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 at its best | Bahamas travel VLOG 309
Sailing Sunday

Boat life at its best | Bahamas travel VLOG 309

This week’s video is a slower-paced, feel-good look at boat life when everything is going right for a change. No major breakdowns, no unexpected disasters—just a reminder of why we fell in love with this lifestyle in the first place. Seeing our floating home through fresh eyes reminds us just how s...
We Shouldn’t Have Sailed to the Bahamas… But We Did Anyway | Sailing Sunday Vlog 306
Sailing Sunday

We Shouldn’t Have Sailed to the Bahamas… But We Did Anyway | Sailing Sunday Vlog 306

We shouldn’t have left when we did… but we sailed anyway. In this episode of Sailing Sunday, we sail to the Bahamas on a 3-day ocean passage after rushing across the USA to get back to our boat. With almost no sleep, we left the dock and crossed toward the Bahamas, dealing with rough seas, bad timi...
We Thought We Were Done… | Sailing Sunday vlog 304
Sailing Sunday

We Thought We Were Done… | Sailing Sunday vlog 304

After walking away from Sailing Sunday, we thought this would be a new exciting chapter looking for our new boat, our new home, to continue this sailing life we live, traveling around the world full time off grid. But after numerous let downs, overpriced boats and months of searching we become quite...
WE’RE LEAVING THE BOAT… BUT HERE’S WHY?! Ep-166
Leading the Escapade

WE’RE LEAVING THE BOAT… BUT HERE’S WHY?! Ep-166

We're sharing Jase's hair transplant journey in Europe - getting raw and real about how hair loss has affected his self-confidence. Join us as we leave our sailboat and bring you along every step of the way! This vlog is all about being open and honest with you, our YouTube family. If you...
One of America’s Biggest Boat Shows! | Sailing Sunday | ep. 230
Sailing Sunday

One of America’s Biggest Boat Shows! | Sailing Sunday | ep. 230

Our travel vlog takes an exciting turn this week as we finally arrived in Annapolis sailing up from the Caribbean to meet our incredible subscribers and amazing Patreons, creating unforgettable moments at one of the biggest most awesome BoatShows in America! You guys are all so amazing, Thank You so...
Solo Sailing the USA Coast | SAILING SUNDAY | Ep. 224
Sailing Sunday

Solo Sailing the USA Coast | SAILING SUNDAY | Ep. 224

Join Ryan on a solo sailing odyssey aboard SV Sunday. Navigate through storms, explore the US coast from Florida up to North Carolina with sailing buddies, Rick and Lou on SV Salacia Star.
Our UNEXPECTED Change of PLANS! | Sailing Sunday | Ep.219
Sailing Sunday

Our UNEXPECTED Change of PLANS! | Sailing Sunday | Ep.219

Welcome to this weeks latest Sailing Sunday adventure! In this video we'll unveil the story behind our exciting unexpected change of plans!!! Discover how we adapted to keeping our journey alive this year with these unexpected turn of events, and find inspiration for your own sailing adventures...
Navigating Shallow Waters | SAILING SUNDAY | Ep.218
Sailing Sunday

Navigating Shallow Waters | SAILING SUNDAY | Ep.218

Join us on a fantastic overnight sail through the amazing waters in the Bahamas. We'll take you right along with us as we navigate the lively yet tricky shallow waters carefully avoiding coral heads that dot our path! You get an authentic taste of life on board on our overnight sail to the Aboa...
WELCOME TO PARADISE! | SAILING SUNDAY | Ep.217
Sailing Sunday

WELCOME TO PARADISE! | SAILING SUNDAY | Ep.217

PLEASE VOTE FOR US AT THE ANNAPOLIS BOAT SHOW CRUISERS AWARDS - INSPIRATIONAL CRUISERS OF THE YEAR - Please click the link below here to vote: Come check out our unforgettable adventure in our latest YouTube vlog as we sail into the captivating Bahamas from Puerto Rico. Our journey begins wi...
RAW AND REAL life on passage | Sailor TV | SAILING SUNDAY | Ep.215
Sailing Sunday

RAW AND REAL life on passage | Sailor TV | SAILING SUNDAY | Ep.215

SAILING SUNDAY WEBSITE: SAILING SUNDAY SHOP: STREET ANIMAL DONATIONS: PATREON: SOCIAL MEDIA: Instagram accounts @sailing_sunday @brittnimoffatt @ryanweepers @jacksontheshepherdx @animalrescueyachtclub Facebook TikTok @animalrescueyachtclub
48hrs in Puerto Rico | Sailing Sunday | Ep.214
Sailing Sunday

48hrs in Puerto Rico | Sailing Sunday | Ep.214

Set Sail with Us to Puerto Rico on SV Sunday, Our wicked Caribbean Sailing Vlog, Sailing Sunday. Explore a beautiful downwind sail with us, masterful passage prep, and the pulse of Puerto Rico's craziness ready for the Bahamas bound. We take you step by step through our unexpected stop over in ...
The British Virgin Islands on a Yacht  |  Sailing Sunday | Ep.210
Sailing Sunday

The British Virgin Islands on a Yacht | Sailing Sunday | Ep.210

Prepare to set sail in an unforgettable adventure of the British Virgin Islands. We arrive after an overnight sail from St Maarten to check into the country and start our sailing adventure through the British Virgin Islands aboard our 46' yacht, Sailing Sunday. Over these next few videos we w...
We’re LEAVING!!! | Sailing Sunday | Ep.208
Sailing Sunday

We’re LEAVING!!! | Sailing Sunday | Ep.208

This week we get ready to set sail in the Caribbean. After Ryan returns home from filming on the TV Show Million Dollar Island in Australia & Brittni does her massive stint working with SXM Paws rescuing and rehoming both our own and SXM Paws Street dogs we prepare to set sail from St Martin to ...
Whats really been going on with us? | SAILING SUNDAY | Ep.207
Sailing Sunday

Whats really been going on with us? | SAILING SUNDAY | Ep.207

Discover truth we've kept hidden for the past 3 months, its probably not at all what you were expecting! In this week's episode of Sailing Sunday we bring you secrets, laughter, and even a few tears.You won't believe what Ryan has been up to!!! Join us for an epic rollercoaster ride...
WE|Sail 15 Minute Friday | Vol 3. – Boat Essentials
WE|Sail

WE|Sail 15 Minute Friday | Vol 3. – Boat Essentials

WE can't seem to manage to keep these extra videos down to 5 minutes so we're officially hanging it to 15 minutes FRIDAY! Here is another video for you and this one is all about the boat tools and essentials to have on boat for any projects or fix it issues on the boat. These are things t...
202. Our CAPTAIN Abandoned Ship! | SAILING SUNDAY
Sailing Sunday
201. Boat Jobs in Exotic Locations | SAILING SUNDAY
Sailing Sunday

201. Boat Jobs in Exotic Locations | SAILING SUNDAY

This week we pull into PDP Marina located in Sint Maarten to do a few boat jobs while working with the local SXM Paws who do amazing work with the street animals!
200. Navigating a SHIP GRAVEYARD | SAILING SUNDAY
Sailing Sunday

200. Navigating a SHIP GRAVEYARD | SAILING SUNDAY

This week we go under around and through the bridges in St Martin.
199. The Reality of 48 hours at Sea | Sailing Sunday
Sailing Sunday
198. Epic Beach Bar Showdown  |  SAILING SUNDAY
Sailing Sunday
197. A DAY IN THE LIFE on passage | Sailing Sunday
Sailing Sunday
196. Oh No! We ALMOST Lost Our Boat!!! | Sailing Sunday
Sailing Sunday
195. Uh oh SAILOR GIRL DOWN! | Sailing Sunday
Sailing Sunday
194. Charter Guest MUTINY | SAILING SUNDAY
Sailing Sunday
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