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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Boat Life in Sint Maarten: Dinghies, Beaches & Island Vibes
Sailing Big Lost

Boat Life in Sint Maarten: Dinghies, Beaches & Island Vibes

Yes, we’re still in Sint Maarten… and honestly, we’re not mad about it! We’ve been anchored in Simpson Bay for over a week now, and this island is quickly winning us over. Sint Maarten is truly a cruiser’s paradise—getting around by dinghy is easy and efficient, with everything you need just a short...
Our First Sail on our NEW Vision 444 Catamaran – Finally!
Sailing Big Lost

Our First Sail on our NEW Vision 444 Catamaran – Finally!

After weeks of stress and setbacks at Harbour Towne Marina, the moment we've been waiting for is finally here—we're pulling the dock lines and setting sail for the very first time aboard our brand new 2023 Vision 444 catamaran! Our destination: Xquisite Marina in Freeport, where the rest ...
TCI to BVI The Big Up Down (EP 74) #sailing #lifestyle
Sailing AWEN

TCI to BVI The Big Up Down (EP 74) #sailing #lifestyle

The staysail went up and down so many times on this 5 day passage that we lost track! We continue our upwind sailing passage on the Thorny Path to get from the Bahamas to the BVIs, over 800+ nautical miles! ============== 🔔Subscribe now and join us on a life-changing adventure. Don't wait - hi...
Sailing the Thorny Path Upwind Rodeo (EP 73)
Sailing AWEN

Sailing the Thorny Path Upwind Rodeo (EP 73)

You know when certain sailing passages have names like the Baja Bash, the Drake Shake or the Thorny Path, you are in for a wild rodeo ride on a sailboat bashing upwind. But we did not expect this! ============== 🔔Subscribe now and join us on a life-changing adventure. Don't wait - hit subscrib...
Family of Six Starts the Thorny Path & Makes it to the Dominican Republic! First Overnight Sail (32)
Sailing Machete

Family of Six Starts the Thorny Path & Makes it to the Dominican Republic! First Overnight Sail (32)

Follow along as we start on the thorny path, beating into the wind and waves. We make it to Luperon, Dominican Republic and show what it's really like to pull into the harbor and check in with customs and immigration. We see the sights and everything the DR has to offer. All music provided ...
How to Sail from USA to Caribbean
Huub Vlogs

How to Sail from USA to Caribbean

THIS 2-hour video will SAVE you DAYS of DISCOMFORT. I bundled everything I learned during this trip, plus strategies I wish I knew before setting off, including experiences of fellow sailor friends doing the same trip, in 1 video so that you may have a comfortable ride ! - Passages South by Bruce v...
100 HOURS at SEA – Bahamas to Dominican Republic Ep. 15
The Ocean Bandits

100 HOURS at SEA – Bahamas to Dominican Republic Ep. 15

Join us as we sail from the Bahamas to the Dominican Republic! Its a fun ride! Hit the SUBSCRIBE button! We do our best to film, edit, and post in REAL TIME Buy us a Beer🍻 For Bonus content, early access to ad-free episodes, and updates within our community: ▸ ↓ BINGE WATCH ↓ ▸ Watch our st...
Defeated.
The Foster Journey

Defeated.

We are defeated by the thorny path. All plans fail as we depart Crooked Island, Bahamas heading east on the thorny path - trade winds, prevailing currents, and engine overheating. What would you have done? Matt SV Cadence Crooked Island, Bahamas Episode 160 Thanks for tuning in this week! If you...
What is the THORNY PATH? Routing for Sail, Not Motoring ⛵ The Foster Journey
The Foster Journey

What is the THORNY PATH? Routing for Sail, Not Motoring ⛵ The Foster Journey

What is the Thorny Path? The Thorny Path is a route through the Bahamas near Turks and Caicos, then to the Dominican Republic and Puerto Rico. It's a challenging route because of the trade winds, east-to-west currents, and lack of resources in the out islands of the Bahamas. Most sailors choose...
7 DAYS OFFSHORE | Sailing to the Caribbean
Holly and Ray

7 DAYS OFFSHORE | Sailing to the Caribbean

Another week-long passage for Sabado and crew.⛵️This week, we sailed from Exuma, Bahamas (Emerald Bay Marina) to St. Thomas, US Virgin Islands! We motored through low winds and sailed through the evening squalls when we could. In total, the trip took us 7 days. This was Holly’s longest sail to date...
Welcoming New Crew! – S5:E32
Sailing Doodles

Welcoming New Crew! – S5:E32

We sail to Samana in the Dominican Republic where we say goodbye to Josefin and welcom Graeme and Theodora from the youtube channel @Babewheresmypassport Check out their channel This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a pat...
Sailing The Thorny Path – S5:E31
Sailing Doodles

Sailing The Thorny Path – S5:E31

We complete our sail from Turks and Caicos to the Dominican Republic. Then sail along the coast from Puerto Plata to Samana. A route known as the thorny path. This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Check out Ta...
THIS GUY IS JET SKIING AROUND THE WORLD!
Jessica and Ryan Adventures

THIS GUY IS JET SKIING AROUND THE WORLD!

Ryan interview's Alvaro De Marichalar in Samana about jet skiing around the world. You can find is social media accounts below! When someone says they're jet skiing around the world, your first thought might be that the rent jet skis in various locations around the world. Or that they'...
Sailing around Samana, Dominican Republic!
Jessica and Ryan Adventures

Sailing around Samana, Dominican Republic!

As we work our way south along the thorny path we realize that we'll need to stop somewhere in the Dominican Republic. There are just a few decent anchorages along the norther shore of the DR and we decide to skip Luperon in favor of Samana since we had a large enough weather window to make it....
Providenciales & Sailing to North and Middle Caicos!
Jessica and Ryan Adventures

Providenciales & Sailing to North and Middle Caicos!

We do some exploration on the west side of Providenciales as well as sail to North and Middle Caicos. We explore the Indian Cave, saw the Valentines Day Cup Model Sailboat Races, and see a blue hole! On the way our boat came into contact with a rock and Ryan shows how he fixes the crash site. Get ...
TURKS & CAICOS! ARRIVING BY SAILBOAT & EXPLORING BY JEEP!
Jessica and Ryan Adventures

TURKS & CAICOS! ARRIVING BY SAILBOAT & EXPLORING BY JEEP!

We sail to the Turks & Caicos and eventually clear in with the dog, Once we clear in we then rent a jeep and explore Providenciales. Get a T-SHIRT(or 3!): Products we like on our AMAZON STORE: www.amazon.com/shop/jandradventures Support us on PATREON?!: Our INSTAGRAM: @jessicaandryanadv...
The Thorny Path to Windward: BVIs to Antigua [🎥15🇻🇬-🇦🇬]
The Sailing Family

The Thorny Path to Windward: BVIs to Antigua [🎥15🇻🇬-🇦🇬]

Sailing East in the Caribbean has always been called the "Thorny Path" because it's not all that easy to do. Ideally you wait for an unusual break in the highly consistent trade winds, or pray for the angle to shift just enough to the north that you can eek out a ESE voyage. But more ...
CATAMARAN SAILING: SAILING AGAINST THE TRADE WINDS TO PUERTO RICO 🇵🇷 THE THORNY PATH…
Tula's Endless Summer

CATAMARAN SAILING: SAILING AGAINST THE TRADE WINDS TO PUERTO RICO 🇵🇷 THE THORNY PATH…

Sailing to Puerto Rico took a lot of weather watching and planning but we did it. Thank you Audible for sponsoring this video! Get your first audiobook and two Audible originals free when you try Audible for 30 days visit or text "Tula" to 500 500! Sailing to Puerto Rico can be pretty eas...
NOT the THORNY PATH to the Caribbean (MJ Sailing – EP 61)
MJ Sailing

NOT the THORNY PATH to the Caribbean (MJ Sailing – EP 61)

We leave Eluthera with only 950 miles separating us from St. Maarten. It's Element's first offshore passage since her refit, and ours since we returned to Florida 3 years ago to lay eyes on her for the first time. We start the journey with a strong breeze and full winds in our sails, co...
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