Watch Sailing & Boating Adventures Around the World – Page 20 of 20

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 457-478 of 478 results
The Best Performance Cruising Cat!?!?! A side-by-side comparison with pictures
The Sailing Family

The Best Performance Cruising Cat!?!?! A side-by-side comparison with pictures

On our quest for the "best cruising cat" we looked at several models that fell squarely in the Bluewater Cruising category. In this video we share why we ended up with the Outremer and take an in depth look at the other boats we considered. We include competitive pricing and our perceptio...
“Hell’s Gate” Passage – Hell or Bucket List Worthy?! [Ep5]
The Sailing Family

“Hell’s Gate” Passage – Hell or Bucket List Worthy?! [Ep5]

Crossing from Long Island to Manhattan is a stressful transit - no wonder they call it HELL'S GATE! You have to time your crossing to coincide with slack tide or you simply can't make it - at least not in a sailboat. But, the experience is a truly special one. Like sailing into Sydney H...
Big Apple Island – Cruising New York! [Ep4]
The Sailing Family

Big Apple Island – Cruising New York! [Ep4]

Elizabeth and I have lived in New York, but we've never had the opportunity to take our kids there - so it was quite special to sail there with them! After anchoring just outside the city in Long Island we took the train into The Big Apple and hit the main sights. But the highlight had to be ...
Heading South – Block Island Repairs, Already!? [Ep3]
The Sailing Family

Heading South – Block Island Repairs, Already!? [Ep3]

After our magical first few days in Cape Cod it was time for us to start heading south toward New York and ultimately the Chesapeake Bay. We had a great sail to Block Island but when we went to reef before a squall the Main Sail wouldn't come down because we broke the outer cordage of our main ...
How To Dock A Catamaran in Adverse Conditions.
The Sailing Family

How To Dock A Catamaran in Adverse Conditions.

After a particularly bad docking experience with friends aboard (and maybe a little yelling), we gather back in the safety of the kitchen to discuss the experience - and hopefully learn from it. We thought it worth recording... While it's not the most exciting video we've ever made, hopef...
Day 2: Waking up to a dream! [Ep2]
The Sailing Family

Day 2: Waking up to a dream! [Ep2]

We awoke to a perfect autumn day in Martha's Vineyard. We broke out all the toys, met a cruising boat with kids and just soaked in the reality of our new life aboard Archer. Looking back it was just too perfect. Almost like a dream, and we still pinch ourselves every day and we don't wake ...
Day 1 Sailing Around The World! [Ep1]
The Sailing Family

Day 1 Sailing Around The World! [Ep1]

It's a really odd feeling when you leave your dock knowing your boat will not return unless you sail all the way around the world to get there. It's a combination of very exciting and scary at the same time. It's also quite normal feeling, like we're just going for a day sail - b...
Gunboat vs Outremer Catamaran Battle!
The Sailing Family

Gunboat vs Outremer Catamaran Battle!

Gunboat vs Outremer - who will win!?!? It's not a fair fight. The Gunboat is 66 feet, has 12 foot daggerboards, a much higher mast, larger sail area and carbon fiber reinforced. The Outremer is 51 feet, has 3 foot daggerboards and is made of fiberglass. Let's not even mention the price d...
Summer of Archer & Refit
The Sailing Family

Summer of Archer & Refit

This is how we spent the summer! We wanted to ease the boys into living aboard, but also to spend time with friends and family. And we had a lot of small things to fix or improve for our world tour. We cover it all here in just four minutes, which was hard to do! My Dad worked his tail off for 30 y...
The Boys Meet Archer, our Performance Cruising Catamaran.
The Sailing Family

The Boys Meet Archer, our Performance Cruising Catamaran.

Finally the boys meet Archer! We didn't take them to the initial inspection or the survey, so it wasn't until after we'd moved out of our old house that they finally got to see their new home, and trust me when I say we talked about it A LOT! Thankfully they were very excited and qu...
15.2 knots on an Outremer Catamaran!
The Sailing Family

15.2 knots on an Outremer Catamaran!

Today we share our first voyage on Archer. After a winter "on the hard," we launch the boat and sailed her off-shore from Maryland to Rhode Island. Joined by two friends, we pushed Archer to see what she could do and hit a top speed of 18 knots (15.2 knots recorded on video, which you�...
Jammed Windlass and Beautiful Waterfalls in Thailand – S3:E03 Sailing Vlog
Sailing Doodles

Jammed Windlass and Beautiful Waterfalls in Thailand – S3:E03 Sailing Vlog

We explore a beaKoh Kut in the Gulf of Thailand and our Windlass Jams trying to leave! 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: Join us for a sail in the first Sailin...
Buying a cat was harder than we thought…
The O'Kelly's

Buying a cat was harder than we thought…

Conversion for cruising: Boat tour: 5 deals, 4 surveys, almost a year of shopping to find our current boat. We learned a lot! iTunes Podcast: Consulting: Squarespace - 14 day free trial: Private Fb Group: Products we use: Website: www.sailclarity.com ___ Nick's Books and Audio...
Outremer 51 Survey: The Perfect Catamaran?
The Sailing Family

Outremer 51 Survey: The Perfect Catamaran?

Archer is a somewhat famous boat in the Catamaran world, so I was more than a little excited to get to see her first hand. Overall the survey went very well - a tribute to the pride and care that the original owners put into her. She even got new engines due to a Volvo recall. I left the survey p...
WE’RE BACK SAILING!!! (Season 2 Begins Now!)
The Sailing Family

WE’RE BACK SAILING!!! (Season 2 Begins Now!)

Honeymoon is back! Well, kind of. We sold Honeymoon 9 years ago, but we're buying a new boat and give you the first peek in this new video! Stay tuned weekly for more updates as we look to buy a new catamaran and sail around the world, this time with our three boys. WE'RE SO EXCITED! ...
Sailing On A Outremer 49 Catamaran In The Bahamas
SailingBritican

Sailing On A Outremer 49 Catamaran In The Bahamas

For our last day anchored in Royal Island Harbor, our friends Tom and Tammy, on Mac, offered to take us to Spanish Wells so that we could book in. The duo wanted to get some provisions and they knew we couldn’t get Britican close enough to anchor (too shallow). At 8:30 am we left Britican anchored ...
What it’s like to SAIL LA VAGABONDE! Ep. 128
Sailing La Vagabonde

What it’s like to SAIL LA VAGABONDE! Ep. 128

This video sums up what an average sail on La Vagabonde across the sea is really like for us. With only two crew onboard, there is never a dull moment or time for boredom. We’re pretty much always busy doing SOMETHING. Our moods and energy levels are highly influenced by the weather. Rough nights at...
Antares 44 Vs Outremer 5X.  Comfort vs Speed.  Speed comes at a steep price.  Annapolis Show 2017
Cruising Off Duty

Antares 44 Vs Outremer 5X. Comfort vs Speed. Speed comes at a steep price. Annapolis Show 2017

Ep95. In our continuing quest to find a future liveaboard Catamaran to be our future home, at the Annapolis Sailboat show, we tour 2 more boats. The Antares 44i is known as a comfortable liveaboard sailboat and Outremer is known more for its blazing fast sailing speeds for a boat you can also live...
🔴 Live show.  Heading to Annapolis Sailboat Show.  What do you want to see?
Cruising Off Duty

🔴 Live show. Heading to Annapolis Sailboat Show. What do you want to see?

We will be in Annapolis MD to check out the Annapolis Sailboat show from Thursday-Saturday (Oct 5th-7th). After the coverage we did on our channel last year, going over the various Catamaran at the show, we have been granted Media Passes and will be there to get a good look at the boats on the Thur...
Cat v Mono. Which would you choose? Sailing Q&A 17
followtheboat

Cat v Mono. Which would you choose? Sailing Q&A 17

CATS V MONOS Which is best for cruising liveaboards? Is there an answer? Are we trying to compare chocolate and chips? Or cats and dogs? In this Q&A we try to give the pros and cons of each. But do we change our minds, and what will we decide is the best option for the @followtheboat crew? In ...
Sailing La Vagabonde and Outremer The UNTOLD STORY – Ep 18
Sailing Luckyfish

Sailing La Vagabonde and Outremer The UNTOLD STORY – Ep 18

Sailing La Vagabonde and Outremer – here is the UNTOLD STORY about why this deal became the biggest story in sailing in 2016 and continues to be bigger than the America’s Cup ! Stewart has been digging into the state of the sailing industry and turned up some remarkable trends caused by what else? Y...
Freediving in the Cayman islands | Sailing Zingaro
Sailing Zingaro

Freediving in the Cayman islands | Sailing Zingaro

We met up with Caryn and Gary from s/v Illimite in Grand Cayman and they took us out to one of the most beautiful dive sites! This particular one is at ~65ft. There are over 300 mooring balls surrounding the island for boats to use so they don't have to anchor and potentially damage the reef! T...
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