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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Cruising down the Pacific Coast of Mexico on our Sailboat | Sailing Sitka Ep 124
Sailing Sitka

Cruising down the Pacific Coast of Mexico on our Sailboat | Sailing Sitka Ep 124

Join young Canadians, Jay and Kenna from Sailing Sitka, as they set off for an adventure sailing through Mexico's stunning Pacific Coast aboard their boat. Dive into their remarkable experiences navigating water-filled challenges, finding a rare milk source, indulging in exotic roadside drinks,...
Oven Rock Cave Hike and Prime Cay – Episode 24 #catamaransailing
Sailing Roam

Oven Rock Cave Hike and Prime Cay – Episode 24 #catamaransailing

In this episode we continue our way south through the Exuma Cays. We love the dinghy adventures and snorkeling, but sometimes we can't resist a good hike or other land-based adventure. Oven Rock trail leading to Gem Cave is one of those great adventures where the pay-off is well worth the hike....
Taking care of business…and a few adventures! Episode 23 #catamaran
Sailing Roam

Taking care of business…and a few adventures! Episode 23 #catamaran

In this episode we continue our way south through the Exuma Cays. A stop in Staniel Cay provides the opportunity to take care of the necessities like dumping trash, fueling up, and buying provisions. After taking care of business, we take a short hop south to Blackpoint where we do some exploring an...
Are these tourist destinations worth the Hype?  Episode 22 #cruisinglife
Sailing Roam

Are these tourist destinations worth the Hype? Episode 22 #cruisinglife

We fancy ourselves travelers, not tourist. We try to stay off the beaten path and discover the places around us in a less organized fashion. That said, the Exumas is undeniably a tourist destination with specific attractions on the circuit. While we are here, we decided to see which ones are worth t...
White sand, blue water, and a shark petting zoo! Compass Cay Exumas – Episode 21 #catamaransailing
Sailing Roam

White sand, blue water, and a shark petting zoo! Compass Cay Exumas – Episode 21 #catamaransailing

We waited months to cruise to the Bahamas, and we finally got there! We broke all the rules and didn't stop except for a couple of overnight anchorages until we got to the middle Exumas where we caught up with some friends who would remain our buddy boat and adventure partners for the next seve...
Crunch!??💦Rescue & Repair Outboard Experience 🌊⛵ Sailing and Fun – Adventures in the Florida Keys!
Sailing And Fun

Crunch!??💦Rescue & Repair Outboard Experience 🌊⛵ Sailing and Fun – Adventures in the Florida Keys!

🚩🚩🚩Socials links here When cruising the beautiful waters in the Florida Keys, the shallows have us grounded. We show you what happened miles from help and what we did to diagnose and repair our outboard motor. Key West fun and folly. If you have experienced a similar story, please share, we want t...
👙 🤿 Wild Life – Take a walk on the Bayside – Sailing and Fun in the FL Keys 👙 🤿
Sailing And Fun

👙 🤿 Wild Life – Take a walk on the Bayside – Sailing and Fun in the FL Keys 👙 🤿

The wind is up and so are the waves so we set a course for adventure on the bay side of the FL Keys. Our Socials
7 – Is it a Lucky Number??
Sailing And Fun

7 – Is it a Lucky Number??

Super high winds land us on a sand bar with 7 ( probably more ) sharks and a manatee! Plus a Navy fly by :) Uncensored & Exclusive Content In this video, we rushed to launch off the boat trailer in the Florida Keys to take advantage of a weather window only to be too late with waves building ...
Trading in Sharks for Gators
Sailing And Fun

Trading in Sharks for Gators

Last looks of Tampa before heading to Lake George - visit is much shorter than expected though! Lots of under water adventure coming next vid!
We found a SANDBAR in the GALLIOT BANK | Cave Cay Exumas [Ep 210]
Wildly Intrepid Sailing

We found a SANDBAR in the GALLIOT BANK | Cave Cay Exumas [Ep 210]

I hope we don't get stranded and hopefully this squall doesn't hit us. That's what was going through my mind as we were looking for a sandbar in the middle of the Galliot Bank. We even do some cave exploration on Cave Cay in the Exumas. Filmed March 2022. If you like what you see don&...
A Silver Lining between the Storms – Sailing Adventures with Sailing and Fun
Sailing And Fun

A Silver Lining between the Storms – Sailing Adventures with Sailing and Fun

Dodging the storms on a sailing adventure headed to Coconut Key. Thank you for watching ! Much more to see on Vimeo! Join the virtual crew at:
Sandbar Found, Bikini Lost ;) Sailing Adventures with Sailing and Fun
Sailing And Fun

Sandbar Found, Bikini Lost ;) Sailing Adventures with Sailing and Fun

Lazy day at the sandbar. Much more to see on Vimeo! Join the virtual crew at:
It’s 122 degrees at the Reef! Sailing Adventures with Sailing and Fun
Sailing And Fun

It’s 122 degrees at the Reef! Sailing Adventures with Sailing and Fun

A trip to the 3rd largest reef system in the world produces colorful fish and top side showering! Thanks to everyone for watching. Much more to see on Vimeo! Join the virtual crew at:
She’s in the shower again and into the Abyss – Sailing adventures with Sailing and Fun
Sailing And Fun

She’s in the shower again and into the Abyss – Sailing adventures with Sailing and Fun

Thanks to everyone for watching! Christ of the Abyss is on the list of adventures in this video. We also tackle some of the cat refitting and sneak a peek at what is coming up. Much more to see on Vimeo! Join the virtual crew at: Our 2022 Swimsuit Calendar is here...Thanks to all for the encour...
👙⛵️ Sailing from a Beautiful Beach thru a herd of Turtles -Florida coast
Sailing And Fun

👙⛵️ Sailing from a Beautiful Beach thru a herd of Turtles -Florida coast

Sandbar, beach, reef and incredible water Much more to see on Vimeo! Join the virtual crew at: Our 2022 Swimsuit Calendar is here...Thanks to all for the encouragement and support of our Catamaran refit project! Check it out here
Reef, Refit or Sail – Which would You Choose? sailing adventures with Sailing and Fun.
Sailing And Fun

Reef, Refit or Sail – Which would You Choose? sailing adventures with Sailing and Fun.

Time spent at the reef turns into a smooth day of sailing followed by a surprise day at the catamaran refitting. Much more to see on Vimeo! Join the virtual crew at: Our 2022 Swimsuit Calendar is here...Thanks to all for the encouragement and support of our Catamaran refit project! Check it out ...
Bar Hopping – sailing adventures with Sailing and Fun
Sailing And Fun

Bar Hopping – sailing adventures with Sailing and Fun

This video is simply a mash up of lots of our fun sandbar stop overs. Hope all is well with everyone and THANK YOU for watching!! T and Cap Much more to see on Vimeo! Join the virtual crew at: Our 2022 Swimsuit Calendar is here...Thanks to all for the encouragement and support of our Catamaran ...
Something “New” Part II – Sailing Adventures with Sailing and Fun
Sailing And Fun

Something “New” Part II – Sailing Adventures with Sailing and Fun

Well we saw the beauty that New Found Harbor Key Sanctuary has to offer above deck, now we explore below the surface. Then picnic on the bow. Much more to see on: Join the virtual crew at: Our 2022 Swimsuit Calendar is here...Thanks to all for the encouragement and support of our Catamaran refi...
Learning to Kite surf. More difficult than you think! Sailing Ocean Fox Ep 206
Sailing Ocean Fox

Learning to Kite surf. More difficult than you think! Sailing Ocean Fox Ep 206

#kitesurf #kitesurfing #howtokitesurf #welovekitesurf We manage to get another Kitesurfing lesson just before we leave Alvor. After a little recap we get on and try to get up again. After numerous attempts we get going for a few meters, a good progress but far away from being on the kite board yet. ...
A Whale of a good time
Sailing And Fun

A Whale of a good time

Thanks to all for watching! We make our way out to a popular destination in the middle Florida Keys, Whale Harbor, a place where the locals turn their boats into swim up bars :) A relaxing good time spent on the sandbar. Much more to see on Vimeo Join the virtual crew at: Our 2022 Swimsuit Cale...
Time to Kite-surf. Can we still learn how to Kite-surf at our age? Sailing Ocean Fox Ep 205
Sailing Ocean Fox

Time to Kite-surf. Can we still learn how to Kite-surf at our age? Sailing Ocean Fox Ep 205

#learntoKite #kitesurfer #kitesurfparadise #kiteworld During our time in Portugal we have been learning to Kite-surf. The weather is not really helping us, after all it is January. But we managed to do 3 lessons and we are nearly flying. I have to say it is a lot to think about, keep the kite in the...
Under Anchor at Kaneohe Bay and Exploring the Coral Reefs with Kimberly Wood
Sailing Triteia

Under Anchor at Kaneohe Bay and Exploring the Coral Reefs with Kimberly Wood

Episode #224 : Season 8 : The Hawaiian Adventures Hello Friends, On this weeks episode I awake under anchor at Kaneohe Bay to the lush smell of the rainforest blowing into the cabin from a light offshore breeze. After a beautiful sunrise and some morning coffee I head over to He'eia Boat Har...
Ep 5: Tree Disposal Island Style
Sailing Bye Felicia

Ep 5: Tree Disposal Island Style

After the holidays each year the island of Key West is left with thousands of unwanted Christmas trees. The only choice is to put them on garbage trucks and send them back up the keys, but the locals have a better solution (and a much more fun one). Every year locals gather Christmas trees and shut...
Ep.205 Sailing to Roatan
SAILING into FREEDOM

Ep.205 Sailing to Roatan

Plukky, Dougy and Adam strike east in light conditions and get to Roatan (Bay Islands, Honduras), a magical diver's paradise. With water visibility in the hundreds of feet, plentiful fishes because of the marine park and the beautiful coral, they enjoy a short stay in this tropical paradise. G...
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