Watch Sailing & Boating Adventures Around the World – Page 2 of 3

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 25-48 of 57 results
How Much $ Does It Cost to Charter a Catamaran in the Caribbean? – S4EP18
Taylor’s Travels

How Much $ Does It Cost to Charter a Catamaran in the Caribbean? – S4EP18

Get up to 40% OFF your next charter with Navigare Yachting: In this episode we continue our charter with Navigare Yachting in the beautiful BVI's. We explore the famous Baths and sail to Anegada where we rent mopeds to tour around on land. Thanks for watching! SUBSCRIBE so you don't miss...
BOAT TOUR: Bali 4.2 – Chartering a Catamaran in the BVI’S – S4EP17
Taylor’s Travels

BOAT TOUR: Bali 4.2 – Chartering a Catamaran in the BVI’S – S4EP17

Get up to 40% OFF Navigare Yachting Charter: In this episode we share how YOU can live the dream of sailing a catamaran in the Caribbean with Navigare Yachting! Chartering is a great way to get into sailing if you've been wanting to start but don't know how or where. Even for experienced...
Answering All YOUR Questions! Why did we sell? Pregnancy? What’s next? – S4EP16
Taylor’s Travels

Answering All YOUR Questions! Why did we sell? Pregnancy? What’s next? – S4EP16

In this episode we address a lot of questions/concerns/assumptions that so many of YOU commented on the last video. Although this is not my normal adventurous style of video - we wanted to make a dedicated video to chat with you all and clear the air, hopefully allowing you some insight into our liv...
The End of an Era. I Sold My Sailboat – S4EP15
Taylor’s Travels

The End of an Era. I Sold My Sailboat – S4EP15

This episode was an emotional one to make to say the least. We haul out Gypsy Moon at Spice Island Marine in Grenada one last time to get her ready for the potential buyers to survey and inspect. All went well and Gypsy Moon has now found her new owners! This process happened so fast and was a lot t...
Did We Just Find Our Next Boat?! – S4EP14
Taylor’s Travels

Did We Just Find Our Next Boat?! – S4EP14

In this episode we fly to France with @OddLifeCrafting to attend the International Multihull Show in La Grande Motte. We are going aboard a lot of different catamarans and trimarans to really get a good look up close, in person look at all the details so we can get a sense of our like/dislikes of ea...
We Have Some BIG NEWS! – S4EP13
Taylor’s Travels

We Have Some BIG NEWS! – S4EP13

Check out the BRNKL System here: In this episode we share some big news - we are SELLING Gypsy Moon. It's been an emotional roller coaster to come to this decision, but it is the only way we can move forward to something new. We also take you through the full install of our BRNKL Security syst...
Spend 36 Hours at Sea with Us! – S4EP12
Taylor’s Travels

Spend 36 Hours at Sea with Us! – S4EP12

Blu3 Nomad portable diving system: In this episode we set sail on a 36 hour passage to St.Martin! We had an amazing sails with beautiful conditions, but our autopilot fails on route leaving us to hand steer for 24 hours. Upon arrival we have to navigate through a busy, narrow and shallow bridge to...
Goodbye’s Never Get Any Easier😢 – S4EP11
Taylor’s Travels

Goodbye’s Never Get Any Easier😢 – S4EP11

In this episode we explore Martinique by sea and by land - we rent a car to be able to drive around and see more of the island for Cass' last day. The sad day comes to drop her off at the airport and say goodbye after an amazing time spent together. She is the best crew and best friend I could ...
Her FIRST OVERNIGHT Sail – S4EP10
Taylor’s Travels

Her FIRST OVERNIGHT Sail – S4EP10

In this episode we set sail from Bequia to the french island of Martinique! As this would be Cass' first overnight sail we take time to prep everything like food and filling up with water before setting off. We were blessed with amazing conditions for this sail, that is until the wind picked up...
7 DAYS OFFSHORE | Sailing to the Caribbean
Holly and Ray

7 DAYS OFFSHORE | Sailing to the Caribbean

Another week-long passage for Sabado and crew.⛵️This week, we sailed from Exuma, Bahamas (Emerald Bay Marina) to St. Thomas, US Virgin Islands! We motored through low winds and sailed through the evening squalls when we could. In total, the trip took us 7 days. This was Holly’s longest sail to date...
A POD OF DOLPHINS surrounds our boat! | Makua Bay Anchorage, Oahu | Ep. 02
The Hawaii Cruisers

A POD OF DOLPHINS surrounds our boat! | Makua Bay Anchorage, Oahu | Ep. 02

Our very first anchorage⚓️ The sail was our longest one yet clocking in at about 75 nautical miles round trip. Once we arrived at our destination, we dropped anchor, swam around the boat, had some sun downers on the bow, cooked venison tacos in our galley, looked up at the millions of stars above ...
SAILING AROUND CAPE HATTERAS
Holly and Ray

SAILING AROUND CAPE HATTERAS

Join us for a 3 day sail from Brunswick, Georgia to Norfolk, Virginia! Along the way we caught 4 fish, saw lots of dolphins, and passed the famous Cape Hatteras Diamond Shoal Lighthouse. 🌊 Check out our Blog! Follow us on Instagram! @sv_sabado Shop our gear! **As Amazon associates, we earn fr...
OVERNIGHT SAIL Back to the USA
Holly and Ray

OVERNIGHT SAIL Back to the USA

This week we sailed from Shroud Cay to Nassau, then from Nassau to Palm Beach, Florida- officially ending our season of sailing in the Bahamas. Along the way we dealt with some insurance issues, a partially sunken adrift yacht, several squalls, and a minor injury... but, we made it back to the USA s...
JUST YOU AND ME, 24 HOURS AT SEA
Gone with the Wynns

JUST YOU AND ME, 24 HOURS AT SEA

Our first overnight passage in almost 2 YEARS!! Get Surfshark VPN at - Enter promo code WYNNS for 83% off & 3 extra months for free! ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Soci...
Our First Overnight Sail😳⛵️ Bimini to Highbourne Cay Ep.18
Sailing Zola

Our First Overnight Sail😳⛵️ Bimini to Highbourne Cay Ep.18

Thanks SO much for watching! Hit the like and Subscribe buttons to support us and motivate us to keep going🤗 Follow us on Instagram❤️ Become a Patron for early access to videos and daily updates🤍
Won’t be able to repair this AGAIN, Gone with the Wind | Beau and Brandy Sailing
Beau and Brandy Sailing

Won’t be able to repair this AGAIN, Gone with the Wind | Beau and Brandy Sailing

MANY thanks to all our amazing patrons, that really go above and help make these videos possible. Ep 154 We will always love exploring these beautiful islands, the interesting landscape, the beautiful architecture, the friendly locals, the tasty food, but in the end, we love to sail. After expl...
346 Nm Non-stop SAIL | NO engine into Florida [Ep 136]
Wildly Intrepid Sailing

346 Nm Non-stop SAIL | NO engine into Florida [Ep 136]

What a crazy journey this 346Nm non-stop sail without engine was. The most stressful part being entering the Ponce inlet at night in big swell without an engine. We really wanted to make it as far North as possible up the Florida coast to fix our Yanmar engine while hurricane season was starting. It...
12 Knots on a Hunter 33 across the GULF STREAM [Ep 135]
Wildly Intrepid Sailing

12 Knots on a Hunter 33 across the GULF STREAM [Ep 135]

Time to leave the Bahamas for an intense 3 days sail without engine up the Gulf Stream back to the US. Trying to time a weather window was a challenge in itself but eventually one, although not the best, presented itself. Hurricane season was approaching and we really needed to get back to the Unite...
CAN WE ANCHOR HERE? (port is closed) | Sailing Beau and Brandy
Beau and Brandy Sailing

CAN WE ANCHOR HERE? (port is closed) | Sailing Beau and Brandy

MANY thanks to all our amazing patrons, that really go above and help make these videos possible. Ep 144 Heading into the unknown, as we do an overnight sail to the tiny island of Statia. If you would have asked us a month or two ago, we didn’t even know this island existed. The ports are still ...
What Am I Sailing Into Next? | When The World Changed Forever | Winded Voyage 4 | Episode 76
Winded Voyage Sailing

What Am I Sailing Into Next? | When The World Changed Forever | Winded Voyage 4 | Episode 76

One of the toughest place to sail is Cape Verde. Strong winds, current and nasty waves makes it very challenging for sailors. And this is no exception for me. We start off in perfect conditions. Sail through the night with almost no wind and wake top to dolphins. Then it gets interesting. We're...
After Dark Sailing – Rounding The Legendary Cape Maleas On The Way To Porto Heli, Greece
Sailing Two Get Lost

After Dark Sailing – Rounding The Legendary Cape Maleas On The Way To Porto Heli, Greece

The link to the lightning website we check daily - or www.blitzortung.org After dark sailing along Greece's coastline. We set off on a day sail around the legendary Cape Maleas, and end up sailing overnight all the way to Porto Heli in an attempt to avoid more high winds. Thanks for watchin...
OVERNIGHT SAILS and SUNRISE SURPRISES | 95 | Beau and Brandy Sailing
Beau and Brandy Sailing

OVERNIGHT SAILS and SUNRISE SURPRISES | 95 | Beau and Brandy Sailing

Overnight sail and sunrise surprises | 95 | Beau and Brandy Sailing When we set off from Florida on our sailing adventures, we knew that sailing overnights were going to be included. We actually really like sailing at night. Moonlight, stars, bioluminescence, quietness (sometimes :)). We kept all o...
Big STRUGGLE during Overnight Sail (bye auto pilot!!) 😳🤦‍ II Ep. 13 Indonesia , Sagar Rani Odyssey
L’Odyssée de Sagar Rani

Big STRUGGLE during Overnight Sail (bye auto pilot!!) 😳🤦‍ II Ep. 13 Indonesia , Sagar Rani Odyssey

" There's no problems: there is just an opportunity to grow stronger!'' ( Unknow author) After having a broken engine, now we have another big problem.... But this time, it happened at midnight during our overnight sail between Pulau Raas and Bawean, and we weren't pleased...
Passage Planning! Where to next? – Barefoot Sail and Dive Ep 23
Barefoot Travels

Passage Planning! Where to next? – Barefoot Sail and Dive Ep 23

Passage planning!! We've been discussing where we want to go after the Bahamas and it's hard to decide! There are so many opinions! Should we go to the BVI's or Grand Cayman! Watch the full episode to find out what we decide! Thank you to everyone who has subscribed! Don't forg...
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