Watch Sailing & Boating Adventures Around the World – Page 5 of 11

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.

Showing 97-120 of 249 results
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!
Island Fun Day Gone WILD With Unexpected Twists!
Sailing Paradise Falls

Island Fun Day Gone WILD With Unexpected Twists!

Island Fun Day Gone Wild With Unexpected Twists! In this episode, our sailing family pick up two local children and a translator to join us as we sail in a rally (not a race) to Moorea. We are not big rally or racing people but this was honestly, one of our favorite things we have done. Great way to...
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...
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...
What’s REALLY Behind Our Return to Civilization?
Sailing Paradise Falls

What’s REALLY Behind Our Return to Civilization?

What's REALLY Behind Our Return to Civilization? #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist 🏆 Looking for boating spreadsheets, inside info or wanna help keep the dream alive? Support us on PATREON: ⚓Want to know what GEAR WE LOVE? C...
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...
Buddy Boating Makes Cruising SO Much Better!
Sailing Paradise Falls

Buddy Boating Makes Cruising SO Much Better!

Buddy Boating Makes Cruising SO Much Better! Cruising with buddy boats can be SO much fun! We are enjoying our time with SV Blown Away and SV Warrior. In this episode, we leave Raroia for a quick overnight sail to Tahanea. Here we enjoy dinners together and snorkeling this beautiful area. #sailing...
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.
Sailing Nuka Hiva to Tuamotus in 72 Hours EPIC Voyage!
Sailing Paradise Falls

Sailing Nuka Hiva to Tuamotus in 72 Hours EPIC Voyage!

Sailing Nuka Hiva to Tuamotus in 72 Hours EPIC Voyage! #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist 🏆 Looking for boating spreadsheets, inside info or wanna help keep the dream alive? Support us on PATREON: ⚓Want to know what GEAR WE LOVE? C...
The least romantic anniversary ever?
Gone with the Wynns

The least romantic anniversary ever?

So it’s our anniversary, and while this isn’t how we expected to celebrate, being practical can be kina sexy.  ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSI...
Causing Trouble Sailing Into Palawan
Gone with the Wynns

Causing Trouble Sailing Into Palawan

Join the Wynns sailing into the breathtaking beauty of Palawan. From navigating hidden hazards to exploring secluded beaches and meeting new friends along the way, their latest adventure promises an unforgettable journey!
What’s REALLY Happening When Plans Change Suddenly?
Sailing Paradise Falls

What’s REALLY Happening When Plans Change Suddenly?

What's REALLY Happening When Plans Change Suddenly We enjoy and AMAZING Polynesian dinner and dancing to get an emergency phone call that our boat is swinging too close for comfort. We scramble to get back to the boat and decide that the best choice of action is to set sail IN THE MIDDLE OF THE...
The Island Of No Return (Sailing the Philippines)
Gone with the Wynns

The Island Of No Return (Sailing the Philippines)

Gone with the Wynns embarks on an incredible sailing adventure to the Island of No Return (Kona, Philippines) in search of history and hidden gems. Uncover a fascinating past filled with resilience, hope, and a remarkable local community's journey from stigma to vibrancy!
The Shocking Truth About BROKE Situations Nobody Warns You About
Sailing Paradise Falls

The Shocking Truth About BROKE Situations Nobody Warns You About

Are You Ready for the UNEXPECTED Challenges of Tahuata & Hiva Oa? After crossing the Pacific Ocean we are faced with a HUGE set back - our 5k Victron inverter dies and we have to use our ALL our available resources. #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife...
Why We Did NOT Register Our Boat In The USA
Gone with the Wynns

Why We Did NOT Register Our Boat In The USA

Discover why Gone with the Wynns chose not to register their boat in the US upon pickup. Learn about their decision to opt for foreign registration instead, and what that means for them on the open water.
Huge Waves and Broken Gear! Can We Survive the Night?
Sailing Paradise Falls

Huge Waves and Broken Gear! Can We Survive the Night?

Huge Waves and Broken Gear! Can We Survive the Night? Days 15 - 21 of our Pacific Ocean crossing. We resurrect our parasailor only to find the scratches from the hull, when she went into the ocean from Jamaica to Grand Cayman, turned into tears after being stretched. Unexpected weather and emotion...
Inside The Philippines Most Dangerous Wild Food
Gone with the Wynns

Inside The Philippines Most Dangerous Wild Food

Join us as we explore the fascinating world of the cashew business in the Philippines, where entrepreneur Raul has revolutionized the industry by establishing a fair trade processing facility that benefits both local gatherers and international markets. Uncover the secrets behind his successful oper...
Our Boat Is Leaking and We’re Miles From Land!
Sailing Paradise Falls

Our Boat Is Leaking and We’re Miles From Land!

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist Ou boat is leaking and we're miles from land. Leaving Panama to CROSS the PACIFIC Ocean was WAY more difficult than we anticipated. Our weather window was closing and we were still waiting on last minute...
Turning Inconvenience Into An Adventure
Gone with the Wynns

Turning Inconvenience Into An Adventure

Jason and Nikki of Gone with the Wynns find themselves in a whirlwind adventure when they decide to embark on a 70 km bicycle journey across challenging terrain to renew their visas before expiry. This exciting tale takes readers through their struggles, hilarious moments, unexpected encounters, and...
Learning How to Sail (again)
Gone with the Wynns

Learning How to Sail (again)

Join the Gone with the Wynns on their captivating sailing voyage, where they tackle their first offshore passage, showcasing an electrifying blend of skill and resilience amidst unpredictable winds, shifting currents, and hidden coral reefs. Immerse yourself in the untold stories behind their transf...
Our SCARIEST Sail Across the Caribbean Sea
Sailing Paradise Falls

Our SCARIEST Sail Across the Caribbean Sea

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist Our SCARIEST Sail Across the Caribbean Sea - Grand Cayman to Panama 🏆 Looking for boating spreadsheets, inside info or wanna help keep the dream alive? Support us on PATREON: ⚓Want to know what GE...
Finding Sunken Treasure In The Philippines
Gone with the Wynns

Finding Sunken Treasure In The Philippines

Treasure hunting could be our new gig! Get a year supply of vitamin D3+K2 & 5 travel packs FREE with your first purchase: ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAG...
Unexpected Stop Reveals the MOST Incredible Experiences!
Sailing Paradise Falls

Unexpected Stop Reveals the MOST Incredible Experiences!

Last week we sailed from Georgetown, Bahamas to Port Antonio, Jamaica our SECOND country on our world navigation. We stayed at a marina for the first time in 4 months due to the cost of anchoring was almost as much as the marina. We covered a lot in 9 days. By renting a car we were able to drive to ...
Our New Hybrid-Electric Catamaran (HH44 full tour)
Gone with the Wynns

Our New Hybrid-Electric Catamaran (HH44 full tour)

Full Tour of our New HH44 Catamaran. Let our sponsor BetterHelp connect you to a therapist who can support you, all from the comfort of your own home. Visit and enjoy a special discount on your first month. ☝Full Details On CURIOSITY ❤ Join Our Crew! ❤ For exclusive content, behind the scenes &a...
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