Watch Sailing & Boating Adventures Around the World tagged “Portland”

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.

Showing 1-23 of 23 results
They’re Leaving Me! – Sailing Portland Bill (With No Captain Aboard) S3 Ep24
Sailing Cadoha

They’re Leaving Me! – Sailing Portland Bill (With No Captain Aboard) S3 Ep24

Would you have made any different preparations if you were in the same situation as Dominic? Let us know in the comments below and we can all grow wiser together! ⛵️🙏🏻😁 In this episode, Carly and Hank leave Cadoha and head off to make some mu...
2022 Portland Boat Show | Boating Journey
Boating Journey

2022 Portland Boat Show | Boating Journey

In episode 135, we take the Amtrak Cascade train down to Portland for our first in-person indoor boat show in almost two years. This was our first time at this show and it was interesting to compare it to the Seattle Boat Show. Over 200,000 square feet of...
Calling in the Professionals & A BIG Announcement
The O'Kelly's

Calling in the Professionals & A BIG Announcement

We haul out to tackle some BIG boat jobs, including measuring for a new mainsail, removing the genset, and a final fix for our ailing feathering propellers. Then it's off to our home state of Oregon for fun with family and a business deal that could change...
Sailong around Britain part 2 Plymouth -Salcombe -Portland
Sailing Volupia

Sailong around Britain part 2 Plymouth -Salcombe -Portland

Hello everyone welcome to a other part of sailing Volupia in this video we we sail from Plymouth. to Salcombe then Portland https://ko-fi.com/sailingvolupia http://www.patreon.com/posts/7092616 visit the RNLI website and check out there stuff for sa...
Portland Bill vs Novice Sailors
Sailing Cadoha

Portland Bill vs Novice Sailors

We finally decide to take on the infamous 'Portland Bill' and attempt to get our sailing boat officially into Englands 'West Country'. We've had all kinds of set backs and boat malfunctions but we think we've got it all under control and now all that rema...
Portland Bill (Sailing Boat Repairs)
Sailing Cadoha

Portland Bill (Sailing Boat Repairs)

As we approach the biggest challenge of our sailing adventure so far (Portland Bill) we have more boat repairs to get through to make sure that we're as ready as we can be to face this beast. We get help from two really awesome people who we met through I...
Episode 12 – Lift In and Sailing Portland Bill and Lyme Bay in 26 kts
Sailing Pickle Family

Episode 12 – Lift In and Sailing Portland Bill and Lyme Bay in 26 kts

We finally get lifted back in after weeks of boat work, WOOOOHOOOO!!!! So excited to sail on and with little patience we sail on with the knowledge we'll be in a bit of rough weather in Lyme Bay! Portland Bill went smoothly but we soon had two sick kidos a...
Episode 11 – Drive Leg Troubles, Lift Out and Portland Adventures!
Sailing Pickle Family

Episode 11 – Drive Leg Troubles, Lift Out and Portland Adventures!

We have weeks of frustrating waiting on the hard in Portlnd Marina while our drive leg gets completely stripped down and rebuilt. Thankfully they do a great job and we refix the saildrive back onto our beloved Pickle , get relaunched and Sail on in big see...
Episode 10 – Saved by a Gunner Boat….Engine troubles again!
Sailing Pickle Family

Episode 10 – Saved by a Gunner Boat….Engine troubles again!

After just days sailing on our world cruise of discovery our sillette leg completely and utterly goes kaput and we're left fighting to get around St.Albans head. Join us we float precariously close to a live firing range and a Gunner Boat comes to the resc...
The Final Road Trip: Wyoming to Florida
WEsail

The Final Road Trip: Wyoming to Florida

WE have finally reached the end of the three months living out of our truck and on the road. The final push took us from Wyoming to Florida, but with a few pit stops in between. Come with us as we venture out from the West to the East Coast. Leaving Yellow...
Adventure REVIVED! [Adventure #137]
Adventure Adrift

Adventure REVIVED! [Adventure #137]

After many miles on the road, we come full circle, back to where our journey began in Portland, Oregon. It only seems fitting that we set the reset button from here, after recapping the last few months events, we head back to Varuna in Chiapas, Mexico to ...
Dogger, Cromarty, Rockall. What are those Brits talking about? Ep 125
followtheboat

Dogger, Cromarty, Rockall. What are those Brits talking about? Ep 125

What is a Dogger? A Cromarty? And would a German Bight mean Rockall to you? Subscribe for more sailing videos: https://ftbyoutube.page.link/subscribe We're in the UK where we discover the importance of Suffolk's role in maritime history. We demystify th...
SAILING PLYMOUTH TO MILFORD HAVEN VIA HELFORD RIVER
Overland & Sea

SAILING PLYMOUTH TO MILFORD HAVEN VIA HELFORD RIVER

Episode 18 Rounding the UK - Sailing SV Compromise A'up you handsome crew In this episode we experience the carnival atmosphere of the World Cup in Plymouth before taking a 36hr sail around the foot of the UK known as Lands End. We go across the Westerl...
SAILING LYMINGTON TO PLYMOUTH VIA PORTLAND BILL
Overland & Sea

SAILING LYMINGTON TO PLYMOUTH VIA PORTLAND BILL

Episode 17 Bringing her home - Sailing SV Compromise A'up you gorgeous crew In this episode we start the journey of bringing our boat from the Lymington the place we bought her, to taking her all the way around the South West of England and up the Irish...
58 – Sailing S/V Julia Across the Pacific: Part 1
Out Chasing Stars

58 – Sailing S/V Julia Across the Pacific: Part 1

Apparently, we liked sailing crossing the Pacific Ocean so much, we just had to do it again! This time we hopped on board s/v Julia, a Helia Evolution, to help her owners Tom and Susan learn all about offshore sailing. After tucking Starry Horizons in sa...
Just About Sailing May 3 2017 – The Journey, pt 9 In Portland, to Yarmouth, and water everywhere
Very Nearly About Sailing

Just About Sailing May 3 2017 – The Journey, pt 9 In Portland, to Yarmouth, and water everywhere

I'm starting to run out of cameras. This small mini-series might finish as a series of pencil sketches. Anyway, my daughter visited in Portland and said the 'R' world - then what happened. Also, a surprising amount of water in the boat - no sailor likes...
16-34_Columbia River – Big Boat River Excursion (sailing ZERO)
sailing ZERO

16-34_Columbia River – Big Boat River Excursion (sailing ZERO)

Ahoy, in this Episode I'm outing myself as stupid. Unbelievable that I didn't find the problem immediately, but I guess that's life.. What problem?? you got to watch it to find out. But then we take ZERO upstream and enjoy the beauty ofthe Columbia River...
GOODBYE PORTLAND [Adventure #14]
Adventure Adrift

GOODBYE PORTLAND [Adventure #14]

It’s a long one, but we promise a really good one! Join us as we scramble around to finish up last minute projects and errands on Varuna before officially untying the lines and saying goodbye to Portland. We set sail for a 3-day trip down the beautiful...
SAILING IN COLOR [Adventure #13]
Adventure Adrift

SAILING IN COLOR [Adventure #13]

We’re getting sooo close!! Our final weeks in Portland getting Varuna all ready to go cruise include sailing, getting a spinnaker, checking out our temporary new home, and some boat projects… sewing, cleaning and we start provisioning! Few, that’s ...
Riding the Crazy Storm – Van Life 058
Finding Simon

Riding the Crazy Storm – Van Life 058

Music by Magic Sword (https://soundcloud.com/magic-sword) We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currently living nomadically across North America. For more on us visit http://shelbyandsimon.com/ F...
Silver Linings in Portland – Van Life 057
Finding Simon

Silver Linings in Portland – Van Life 057

Music by Justa Ghost (https://soundcloud.com/justa-ghost) We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currently living nomadically across North America. For more on us visit http://shelbyandsimon.com/ F...
Researching… Sailboats and Sailing Crew Opportunities [Pre-Adventure]
Adventure Adrift

Researching… Sailboats and Sailing Crew Opportunities [Pre-Adventure]

Enjoying the rooftop view in downtown Portland, while doing some research. Researching boats for sale in the US and Mediterranean, debating what kind of boat to buy. Looking up sailing crew opportunities to gain experience and knowledge. We hope you e...
Beautiful Sunset Sail on the Columbia River
Adventure Adrift

Beautiful Sunset Sail on the Columbia River

Out enjoying an amazingly beautiful evening and sunset on the Columbia River in Portland. Sailing a Hunter 30' as a part of Passion Yacht's Graduate Cruising classes after completing our ASA series! We hope you enjoy our videos and adventures. To help...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart