Watch Sailing & Boating Adventures Around the World – Page 30 of 31

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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Further South We Go! | Sailing Wisdom Ep 104
Rigging Doctor

Further South We Go! | Sailing Wisdom Ep 104

We spend a bit more time in Fernandina and are joined by our friends, Jessica and Ryan before setting back out to the ocean for the journey further south towards Miami. Herby explains the importance and convenience of AIS. For painting commissions: [email protected] Our Swag: Support us...
The Dinghy Challenge  | Sailing Wisdom Ep 103
Rigging Doctor

The Dinghy Challenge | Sailing Wisdom Ep 103

We explore Fernandina and have an adventure with the dinghy! For painting commissions: [email protected] Our Swag: Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Ocean Sail to Florida! | Sailing Wisdom Ep 102
Rigging Doctor

Ocean Sail to Florida! | Sailing Wisdom Ep 102

We rack everything up and are ready to head out, but when we pull our anchor up, we are met with quite the surprise. Finally, we break free and have a gorgeous, but very cold sail right on past Georgia to Florida! For painting commissions: [email protected] Our Swag: Support us on Patre...
Cruising In a Cabo Rico 38 | Sailing Wisdom Ep 101
Rigging Doctor

Cruising In a Cabo Rico 38 | Sailing Wisdom Ep 101

We meet some very cool people who are about to set out on their Cabo Rico 38 to cruise the world. We hear their story and Herby helps them instal their Monitor Windvane. We also go to Folly Beach with Jessica and Ryan, check out the Gibbes Museum of art, sand our rub rails, and do some painting! F...
Charleston | Sailing Wisdom Ep 100!!!
Rigging Doctor

Charleston | Sailing Wisdom Ep 100!!!

We row into town and bike around to explore the beautiful town of Charleston! We eat fried gator tail and venison meatloaf at Magnolias and go to the famous battery park. It's a fantastic day and the perfect setting for our hundredth episode!! For painting commissions: artisticeyestudio@gmail...
Ocean Sail to Charleston and Middleton Place | Sailing Wisdom Ep 98
Rigging Doctor

Ocean Sail to Charleston and Middleton Place | Sailing Wisdom Ep 98

This episode is PACKED with awesomeness! We FINALLY say goodbye to the ICW and sail the ocean from Georgetown to Charleston, where we spend our first day resting and cleaning the boat. We decide that our introduction to Charleston should be Middleton Place where we learn about rice plantations, the ...
Arriving in Georgetown! | Sailing Wisdom Ep 97
Rigging Doctor

Arriving in Georgetown! | Sailing Wisdom Ep 97

The ride to Georgetown is cold and dreary, but we don't let that stop us from exploring and enjoying the quaint little town. This episode is a short one, which is fitting because it's about a small stopover before we head to the exciting destination of Charleston! For painting commission...
Adventure into Tranquility | Sailing Wisdom Ep 96
Rigging Doctor

Adventure into Tranquility | Sailing Wisdom Ep 96

We travel further down the Waccamaw and can't believe how beautiful it is. Herby fixes our compass and explains how to add more oil. For painting commissions: [email protected] Our Swag: Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provid...
The Waccamaw River | Sailing Wisdom Ep 95
Rigging Doctor

The Waccamaw River | Sailing Wisdom Ep 95

We leave Myrtle Beach to enter the next step of our journey. The Waccamaw River is all we expected and more with it's peaceful beauty and deep waters. For the first time in a while, nothing goes wrong! For painting commissions: [email protected] Our Swag: Support us on Patreon: Fo...
Building a Tiny Cruising Sailboat (Ep.6 Sailing w/the Litzenbergers)
Sailing with the Litzenbergers

Building a Tiny Cruising Sailboat (Ep.6 Sailing w/the Litzenbergers)

Spencer shows off his winter project. Him and his friend, Walter have been building a stitch and glue sailboat - a Small Craft Advisory Build. #SCAMPBuild #BuildingASailboat #BoatProject
Speed Painting on a Boat | Sailing Wisdom
Rigging Doctor

Speed Painting on a Boat | Sailing Wisdom

Maddie’s Website: For painting commissions: [email protected] Our Swag: Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Three Feet Thick Frozen Lake Trek in Skilak, Alaska (Ep.5 Sailing w/the Litzenbergers)
Sailing with the Litzenbergers

Three Feet Thick Frozen Lake Trek in Skilak, Alaska (Ep.5 Sailing w/the Litzenbergers)

We get ourselves out of the house and take a walk about, but have a little fun on the drive there. #FAQ #LivingInAlaska #AlaskanWinters
Camping in Below Freezing Temperatures in Alaska (Ep.4 Sailing w/the Litzenbergers)
Sailing with the Litzenbergers

Camping in Below Freezing Temperatures in Alaska (Ep.4 Sailing w/the Litzenbergers)

We're testing out our $200 camper because we quit our jobs and we're headed out of Alaska in April!!! Find out what camping in -17 degrees looks like. #LivingInAlaska #AlaskaCampingInWinter #Yurt
Boat Tour!
Sailing Doodles

Boat Tour!

We take you on a tour of our beneteau 50 from Gulf Charters Thailand. This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron for as little as $1 per week. Visit: or Donate Via Paypal to help us get a new drone: Check out the...
THE BOYS ARE BACK! – S2:E06
Sailing Doodles

THE BOYS ARE BACK! – S2:E06

We sail from Santa Cruz Island in the Channel Islands to Santa Barbara and explore that beautiful city. Checking out the courthouse and the mission. Then we sail down to Marina Del Rey and Los Angeles to pick up the puppies! This channel is funded by viewers like you. Please help us keep this ch...
Dodging JellyFish While Clearing the Prop – Maintenance Monday
Sailing Doodles

Dodging JellyFish While Clearing the Prop – Maintenance Monday

We clear our fouled prop in the cold waters of Monterey Bay while dodging Jelly fish! Breakwater Dive Shop: Backscatter Underwater Camera Shop: This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron for as little as $1 per week....
Wrecks, Decks & Island Vibe Sundays – Ep. 69 RAN Sailing
RAN Sailing

Wrecks, Decks & Island Vibe Sundays – Ep. 69 RAN Sailing

Curacao is an island with a lot of culture and in this episode we explore some parts of it and get to experience the real island vibe. We start and finish the last boat project on RAN for this time and then we go sailing to Klein Curacao. Additional drone footage by our Curaçao friend Alsino: We...
A Tearful Goodbye and Sailing the BVI – S1:E26
Sailing Doodles

A Tearful Goodbye and Sailing the BVI – S1:E26

We sail to Jost van dyke for a little fun at Foxy's bar and then head back to Tortola to do a little exploring. Sadly Georgy leaves us and head to Europe to interview for a steward position on a yacht in the Mediteranean. Become a Patron! We need your help to keep making videos Donate Via P...
BVI Spring Regatta – S1:E25
Sailing Doodles

BVI Spring Regatta – S1:E25

In this episode we sail to St. John in the USVI and then over to Tortola and the USVI. We have some fun at the BVI Spring Regatta at Nanny Cay. Become a Patron! We need your help to keep making videos Donate Via Paypal: Would you like to join us on the boat? Visit our GoFundMe Page to find out...
#93: Cuba Voyage Finale: Gulf Stream Crossing and Landfall in CUBA!
HaveWindWillTravel.com

#93: Cuba Voyage Finale: Gulf Stream Crossing and Landfall in CUBA!

The current of the Gulf Stream is no joke, particularly when it is pushing you into head winds. Watch as we reef up and cross a pretty kicked up sea state across the Gulf Stream, sing to our first Cuban sunrise, deal with an issue with the furling gear on our headsail, navigate the entry to Marina ...
Sailing Firsts! – New year’s sailing in Texas.
Jessica and Ryan Adventures

Sailing Firsts! – New year’s sailing in Texas.

Support us on Patreon?!: Get a t-shirt(or 3!): Sailing Vlog - This Jan 1st of 2017 we sailed with new friends Jason & Kim. Check out their boat, SV Mimzy at: We managed to do a number new sailing things for the first time which seemed fitting... being the 1st of the year and all. We took o...
Playing hooky to go sail and accidental multihull regatta? Canyon Lake TX
Jessica and Ryan Adventures

Playing hooky to go sail and accidental multihull regatta? Canyon Lake TX

Our new friend Chad (thanks Chad!!!!!!!!!!!) invited us out on his sailboat to spend an amazing Friday relaxing and exploring Canyon Lake here in Texas! During our explorations though it seems we got mixed into some surprise multihull regatta! Never have I ever seen so many trimarans sailing togethe...
Two days of chartering a Hunter 37.5
Jessica and Ryan Adventures

Two days of chartering a Hunter 37.5

We were invited out by our new friends Ronald and Amy to join them for few days as they chartered a 37' monohull. Ronald is newish to sailing like Jessica and I and we took the opportunity to practice the various sailing skills we've learned so far. We practiced docking & standing tu...
SAILING THAILAND AND HOW TO CHOOSE A BOAT! Ep 35
followtheboat

SAILING THAILAND AND HOW TO CHOOSE A BOAT! Ep 35

Go to 6:41 for our discussion of what makes the best liveaboard cruiser boat. What is the best boat for crossing oceans? Should you buy a catamaran or a monohull? What size sailboat for cruising? Should you buy a new or used sailboat? What is a blue water boat? We are still in Thailand for this epi...
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