Watch Sailing & Boating Adventures Around the World – Page 62 of 84

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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Sailing Lessons 101 and First Night on a Beneteau 440  |  ⛵ The Foster Journey
The Foster Journey

Sailing Lessons 101 and First Night on a Beneteau 440 | ⛵ The Foster Journey

We're finally learning how to sail! This is a two-day sailing lesson course for beginners called ASA (American Sailing Association) 101. We spend a few moments at the dock, then we learn to dock a sailboat, and then we learn to sail on a Beneteau 311. Capt Andy from Windward Seaventures was gr...
DAY FIVE!! WE MADE IT! 700-Miles From Bahamas to USVI | Riding Out The Pandemic | SailAway 99E
SailAway World Sailing

DAY FIVE!! WE MADE IT! 700-Miles From Bahamas to USVI | Riding Out The Pandemic | SailAway 99E

THE FINAL DAY!! Arriving in ST. THOMAS after 700 MILES and FIVE DAYS! We finally cruise into the USVI under cover of darkness, not knowing what we'll wake up to. En route, we show you more daily life, we battle fickel winds and anxieties over our dwindling fuel supply. Enjoy!! And be sure ...
DAY FOUR!! 700-Mile Ocean Passage – Exumas to USVI | Riding Out The Pandemic | SailAway 99D
SailAway World Sailing

DAY FOUR!! 700-Mile Ocean Passage – Exumas to USVI | Riding Out The Pandemic | SailAway 99D

DAY 4 of 700 Mile PASSAGE from EXUMAS to USVI APRIL 2020! Today we inch ever closer to the USVI and the uncertainty of what restrictions may await us in St. Thomas regarding COVID-19. We experience some fun ocean swells, pass over the 26,000 foot deep Puertorico Trench, and Zeke finally pees on t...
DAY THREE!! – 700 Miles From Bahamas to St. Thomas | Riding Out The Pandemic | SailAway 99C
SailAway World Sailing

DAY THREE!! – 700 Miles From Bahamas to St. Thomas | Riding Out The Pandemic | SailAway 99C

Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT EVERY FRIDAY! Cheers!! Thanks for watching SailAway, the travel documentary of an adventurous sailing couple, plus toddler and dog, sailing the world! [JOIN OUR CREW] Appreciate our videos? Then join our crew as a Patreon Patron and get FREE S...
DAY 2 – 700 Miles To St. Thomas | Escaping the Bahamas During COVID-19 | SailAway 99B
SailAway World Sailing

DAY 2 – 700 Miles To St. Thomas | Escaping the Bahamas During COVID-19 | SailAway 99B

DAY 2 of our 5 PART OCEAN PASSAGE SERIES!! 700 MILES to ST. THOMAS! This week we eat up more miles en route to St. Thomas as we escape the growing cruiser restrictions of the Bahamas. Part 2 of our 5 part one-a-day series. Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT EVERY FRIDAY! Cheer...
DAY ONE – Exumas to St. Thomas | 5 Day Ocean Passage Seeking Safe Harbor | SailAway 99A
SailAway World Sailing

DAY ONE – Exumas to St. Thomas | 5 Day Ocean Passage Seeking Safe Harbor | SailAway 99A

DAY ONE of 5 DAY OCEAN PASSAGE from EXUMAS to ST. THOMAS! This week we bring you a 5 part series of LAST WEEK'S passage from Cat Island, Exumas to St. Thomas, USVI. In the uncertain waters of the COVID-19 crisis, we found ourselves feeling a bit anxious in the Bahamas where we were feeling le...
Covid-19 Update #2 | Escaping the Bahamas – 700 Miles to St. Thomas | SailAway
SailAway World Sailing

Covid-19 Update #2 | Escaping the Bahamas – 700 Miles to St. Thomas | SailAway

We've escaped the Bahamas for the friendlier cruising atmosphere of St. Thomas. Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT EVERY FRIDAY! Cheers!! Thanks for watching SailAway, the travel documentary of an adventurous sailing couple, plus toddler and dog, sailing the world! [JOIN O...
TRAVELING 10,000 MILES TO SOUTH AFRICA
Gone with the Wynns

TRAVELING 10,000 MILES TO SOUTH AFRICA

Would you cross an ocean to see an old friend? We meet our sailing friends Rufus & Kate in their home country of South Africa, explore rugged coastlines, wine farms & find our inner caveman deep inside the Cango Caves. Full Scoop On Our Website: JOIN OUR CREW ⛵ OUR TOP CAMERA GEAR...
Beating Upwind to a BIG PROBLEM! – Lazy Gecko Sailing VLOG 134
Lazy Gecko Sailing & Adventures

Beating Upwind to a BIG PROBLEM! – Lazy Gecko Sailing VLOG 134

We depart Puerto Rico for the Virgin Islands, we've decided to stop and explore a beautiful island along the way. Come along with us as we beat upwind the whole way, get some fishing in and arrive safely at our new anchorage...Right before we encounter a big problem! Come for the ride! Want m...
Why We CAN’T Give Away Our Boat [Update] Learning the Lines
Learning the Lines

Why We CAN’T Give Away Our Boat [Update] Learning the Lines

Well, there's a global pandemic going on that's preventing us from being able to give away our sailboat at this moment. We're still giving away the boat, but it's going to have to happen once this global crisis gets better. Nevertheless, we've narrowed down the entries to ou...
THIS PONTOON BOAT IS INSANELY FAST!!! 62MPH
Gone with the Wynns

THIS PONTOON BOAT IS INSANELY FAST!!! 62MPH

The best of the Miami Boat Show! We drive the Tesla of the Ocean, a 62MPH pontoon boat, and a $3 MILLION dollar solar+lithium powered electric catamaran. GET SOCIAL 📱 WANT MORE? Here's the rundown on our favorites from the Miami International Boat Show: 00:01 Reminder – This was filmed ...
Goodbye Ruby Rose (And REAL TIME Update) | Sailing Ruby Rose Ep 113
Sailing Ruby Rose

Goodbye Ruby Rose (And REAL TIME Update) | Sailing Ruby Rose Ep 113

It's time to say goodbye to Ruby Rose for now and put her into storage for the winter months. We have no idea when- or if- we're going to sail her again, but hope to return for a cruise along Western France. However, with this evolving situation in the world right now, we have no choice bu...
How to Purge and Declutter for Life on a Sailboat |  ⛵ The Foster Journey
The Foster Journey

How to Purge and Declutter for Life on a Sailboat | ⛵ The Foster Journey

We really needed to embrace minimalism and downsize our house, so we started with a purge in the closet and declutter my clothes. After a few trips to goodwill, a garage sale, and a trip to the dump, we had to declutter the garage - thanks to some online sales - purge our house. It wasn't easy,...
Exumas BAT CAVE! and Fishing MAHI from a Sailboat | SailAway 98 | Sailing Around The World
SailAway World Sailing

Exumas BAT CAVE! and Fishing MAHI from a Sailboat | SailAway 98 | Sailing Around The World

JANUARY 2020 - This week we continue sailing south through the Exumas trying to escape the crazy winter weather systems and trying to beat the next 30 knot front. On the way down we discovered a crazy cave on Great Guana Cay that wound way down in the earth into utter darkness, where we met its inh...
WE’RE STRANDED IN FIJI!
Gone with the Wynns

WE’RE STRANDED IN FIJI!

After a 56+ hour flight from South Africa to get home to our sailboat in Tonga, we are quarantined in Fiji. Read the blog to get more of the scoop or Follow us on Instagram for more real-time updates With all the crazy that's happening in the world, our little travel saga is just a tiny gra...
Majestic Blowhole and Pampered Pigs! Liveaboard Sailing Exumas, Bahamas | SailAway 97
SailAway World Sailing

Majestic Blowhole and Pampered Pigs! Liveaboard Sailing Exumas, Bahamas | SailAway 97

BLOWHOLE at BLACKPOINT SETTLEMENT, EXUMAS! The famous SWIMMING PIGS and MORE! This week week leave Staniel Cay, Exumas to visit the famous swimming pigs at Big Majors Spot...because...everyone else has, we may as well too! After our fill of Piggyville, we sail south to Black Point Settlement and h...
6 Reasons Why Van Life SUCKS!
Gone with the Wynns

6 Reasons Why Van Life SUCKS!

We're on the road with my MOM & she's gone full-time Van Life! We're sharing some of the difficulties and struggles of moving into an RV. It's an awesome lifestyle but there are a few not-so-sweet realities that may help you decide if traveling in a Van is right for you. Get...
“QUIT JOB GO SAILING” TRAILER (Untie the lines)
Sailing Life on Jupiter

“QUIT JOB GO SAILING” TRAILER (Untie the lines)

Jupiter² was built in the Philippines by an Australian designer for Jamie. During his time away from work, Jamie lived on board and cruised South East Asia. But his life dream is to sail around the world. His plans came together at the end of 2018 when he met a Filipina lounge singer in China, wher...
Lagoon 380 – A Quick Boat Tour  |  ⛵ The Foster Journey
The Foster Journey

Lagoon 380 – A Quick Boat Tour | ⛵ The Foster Journey

The first thing we've learned about the sailboat community is - everyone is so friendly. The same is true for the owners of this Lagoon 380! We've been on their Lagoon 380 twice and just love the little touches they've added. Hopefully, you enjoy too! ____ My Camera Gear Camera, So...
UPS and DOWNS on a Liveaboard Sailboat – 30 Knot Winds and Thunderball Grotto | SailAway 96
SailAway World Sailing

UPS and DOWNS on a Liveaboard Sailboat – 30 Knot Winds and Thunderball Grotto | SailAway 96

30-KNOT WINDS for 4 DAYS! THUNDERBALL GROTTO and STANIEL CAY, EXUMAS!! This week we sail to Staniel Cay in the Exumas and settle in behind Thunderball Grotto for a 4 day stretch of 30 knot winds. Battered by winds and insane current, we become trapped in our liveaboard sailing life! In the midst...
WE MOVED INTO A VAN WITH MY MOM
Gone with the Wynns

WE MOVED INTO A VAN WITH MY MOM

My Mom has gone full-time #VanLife & we’ve moved in with her! For your chance to win an Escape to the Tropical Paradise of Tahiti and support a great cause, enter at Get the details on my mom’s #VanLife upgrades along with discount codes and links on our site: I’m proud that my mom’s gone f...
Living on a Sailboat in the Bahamas – Nassau to Exumas | SailAway 95
SailAway World Sailing

Living on a Sailboat in the Bahamas – Nassau to Exumas | SailAway 95

ANCHORED with CRUISE SHIPS! MASSIVE liveaboard provisioning and SAILING TO THE EXUMAS! This week we say goodby to our good friend Jeff (don't worry, he'll be back!) and see some less touristy parts of Nassau, including grocery shopping with the locals. We then chart a course and weave t...
Let Me Take You For a Ride – Lazy Gecko Sailing VLOG 131
Lazy Gecko Sailing & Adventures

Let Me Take You For a Ride – Lazy Gecko Sailing VLOG 131

Come cruise with us! We want to take you for a ride along the south coast of Puerto Rico! We'll cruise mangroves in a dinghy, deliver cupcakes cruiser style, enjoy early morning departures and sails to other anchorages! We'll enjoy little Puerto Rico towns, famous docks, see hurricane dama...
My Tiny Hometown
Gone with the Wynns

My Tiny Hometown

It’s been a long time since we’ve taken a road trip, much less gone "home".  And for the first time, Nikki is taking you home to meet the family. See her childhood hometown and our ride around the USA. #VanLife JOIN OUR SAILING CREW ⛵ MORE DEETS on the BLOG post: Nikki's Sister:...
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