Watch Sailing & Boating Adventures Around the World – Page 11 of 31

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2/8/23 Finally Sailing To Guatemala!! ‘The Far Side’ Sendoff, Girl Sails Past Dry Tortugas! S3:E2
Sailing The Far Side

2/8/23 Finally Sailing To Guatemala!! ‘The Far Side’ Sendoff, Girl Sails Past Dry Tortugas! S3:E2

Hey Everyone! We are finally OFF!!! Leaving from Marco Island and sailing out into the Gulf of Mexico. Watch us as we sail through the night and spot the Dry Tortugas as the Sun rises over the horizon. Want to support my travels and get an early peak at the videos?! Become a Patron for all that an...
BOAT WORK – Don’t Try This At Home! 😱 Sailing Vessel Delos Ep. 406
Sailing SV Delos

BOAT WORK – Don’t Try This At Home! 😱 Sailing Vessel Delos Ep. 406

Go to to get a 1 year supply of Vitamin D + 5 individual travel packs FREE with your first purchase. Thanks to AG1 for sponsoring this video! Let's drill some big ole' holes in our boat! Today we present part 1 of our adventures (and misadventures) in Puerto Penasco as we prepare Delos f...
Fun in San Blas! Sailing Bohemia Ep.135
Sailing Bohemia

Fun in San Blas! Sailing Bohemia Ep.135

This episode joins Bohemia's crew raising the anchor and setting off for a short island hop, which of course turned into a little race against Boundless, who just happened to be heading in the same direction! We explore the cover photo (of our guidebook) destination, 'The Swimming Pool...
Life of a Somewhat Successful Internet Sailor 🤩 Sailing Vessel Delos Ep. 405
Sailing SV Delos

Life of a Somewhat Successful Internet Sailor 🤩 Sailing Vessel Delos Ep. 405

The Annapolis Boat Show is one of the largest and most prestigious events of its kind on the planet.  On paper, it’s a chance to check out the latest and greatest gadgets and tour some shiny new boats, but for us, it’s the one time of the year that a collection of our favorite people in the universe...
Trouble in Paradise! Sailing Bohemia Ep. 134
Sailing Bohemia

Trouble in Paradise! Sailing Bohemia Ep. 134

Uh oh, this episode finds Bohemia's crew staring awkwardly up at the mainsail.... that can only mean one thing, yep it's time to get the sewing machine out again! It's not all work though, and we took some time to explore another magical San Blas island, this time meeting some of its ...
A REAL PROBLEM: How Much of Our Boat is Rotten? – Episode 93
Sailing One Life

A REAL PROBLEM: How Much of Our Boat is Rotten? – Episode 93

Want to help support our video productions? Join our One Life Crew here: Did you enjoy this video? You can buy us a drink here: One Life Merchandise: For more Sailing One Life Adventures and current updates follow us on: Facebook - Instagram - Website -
We CROSSED the SEA (pt 2) Ep 54
Sailing Sitka

We CROSSED the SEA (pt 2) Ep 54

In this weeks episode, we finalize our Sea of Cortez Crossing with fresh Mahi Mahi, dolphin sightings and moonlit nights. After a rough part one of this two part series, we overcame some building seas which caused some major seasickness and a heeled over boat. 3 days at sea, we finally approach Maza...
Taking A BREAK From BOATLIFE – Sayulita Surf Trip
Breaking Waves

Taking A BREAK From BOATLIFE – Sayulita Surf Trip

Breaking Waves takes a break from Boatlife for a weekend, to surf and explore SAYULITA Mexico by land. Airbnb in Sayulita : Like this episode and want us to make more? Consider supporting the channel at: Get your Breaking Waves Swag at www.breakingwavessailing.com Get the real time scoop on ...
NERVOUS! Lifting our 20 TON Boat Home Out of the Water! Sailing Vessel Delos Ep. 404
Sailing SV Delos

NERVOUS! Lifting our 20 TON Boat Home Out of the Water! Sailing Vessel Delos Ep. 404

This hasn't gotten any less SCARY for us 🙈 Even though it's our 9th time pulling Delos out of the water, it's still such a nerve racking experience...there are just so many things that can go really really wrong. You’re basically asked to steer your boat into a narrow, concrete like ...
Does This Mean Our Sailing Dreams are BROKEN? – Episode 92
Sailing One Life

Does This Mean Our Sailing Dreams are BROKEN? – Episode 92

Want to help support our video productions? Join our One Life Crew here: Did you enjoy this video? You can buy us a drink here: One Life Merchandise: For more Sailing One Life Adventures and current updates follow us on: Facebook - Instagram - Website -
CROSSING THE SEA OF CORTEZ (longest passage just us two) Ep 53
Sailing Sitka

CROSSING THE SEA OF CORTEZ (longest passage just us two) Ep 53

In this weeks episode, we make our way across the Sea of Cortez, from La Paz straight to Mazatlan. What we thought was going to be "smooth sailing" turned into a bumpier ride than anticipated. Nothing some fresh fish and dolphins can't fix!
Surfing Punta Mita Mexico off a Sailboat!
Breaking Waves

Surfing Punta Mita Mexico off a Sailboat!

Like this episode and want us to make more? Consider supporting the channel at: Get your Breaking Waves Swag at www.breakingwavessailing.com Get the real time scoop on Instagram! @breakingwaves.ben @breakingwaves.alie A portion of everything we make from this channel will be donated to to help ...
Mexico’s most WILD and REMOTE Island? (We’re Falling in Love Here) Sailing Vessel Delos Ep. 403
Sailing SV Delos

Mexico’s most WILD and REMOTE Island? (We’re Falling in Love Here) Sailing Vessel Delos Ep. 403

We're falling in love here! We've seen some pretty crazy destinations during our 13 year trip around the world, but this has to be one of the most jaw droppingly beautiful places we've ever laid eyes on. During his expedition through the Sea of Cortez in 1940, John Steinbeck wrote of...
Cruising the San Blas! Sailing Bohemia Ep.133
Sailing Bohemia

Cruising the San Blas! Sailing Bohemia Ep.133

We dreamt of reaching this magical chain of islands off Panama's East Coast for years, and now we keep pinching ourselves (or rather the First Mate keeps pinching the Captain!) that we finally arrived! We hitched a ride on the Boundless Tender to check out the gorgeous island in front of us, I...
Smuggling a HUGE Car Load Into Mexico! – Episode 91
Sailing One Life

Smuggling a HUGE Car Load Into Mexico! – Episode 91

After being gone from our floating home for 2 months it was time to finish our road trip and get back to Mexico. There was only one thing standing in our way......driving across the border into Mexico with a boatload of stuff. Want to help support our video productions? Join our One Life Crew here...
“WE JUST GOT HIT BY A BOAT!” Ep 52
Sailing Sitka

“WE JUST GOT HIT BY A BOAT!” Ep 52

In this weeks episode, we experience something unfortunate and out of our control. While anchored in La Paz, days before sailing to the mainland, a boat drags into us, hitting our port side. We address the situation as best we could and this is what it looked like...
Jumping Ship for the Day! Sailing Vessel Delos Ep. 402
Sailing SV Delos

Jumping Ship for the Day! Sailing Vessel Delos Ep. 402

GroWatt Infinity 1500 is an awesome piece of gear! Please visit or to grab your Portable Power Station for camping, off-grid power, or emergency backup today! Follow @GrowattPortable The END is near, we can't believe it! After another 6 months and 3,000+ miles, another sailing season ...
The First Mate loves sailing upwind! Sailing Bohemia Ep.132
Sailing Bohemia

The First Mate loves sailing upwind! Sailing Bohemia Ep.132

We continue our upwind slog out of Shelter Bay, Panama, buoyed by images of the gorgeous San Blas Islands ahead of us! Despite crew comfort being at an all time low, we made fast progress to our overnight stop of Linton Bay and onward the next day, finally reaching the unique archipelago, where we w...
We Drive Across the United States in a Honda Element to get Back to Our Boat – Episode 90
Sailing One Life

We Drive Across the United States in a Honda Element to get Back to Our Boat – Episode 90

We begin our road trip from New York back to Mexico and make couple stops along the way. Come along as we go on a road trip in our Honda Element! Want to help support our video productions? Join our One Life Crew here: Did you enjoy this video? Buy us a drink here: We've collaborated with...
We REALLY Needed This! Sailing Vessel Delos Ep. 401
Sailing SV Delos

We REALLY Needed This! Sailing Vessel Delos Ep. 401

It's been a while since we posted a video like this...No disasters, no storms, no hospital, just pure cruising bliss. We had forgotten what it was like to feel at ease, and man did we need this! And for all you Sierra fans out there, brace yourselves for some cuteness overload in this one 🥰 ...
When heaving to goes wrong! Sailing Bohemia Ep.131
Sailing Bohemia

When heaving to goes wrong! Sailing Bohemia Ep.131

Uh-oh, looks like somebody needs to take some sailing lessons! We departed on our upwind slog to Panama's San Blas Islands, when the Captain noticed something wasn't right with the rigging: Our mast was pumping back and fourth like crazy as we slammed into the heavy swell! We decided to re...
PROP TROUBLE in PARADISE Ep 50
Sailing Sitka

PROP TROUBLE in PARADISE Ep 50

In this weeks episode, we sail into paradise and experience all it has to offer until our boat has other ideas. While cleaning the hard growth on our hull, Jay notices something that changes our cruising plans entirely! Support us on Patreon for more! patreon.com/sailingsitka
It’s OVER – The FINAL ANCHORAGE
Breaking Waves

It’s OVER – The FINAL ANCHORAGE

The Sail from Canada to Mexico comes to an end as we arrive in our final anchorage. There’s surfing spear fishing whales and fish as we lap up all our hat mexico had to offer. We did it folks! Spearguns by: Standup Paddle Board by: Breaking Waves Discount Code (15%): BW152023 Like this ep...
Terrified and Heartbroken…WE COULDN’T HELP THEM 🥺 Sailing Vessel Delos Ep. 400
Sailing SV Delos

Terrified and Heartbroken…WE COULDN’T HELP THEM 🥺 Sailing Vessel Delos Ep. 400

Go to and help support the channel. They are now running a massive Valentines Day Sale, plus 10% off on any purchase with code Delos. Thanks to Established Titles for sponsoring this video! Established Titles is a fun gift, meant for a good laugh and not to be taken too seriously. Established Ti...
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