Watch Sailing & Boating Adventures Around the World

Catamaran Sailing with 3 Beautiful Ladies – S7:E01

We chartered a catamaran from Sailogy down in Belize and bring on 3 beautiful ladies as crew to sail with me! To book your own adventure visit Sailing at: This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate Via Paypa...

Aug 25, 2021
Language: EN
Play Time: 00:16:11

Almost Running AGROUND + Dodging TORPEDOS?! [Making Our Way Ep 12]

In this episode we pass through an active naval torpedo range (?!), navigate a shallow channel on Whidbey Island during an extra low tide and almost run aground, all so we can get into town and snag our COVID vaccines. Come along for the adventures on land and sea!

Aug 21, 2021
Language: EN
Play Time: 00:14:56

Moving My Yacht on Land to Escape a Hurricane – S6:E53

We put the yacht away for hurricane season. there have already been lots of storms and it is way more safe to store the boat on the "hard" instead of in the water. This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron ...

Aug 20, 2021
Language: EN
Play Time: 00:23:17

Crossing the Strait + Sailing Under Our First BRIDGE! [Making Our Way Ep 11]

We tackle a few firsts! We finally cross the Straight of Juan de Fuca and look out on the path to the Pacific that we will be taking in just a few short months, navigate the strong currents of Admiralty Inlet, and with nerves on high alert, we go under our first bridge.

Aug 16, 2021
Language: EN
Play Time: 00:14:15

Running to Puerto Rico for Hurricane Season – S6:52

We leave the USVI behind and head to Puerto Rico where we will keep the boat for hurricane season. But first a stop in Culebrita. 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

Aug 15, 2021
Language: EN
Play Time: 00:20:46

Escaping Hurricane Season – S6:E52

The first 1000 people to click the link will get a one month trial of Skillshare: We had to leave st martin to escape the caribbean before hurricane season arrives. This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate...

Aug 10, 2021
Language: EN
Play Time: 00:15:04

A PERFECT Day Off, Playing in the Sun on Lopez Island [Making Our Way Ep 10]

In this episode we spend the spring heat wave in gorgeous Watmough Bay on Lopez Island. We hang the hammock, go for a hike, paddle board around the shallows, and even go for a swim in the icy water!

Aug 06, 2021
Language: EN
Play Time: 00:15:41

Beautiful All Woman Crew in St Martin – S6:51

this video is brought to you by Butcher Box. Click this link to received two free lobster tail and two free ribeyes with your first order: I cruise St martin with 4 beautiful women! This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a...

Aug 05, 2021
Language: EN
Play Time: 00:25:50

The Challenges + Bliss of Sailing the Pacific Northwest [Making Our Way Ep 9]

Tides, currents, and winds, oh my! In this episode, we get a taste for the good and bad sides of sailing this part of the world: we have to navigate a big tides that create strong currents, and wind directions that change every time you pass an island. But we finally drop the hook at what feels like...

Jul 31, 2021
Language: EN
Play Time: 00:13:53

100 Miles Offshore Passage to St Martin – S6:E50

We finally leave the virgin islands behind and set off on a 100 mile offshore passage in the hatteras motor yacht to St Martin. 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

Jul 31, 2021
Language: EN
Play Time: 00:15:05

Beach Party in the Virgin Islands – S6:E49

Thanks to Manscaped for sponsoring today’s video! Get 20% OFF + Free International Shipping + 2 Free Gifts with my promo code DOODLES at We have a beach party in St John in the USVI and Sydney wakeboards behind the yacht. This channel is funded by viewers like you. Please help us keep this chann...

Jul 25, 2021
Language: EN
Play Time: 00:17:08

Live from Belize… What crew?

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

Jul 23, 2021
Language: EN
Play Time: 00:50:04

Most Beautiful Bay in the Virgin Islands – S6-E48

Thanks to Bespoke Post for sponsoring this video! New subscribers get 20% off their first box — go to and enter code "DOODLES20" at checkout. We sail to salt pond bay on St john. Salt pond is a unique and gorgeous bay with lots of great snorkeling and hiking. This channel is funded by ...

Jul 21, 2021
Language: EN
Play Time: 00:15:36

Our SPICIEST Day of Sailing yet! Weathering Unexpected Conditions [Making Our Way Ep 8]

In this episode we come face to face with an unexpected patch of SPICY conditions: a strong rip tide moving against 25+ knots of wind that creates some big, messy chop. It was our most serious day of sailing that we've had aboard Via, and we learned a lot about our boat and the Salish Sea as we...

Jul 18, 2021
Language: EN
Play Time: 00:16:32

Dancing on the Deck – S6:E47

Check out the sponsor of this video, Blinkist! The first 100 people to click this link above are going to get unlimited access for 1 week to try it out. You'll also get 25% off if you want the full membership. The girls dance on the deck as we continue to explore the south side of St John in ...

Jul 14, 2021
Language: EN
Play Time: 00:14:26

Foil Boarding behind the Dinghy – S6:E45

Sorry guys... somehow this episode got skipped and wasnt published. so watch this one and then the one that was posted a few days ago! 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

Jul 11, 2021
Language: EN
Play Time: 00:13:08

Epic Snorkel w/ Turtles & Bikinis – S6:E46

The first 1,000 people to use this link will get a 1 month free trial of Skillshare: We get a great snorkel with a huge turtle and welcome back Amanda as well as welcome new crew Sarah! This channel is funded by viewers like you. Please help us keep this channel creating great content by becomin...

Jul 07, 2021
Language: EN
Play Time: 00:14:03

What Could Go Wrong? – S6:E44

We load up the new highfield using our crane for the first time. we dive at buck island and I give you a tour of the new highfield. 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

Jul 01, 2021
Language: EN
Play Time: 00:15:56

Stalking Oprah on Orcas + a VERY COLD Dive on the Prop!! [Making Our Way Ep 7]

In this episode we explore gorgeous East Sound, spot Oprah’s digs on Orcas Island, have ourselves a perfect downwind sail (we passed Oprah's house!), update our interior a bit, and check our prop for crab-pot damage in 47° water.

Jun 25, 2021
Language: EN
Play Time: 00:15:07

Huge Fuel Bill for the Yacht! – S6:E43

We Sailing From St Thomas To Water Island in the USVI. Have a little fun Hula hooping on the beach and then take the new highfield dinghy for some wake boarding! This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate Via...

Jun 24, 2021
Language: EN
Play Time: 00:13:29

Launching The New Boat! – S6:E42

We get our new Highfield boat launched in the water and off on its maiden voyage! 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

Jun 19, 2021
Language: EN
Play Time: 00:13:18

New Boat? – S6:E41

We finally get a new Dinghy from Highfield Boats and then officially get the Hatteras renamed to "The Dark Side" 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

Jun 13, 2021
Language: EN
Play Time: 00:15:07

Mistakes Were Made: We Hit Something [Making Our Way Ep 6]

In this episode, we learn some important lessons about our boat, we discover bioluminescence in a VERY surprising place, and we make some mistakes. Oops.

Jun 11, 2021
Language: EN
Play Time: 00:13:57

Sleepless Nights at Anchor! – S6:E40

The first 1000 people to click the link will get a free trial of Skillshare's Premium Membership: We have a few sleepless nights at anchor before heading in to a marina for repairs. This channel is funded by viewers like you. Please help us keep this channel creating great content by becomi...

Jun 09, 2021
Language: EN
Play Time: 00:15:25

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