Watch Sailing & Boating Adventures Around the World tagged “Living on a sailboat” – Page 17 of 138

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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The CRUISING life is great in BALTIMORE [E298]
Wildly Intrepid Sailing

The CRUISING life is great in BALTIMORE [E298]

Join Wildly Intrepid Sailing for an unforgettable journey through the bustling streets and tranquil waters of Baltimore, experiencing the unique blend of cruising, exploration, and local culture that defines this vibrant city on the water. Immerse yourself...
Dropping the masts on our Sail Boat in Mexico Ep 415
Sailing Catalpa

Dropping the masts on our Sail Boat in Mexico Ep 415

Sailing Catalpa team is at it again, dropping the masts on their sailboat in Mexico! In this captivating episode, follow along as they tackle challenges to remove both masts of their catamaran. Watch the process and discover how it unfolds with professiona...
Sailing 469 Miles For Warranty Work
Gone with the Wynns

Sailing 469 Miles For Warranty Work

Join Gone with the Wynns on an exhilarating voyage where they sail 469 miles, navigating through obstacles while keeping their focus on reaching a crucial boat yard for warranty work. Experience their dedication to documenting every aspect of this remarkab...
SAYING GOODBYE TO OUR BOAT (NOT CLICKBAIT) – Ep 200
Sailing Jibsea

SAYING GOODBYE TO OUR BOAT (NOT CLICKBAIT) – Ep 200

In this episode, Sailing Jibsea says an emotional goodbye to their trusty boat Gypsy as they prepare for unexpected changes during hurricane season. Join them on their exciting journey as they navigate the intricate Intra Coastal Waterway and empty out eve...
Simple Life at SEA ⛵ Why do we Sail? E.111
Sailing SV CUBA

Simple Life at SEA ⛵ Why do we Sail? E.111

Sailing SV CUBA embarks on an unforgettable adventure through Puerto Rico, where they face unexpected obstacles. Experience their journey as they tackle the challenge of passport issues in this tropical paradise.
We ran out of water on the Delaware Bay [E297]
Wildly Intrepid Sailing

We ran out of water on the Delaware Bay [E297]

This captivating account shares the trials and triumphs of a family's boating journey on the Delaware Bay, highlighting how they overcame the challenge of running out of water while sailing. An inspiring tale for any boater or adventurer!
Preparing our Sail Boat to cross oceans Ep 414
Sailing Catalpa

Preparing our Sail Boat to cross oceans Ep 414

The Sailing Catalpa family shares their exciting journey in preparing their sailboat for an ocean crossing. In this episode, they discuss the process of inspecting the Mast and rigging to ensure seaworthiness.
Time For Some Warranty Work
Gone with the Wynns

Time For Some Warranty Work

Gone with the Wynns continues to explore the stunning Palawan Province in the Philippines but as they prepare for a longer sail they realize it's time to do some much needed warranty work on their boat. Join them as they take time out of sailing across the...
OFFSHORE SAIL: KNOWING WHEN TO DUCK IN – Ep 199
Sailing Jibsea

OFFSHORE SAIL: KNOWING WHEN TO DUCK IN – Ep 199

Learn more and get your Ranvoo Aice Lite Neck Air Conditioner here: Amazon: https://s.whaee.com/K1PoZ9S Official website: https://us.ranvoo.com/SailingJibsea-AL - Use our coupon code 10jibsea for 10% off Join us as we sail out of Port Everglades Inlet in...
LIVE! This SUNDAY 7/14 @ 3:30PM EST – SailAway and RISE GRENADA! | SailAway
SailAway World Sailing

LIVE! This SUNDAY 7/14 @ 3:30PM EST – SailAway and RISE GRENADA! | SailAway

SailAway World Sailing is set to join an all-day YouTube charity event, Rise Grenada, happening this Sunday starting at 10:00 a.m. The live marathon aims to raise aid and funds for those in Grenada severely impacted by Hurricane Barrel. Tune in at 3:30 PM ...
Living on our dream boat A 50 foot aluminium Catamaran Episode 297
Sailing Catalpa

Living on our dream boat A 50 foot aluminium Catamaran Episode 297

In this captivating video episode, discover what it's like for the Sailing Catalpa family to live on their dream boat, a stunning 50-foot aluminum catamaran. Follow them through their enchanting journey as they navigate Indonesian waters, revel in idyllic ...
SOME Experiments FAIL – Classic Catamaran RENOVATION | SailAway 279
SailAway World Sailing

SOME Experiments FAIL – Classic Catamaran RENOVATION | SailAway 279

SailAway World Sailing presents a captivating update on their ongoing catamaran renovation project. Join in as they embark on an exciting vinyl wall experiment, showcasing various techniques to transform River's room aboard the vessel.
FULL BOAT TOUR [$7,000 Concrete Sailboat] Man Living In Paradise for $0.00
Adventureman Dan

FULL BOAT TOUR [$7,000 Concrete Sailboat] Man Living In Paradise for $0.00

Watch this captivating YouTube video about Blake Sparrow's journey from Louisiana to the US Virgin Islands. See how he transformed a $7,000 homemade concrete sailboat into his dream home at sea. Explore the unique challenges and adventures that await those...
Letting Locals Sail Our New Boat
Gone with the Wynns

Letting Locals Sail Our New Boat

Join the Wynns as they sail with locals in Palawan, experiencing Filipino culture through amazing food, hospitality, and new friendships. Witness their unforgettable journey on a catamaran, exploring the stunning waters of the Philippines. This episode hig...
BOAT LIFE Upwind 😕 Something is WRONG! E110
Sailing SV CUBA

BOAT LIFE Upwind 😕 Something is WRONG! E110

When sailing enthusiasts on the Sailing SV CUBA channel encounter a major obstacle - a malfunctioning main sail - they have to act fast. Learn more about this frustrating challenge in our latest blog post.
LIVE STREAM Hurricane Update @ 5pm EST TODAY 6/30/24 – CRUISERS in a SCRAMBLE
SailAway World Sailing

LIVE STREAM Hurricane Update @ 5pm EST TODAY 6/30/24 – CRUISERS in a SCRAMBLE

In this live stream update from St Martin, we share details on the latest tracking of Hurricane X and its potential effects on the lower Antilles and beyond. As cruisers ourselves, we discuss our preparations and offer advice for fellow sailors in light of...
The untold story of What happened to Catalpa | ONE HOUR Raw and Unfiltered Ep 296
Sailing Catalpa

The untold story of What happened to Catalpa | ONE HOUR Raw and Unfiltered Ep 296

Embark on a gripping storytelling experience with the untold story of Catalpa. Witness the raw emotions and the beginning of a new adventure as the Sailing Catalpa family prepares to part ways with their beloved boat and sets sail towards uncharted waters.
1000 Year Old Philippines Design (reviving the lost art of sailing)
Gone with the Wynns

1000 Year Old Philippines Design (reviving the lost art of sailing)

Witness the revival of a 1,000-year-old Philippine sailing design as Hir Paduga masterfully navigates the islands using only wind power. Explore the harmony between Filipino people and their oceanic heritage through this incredible journey on the sea.
WE WEREN’T PREPARED FOR THIS SAIL | RAW & UNFILTERED – Ep 197
Sailing Jibsea

WE WEREN’T PREPARED FOR THIS SAIL | RAW & UNFILTERED – Ep 197

After spending a memorable two months sailing the Bahamas, we're down to our final sail before crossing the Gulf Stream to Florida. Our passage doesn't go according to plan and we push onwards while trying to time our arrival into the inlet in Fort Lauderd...
InMotion E20 REVIEW – An Electric Unicycle For The FAMILY! | SailAway REVIEWS
SailAway World Sailing

InMotion E20 REVIEW – An Electric Unicycle For The FAMILY! | SailAway REVIEWS

A FAMILY E-Unicycle?? We've reviewed a few E-vehicles at this point, but this thing kinda blows our minds. We may not have our flying cars and hover boards of the future yet, but this thing feels like a step in the right direction! Enjoy!! And be sure ...
FIRST Sail on the Ocean with our C&C Landfall 43 [E296]
Wildly Intrepid Sailing

FIRST Sail on the Ocean with our C&C Landfall 43 [E296]

Embark on an adventure with Wildly Intrepid Sailing as they take their C&C Landfall 43 yacht into the ocean for the first time. Watch as they overcome challenges like tangled fishing line, revel in a peaceful sunrise sail, spot dolphins, and enjoy deli...
one of the BEST SKILLS for LIFE on a SAILBOAT | SailAway 278
SailAway World Sailing

one of the BEST SKILLS for LIFE on a SAILBOAT | SailAway 278

Learn crucial sailing boat skills to ensure a successful living experience on the water. Explore practical tips from seasoned sailors for mastering everyday challenges of sailboats.
Mexico on the hard | what else do we do here Ep 413
Sailing Catalpa

Mexico on the hard | what else do we do here Ep 413

Discover the lively and diverse experiences the Sailing Catalpa family enjoys while their boat is on the hard stand in Mexico. From beach visits and playing at the skate park to welcoming a new feline member, they stay busy preparing for their next sailing...
The Boat Yard Blues
Gone with the Wynns

The Boat Yard Blues

Explore the realities of yacht maintenance with Gone with the Wynns in their latest video, The Boat Yard Blues. Watch as they tackle warranty service setbacks, uncovering how patience and wisdom guide their journey. A must-see for all sailing enthusiasts!
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