Watch Sailing & Boating Adventures Around the World – Page 396 of 423

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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Picture Perfect Paradise, Bequia and the Tobago Cays (EP 12 – Monday Never Sailing)
Monday Never

Picture Perfect Paradise, Bequia and the Tobago Cays (EP 12 – Monday Never Sailing)

In this episode, we continue our journey south to Grenada with our friend Tim. We spend time in beautiful Bequia and the picturesque Tobago Cays where the color of the water was something out of a dream. We celebrate super bowl 2016 with a big night out and then Will and Tim wrap the jib halyard, so...
$1 Tacos in Tallahassee!!! – Van Life 116
Finding Simon

$1 Tacos in Tallahassee!!! – Van Life 116

Music by Chancius ( How we plan our trip: ( We spent a really hot day in Tallahassee exploring the earthen mounds and having amazing dollar tacos at Burrito Bandito. Really had a lot of fun in this little city and definitely want to come back. If you want to support us to keep bringing you vide...
Adventures of an old Seadog Episode 18 Sailing with Dolphins to Cascais
Adventures of an old Seadog

Adventures of an old Seadog Episode 18 Sailing with Dolphins to Cascais

'Sailing with Dolphins to Cascais' The adventure gets real! Yes, it's the episode everybody has been waiting for. The good ship 'White Shadow' and I set out sailing up the Algarve on our way back to England.
Simon Teaches Shelby how to Snorkel – Van Life 115
Finding Simon

Simon Teaches Shelby how to Snorkel – Van Life 115

Music by Zuddox ( Spent the morning swimming in Vortex Springs and exploring the local aquatic life. Definitely suggest this place for a cool dip in the summer or winter, and the scuba diving is apparently even better. Then we camped out in a National Forest and cooked over an open fire. If you w...
Mission Sailing Yacht Harbour in Sicily (The Sailing Family) Ep.1
The Sailing Family

Mission Sailing Yacht Harbour in Sicily (The Sailing Family) Ep.1

- The goal of this journey was to visit Sicily and find a habour where Maya our sailing yacht could be this summer and the next winter. TheSailingFamily.com is a documentary film project about a family who just bought a sailboat and will start sailing with it in July 2016. The next episodes will ...
Parked at a Beach Front Walmart – Van life 114
Finding Simon

Parked at a Beach Front Walmart – Van life 114

Woke up at our beach front parking spot (at a walmart, no less - probably the best walmart parking in all of the U.S.) and we head to Vortex Springs for some swimming, snorkelling and camping! Music by Zuddox ( If you want to support us to keep bringing you videos, check out our Patreon page (we&...
Sailing SV Delos – Abandon Ship!
Sailing SV Delos

Sailing SV Delos – Abandon Ship!

Our worst nightmare! We discuss with our new crew the steps to take should we be forced to abandon Delos. We talk about our ditch list, mayday calls, our liferaft, and the things we'd grab with us before abandoning ship. Check the links below for more SV Delos Action! www.svdelos.com www.fac...
Solo Sailing to Shetland Part 1.
Erik Aanderaa

Solo Sailing to Shetland Part 1.

This is the first part of my North Wind Expedition 2016. I will cross the North Sea over to Shetland, and the North Atlantic Ocean to the Faroe Islands to show people my passion of ocean sailing. Everything will be covered in beautiful pictures filled with action from the wrath of the huge oceans ...
Searching for Gumbo in New Orleans – Van Life 113
Finding Simon

Searching for Gumbo in New Orleans – Van Life 113

Music by Dipod ( Made it to New Orleans for a short stay in the french quarter, some seafood gumbo and a po'boy before heading back out on the road. This trip is coming to an end, and it sucks to rush it a little but at least we got to see some of New Orleans. If you want to support us to kee...
Flying the Drone  All Day – Van Life 112
Finding Simon

Flying the Drone All Day – Van Life 112

Music by Erik Brekke Driving through Louisiana, we got to see some pretty cool stuff, and got to fly a whole bunch! If you want to support us to keep bringing you videos, check out our Patreon page: We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currentl...
Adventures of an old Seadog  Episode 17 ‘Last days in Alvor’
Adventures of an old Seadog

Adventures of an old Seadog Episode 17 ‘Last days in Alvor’

The last few days before I set off on my single handed 1000 mile voyage and lots to do. Some crazy Parasailing , we discuss Poo fish, anchor chain, storm sails and re-booting. Don't miss next week when the 'Big adventure starts'! I'd love you to subscribe on this channel and �...
Sailing Mediterranean – 12 Sicily
Distant Shores TV

Sailing Mediterranean – 12 Sicily

It's November when Paul and Sheryl sail to the Italian island of Sicily and olive season is just beginning. They are invited by a local family to join in the harvest and spend a day in the groves picking olives, then deliver them to the regional co-op where the Shards learn how olive oil is pro...
Water has Taken Over this Island – Van Life 111
Finding Simon

Water has Taken Over this Island – Van Life 111

Music by Mos Jamil ( If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! Thanks for being patient!): We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currently living nomadically across Nort...
No Photography Allowed in Houston – Van Life 110
Finding Simon

No Photography Allowed in Houston – Van Life 110

Music by Schuyler Johnston ( If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! Thanks for being patient!): We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currently living nomadically acr...
Butter Chicken Beaurocracy Welcome To India!- Sailing SV Delos Ep. 68
Sailing SV Delos

Butter Chicken Beaurocracy Welcome To India!- Sailing SV Delos Ep. 68

We sail into the Indian port of Port Blair and prepare to check in. The process is the craziest we've ever seen with heaps of Indian Officials visiting Delos from Customs, Immigration, and the Indian Navy. Customs decided to lock up our Iridium Phone but eventually we get our clearance finish...
Trying to Order Tacos in Spanish in Austin – Van Life 109
Finding Simon

Trying to Order Tacos in Spanish in Austin – Van Life 109

Music by Dipod ( If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! Thanks for being patient!): We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currently living nomadically across North Am...
SAILING THE ATLANTIC: SHE WENT OVERBOARD!! – Chase the Story 19
Chase the Story

SAILING THE ATLANTIC: SHE WENT OVERBOARD!! – Chase the Story 19

Sailing the Atlantic with Cheeky Monkey is finally here! Our first sailing video of Cheeky Monkey racing against the clock across the Atlantic Ocean to the Caribbean. ***WANT MORE?? SUBSCRIBE TO OUR CHANNEL!*** The time for preparing is over! We slip lines from the Canary Islands to adventure i...
Adventures of an old Seadog episode16 ‘Portuguese road trip’
Adventures of an old Seadog

Adventures of an old Seadog episode16 ‘Portuguese road trip’

Taking a drive though the wonderful Portuguese countryside and visit Cape Vicente(Vincent). We find a giant shoe made of rock and take a look at Fort Sargres. Later Im hit with yet another storm before being filmed for a Berlin art show. How more action packed do you want!!! Hope you enjoy . Please...
Staying with Locals in Canyon Lake – Van Life 108
Finding Simon

Staying with Locals in Canyon Lake – Van Life 108

Music by Dipod ( If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! Thanks for being patient!): We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currently living nomadically across North Am...
Sailing Mediterranean – 11 Tunisia
Distant Shores TV

Sailing Mediterranean – 11 Tunisia

Tunisia on the North African coast is renowned for its warm climate, beautiful beaches and affordable resorts, but when Paul and Sheryl sail in to the port of Monastir they discover that an exciting world lies beyond the marinas and hotels along the coast. Riding camels into the Sahara Desert they s...
Amazing FREE Beach Camping – Van Life 107
Finding Simon

Amazing FREE Beach Camping – Van Life 107

Music by Dipod ( Got some sweet sweet camping in at North Beach in the South Padre Island National Seashore. Beautiful sand, surf, sun, campfires and drone footage. Really enjoyed our time here. If you want to support us to keep bringing you videos, check out our Patreon page (we're working ...
The Sailing Family – join our adventure sailing project – Intro
The Sailing Family

The Sailing Family – join our adventure sailing project – Intro

- In this video you'll find more informations about what "The Sailing Family" is about, what our goals are and how you can support this project. TheSailingFamily.com is a documentary film project about a family who just bought a sailboat and start sailing with it in July 2016. The f...
SV Delos – Classic yacht sailing!
Sailing SV Delos

SV Delos – Classic yacht sailing!

We had the chance to sail on a mahogany old school beauty! She is sleek, fast and so fun to sail. SY Chancegger was built for the 1970 Americas Cup for Baron Bich, the man behind Bic pens and lighters! She is 28 tons with an overall length of 19 meters. Edited by Mr. Brady! Chancegger is current...
ATLANTIC CROSSING – ARE WE READY? – Chase the Story 18
Chase the Story

ATLANTIC CROSSING – ARE WE READY? – Chase the Story 18

The crew prepare for their first ocean crossing on Cheeky Monkey - approximately 20 days of open sea sailing across the Atlantic. ***ENJOY THE VIDEO? SUBSCRIBE TO OUR CHANNEL!*** Preparing to sail across the Atlantic - Sailing Cheeky Monkey After five days in Las Palmas, Gran Canaria, partying, d...
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