Watch Sailing & Boating Adventures Around the World – Page 14 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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Sailboats CRASH! [Ep. 53]
Sailing Sweet Ruca

Sailboats CRASH! [Ep. 53]

A boat looses control and crashes into others while trying to anchor in the packed harbor. We render assistance and go for help, but the damage has been done. We explore the beautiful island via an epic mountain bike ride down a VOLCANO to the sea. After sailing for 18 days and 3 more locked in qu...
Ep 128 Sailing to a Tiny Speck in the Middle of the Atlantic Ocean
Sailing Talisman

Ep 128 Sailing to a Tiny Speck in the Middle of the Atlantic Ocean

Another big offshore passage, this time the reverse of what we did last year, heading out from Annapolis on a mirrored route plan to Bermuda. For this trip we bring along two guest crew, Scott and Marty. Together they proved to be a great addition, starting with being relentless workers prior to le...
Our #1 OBSESSION – Why It RULES OUR LIFE | SailAway 178
SailAway World Sailing

Our #1 OBSESSION – Why It RULES OUR LIFE | SailAway 178

Cruising FULL TIME entails lots of factors and TONS of DECISIONS that dictate our DAILY MOVES. But there's one VERY complicated factor that is and OBSESSION with all cruising sailors. And that's weather. Not just the big stuff...sure we fret about hurricanes and big storms...but somethi...
Sailing into the Heart of the SOUTH | S06E29
Sailing Project Atticus

Sailing into the Heart of the SOUTH | S06E29

Jordan and his father Steve continue their journey south on the ICW. After days of dodging shallow waters and unpredictable weather, they’re ready to tie up in Washington, NC and enjoy the fruits of their labor! [ SUPPORT OUR VIDEOS - PATREON ] Hop over to our Patreon Page where our biggest fans h...
Ep 127 Quasi-Famous in Annapolis (Squeezed Between Massive Boat Maintenance Projects)
Sailing Talisman

Ep 127 Quasi-Famous in Annapolis (Squeezed Between Massive Boat Maintenance Projects)

Wow, what a crazy time. We rush to complete a long list of projects, all while hosting guests aboard Talisman during the Annapolis Boat Show. Our open house was a huge success, with over 30 people attending on Saturday, with others coming by Friday, Sunday, and Monday. But the best was getting to me...
SAILBOAT FAMILY – What’s it Like CRUISING FULL TIME? | SailAway 177
SailAway World Sailing

SAILBOAT FAMILY – What’s it Like CRUISING FULL TIME? | SailAway 177

Our SMALL FAMILY has been sailing FULL TIME in the CARIBBEAN for 2 YEARS now. After hurricane season in PUERTO RICO, it's time to move EAST for ROUND TWO! We show you what it's like to sail the islands as a FAMILY aboard a SMALL BOAT as we make our way through the eastern Caribbean and o...
TIME’S UP! – Have We GOTTEN SOFT? | SailAway 176
SailAway World Sailing

TIME’S UP! – Have We GOTTEN SOFT? | SailAway 176

After THREE MONTHS of marina life, travels home, and the ANNAPOLIS BOAT SHOW, it's finally time for us to leave the CUSHY COMFORTS of marina life. But after so much time, have we gone a bit soft? We've had a lot of time to contemplate the difficulties of life at sea and while we're ...
TWO YEARS is TOO LONG – TWO Kinds Of HOMESICKNESS | SailAway 175
SailAway World Sailing

TWO YEARS is TOO LONG – TWO Kinds Of HOMESICKNESS | SailAway 175

Not being able to go HOME for 2 YEARS has TAKEN a TOLL. Now it's time for a whirlwind visit to the states including OLD FRIENDS, FAMILY, and all our favorite things from the old LAND LIFE. But as we travel to ANNAPOLIS to take part in the new YOUTUBE BOOTH, we find ourselves contemplating what...
WHAT IT’S LIKE TO BE “FAMOUS” FOR 5 DAYS! – Episode 132
Sailing Parlay Revival

WHAT IT’S LIKE TO BE “FAMOUS” FOR 5 DAYS! – Episode 132

It was an absolutely crazy few days in Annapolis where we had a small taste of what it would be like to be famous. People were queuing up for a signed hat, and we couldn't walk 5m down the road without being stopped. And we were among 30 other sailing channels at the show, so it was amazing to ...
Why We REALLY Do This | SailAway 174
SailAway World Sailing

Why We REALLY Do This | SailAway 174

Creative people have a NEED to SHARE. When we set off to SAIL the WORLD, we wanted to "bring along" our friends and families. Thus, YOUTUBE. This is an ARTISTIC venture for us, one in many we've both pursued in our lives. And as artistic types, the sharing of what we're passi...
Sailing for Oysters | History of the Chesapeake | S06E26
Sailing Project Atticus

Sailing for Oysters | History of the Chesapeake | S06E26

We’ve heard that St. Michaels is one of the quaintest towns on the Chesapeake and is home to the Chesapeake Maritime Museum, a must see for ship building history nuts. So we sail over to St. Michaels to check it out! [ SUPPORT OUR VIDEOS - PATREON ] Hop over to our Patreon Page where our biggest f...
DON’T Get TOO Comfortable – Hitting the RESET Button | SailAway 173
SailAway World Sailing

DON’T Get TOO Comfortable – Hitting the RESET Button | SailAway 173

It's been a LONG TWO YEARS at times, and we're finding ourselves WORN DOWN and a little weary of the demands of this crazy life. Can a couple months in a marina help us to hit the RESET button and get us mentally prepared for the next leg of our journey? Lots of luxuries are now at our d...
We BARELY made it | S06E25
Sailing Project Atticus

We BARELY made it | S06E25

After a long passage from Maine, we finally see the light at the end of the tunnel as we approach the Annapolis skyline, completely lit up at night. Over the next week, we enjoy the Annapolis Sailboat show, work on a couple of boat projects, and dive into some Annapolis maritime history with Waterma...
Are We GOOD? Or JUST LUCKY – a WEEK of CLOSE CALLS | SailAway 172
SailAway World Sailing

Are We GOOD? Or JUST LUCKY – a WEEK of CLOSE CALLS | SailAway 172

As a BATTERY threatens to EXPLODE and TWO TROPICAL STORMS approach our marina in PUERTO RICO, we start to ponder the LUCKY vs. GOOD proposition. We try our best to be "good" - to make good decisions, prepare, sail conservatively, etc., knowing we don't always get it right. But so fa...
The parts that SUCK… | S06E24
Sailing Project Atticus

The parts that SUCK… | S06E24

What is it that draws us to sail offshore? Is it calm waters, starry nights, and beautiful sunsets? And is all of this ruined by seasickness, rough seas and lack of sleep? Or are the parts that suck actually the most essential to why we keep coming back? [ SUPPORT OUR VIDEOS - PATREON ] Hop over ...
How NOT To Travel – Breaking RULE NUMBER ONE | SailAway 171
SailAway World Sailing

How NOT To Travel – Breaking RULE NUMBER ONE | SailAway 171

We're usually about LESS RULES in this lifestyle, but there's ONE we really try to stick to. But as we RUSH around the NORTHERN COAST of Puerto Rico, in and out of AMAZING anchorages and towns to make it to our HURRICANE SEASON safe haven, we find ourselves breaking it to bits. But some ...
Sailing Towards a Tropical Storm | S06E23
Sailing Project Atticus

Sailing Towards a Tropical Storm | S06E23

We scramble to wrap up our electrical installation so that we can take advantage of an ideal weather window to sail south to Annapolis to attempt to make it to the Annapolis Sailboat Show. What starts out as a perfect sail quickly turns into misery on the high seas! To learn more about our new Lit...
WORTH The RISK? | Sailing OFF The BEATEN PATH | SailAway 170
SailAway World Sailing

WORTH The RISK? | Sailing OFF The BEATEN PATH | SailAway 170

Sailing the UNBEATEN Path AND the WRONG WAY during hurricane season means we're truly ALONE out here much of the time. And some of our destinations have little to no information for us to go on. But we strike just the same and make as good of decisions as possible...hoping luck stays with us....
Installing Lithionics Batteries on our Sailboat | S06E22
Sailing Project Atticus

Installing Lithionics Batteries on our Sailboat | S06E22

This week we continue to tear into Atticus II to install our new Lithionics Batteries + high output alternator electrical system. We wrap up all of the wiring, swap out our batteries, and hold our breath while we test the entire system to find out if we did anything wrong! To learn more about our ...
Back ON The Grid – Can We HANDLE THIS? | SailAway 169
SailAway World Sailing

Back ON The Grid – Can We HANDLE THIS? | SailAway 169

REVERSE CULTURE SHOCK. After 2 1/2 years OFF the GRID, we find ourselves immersed in CROWDS and CITY LIFE for the first time since the onset of THE GLOBAL CRISIS whose NAME SHALL NOT BE SPOKEN. And while enjoying all the amenities that SAN JUAN has to offer, we're feeling truly overwhelmed by...
SAILORS PLAN While The GODS LAUGH | SailAway 168
SailAway World Sailing

SAILORS PLAN While The GODS LAUGH | SailAway 168

Sailing the daunting NORTH COAST of PUERTO RICO en route to SAN JUAN (our favorite Caribbean city as it turns out) we think back to our ORIGINAL plans for our sailing life. We intended to move to the east coast of PR and sail our former boat, LAYLA, here, rent a house, and make this our center of e...
Demolition Day: Installing our Dream Electrical System | S06E21
Sailing Project Atticus

Demolition Day: Installing our Dream Electrical System | S06E21

This week we start to tear into Atticus II to install our new lithium + high output alternator electrical system. We also dive into the design schematics and the risks involved with making all these huge changes. Ocean Planet Energy: Lithionics Batteries: [ BOAT BUYING SEMINAR - ANNAPOLIS SAILBO...
WILL SING for RUM – LIVE Set From The Captain! SUNDAY, 9/26 @ 2PM EST | SailAway
SailAway World Sailing

WILL SING for RUM – LIVE Set From The Captain! SUNDAY, 9/26 @ 2PM EST | SailAway

He used To SING for a LIVING...now it's for our FRIENDS! THIS MEANS YOU! This is our 2ND ANNUAL (though not limited to) DECK CONCERT, with Captain ERIC DOVE. LIVE from the serene waters and crystal blue skies of PUERTO REAL, PUERTO RICO. Join us for an hour of tunes from numerous genres - r...
WILL SING for RUM – LIVE Set From The Captain! Recorded SUNDAY, 9/26 @ 2PM EST | SailAway
SailAway World Sailing

WILL SING for RUM – LIVE Set From The Captain! Recorded SUNDAY, 9/26 @ 2PM EST | SailAway

He used To SING for a LIVING...now it's for our FRIENDS! THIS MEANS YOU! This is our 2ND ANNUAL (though not limited to) DECK CONCERT, with Captain ERIC DOVE. LIVE from the serene waters and crystal blue skies of PUERTO REAL, PUERTO RICO. Join us for an hour of tunes from numerous genres - r...
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