20 Ep20

Lots of challenges on this 2nd leg of our passage: setting a 24hr mileage record; caught-out in the gulf stream; an accidental gybe; lightning storm and a thunderous leg to the infamous Hatteras shoals. Following on from part 1: after a brief stop in West Palm, Florida, we continue our passage up t...
Sailing Grand Cayman to Chesapeake MD part 1 – Hallberg-Rassy 54 Cloudy Bay -May 2020. Season20 Ep19
Sail Cloudy Bay

Sailing Grand Cayman to Chesapeake MD part 1 – Hallberg-Rassy 54 Cloudy Bay -May 2020. Season20 Ep19

Part 1 of our 1,200 miles passage from Grand Cayman to the Chesapeake, on our Hallberg-Rassy 54. A long spinnaker run to Cuba, then lively sailing in the gulf-stream to Florida. After 2 months of Covid-19 lockdown in Grand Cayman, with the hurricane season approaching, we needed to move. Due to all...
How we bought our DREAM BOAT | How you can DO the SAME (Unforgettable Sailing)
Unforgettable Sailing

How we bought our DREAM BOAT | How you can DO the SAME (Unforgettable Sailing)

Buying a boat: In this video we tell you how we managed to buy our DREAM SAILBOAT and give you some tips on how you can buy your sailboat. We've been living and cruising on this sailboat for nearly 3 years now and we would never image that from a small 50 year old sailboat today we would be her...
BOAT TOUR: The Modern Interior of our 50 yr old DREAM YACHT — Sailing Uma [Step 225]
Sailing Uma

BOAT TOUR: The Modern Interior of our 50 yr old DREAM YACHT — Sailing Uma [Step 225]

↓ BINGE WATCH ↓ ▸ Watch our story from Step 1 : ↓VIDEO DETAILS↓ ▸ BOAT DETAILS: 1:13 Buying a Blue Water SAILBOAT for $3,000 CASH [Step 119] 2:44 Deck Boat Tour [Step 220] 6:32 Electric Motor Playlist: 6:42 Overview of GALLEY project [Step 175] 7:33 Sink 8:27 Faucet: 9:05 Corian Counter ...
“Boat Hunting!!” (League 1)
Sailing Octopodes

“Boat Hunting!!” (League 1)

Today we go on an adventure to find our dream boat. We are looking for a boat capable of off shore cruising as we want to sail the world. It also must be comfortable for a live-aboard lifestyle. As we will live-aboard as we travel the world. Will we be able to find the perfect boat to suit our needs...
Look aboard this new Swan 48 – could this be Nautor’s most popular ever?
Yachting World

Look aboard this new Swan 48 – could this be Nautor’s most popular ever?

At under 50ft and under €1m the new 'baby' cruising Swan looks set to storm the market. Toby jumps aboard during its premiere in Cannes ► Become a FREE SUBSCRIBER to Yachting World's YouTube page now - ► For the latest reviews, new gear launches and tour news, visit our website her...
MUST SELL! World Cruising Boat
Adventure Adrift

MUST SELL! World Cruising Boat

Celestial 48 World Cruising Sailboat! For Sale! View the full listing and specs here: For more information about Celestial 48's: ________________ We recap what is happening with the Celestial 48 in Hawaii and discuss our future plans. To learn more about why we left the boat in Hawaii:...
ep55 – Boat maintenance – Jolly Harbour, Antigua – Hallberg-Rassy 54 Cloudy Bay – Dec 2018
Sail Cloudy Bay

ep55 – Boat maintenance – Jolly Harbour, Antigua – Hallberg-Rassy 54 Cloudy Bay – Dec 2018

Hauled out primarily to remove antifoul that was too expensive to do in USA. Also change fridge keel cooling system from Isotherm to Frigoboat; removed varnish and much much more. s/v Cloudy Bay (Hallberg-Rassy 54) is out the water again, to complete the works on the hull that could not be done in ...
ep54 – Sailing Antigua – Hallberg-Rassy 54 Cloudy Bay – Dec 2018
Sail Cloudy Bay

ep54 – Sailing Antigua – Hallberg-Rassy 54 Cloudy Bay – Dec 2018

After our passage from Bermuda, s/v Cloudy Bay (Hallberg-Rassy 54) returns to Antigua where we left off in May. While Cloudy Bay was docked in Jolly Harbour we visited the Jacquie O’s and Rum Bus beach venues, Falmouth Harbour, and English Harbour where the Charter Yachts Show was in full swing. We ...
ep53 – Interior tour Cloudy Bay – Hallberg-Rassy 54 – Walkthrough – Dec 2018
Sail Cloudy Bay

ep53 – Interior tour Cloudy Bay – Hallberg-Rassy 54 – Walkthrough – Dec 2018

An interior walkthrough and technical tour of s/v Cloudy Bay (Hallberg-Rassy 54) with teak interior, center line berth in aft cabin, linear galley, armchairs in the saloon, super-cabin and forward v-cabin in the bow. Welcome aboard Cloudy Bay, our floating home and our transport which is taking us a...
ep52 – Sailing Bermuda to Antigua – Hallberg-Rassy 54 Cloudy Bay – Dec 2018
Sail Cloudy Bay

ep52 – Sailing Bermuda to Antigua – Hallberg-Rassy 54 Cloudy Bay – Dec 2018

After 10 days in Bermuda, the weather window appeared and s/v Cloudy Bay (Hallberg-Rassy 54) departs on the sailing adventure to Antigua. During this sailing trip we completed 948 nm, and it took us 5 days 3 hours, averaging 7.7kts As weather went, we had the tail end of a big low pressure system on...
ep50 – Sailing USA to Bermuda – Hallberg-Rassy 54 Cloudy Bay – Nov 2018
Sail Cloudy Bay

ep50 – Sailing USA to Bermuda – Hallberg-Rassy 54 Cloudy Bay – Nov 2018

After being weather bound in Norfolk VA for 8 days, s/v Cloudy Bay (Hallberg-Rassy 54) left Norfolk on the tail end of yet another large weather system. Sailing to Bermuda started on a bright but cold November day, with strong offshore winds over a flat sea. So we sailed very fast down the Virginia ...
ep48 – Boat maintenance – Herrington Harbour North (MD) – Hallberg-Rassy 54 Cloudy Bay – Nov 2018
Sail Cloudy Bay

ep48 – Boat maintenance – Herrington Harbour North (MD) – Hallberg-Rassy 54 Cloudy Bay – Nov 2018

s/v Cloudy Bay (Hallberg-Rassy 54) leaves Edgewater near Annapolis to have 3 weeks of boat maintenance in the boatyard at Herrington Harbour North. The key objectives were to repair the collision damage on the bow, gunwale, keel and rudder, new anti-fowl and lots of other jobs on the list. Not all ...
ep44 – Sailing Long Island – Greenport, Huntington & New York – HR54 Cloudy Bay – Sep 2018
Sail Cloudy Bay

ep44 – Sailing Long Island – Greenport, Huntington & New York – HR54 Cloudy Bay – Sep 2018

After a night in Orient Bay near Greenport NY, s/v Cloudy Bay (Hallberg-Rassy 54) leaves the quiet anchorage at sunrise with a long day sail to Huntington NY. So this sailing trip takes us along the north shore of Long Island, from the north fork to Huntington. Once in Huntington we take a mooring b...
ep42 – Sailing Long Island – Sag Harbor & The Hamptons – Hallberg-Rassy 54 Cloudy Bay – Sep 2018
Sail Cloudy Bay

ep42 – Sailing Long Island – Sag Harbor & The Hamptons – Hallberg-Rassy 54 Cloudy Bay – Sep 2018

s/v Cloudy Bay (Hallberg-Rassy 54) leaves Fisher Island CT on a foggy morning and has a slow and calm sailing trip to the south fork of Long Island NY. Not the most thrilling sailing adventure, but it was nevertheless a very pleasant sail. We anchor in Sag Harbor, where we wait for the sky to clear....
ep39 – Sailing Bristol – Sailing Rhode Island – Hallberg-Rassy 54 Cloudy Bay – Sep 2018
Sail Cloudy Bay

ep39 – Sailing Bristol – Sailing Rhode Island – Hallberg-Rassy 54 Cloudy Bay – Sep 2018

After 4 days in Newport, s/v Cloudy Bay (Hallberg-Rassy 54) sailing adventure in Rhode Island continues to Bristol. Sailing from Newport to Bristol turned out to be mostly motoring, but on the return trip it was a totally different sailing experience! To begin with, it was a very calm downwind saili...
ep38 – Sailing Newport – Sailing Rhode Island – Hallberg-Rassy 54 Cloudy Bay – Sep 2018
Sail Cloudy Bay

ep38 – Sailing Newport – Sailing Rhode Island – Hallberg-Rassy 54 Cloudy Bay – Sep 2018

s/v Cloudy Bay (Hallberg-Rassy 54) sailed from Martha's Vineyard to Newport Rhode Island, with an overnight stop in Cuttyhunk Harbor in the Elizabeth Islands. In Cuttyhunk we had our first boat collision incident since we have Cloudy Bay - a yacht dragged its anchor and collided with us in the ...
ep21 – Sailing Les Saints (Guadeloupe) to Martinique – Hallberg-Rassy 54 Cloudy Bay – April 2018
Sail Cloudy Bay

ep21 – Sailing Les Saints (Guadeloupe) to Martinique – Hallberg-Rassy 54 Cloudy Bay – April 2018

s/v Cloudy Bay (Hallberg-Rassy 54) had another very exciting sailing between islands, going from Les Sains to Martinique. We started very early, at 5am, and we had all sorts of wind strengths, sun, rain, and clouds. Felt like sailing from Caribbean winter to European winter, in just few hours! April...
Buying a Sailboat – Prioritizing what matters most
SailingBritican

Buying a Sailboat – Prioritizing what matters most

Simon and I talk about seven things that we prioritized as being important factors for buying the right sailboat for us. Make sure to also read the associated article on SailingBritican.com PLEASE subscribe to my channel and leave a comment below :) Read the article associated with this video at: ...
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