Watch Sailing & Boating Adventures Around the World – Page 2 of 4

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 92 results
A Day in the LIFE! How to launch kites off a boat! | Sailing with Six | S2 E23
Sailing with six

A Day in the LIFE! How to launch kites off a boat! | Sailing with Six | S2 E23

San Blas Islands... a beautiful paradise in Panama, but the Guna Yala people are not governed by Panama and have their own laws and traditions that make it a very unique place to visit. The stunning scenery is something you would see on a postcard or travel ad. And the people are very industrious ...
BOAT LIFE: The DIRTY SECRET We All Struggle With | Harbors Unknown Ep. 79
Harbors Unknown

BOAT LIFE: The DIRTY SECRET We All Struggle With | Harbors Unknown Ep. 79

BOAT LIFE: The DIRTY SECRET We All Struggle With | Harbors Unknown Ep. 79 We’ve been cruising for 16 months now and it makes us proud to know that we generate our own power and make our own water, and as long as we provision enough food we can take our home so many places and experience the beauty ...
Realities of OFF-GRID LIVING and SAILING in San Blas Islands | Harbors Unknown Ep. 78
Harbors Unknown

Realities of OFF-GRID LIVING and SAILING in San Blas Islands | Harbors Unknown Ep. 78

Realities of OFF-GRID LIVING and SAILING in San Blas Islands | Harbors Unknown Ep. 78 The reality of off-grid living, especially as digital nomads, is we need internet and we need to eat, lol. So we had to head back to Linton Bay marina to use the internet and upload some videos. Fortunately on the...
SAILING, DIVING + Cooking in Paradise – BOAT LIFE in San Blas Islands | Harbors Unknown Ep. 77
Harbors Unknown

SAILING, DIVING + Cooking in Paradise – BOAT LIFE in San Blas Islands | Harbors Unknown Ep. 77

SAILING, DIVING + Cooking in Paradise - BOAT LIFE in San Blas Islands | Harbors Unknown Ep. 77 This week we spend our time doing what we set out to do when we embarked upon this lifestyle; sailed, connected with a local who took us diving for lobster and octopus, and cooked a delicious meal onboard...
BOAT LIFE DREAM Come True – San Blas Islands Panama | Harbors Unknown Ep.76
Harbors Unknown

BOAT LIFE DREAM Come True – San Blas Islands Panama | Harbors Unknown Ep.76

BOAT LIFE DREAM Come True - San Blas Islands Panama | Harbors Unknown Ep.76 **We're headed to the Annapolis Boat Show and would love to see you there! For a discount off admission use promo code harbors22 and be sure to let us know you'll be there! ** This week we are truly settling int...
Small Family Living Aboard Our Catamaran, Sailing to Harbors Unknown + Exploring the World – Trailer
Harbors Unknown

Small Family Living Aboard Our Catamaran, Sailing to Harbors Unknown + Exploring the World – Trailer

We’re a small family living aboard our catamaran, Wanderlust, sailing to Harbors Unknown. Exploring the world, connecting with people and places through the local cuisine, and showing how great food can be cooked on a boat with limited space and resources. Seeking to balance the desire to explore an...
TRICKY NAVIGATION [Iron] SAILING to the San Blas Islands | Harbors Unknown Ep. 75
Harbors Unknown

TRICKY NAVIGATION [Iron] SAILING to the San Blas Islands | Harbors Unknown Ep. 75

TRICKY NAVIGATION [Iron] SAILING to the San Blas Islands | Harbors Unknown Ep. 75 After finalizing the work on our main sail we FINALLY head out to the San Blas Islands aka Guna Yala. We have been waiting for this since we arrived 3 months ago! Naturally, there's no wind so it's iron sail...
End of an Era; Our Last Passage in the Atlantic (Calico Skies Sailing, Ep.136)
Calico Skies Sailing

End of an Era; Our Last Passage in the Atlantic (Calico Skies Sailing, Ep.136)

We leave the San Blas after cruising the tropical paradise for a whole two months - It feels too short but a canal crossing is on the horizon! We haul anchor, set the Spinnaker and zoom off following Delos our buddy boat. It’s a lovely passage and after several hours of sailing we arrive into a pret...
YOLO Baby! Chasing our Dream b/c We’re Not Getting Any Younger (Calico Skies Sailing, Ep. 135)
Calico Skies Sailing

YOLO Baby! Chasing our Dream b/c We’re Not Getting Any Younger (Calico Skies Sailing, Ep. 135)

Our last days cruising in the amazing San Blas Islands will prove to be THE best yet! Two months behind us in this pristine cruising ground has meant beautiful anchorages with good holding and protection, white sand and turquoise water for days and palm trees swaying in the breeze. We would stay for...
Mom PLEASE Don’t Watch This 😂..The Multiple Ways Hanging with Plukky almost got me killed (Ep. 134)
Calico Skies Sailing

Mom PLEASE Don’t Watch This 😂..The Multiple Ways Hanging with Plukky almost got me killed (Ep. 134)

Why don't I want my Mom to skip this one? It starts out innocently enough with a bonfire in the new spot we sailed to last time - A gorgeous beach in the beautiful San Blas Islands, Panama. We're here with friends on Delos and Plucky of Sailing into Freedom, plus Andi & Charli. We'...
Are we lonely in this life? (Calico Skies Sailing 132)
Calico Skies Sailing

Are we lonely in this life? (Calico Skies Sailing 132)

A question we are often asked is if we are lonely living and traveling full-time on a sailboat? Is it difficult to be without family and a grounded community?? In our experience the sailing community has been one of the biggest draws to this lifestyle, as they say friends are the family you choose! ...
What you’ll never see on vacation!! Guna Yala Revolución Celebration(Calico Skies Sailing 131)
Calico Skies Sailing

What you’ll never see on vacation!! Guna Yala Revolución Celebration(Calico Skies Sailing 131)

Isla Tigre, a San Blas island with a population of fifteen hundred is celebrating Independence Day and they are happy to have us participate . We spend a day at the festival which begins with a reenactment of the revolution that secured for the Guna people their independence from the Panamanian auth...
Sailors Beware: This Place is Chock FULL of Coral Reefs (Calico Skies Sailing Ep. 129)
Calico Skies Sailing

Sailors Beware: This Place is Chock FULL of Coral Reefs (Calico Skies Sailing Ep. 129)

Though our current spot in San Blas is pretty sweet - We get regular deliveries from veggie boats, where we load up on fresh fruits & veg, booze and chicken at great prices - it's time to check out the infamous 'Hot Tub', an anchorage just 7 miles from our current location. That m...
RUNNING AGROUND IN PANAMA!!! Episode 151
Sailing Parlay Revival

RUNNING AGROUND IN PANAMA!!! Episode 151

As we sail around the San Blas islands on our lagoon 450, we hang out with Brian, Kazza and Sierra fro SV Delos, and also Plucky from Sailing into Freedom. But as we are anchored we find a boat that has run aground so we leap into action! SV Parlay is a hurricane damaged Lagoon 450 catamaran, which...
CHALLENGE ACCEPTED!!!  Racing against SV Delos! Episode 150
Sailing Parlay Revival

CHALLENGE ACCEPTED!!! Racing against SV Delos! Episode 150

In this episode we race against the first and original YouTube sailing channel, SV Delos! They are the pioneers of the sailing channel world, and it was an absolute honor to put their Amel 53 up against our hurricane damaged Lagoon 450 in a race to determine whether a production catamaran could keep...
You Won’t Believe What It Costs to Sail Here!!!! (Calico Skies Sailing Ep. 128)
Calico Skies Sailing

You Won’t Believe What It Costs to Sail Here!!!! (Calico Skies Sailing Ep. 128)

The cost to cruise the paradise that is San Blas is less than we’d imagined. Our new spot, a beautiful island with deep water all the way up to the shore, has that untouched feeling. But when a veggie boat selling Budweiser comes by we begin to understand that not only is this a very convenient plac...
The Best Cruising Ground, Remote…. But Not Too Remote (Calico Skies Sailing Ep. 127)
Calico Skies Sailing

The Best Cruising Ground, Remote…. But Not Too Remote (Calico Skies Sailing Ep. 127)

We decide to move spots and explore a new island in the San Blas chain but when Bill goes to pick up the anchor the windless won’t power up. With no obvious reason for the malfunction and a buddy boat, s/v Delos whose already departed Bill decides to pull it up manually. We’re in over 40 foot of wat...
Teaching the new crew EVERYTHING about sailing! Episode 148
Sailing Parlay Revival

Teaching the new crew EVERYTHING about sailing! Episode 148

As we bounce around the San Blas islands, Panama, Colin decides to give some lessons to the new crew, from anchoring, to flying a spinnaker! We also meet up with Plucky from Sailing into Freedom, where he smokes a huge grouper for the crew! SV Parlay is a hurricane damaged Lagoon 450 catamaran, whi...
Who makes the fastest production catamaran?! – Episode 147
Sailing Parlay Revival

Who makes the fastest production catamaran?! – Episode 147

We get challenged to a race by our friend on a Nautitech 46, as well as an Outremer 51, Lagoon 380, Leopard 44, and a Halberg Rassey also comes along for the race against our hurricane damaged Lagoon 450! Well, it is actually a Jamie 465 now, as we extended the sugar scoops, so come along for the ra...
Racing the Big Boys; Delos & Parlay Revival! Cat vs Monohulls, Who will win?! Episode 125
Calico Skies Sailing

Racing the Big Boys; Delos & Parlay Revival! Cat vs Monohulls, Who will win?! Episode 125

Our first hours in San Blas, Panama begins with a rousing sail in steep waves and 20 knots of stiff breeze. We’re racing friends on @svdelos & @ParlayRevival from one gorgeous island to the next and at the downwind angle we’ve got our code zero poled out to maximize the wind. Racing these big ...
Trying new toys in the San Blas Islands, Panama – Episode 146
Sailing Parlay Revival

Trying new toys in the San Blas Islands, Panama – Episode 146

We continue to sail around the San Blas islands in Panama on our hurricane damaged Lagoon 450 catamaran, exploring a few of the anchorages, where we meet up with one of our patreons who lets us use his E-foil, an electric foiling paddle board! SV Parlay is a hurricane damaged Lagoon 450 catamaran, ...
Passage ANXIETIES! First Offshore Passage in Six Months!  (Calico Skies Sailing Ep 124)
Calico Skies Sailing

Passage ANXIETIES! First Offshore Passage in Six Months! (Calico Skies Sailing Ep 124)

We leave Bocas del Toro and sail offshore 220 miles to the San Blas islands. We’re headed east and the normally strong easterly winds have left a choppy sea state for us. And, thanks to the current we’re pointed even more upwind than expected. This means a 36 hour bumpy, upwind passage, which is our...
Guess who’s back… Jamie’s return to Parlay! Episode 145
Sailing Parlay Revival

Guess who’s back… Jamie’s return to Parlay! Episode 145

We continue to sail around the San Blas Islands, where Tom develops an uncomfortable boil between his butt cheeks! We move to Cambombia island to celebrate New Years, where the big man Jamie himself arrives just in time for the celebrations! SV Parlay is a hurricane damaged Lagoon 450 catamaran, w...
WHO FILLED OUR FUEL TANK WITH WATER?! – Episode 144
Sailing Parlay Revival

WHO FILLED OUR FUEL TANK WITH WATER?! – Episode 144

We are sailing around the incredible San Blas islands in Panama, and the boys want to go for a spear fish, but we accidentally put 20 liters of water in the the fuel tank instead of gasoline!! SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin rebuilt with friends and has started sa...
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