Watch Sailing & Boating Adventures Around the World – Page 3 of 9

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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You’ll Be SHOCKED By This Big/Little Boat [Full Tour] Learning the Lines
Learning the Lines

You’ll Be SHOCKED By This Big/Little Boat [Full Tour] Learning the Lines

Go to our sponsor for 10% off your first month of therapy with BetterHelp and get matched with a therapist who will listen and help. This is a cutter-rigged version of the Benford ‘Badger’ design made famous by Pete & Annie Hill. They voyaged extensively on Badger, including numerous Trans-At...
NEW CREW! Best Friends Reunited – S4EP4
Taylor’s Travels

NEW CREW! Best Friends Reunited – S4EP4

In this episode we welcome a very special new crew member onboard!! Some of you might recognize her from our old Somerset Sailing videos, or past videos on my channel. Everyone welcome Cass! I'm so excited to be reunited with one of my best friends and get to spend some quality time together on...
The PERFECT Budget Cruiser for a Couple? [Full Tour] Learning the Lines
Learning the Lines

The PERFECT Budget Cruiser for a Couple? [Full Tour] Learning the Lines

This is a truly great idea in a pilothouse concept. The Nautilus 36 combines the underbody of a C&C 37 for swift passages, a functional cockpit and a great interior for "wet gear less" offshore cruising. It's easy to see over the pilothouse for average height sailors for day sail...
DON’T BUY THIS BOAT (Or Any Like It) [Full Tour] Learning the Lines
Learning the Lines

DON’T BUY THIS BOAT (Or Any Like It) [Full Tour] Learning the Lines

The Cal 2 46 CC was a pretty functional and unique cruiser, and many still are. This is NOT one of them. Let this video be an example of what a boat looks like that you should run away from as fast as you can. What do you think? Let us know in the comments below. Want help finding a cruising boa...
Back to the Sea She Goes! – S4EP3
Taylor’s Travels

Back to the Sea She Goes! – S4EP3

In this episode we return to Spice Island Marine ( ) in Grenada to get Gypsy Moon ship shape and ready for another season of cruising! We check a ton of things off our long to do list including a NEW BIMINI and installing our new Precision Sails Mainsail ( ). We make some new boatyard buddies, Ry...
This 62′ STEEL Schooner Will SHOCK You [Full Tour] Learning the Lines
Learning the Lines

This 62′ STEEL Schooner Will SHOCK You [Full Tour] Learning the Lines

The following are excerpts from an article by John Paul White published in Southern Boating in December 1988. “The design chosen was Thomas Colvin’s 50’ Pipistrelle, a larger sister to his famous Gazelle. These boats are shoal keel developments of the traditional V-bottomed sharpie and are of mode...
BEST Date Ideas in Beautiful British Columbia (VANLIFE) – S4EP2
Taylor’s Travels

BEST Date Ideas in Beautiful British Columbia (VANLIFE) – S4EP2

In this episode we continue our Canadian roadtrip through the Rockies, stop at a beautiful and FREE campsite for a few days to celebrate my birthday. Then we go on the best date day ever! Filled with a bunch of great activities like visiting a winery, go carting & natural hot springs. Hope you a...
A Classically Modern 40′ Cruiser [Full Tour] Learning the Lines
Learning the Lines

A Classically Modern 40′ Cruiser [Full Tour] Learning the Lines

Catalina yachts are uniquely American with a strong focus on performance, safety at sea and enduring value. They are overbuilt and underpriced and that's why Catalina yachts are the Sailor's Choice. The Catalina 385 along with the 5 Series yachts have been recipient of numerous Sail Maga...
FREE BOAT – A 50′ DREAM Cruiser to go ANYWHERE [Full Tour] Learning the Lines
Learning the Lines

FREE BOAT – A 50′ DREAM Cruiser to go ANYWHERE [Full Tour] Learning the Lines

This yacht is currently in the process of being donated, due to health reasons, to a Veteran's group for them to use for free. “Silver Wing”, designed by Van de Stadt, was built in fiberglass by the world renowned Trintella shipyard in Holland. This vessel’s safety and integrity are enhanced ...
The BIGGEST Small Boat I’ve EVER Been Aboard [Full Tour] Learning the Lines
Learning the Lines

The BIGGEST Small Boat I’ve EVER Been Aboard [Full Tour] Learning the Lines

Go to for 15% off your order, plus get free domestic or flat fee international shipping. Brought to you by Raycon. Like all Ranger Tugs, the R-31 comes turn-key with standard features and equipment intended to make her owner's experience hassle-free, and allow for ease of handling and comfort...
People HATE These Boats – I Love Them [Full Tour] Learning the Lines
Learning the Lines

People HATE These Boats – I Love Them [Full Tour] Learning the Lines

Want help finding a cruising boat? This 2014 Hunter 40 offers so much, at such a reasonable price for what she is, that I can see why these boats have a following, despite the criticism they receive. Personally, I think if you're in the market for a newer coastal cruiser (and don't plan ...
This WEIRD Old Boat Could Take You ANYWHERE [Full Tour] Learning the Lines
Learning the Lines

This WEIRD Old Boat Could Take You ANYWHERE [Full Tour] Learning the Lines

Want help finding a cruising boat? Fisher boats have retained much popularity with boat enthusiasts who sought a comfortable blend of a traditional sailing vessel and a motoryacht. Over a thousand Fishers were built over the years and its classic appearance yet practical design has helped this s...
Is This the PERFECT Shoal Draft 44′ Liveaboard Trawler? [Full Tour] Learning the Lines
Learning the Lines

Is This the PERFECT Shoal Draft 44′ Liveaboard Trawler? [Full Tour] Learning the Lines

Charlie and Pat Ball were the principle owners and builders of Roseate. Over the years the brothers have built shoal draft boats. In searching for an ideal shoal draft trawler they discovered the New York City naval architect, Dave Gerr. His 42 foot Summer Kyle design was of great interest to Charli...
The Most COMFORTABLE Mid-Sized Trawler I’ve Been Aboard [Full Tour] Learning the Lines
Learning the Lines

The Most COMFORTABLE Mid-Sized Trawler I’ve Been Aboard [Full Tour] Learning the Lines

The Ocean Alexander 430 Classico MK1 “Satisfied Frog” is a fine example of a fully equipped yacht of this popular model. If you’re looking to loop, or just cruise economically, while turning heads with plenty of room, this is a great option. With her Portuguese bridge and raised pilothouse, she we...
You’ll Be SHOCKED by This DIRT CHEAP & IMMACULATE Steel Trawler [Full Tour] Learning the Lines
Learning the Lines

You’ll Be SHOCKED by This DIRT CHEAP & IMMACULATE Steel Trawler [Full Tour] Learning the Lines

If you are considering The Great American Loop, this boat will interest you for several reasons. First, she’s economical….1.5 -2 gal/hour at 7-8 knots. New Westerbeke 7.5KW generator Second, she’s very safe. When you run aground, (and you will !) the steel keel has a 1 inch shoe to protect you, p...
One of the MOST COMFORTABLE Catamarans I’ve Seen [Full Tour] Learning the Lines
Learning the Lines

One of the MOST COMFORTABLE Catamarans I’ve Seen [Full Tour] Learning the Lines

The Nautitech 542 has a TON to offer in the realm of cruising catamarans. She's HUGE on the inside and very well set up for a cruising family that doesn't want to leave any creature comforts of a land based life on land when they're cruising. She also performs well when compared to ot...
My FAVORITE Cat That I’ve Toured So Far [Full Tour] Learning the Lines
Learning the Lines

My FAVORITE Cat That I’ve Toured So Far [Full Tour] Learning the Lines

Have you ever wanted to sail at 20-30 knots in comfort, safety, and style? The Gunboat 57 is a luxury performance catamaran designed for sailing enthusiasts who seek high performance, comfort, and style. It is a cutting-edge sailing yacht that embodies the latest advancements in catamaran design an...
How is This Small Boat SO BIG? [Full Tour] Learning the Lines
Learning the Lines

How is This Small Boat SO BIG? [Full Tour] Learning the Lines

The Ranger Tugs R-27 Trawler is a compact, yet luxurious vessel designed for cruising and exploring coastal waterways. At 27 feet in length, it features a classic trawler design with a spacious and comfortable cabin that can accommodate up to six passengers. The interior of the R-27 is elegantly ap...
All Good Things Must Come To An END… S3EP18
Taylor’s Travels

All Good Things Must Come To An END… S3EP18

TRAVEL WITH ME: In this episode we stop in the magical island of Dominica on our way south to Grenada. We finally make it to Grenada safe and sound just in time for our haul out date. We pack up the boat and prepare it for hurricane season on the hard at Spice Island Marine before saying our goodb...
The BEST Mini Aluminum EXPEDITION SHIP There Is [Full Tour] Learning the Lines
Learning the Lines

The BEST Mini Aluminum EXPEDITION SHIP There Is [Full Tour] Learning the Lines

Go to and apply today, risk-free "Over the past forty years, Jimmy Cornell has logged hundreds of thousands of nautical miles; the Garcia shipyard has built the most emblematic boats for offshore cruising; and Berret Racoupeau has designed just as many. The coming-together of these three coul...
BROKEN RUDDER! A Sailors Nightmare – S3EP17
Taylor’s Travels

BROKEN RUDDER! A Sailors Nightmare – S3EP17

In this episode we experience every sailors worst nightmare - a broken rudder! We have to haul out last minute and take you through the process of repairing it as quickly as we can. Thanks for watching! If you enjoyed this video be sure to like/leave a comment. Also don't forget to SUBSCRIBE! ...
DESERTED ISLAND in Puerto Rico – S3EP16
Taylor’s Travels

DESERTED ISLAND in Puerto Rico – S3EP16

Check out highfieldnorthamerica.com if you are in search of a dinghy, they have a wide variety to choose from! In this episode we explore one of Puerto Rico's most mysterious deserted islands, Isla Caja De Muertos (aka Coffin Island). We share some of the tales of it's past as we hike up ...
The MOST Beautiful Beach in Dominican Republic – S3EP15
Taylor’s Travels

The MOST Beautiful Beach in Dominican Republic – S3EP15

In this episode we gather our whole buddy boating gang and hit the road! Feeling wild and free we roam around the island on our dirt bikes and eventually make it to the most beautiful beach in Dominican Republic called Playa Rincon. Then we depart Dominican Republic and sail to Puerto Rico, a crossi...
Waterfalls, Ziplines & Motorcycles – Dominican Republic 🇩🇴 – S3EP14
Taylor’s Travels

Waterfalls, Ziplines & Motorcycles – Dominican Republic 🇩🇴 – S3EP14

This episode is packed full of adventure! We have a bit of a sketchy incident upon our late night arrival and woke up the most rolly anchorage ever. We move into Luperon and set out on a grand adventure for Aj and Nelly's last few days. We rent motorcycles and ride over to a well known spot in ...
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