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 60 results
Furling an unfurlable sail before the next storm comes in – sailing an adventure in Panama
SAILING into FREEDOM

Furling an unfurlable sail before the next storm comes in – sailing an adventure in Panama

Just before arriving to see Margarida I was hit by several squalls and the furler got jammed in both directions - I could not furl or unfurl the genoa. This video is about what I did to recover the sail. It is not the best solution. Squalls were coming through every hour or so and it was the best t...
Can We Do This Forever? Sailing FAST & Living Slow! – Spinnaker Sailing in St. John USVI [Ep. 20]
Sailing Sweet Ruca

Can We Do This Forever? Sailing FAST & Living Slow! – Spinnaker Sailing in St. John USVI [Ep. 20]

We make our final push sailing into St. Thomas US Virgin Islands during a squally night. We have some special visitors, but first, we catch up on some boat work, fixing some not so fun problems. We visit St. John USVI for some fun with friends and do some swimming and snorkeling. Two sailboats on th...
Are We CRAZY? Sailing in GALE FORCE Winds – 700mi to USVI [Ep. 19]
Sailing Sweet Ruca

Are We CRAZY? Sailing in GALE FORCE Winds – 700mi to USVI [Ep. 19]

The Thorny Path...no way! We send it downwind in a gale to attempt to sail nonstop from Eleuthera Bahamas to St. Thomas USVI. We go from foul weather gear to bathing suits, again! This isn't the way the books say to cruise, but we think we found a better way. Did we? Track us on our website! ...
Force 10 Storm | Four days of Hell | Sailing Sunday Ep. 88
Sailing Sunday

Force 10 Storm | Four days of Hell | Sailing Sunday Ep. 88

LIKE & SUBSCIRBE TO FOLLOW OUR JOURNEY Big ass storm in Italy... Good times... SEE THE EXTENDED VERSION HERE ON PATREON: If you LOVE what we do, Patreon is a platform to further support our video production :) INSTAGRAM: @sailing_sunday @brittnimoffatt @ryanweepers @jacksontheshepherdx @Fi...
Dragging anchor and smashing into a pier in the Dry Tortugas
Sam Holmes Sailing

Dragging anchor and smashing into a pier in the Dry Tortugas

Back to the keys for more fun. We find and uninhabited islands for ourselves, drag anchor, and encounter my first 50kt squall! [email protected] If you’re interested in contributing, links for patreon, venmo or paypal are below: Follow me on instagram @SamHolmesSailing
Shredded Sail and A Stalking Shark | 71 | Beau and Brandy Sailing
Beau and Brandy Sailing

Shredded Sail and A Stalking Shark | 71 | Beau and Brandy Sailing

Shredded Sail and a Stalking Shark 71 | Beau and Brandy Sailing Finally! We're off to Ile la Vache. We avoided a few crab pots on the way out of the bay. But it was a very slow sail out, but once we rounded the corner the wind picked up. We We're cruising at 6-7 knots. I put a reef in the...
Hit by a DANGEROUS Squall || Sailing Cuba || S03E42
Sailing Project Atticus

Hit by a DANGEROUS Squall || Sailing Cuba || S03E42

We get nailed by a squall and pinned to a concrete dock AGAIN! After collecting ourselves, we finally prep Atticus and round the Western tip of Cuba, hoping that our weather routing will help us avoid the dangerous seas that the cape is known for. Did you like this video? Please don’t forget to g...
Bienvenido a Culebra! (Calico Skies Sailing Ep. 13)
Calico Skies Sailing

Bienvenido a Culebra! (Calico Skies Sailing Ep. 13)

The tiny island of Culebra packs a big punch - From the incredibly clear and beautiful greeny-blue water full of sea life to the numerous chill bars with easy dinghy access, we couldn't have asked for more from our very first Puerto Rican experience. While there, we also paid a visit to the fab...
Hit by a Squall! – S4:E02
Sailing Doodles

Hit by a Squall! – S4:E02

We sail to the Florida keys from fort Lauderdale and Miami and get hit by a pretty strong Squall! This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate Via Paypal to help us get a new drone: Check out Guns and Hoses an...
Neighbor Island’s: Same Caribbean, Different Worlds (Calico Skies Sailing Ep. 12)
Calico Skies Sailing

Neighbor Island’s: Same Caribbean, Different Worlds (Calico Skies Sailing Ep. 12)

It's hard to top the enchanting Indian River we explored in last week's episode but our discovery of an incredible waterfall just inland from our anchorage here in Dominica might be the islands best surprise yet. It's our last bit of tropical jungle exploration before setting off on a...
Welcome to the Jungle (Calico Skies Sailing Ep. 11)
Calico Skies Sailing

Welcome to the Jungle (Calico Skies Sailing Ep. 11)

It's all fun and games in the exotic Caribbean island of Dominica. In this episode we make the 36 hour sail from Grenada and arrive into a mountainous island covered in rain forest and dense, tropical jungle. The first thing we do is take a trip via rowboat up the enchanting Indian River where ...
We are a Sailboat Again! (Calico Skies Sailing Ep. 10)
Calico Skies Sailing

We are a Sailboat Again! (Calico Skies Sailing Ep. 10)

This week we FINALLY finish boat repairs: Calico Skies has never been in better shape, and we've never been more excited! We still need to prepare for departure though, which means provisioning (aka buying lots of chocolate), cleaning the boats anchor chain and bottom to remove growth, and sque...
When Opportunity Knocks we Top Up the Cruising Kitty (Calico Skies Sailing Ep. 9)
Calico Skies Sailing

When Opportunity Knocks we Top Up the Cruising Kitty (Calico Skies Sailing Ep. 9)

This week we take on a couple of odd jobs to help offset the cost of transatlantic boat repairs. We also make time to explore Grenada's north shore and make a trip to a stunning deserted island off the coast. As per usual, there's also more boat repairs made to Calico Skies who's in ...
Chocolate, Rum and Our Golden Ticket (Calico Skies Sailing Ep. 8)
Calico Skies Sailing

Chocolate, Rum and Our Golden Ticket (Calico Skies Sailing Ep. 8)

This week we learn how rum is made, tour a chocolate factory and find our very own golden ticket when our Amazon order arrives and it's everything we've ever dreamed of and more! We also continue repairing breakages from the transatlantic and move one step closer to becoming a sailing vess...
The Cruising Life: Fixing the Boat in Exotic Places (Calico Skies Sailing Ep. 7)
Calico Skies Sailing

The Cruising Life: Fixing the Boat in Exotic Places (Calico Skies Sailing Ep. 7)

It's time to get moving on boat repairs after our big transatlantic passage. But like anything in life, its all about balance. In this episode we tackle sail repairs and a solar panel installation but also make our way deep into Grenada's lush, tropical jungle for a hike to one of the isla...
Minisode 1: Island Hopping: Sailing the Caribbean Sea
Calico Skies Sailing

Minisode 1: Island Hopping: Sailing the Caribbean Sea

We had a beautiful 300 mile, 45 hour sail from Guadeloupe to Puerto Rico in ideal Caribbean sea conditions. Check out the highlights in this 'Mini-sode' and get a glimpse of our sailing journey as a crew of two in this real time clip. More to come when we put together the full Episode! -~...
Anchors down! Welcome to the Caribbean (Calico Skies Sailing Ep. 6)
Calico Skies Sailing

Anchors down! Welcome to the Caribbean (Calico Skies Sailing Ep. 6)

A celebration is in order after arriving to the Caribbean after almost 27 days at sea! In this episode excitement is at an all time high and it takes us some time to ease back into the good ole regular cruiser life. -~-~~-~~~-~~-~- Thanks to our Patrons! Enjoying our channel? Consider joining the...
Trans-Atlantic Arrival: Land Ho!! (Calico Skies Sailing Ep. 5)
Calico Skies Sailing

Trans-Atlantic Arrival: Land Ho!! (Calico Skies Sailing Ep. 5)

We're on the home stretch of this mammoth journey and time seems to stand still until all at once and in an instant we experience what it feels to see land after nearly a month at sea. -~-~~-~~~-~~-~- Thanks to our Patrons! Enjoying our channel? Consider joining the Calico Skies Patreon fami...
Trans-Atlantic: Tough Stuff (Calico Skies Sailing Ep. 4)
Calico Skies Sailing

Trans-Atlantic: Tough Stuff (Calico Skies Sailing Ep. 4)

We're at the mercy of Mother Nature when rough weather brings breakages, leaks, and a whole lot of discomfort. -~-~~-~~~-~~-~- Thanks to our Patrons! Enjoying our channel? Consider joining the Calico Skies Patreon family for as little as $2 a month to get lots of extra goodies :) -~-~~-~~~...
Sailing into a NIGHT SQUALL!!!!  Life in the ITC ZED-  Sailing Vessel Delos Ep. 193
Sailing SV Delos

Sailing into a NIGHT SQUALL!!!! Life in the ITC ZED- Sailing Vessel Delos Ep. 193

NIGHT SQUALL!!!!! On day 9 of a 1,400 mile passage we get hit in the middle of the night by a massive squall! The wind is hitting a solid 45 knots and the rain is driven so hard it’s blinding us. We accidentally jibe, take a wave in the salon hatch, and it takes all hands on Deck to get Delos un...
So schön kann Segeln sein – ETMAL Rekord nach Bonaire -Blauwassersegeln Karibik || Sailing 7seas #47
BootsProfis

So schön kann Segeln sein – ETMAL Rekord nach Bonaire -Blauwassersegeln Karibik || Sailing 7seas #47

Segeln ist einfach geil! Unsere Karibikrunde geht weiter: Von Grenada zu den ABC Inseln! Noch schnell mal eben das Kühlwassersystem gefixt und dann ging's los in Richtung Bonaire! Knapp 3 Tage sind wir auf dem Wasser gewesen und wir hatten wirklich richtig gute Bedingungen. Das war die wohl sch...
When the sailing gets rough – Sailing Tarka Ep. 7
The Adventures of Tarka

When the sailing gets rough – Sailing Tarka Ep. 7

Proceeds from this video will go to the Coral Reef Alliance, but you can also support me directly (and specifically the production of these videos) by becoming a Patron: Tarka is a 1973 Albin Vega 27 (8.2m) that I bought sight-unseen and without sailing experience on the island of St. Martin in Ap...
BLITZeinschlag im Sturm & DIESELPEST | Von Trinidad nach Grenada || Sailing 7seas#45
BootsProfis

BLITZeinschlag im Sturm & DIESELPEST | Von Trinidad nach Grenada || Sailing 7seas#45

Jap...Der Titel sagt ja schon alles... Als unsere 7seas nach Abschluss der Arbeiten wieder im Wasser saß, wollten wir Trinidad wieder ganz schnell Richtung Grenada verlassen. Wir sind also unter Motor zwischen den Inseln vor Trinidad hindurch manövriert, als wir aus unserem Auspuff blauen Rauch beme...
Mal NUR Segeln! Karibik: Von Tobago nach Trinidad – Gastauftritt: die Kakerlake || Sailing 7seas #42
BootsProfis

Mal NUR Segeln! Karibik: Von Tobago nach Trinidad – Gastauftritt: die Kakerlake || Sailing 7seas #42

Nach unserem einmalig tollen Besuch von Tobago mit genialen Erlebnissen sind wir mit 3 anderen Schiffen zusammen nach Trinidad aufgebrochen. Das Schiff muss raus, Antifouling und mehr muss neu gemacht werden. Hier also mal ein komplettes Video nur beim Segeln! ;) Hinter Tobago war der Wind ziemlich ...
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