Watch Sailing & Boating Adventures Around the World

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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After 7 Years, I’m Delivering Our Sailboat to Its New Owners | Sailing Sunday Vlog 321
Sailing Sunday

After 7 Years, I’m Delivering Our Sailboat to Its New Owners | Sailing Sunday Vlog 321

After seven years and over 65,000 nautical miles, I’m sailing from Florida to Texas to deliver our sailboat Sunday to her new owners… and when we arrive, I’ll step off the boat we called home for the very last time! But first, we’ve got four days to cross the Gulf stream again, dodging cargo ships, ...
He Did Everything Right. His Captain Still Blamed Him.
Sailing Zingaro

He Did Everything Right. His Captain Still Blamed Him.

👉 Shape this book and get the free first chapter: A guy learns to sail, earns his certifications, and signs on to crew a delivery to San Diego with two strangers who talked a big game about their offshore miles. On his watch the autopilot quits. The wind builds, the seas build, and when he calls f...
Exploring the Bermuda Triangle
Sailing Okaliptüs

Exploring the Bermuda Triangle

Ep. 65 Crossing the Bermuda Triangle on a 52' Beneteau for a delivery from Charleston to Puerto Rico. Shop the SV Ourper Diem store : 🙌 COME SAY HI :) ▶︎ ▶︎ INSTAGRAM: ▶︎ FACEBOOK: ▶︎ TWITTER: ▶︎ YOUTUBE: We recommend the following YouTube channels and web sites which have been imme...
We crew on a sailboat delivery gone bad
Sailing Okaliptüs

We crew on a sailboat delivery gone bad

Ep. 63 Crewing on a sailboat from Charleston to Puerto Rico, Day 1. The owner hired the crew to sail the boat down to Puerto Rico, at which time, he'd be flying down with his family to begin their adventure. This was Donovan's 2nd time crewing and my first. The passage would be 7-10 days ...
New Boat Projects
Bad Kitty Sailing (formerly Sailing CAVU)

New Boat Projects

This video is about new boat projects on our new 2021 Jeanneau 440. Just because the boat is new doesn't mean there are not projects. Some are items we chose not to include in our order based on price or product selection. Some just were not offered and others are long term projects like a wate...
54’ BENETEAU OCEANIS DELIVERY – Channel Islands to San Diego
On The Docks

54’ BENETEAU OCEANIS DELIVERY – Channel Islands to San Diego

I don’t know if it was a blessing or a curse, but either way, I went for it. I didn’t know what I was getting into when I accepted this job, I probably should have asked... anyway, I found out later I would be helping deliver this brand new 2021 54’ Beneteau Oceanis sailboat from Channel Islands Har...
We Bought a Boat
Bad Kitty Sailing (formerly Sailing CAVU)

We Bought a Boat

Patricia and Dave take delivery of their new Jeanneau 440 and begin a journey.
Summer Cruising on the Sunshine Coast (Episode 3)   4K
Barlovento Sailing

Summer Cruising on the Sunshine Coast (Episode 3) 4K

In our third episode, we see the completion of the dodger and bimini install. We then travel from North Vancouver to Squamish, take our kids for a sail, and then two four day cruises to the sunshine coast. A fabulous first summer with our new boat.
CHECKING OUT Isla Mujeres – Delivering a Morgan 44 Sailboat
Sailorama

CHECKING OUT Isla Mujeres – Delivering a Morgan 44 Sailboat

We tackle the jobs required to get S/V Sea Rooster sailing again and check out of Mexico via the beautiful Isla Mujeres. Follow us here to see our written boat repair articles: Live Updates: facebook.com/sailorama twitter.com/sailorama instagram.com/justinesailorama instagram.com/robinsonfish Th...
Episode 21: 560 NM Sailboat Delivery and Garmin InReach At-Sea Test
Patrick Laine

Episode 21: 560 NM Sailboat Delivery and Garmin InReach At-Sea Test

I assist in delivering a high performance cruiser sailing yacht (RM 1270) from Portugal to France. Along the way, I test a low cost alternative to an Iridium GO, the Garmin InReach Explorer+.
Advice on doing Boat Deliveries (A Conversation with Mark Lucas the Rigger)
DrakeParagon

Advice on doing Boat Deliveries (A Conversation with Mark Lucas the Rigger)

A conversation with Mark the Rigger in Oriental, North Carolina. Mark replaced all of the standing rigging on our Westsail 42 Paragon. He also helped us to install a new bowsprit, step the mast, tune the rig, rebuild all our winches, and much much more before we pushed off on our 6000 nautical mil...
Working on Your Boat in the Bahamas (A Conversation with Mark Lucas the Rigger)
DrakeParagon

Working on Your Boat in the Bahamas (A Conversation with Mark Lucas the Rigger)

A conversation with Mark the Rigger in Oriental, North Carolina. Mark replaced all of the standing rigging on our Westsail 42 Paragon. He also helped us to install a new bowsprit, step the mast, tune the rig, rebuild all our winches, and much much more before we pushed off on our 6000 nautical mil...
Delivering a Sailboat with no Engine (A Conversation with Mark Lucas the Rigger)
DrakeParagon

Delivering a Sailboat with no Engine (A Conversation with Mark Lucas the Rigger)

A conversation with Mark the Rigger in Oriental, North Carolina. Mark replaced all of the standing rigging on our Westsail 42 Paragon. He also helped us to install a new bowsprit, step the mast, tune the rig, rebuild all our winches, and much much more before we pushed off on our 6000 nautical mil...
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