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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This Is What Sailing Hawaii Actually Looks Like | Hilo to Honolulu
Sailing Sea Dream of Clyde

This Is What Sailing Hawaii Actually Looks Like | Hilo to Honolulu

After arriving in Hilo from Mexico just three days before, we're on the move again. Join us as we cruise the Hawaiin Islands from Hilo on the Big Island, all the way north to Honolulu aboard our old 33 ft sailboat. We learn quickly that things can get very spicy in the waters surrounding this p...
MAKING MONEY while TRAVELING the WORLD! Ep. 3
The Ocean Bandits

MAKING MONEY while TRAVELING the WORLD! Ep. 3

Off flying half way into the Pacific to shoot content for a few hotels. Not a bad way to explore the beautiful island of Maui. Please Subscribe, Like, and Comment! We hope you Enjoy! Hit the SUBSCRIBE button! We do our best to film, edit, and post in REAL TIME Buy us a Beer🍻 For Bonus content,...
The Secret Lagoons & Basalt Cliffs of La Perouse Bay! One of the Most Amazing Anchorages in Hawaii
Sailing Triteia

The Secret Lagoons & Basalt Cliffs of La Perouse Bay! One of the Most Amazing Anchorages in Hawaii

Episode #251 : Season 8 : The Hawaiian Adventures Hello Friends, On this weeks episode @kimberlywood-saltybutterfl262 and myself have some amazing adventures at the remarkable La Perouse Bay on the southern tip of Maui. From amazing basalt cliffs to lava tide pools to a hidden lagoon. This anchor...
Visiting Lahaina and Snorkeling the Ruins of Mala Wharf on Maui with Kimberly Wood
Sailing Triteia

Visiting Lahaina and Snorkeling the Ruins of Mala Wharf on Maui with Kimberly Wood

Episode #249 : Season 8 : The Hawaiian Adventures Hello Friends, On this episode I make my way to Maui and enjoy a weeks stay at Mala Wharf Anchorage before my adventure buddy extraordinaire, Kimberly Wood ( @kimberlywood-saltybutterfl262 ) flys in to bring me some important packages that arrived...
Falling Back In Love With The Ocean
Wild We Roam

Falling Back In Love With The Ocean

A big thank you to Squarespace for sponsoring this video and making these stories possible. If you’d like to open your own online shop or create a website go to Squarespace.com/wildweroam for 10% of your first purchase. How do you feel about the ocean? Does the deepwater scare you or invite you i...
WE Sail from Maui to Molokai | Episode 124
WE|Sail

WE Sail from Maui to Molokai | Episode 124

This episode we get some spectacular final underwater exploring around the beautiful beaches of Maui before setting sail and sailing around the beautiful but secluded island of Molokai. We have enjoyed our short time visiting Maui and as our time comes to an end we spend it mostly underwater, snork...
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. ...
Beating upwind from Lahaina to Honolua
Sam Holmes Sailing

Beating upwind from Lahaina to Honolua

Sailing again after a short break on the mainland. Weighing anchor in the tight harbor was a bit of a challenge but I got out alright. I sail through some light winds when suddenly the wind flips 180° and strengthens. I make it safely to Honolua bay after beating to windward for several hours. I sta...
Enjoying the NUDE BEACH Maui, Hawaii – Lazy Gecko Sailing VLOG 94
Lazy Gecko Sailing & Adventures

Enjoying the NUDE BEACH Maui, Hawaii – Lazy Gecko Sailing VLOG 94

Visit our private server at www.lazygeckos.net You can gain access to our server by becoming a Patron at www.patreon.com/lazygeckos Want more LGS? Follow our public Instagram @lazygeckosailing PLEASE SUBSCRIBE! To see extra fun footage in our Season 6 videos please visit our Season 6 Vimeo chann...
Dismasted at Sea – Lazy Gecko Sailing VLOG 85
Lazy Gecko Sailing & Adventures

Dismasted at Sea – Lazy Gecko Sailing VLOG 85

Visit our private server at www.lazygeckos.net You can gain access to our server by becoming a Patron at www.patreon.com/lazygeckos Want more LGS? Follow our public Instagram @lazygeckosailing PLEASE SUBSCRIBE! To see extra fun footage in our Season 6 videos please visit our Season 6 Vimeo chann...
HAWAII has BOATS too! [Adventure #129]
Adventure Adrift

HAWAII has BOATS too! [Adventure #129]

Our boat search has taken us to the land of Aloha! After finding a for sale by owner boat, we made a spur of the moment decision and hopped on a flight to the middle of the Pacific to look at this Celestial 48. Come check it out with us! ________________ We hope you enjoy our videos and adventure...
Paddling a Polynesian Canoe in Hawaii (Ep.10 Sailing w/the Litzenbergers)
Sailing with the Litzenbergers

Paddling a Polynesian Canoe in Hawaii (Ep.10 Sailing w/the Litzenbergers)

We visit Spencer's family in Maui, Hawaii after our last day of work!! We spend time with the fam and try our hand at a Polynesian outrigger canoe....it doesn't go as well as we had hoped. We're getting as much rest and relaxation in before we hit the road and go boat shopping! #OC1 ...
That Van Life ~DRENCHED Ep. 14~
Expedition Drenched

That Van Life ~DRENCHED Ep. 14~

We experience Maui's world famous road to Hana in style aboard our old school VW Westfalia camper van! We hike around in Haleakela National park, check out a waterfall and the bamboo forest, do some cliff jumping in Venus Pools, and explore some underwater caves! Then after a night of camping...
We have the URGE to SUBmerge! ~DRENCHED Ep. 12~
Expedition Drenched

We have the URGE to SUBmerge! ~DRENCHED Ep. 12~

Want to win a dive package for 2 on the Big Island of Hawaii?! Check out our Patreon page: To see the episodes that feature the dives you can win: Manta Night Dive: Blackwater Dive: In this episode we go on one of the funnest, craziest dive missions we've ever attempted. We kayak out ...
Meet the Maui MERMAID! ~DRENCHED Ep. 11~
Expedition Drenched

Meet the Maui MERMAID! ~DRENCHED Ep. 11~

Mermaids and Turtles! What a great first day in Maui! In this episode we leave Big Island (after a near death encounter with a centipede that has left me with nightmares) and head over to Maui. We take you along for a work day as we film a marketing video for Maui Spearfishing Academy and finish ...
TRAVEL and DIVE the world! Our love story with the ocean!!!
Expedition Drenched

TRAVEL and DIVE the world! Our love story with the ocean!!!

Here's a little sneak peak at our new series DRENCHED! We are two scuba diving instructors, Nate and Jordan, on a mission to bring our beautiful blue world to all you viewers. Follow our adventure as we travel around the world by land, air, and sea, bringing you to dive destinations both ne...
16-02_photo shoot – ZERO is loaded with models (sailing ZERO)
sailing ZERO

16-02_photo shoot – ZERO is loaded with models (sailing ZERO)

Aloha, a boat full of hot photomodels, an injured captain and friends from Germany.. and on top.. the tallest sea-cliffs in the world.. come aboard and sail with us! please send us a like and subscribe to our channel.. mahalo if you wanna throw some coins towards our cruising kitty? do it here..: ...
16-01_painted, numbed and said goodbye_syZERO sailing
sailing ZERO

16-01_painted, numbed and said goodbye_syZERO sailing

Aloha and welcome to our second season offshore.. this time you'll see a lot naked skin, dark ink and off course some nice sailing shots.. please send us a like and subscribe to our channel.. mahalo if you wanna throw some coins towards our cruising kitty? do it here..: please support us an...
15-10_syZERO sailing_ Aloha Maui-2
sailing ZERO

15-10_syZERO sailing_ Aloha Maui-2

Aloha, this video is the second part of Maui and the nice people we met. Because of the true Aloha spirit we found there we loved it there. It felt like being home there. Thanks for you ALOHA! you wanna throw some coins towards our cruising kitty? do it here..: please support us and become a Pa...
15-09_syZERO sailing_Aloha Maui 1
sailing ZERO

15-09_syZERO sailing_Aloha Maui 1

Aloha, this video is all about Maui and the nice people we met. Because of the true Aloha spirit we found there we loved it there. It felt like being home there. Thanks for you ALOHA! please send us a like and subscribe to our channel.. mahalo if you wanna throw some coins towards our cruising k...
08 syZERO 45knots till Kihei   getting wet
sailing ZERO

08 syZERO 45knots till Kihei getting wet

Aloha, you wanna know how it looks like when ZERO cuts through the waves in a 45 knot breeze? Watch this video and you´ll know soon.. you wanna throw some coins towards our cruising kitty? do it here..: please become a Patreon..: find more Videos and Informations about or get in contact with ...
05 syZERO wild ride to Oahu – shaken not stirred (sailing ZERO)
sailing ZERO

05 syZERO wild ride to Oahu – shaken not stirred (sailing ZERO)

When we left Maui to sail to Oahu we caught some series wind with gusts over 40 knots. It was a wild ride but we won´t miss it because it was fun! please send us a like and subscribe to our channel.. mahalo if you wanna throw some coins towards our cruising kitty? do it here..: please support u...
Cruising Lealea – News Break wrecked sailboat drowned surfer lost kayaker
Cruising Lealea

Cruising Lealea – News Break wrecked sailboat drowned surfer lost kayaker

A bad day in the islands: drowned surfer, 2 boat wrecks and a lost kayaker. From the lanai at PBYC we saw a sail boat run aground at Magic Island yesterday. The owner, a friend and her dog got off the boat safely but the boat is a wreck and is now being salvaged. Lesson learned, always have an an...
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