Watch Sailing & Boating Adventures Around the World – Page 16 of 30

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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HOW MUCH Has This COST US?! 2 YEARS Of Boat Expenses | SailAway 159
SailAway World Sailing

HOW MUCH Has This COST US?! 2 YEARS Of Boat Expenses | SailAway 159

EVERY Boat Expense IN DETAIL after 2 FULL YEARS of CARIBBEAN CRUISING. Since leaving the US, we've definitely had our share of issues, maintenance and upgrades. Once we hit Antigua and St. Martin (right about the 2 year mark for us), we suddenly had access to parts, service, and mostly, cheap...
LEAVING OUR BOAT! Real Time Spoiler (Skip And Watch After Ep. 56) [Ep. 36]
Sailing Sweet Ruca

LEAVING OUR BOAT! Real Time Spoiler (Skip And Watch After Ep. 56) [Ep. 36]

We leave our boat for the first time in two years. What have we gotten ourselves into? This video is a little more raw and real than usual. #Sailing #Sailboat #SailboatLiving #SailboatLife Learn what it is like to sail and race boats in the middle of the USA, pure Michigan style. If you like boat...
This WEIRD & AFFORDABLE Boat Could Take You ANYWHERE [Full Tour] Learning the Lines
Learning the Lines

This WEIRD & AFFORDABLE Boat Could Take You ANYWHERE [Full Tour] Learning the Lines

The Hudson Force 50 is full-keeled, heavy displacement bluewater cruiser built to go anywhere. This particular boat is a bit weird in that it's been converted to an unstayed, junk-rigged, cat ketch to be used as a motor sailor. I think it's likely a great deal at an only $69,900 asking pr...
We BUY THIS Or We’re DONE CRUISING | SailAway 158
SailAway World Sailing

We BUY THIS Or We’re DONE CRUISING | SailAway 158

Some expenses are SO ESSENTIAL that without them YOU'RE DONE. Or at the very least you're LIMPING ALONG and SACRIFICING SAFETY. Well one of those expenses has been dogging us for months and getting worse every time we're called on to use it. A windlass is SUCH an essential piece of...
This is How We Started Sailing – BLAST from the PAST: Getting to know Sailing Sweet Ruca [Ep. 35]
Sailing Sweet Ruca

This is How We Started Sailing – BLAST from the PAST: Getting to know Sailing Sweet Ruca [Ep. 35]

This video includes a special REAL TIME UPDATE as we prepare to race in the Chicago to Mackinac. It include a little about our sailing history as well as a mini recap of our journey so far and just a few of our favorite sailing clips. #Sailing #Sailboat #SailboatLiving #SailboatLife Who are thes...
Day in the Life Sailing New England | S06E011
Sailing Project Atticus

Day in the Life Sailing New England | S06E011

This week we navigate a tricky channel, dodge a bunch of boat traffic, and finally sail into Martha’s Vinyard to sightsee and pick up Desiree’s sister, Gio, who will be joining us for a couple of weeks to help us on our passage up to Maine. Jordan has a shower beer, Desiree propositions a waitress a...
OKAY…Maybe We Are LIVING the DREAM! | SailAway 157
SailAway World Sailing

OKAY…Maybe We Are LIVING the DREAM! | SailAway 157

This life can be HARD. But we don't let WORK RULE. The FUN SIDE of CRUISING is what we're all about this week. Often the GOOD TIMES roll in as a TIDAL WAVE right in the midst of a swamp of boat projects and tedium. When these opportunities arrive, ESPECIALLY when there are friends in ou...
RACE against the STORM: Sailing through a TROPICAL WAVE [Ep. 34]
Sailing Sweet Ruca

RACE against the STORM: Sailing through a TROPICAL WAVE [Ep. 34]

It's HURRICANE season in the Caribbean and tropical storms and waves can become part of the every day. We find a suitable weather window that wicks up some amazing sailing to a brand new PARADISE. It's not hurricane Elsa, but we doublehand our racer/cruiser along with our dog Roxy in open ...
How We Sheltered From HURRICANE ELSA and WHAT’S NEXT? – SailAway LIVE STREAM
SailAway World Sailing

How We Sheltered From HURRICANE ELSA and WHAT’S NEXT? – SailAway LIVE STREAM

After checking into PR and dodging Hurricane ELSA, our regular video schedule got away from us. Instead of rushing a video to production, we decided it had been a while since we'd spoken to you all LIVE. So tune in! We'll field any and all questions, fill you in on our last week of seek...
Sailing to the Worlds MOST EXPENSIVE Private Island [Ep. 33]
Sailing Sweet Ruca

Sailing to the Worlds MOST EXPENSIVE Private Island [Ep. 33]

We sail to the worlds most expensive PRIVATE ISLAND on the market. It is for sale for 100 MILLION DOLLARS! We can't afford it, but we can still explore it. It is beautiful! #Sailing #Sailboat #SailboatLiving #SailboatLife Who are these crazy people? We are Sailing Sweet Ruca! We are going ...
Island Hopping New England | S06E010
Sailing Project Atticus

Island Hopping New England | S06E010

We cast the lines and sail to our first Island in the USA, the famous Block Island. We’ll have to sail close hauled into 16 knots of wind, so the conditions will be perfect to test Atticus II’s windward performance and to see how Oso handles life at sea. [ SUPPORT OUR VIDEOS - PATREON ] Hop over ...
A Truly Unique 62’ DREAM YACHT That You Have to See [Full Tour] Learning the Lines
Learning the Lines

A Truly Unique 62’ DREAM YACHT That You Have to See [Full Tour] Learning the Lines

We loved this boat and want to thank Archie and Josh for having us aboard. More information and pictures can be found through these Instagram links: instagram.com/sy_titania instagram.com/atxsailor Let us know if you enjoyed the tour of this large wooden yacht and if you would like more tours like...
STUCK in Amazing St. Martin – Do We LIVE Here Now? | SailAway 156
SailAway World Sailing

STUCK in Amazing St. Martin – Do We LIVE Here Now? | SailAway 156

BOAT PROJECTS, Shopping, AMAZING Restaurants, and BEAUTIFUL Scenery...the St. Martin VORTEX has us firmly in its grasp. Cruisers often get "stuck" in this slice of paradise; after months of sailing down island where everything costs an arm and a leg and shipping is virtually impossible, t...
MINIMALISTS on the ISLAND of PLENTY! | SailAway 155
SailAway World Sailing

MINIMALISTS on the ISLAND of PLENTY! | SailAway 155

ESCAPING MATERIALISTIC HABITS isn't usually that hard on a SAILBOAT. Down island, you don't have much choice...you either adapt to what's available or you go home. NOT an option for us! And we've done quite well enjoying local food, unusual brands, etc. UNTIL we get thrust bac...
Lightning Strikes! HUGE STORM in a Hurricane Hole on a Sailboat [Ep. 31]
Sailing Sweet Ruca

Lightning Strikes! HUGE STORM in a Hurricane Hole on a Sailboat [Ep. 31]

We head to Grenada's best hurricane hole to dodge a huge storm and do some boat work. Between the storms we upgrade our solar panels and get a little party on with our catamaran friends! #sailing #saillife #sailinglife #sail Join our crew on Patreon! Want to see where we are now? Track us o...
Sailing into the Unknown | S06E08
Sailing Project Atticus

Sailing into the Unknown | S06E08

After wrapping up a handful of pre-departure projects, we are FINALLY ready to set sail to Derecktor Robinhood Marina in Maine which will be our home base for the summer while we continue to upgrade and outfit Atticus II for extensive offshore voyaging. As we cast the lines and set sail, we are engu...
CRACKED BULKHEAD REPAIR SERIES – Part 8  (Episode 113)
Sailing Parlay Revival

CRACKED BULKHEAD REPAIR SERIES – Part 8 (Episode 113)

In this episode we show you how we built new bulkheads using 18mm marine plywood, which we then sealed with epoxy, and are going to glass completely using Wests systems epoxy and 600g Biaxial fiberglass... This series will show never before seen footage of how we straightened and strengthened a 45f...
NAUTICAL NOMADS – Moving Our HOUSE to a NEW COUNTRY | SailAway 154
SailAway World Sailing

NAUTICAL NOMADS – Moving Our HOUSE to a NEW COUNTRY | SailAway 154

What's our PROCESS for LEAVING ONE COUNTRY and SAILING to the next one? After several months in Antigua, it's finally time to be moving on to St. Martin. But once you feel at home in a place, it can be a melancholy process getting ready to leave. What steps do we take to make it a smoot...
Leaving EVERYTHING Behind…AGAIN – Is It Worth It? | SailAway 153
SailAway World Sailing

Leaving EVERYTHING Behind…AGAIN – Is It Worth It? | SailAway 153

Every BEAUTIFUL island, every PRISTINE beach, the AMAZING friends we've made, all the INS and OUTS of every country we visit....sooner rather than later we have to leave it behind. At least IF we want continue to visit and explore more and more places. Which we definitely do. But that price ...
We got a Puppy! BEST idea ever or BIG MISTAKE? S06E07
Sailing Project Atticus

We got a Puppy! BEST idea ever or BIG MISTAKE? S06E07

Facebook: Instagram: Desiree has always dreamed of having a dog, but Atticus I was just too small to pull it off up until now. But, ever since we moved onboard Atticus II, every other word out of Desiree’s mouth has been PUPPY ... so we finally pulled the trigger. Meet Captain Oso, our newest cre...
Do We Really NEED This? – YES! And Here’s Why | SailAway 152
SailAway World Sailing

Do We Really NEED This? – YES! And Here’s Why | SailAway 152

We Spend LOTS OF MONEY and EFFORT to keep the MOST BASIC THINGS operable on our boat. It's easy to forget that FUN and ATHLETIC things are every bit worth the investment too. On land, we had bikes, we went snowboarding, we went to the gym, we ran, we played sports in the yard. Most of those t...
BOAT MAINTENANCE: Rudder, Cutlass Bearing & Shaft Seal | Monastir, Tunisia | Sailing Sunday  Ep. 112
Sailing Sunday

BOAT MAINTENANCE: Rudder, Cutlass Bearing & Shaft Seal | Monastir, Tunisia | Sailing Sunday Ep. 112

Replacing the Rudder bearing, Cutlass bearing and shaft seal on our Beneteau Oceanis 46 at the boatyard in Tunisia. We also give Sunday a good wash and polish by the boatyard. Join us for a few laughs while we struggle with these dreaded jobs needed on any sailboat! CHECK OUT OUR FRIENDS SV IMPAV...
A Proven 40′ Yacht to Take You ANYWHERE [Full Tour] Learning the Lines
Learning the Lines

A Proven 40′ Yacht to Take You ANYWHERE [Full Tour] Learning the Lines

Get Surfshark VPN at and enter promo code LINES for 83% off and 3 extra months for free! Sorry for the typo in the video, the actual length is 40.92'. The Caliber 40 LRC is a classic, tried and true, bluewater cruiser. For this reason I wanted to check one out for myself, and this boat didn...
We’re Finally SAILING ⛵ | S06E06
Sailing Project Atticus

We’re Finally SAILING ⛵ | S06E06

After tackling some urgent projects that need to get done before we can set sail for Maine, we finally take Atticus II out on the water for her maiden sail! Dutch Wharf Marina & Boatyard. Email [email protected] or call (203) 488-9000 [ SUPPORT OUR VIDEOS - PATREON ] Hop over to our ...
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