Watch Sailing & Boating Adventures Around the World

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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Land HO! WE Made it to Hilo, Hawaii | Episode 117
WE|Sail

Land HO! WE Made it to Hilo, Hawaii | Episode 117

WE have sailed over 3000 nautical miles crossing the Pacific Ocean from Mexico to Hawaii and after three weeks at sea, we have spotted our first sight of land. Our sea legs are anxiously looking forward to stepping foot on solid ground. Land Ho HAWAII! WE made it to the port of Hilo, Hawaii and ...
Two Weeks at Sea and He Still Loves Me | Episode 130
WE|Sail

Two Weeks at Sea and He Still Loves Me | Episode 130

Can you believe it? He still loves me even after 2 weeks sailing across the Pacific Ocean. It can be challenging but we certainly did it. We made it safely across the Pacific Ocean from Hawaii to Washington State in the Pacific Northwest. It's a lot colder than we had expected but nonetheless...
WE Sail to the Pacific Northwest | Episode 129
WE|Sail

WE Sail to the Pacific Northwest | Episode 129

We set sail to the Pacific Northwest and it sure doesn't feel like Hawaii anymore. The hype and excitement of this passage feels different, exciting of course but less than our first one. Maybe because we are sailing into the colder latitudes or that we just did it a couple months back. This ...
WE Explore Kauai by Helicopter & Foot | Episode 127
WE|Sail

WE Explore Kauai by Helicopter & Foot | Episode 127

WE explore the oldest island of the Hawaiian chain, Kauai. We hike a portion of the Kalalau Trail on the NaPali Coast to a beautiful white sand beach. This hike was one of the most beautiful hikes we have ever been on. The following day we explore more of Kauai and the NaPali Coast but this time b...
WE Sailed to Hawaii and Almost Missed Kauai | Episode 126
WE|Sail

WE Sailed to Hawaii and Almost Missed Kauai | Episode 126

We sailed to Hawaii mostly to sail to Kauai, but we almost didn't make it. In fact, we didn't sail at all to Kauai. On this episode, we struggled with getting our COVID tests so that we could go to Kauai. It was the main island that convinced us all that we must sail to Kauai and see the N...
Sailing from Molokai to Oahu | Episode 125
WE|Sail

Sailing from Molokai to Oahu | Episode 125

After a once in a lifetime sail around Molokai, we hoist the sails again and set off for the next Hawaiian Island. Molokai's coast has been the most dramatic coastline we have sailed yet. We sail from Molokai to Oahu and make our way to yet another dramatic place, this time for a city by the...
WE Were Maui Wowied on the Road to Hana | Episode 123
WE|Sail

WE Were Maui Wowied on the Road to Hana | Episode 123

Another land adventure on another Hawaiian Island. After finding an anchorage that allowed us to comfortably leave the Wolfhound for a couple days, we rented a car and drove the infamous Road to Hana around Maui. Don't go chasing waterfalls, they said...but honestly that's exactly what w...
WE Sail from the Big Island to Maui Overnight | Episode 122
WE|Sail

WE Sail from the Big Island to Maui Overnight | Episode 122

Aloha Big Island, Aloha Maui. WE set sail from the Big Island to Maui for an overnight passage across the Alenuihaha Channel, known as one of the most dangerous passages. Luckily for us, we paid close attention to the weather and chose to go at night as the winds typically soften through the gap. ...
WE Lost Our Drone in Hawaii | Episode 121
WE|Sail

WE Lost Our Drone in Hawaii | Episode 121

We have done it again... We lost another drone in Hawaii! Sailing and droning, droning and sailing don't really go together, however Warren has been able to do a really great job as flying the drone while we are at sail, a task that has taken some time to master, until that fateful day in Kona,...
Sailing Around the Big Island to Captain Cook’s Bay | Episode 120
WE|Sail

Sailing Around the Big Island to Captain Cook’s Bay | Episode 120

WE sail around the Big Island of Hawaii to the iconic navigator bay of Captain Cook. After a couple days of exploring inland of the Big Island, we now sail around the dramatic West Coast of Hawaii and see more waterfalls than anyone could count on two hands. An overnight sail brings us over the K...
Land HO! WE Made it to Hilo, Hawaii | Episode 117
WE|Sail

Land HO! WE Made it to Hilo, Hawaii | Episode 117

WE have sailed over 3000 nautical miles crossing the Pacific Ocean from Mexico to Hawaii and after three weeks at sea, we have spotted our first sight of land. Our sea legs are anxiously looking forward to stepping foot on solid ground. Land Ho HAWAII! WE made it to the port of Hilo, Hawaii and ...
WE Have Been at Sea for Too Long | Episode 116
WE|Sail

WE Have Been at Sea for Too Long | Episode 116

Half way between here and there! We celebrate our half way mark sailing from Mexico to La Paz. WE have been at sea for 10 days now and have reached our half way point in the middle of the Pacific Ocean. To celebrate we have a cocktail party, black tie and formal dress all the way in the middle of ...
Middle of the Pacific Ocean – Sailing from Mexico to Hawaii | Episode 115
WE|Sail

Middle of the Pacific Ocean – Sailing from Mexico to Hawaii | Episode 115

WE have been at sailing at sea for 2 weeks now on our crossing to Hawaii. The trades winds have started to pick up and sending us on our way. WE almost started to think that we were jinxed and that the winds were never in our favor. We all find that we have all the time to just sit around, read, l...
WE Sail the Pacific Ocean Part 1 | Episode 114
WE|Sail

WE Sail the Pacific Ocean Part 1 | Episode 114

WE sail away to Hawaii! Our first week aboard the Schooner Wolfhound, we begin to get a feel for life on a large monohaul sailboat heading from Mexico to Hawaii. On this weeks episode, we settle into our first week aboard with light variable winds as we head south in the trades hoping to push us al...
Adios Mexico, Setting Sail Across the Pacific Ocean | Episode 113
WE|Sail

Adios Mexico, Setting Sail Across the Pacific Ocean | Episode 113

We learn how to sail a multi-million dollar sailboat! We have move aboard the Wolfhound and are learning the ropes, literally! This is the first time that we sail a 74 foot completely custom schooner sailboat and we set sail for Hawaii in just a few days. The experience is priceless and once in a...
WE’re Hauling Out & Jumping Ship to Hawaii | Episode 112
WE|Sail

WE’re Hauling Out & Jumping Ship to Hawaii | Episode 112

We have finally found a yard that is big enough to haul out our boat for the summer months and we are packed and ready to set sail to Hawaii on a multimillion dollar schooner. On this episode, we prepare the boat to sit on the hard dirty for the next 5 months and get ready to leave our home. Evoli...
Bumper Boats at Anchor | Episode 98
WE|Sail

Bumper Boats at Anchor | Episode 98

This episode we experience a boat collision between our sailing buddies on Yacht Wolfhound and another sailboat in the anchorage. We welcome Erica's papa, Jacques, aboard for a week and after a long but good sail to some isolated islands, we awake to find that there had been boat collision dur...
Schooner Wolfhound – Sailing to Paint, Painting to Sail
WE|Sail

Schooner Wolfhound – Sailing to Paint, Painting to Sail

This is a special video we recently made featuring our dear friends, Lou and Steven aboard Schooner Wolfhound. We have sailed with them for over a year now, first meeting them in the Rio Dulce of Guatemala, crossing both our boats through the Panama Canal, sailing the Pacific Coast of Central Americ...
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