Watch Sailing & Boating Adventures Around the World – Page 27 of 144

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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Solo Sailor Does EVERYTHING Herself! (She’s Done All The HARDEST Boat Projects!!!)
Adventureman Dan

Solo Sailor Does EVERYTHING Herself! (She’s Done All The HARDEST Boat Projects!!!)

The purpose of this video is to highlight the difficulty's and rarity of a woman doing all the hardest boat projects, all while living in a boatyard. And to encourage more women to follow in Nicole's independent can do attitude. To cast off the dock lines and set sail all on their own. Se...
“A shocking sight to sail by…” | Sailing Sitka Ep 126
Sailing Sitka

“A shocking sight to sail by…” | Sailing Sitka Ep 126

Sailing Sitka Episode 126: Leaving Barra Manzano & Exploring Shipwrecks - Join Canadian couple Jay and Kenna as they depart from Barra Manzano, Mexico after two weeks spent making new friends, partying, and eating great food. Setting sail for Manzano, 27 nautical miles away, they encounter a sho...
Life At Sea: Chill Mornings In The Galley
Gone with the Wynns

Life At Sea: Chill Mornings In The Galley

Ever wanted to learn how to make delicious homemade nut milk and enjoy a tasty cashew milk latte during your travels? Join us today on Gone with the Wynns as we share our simple yet luxurious recipe that's perfect for any morning routine or sailing voyage. Don't miss out – subscribe now!
HITTING RESET IN A NEW COUNTRY: Where we are & the status of Jibsea – Ep 201
Sailing Jibsea

HITTING RESET IN A NEW COUNTRY: Where we are & the status of Jibsea – Ep 201

Sailing YouTubers hit the reset button by purchasing a new sailboat in Panama. Follow their adventure, challenges, and excitement in this new sailing chapter.
The NATIONAL AQUARIUM is a must see in Baltimore [E299]
Wildly Intrepid Sailing

The NATIONAL AQUARIUM is a must see in Baltimore [E299]

For cruisers with kids like us, visiting the National Aquarium was amazing. It is a must do for all ages with its diversity of exhibits, a front row to sea life from around the world. We have been having so much fun while sailing in Baltimore that we ended up spending a few more days than expected. ...
Hurricanes, Lizards, and Sailboats, OH MY | SailAway 280
SailAway World Sailing

Hurricanes, Lizards, and Sailboats, OH MY | SailAway 280

In this week's episode of SailAway World Sailing, join the crew as they encounter unexpected challenges and enjoy thrilling moments while living aboard their sailboat in the Caribbean. Experience the thrill of surviving a hurricane, discover a hidden iguana, learn how to reinforce sun shades, e...
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 in the sights, sounds, and flavors of a dyn...
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 professional assistance and the help from a crane.
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 remarkable adventure as they test the limits of thei...
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 everything from Gypsy's storied past, culm...
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 region to make sure everything is in w...
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: Official website: - Use our coupon code 10jibsea for 10% off Join us as we sail out of Port Everglades Inlet in Fort Lauderdale, Florida as we take you on a 5 day offshore sail up the east coast of the states as we head ...
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 EST for their segment!
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 island experiences, and prepare for the...
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 willing to live life on their own term...
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 highlights the joy and beauty of sharing advent...
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 approaching storm. Watch to learn more ...
Sailing In A Hurricane (out-sailing hurricane Ian) Episode 5
Sailing Banana Pancakes

Sailing In A Hurricane (out-sailing hurricane Ian) Episode 5

In this episode we head to Honeymoon Harbor in the Bahamas. We realize the hurricane is changing course so we leave to the Berry Islands. The predicted winds and waves were not what they said they would be, and we beat into the wind the entire sail. What was supposed to be a half day sail took over ...
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.
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