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.

Showing 1-24 of 31 results
Sailing Florida Keys Back-Country
Sailing Bye Felicia

Sailing Florida Keys Back-Country

Matt’s brother Andrew, visited Sailing Bye Felicia for his birthday. Matt and Lisa take home to downtown Key West to grab some supplies. They stock up on fishing gear and speargun equipment. And who can’t resist a pie from Kermit’s. Then they set sail to Boca Grand. This is their longest sail yet! T...
Snorkeling Vs SCUBA
Sailing Bye Felicia

Snorkeling Vs SCUBA

Matt and Lisa snorkel Sand Key Lighthouse before sunset. They noticed that the coral reef is mostly dead. They compare the coral reef yesterdays SCUBA dive 30 miles away. And explain why sand key lighthouse has declined over the last few years. Many environmental factors cause coral decline globall...
SKINNY Dipping and SCUBA Diving at SUNRISE
Sailing Bye Felicia

SKINNY Dipping and SCUBA Diving at SUNRISE

Matt and Lisa leave Marathon and go outside of the Barrier Reef for a few nights to skinny dip and dive Looe Key in the Florida Keys. Learning that boat life entails projects that take longer than expected. Sailing Vessel Bye Felicia is finally ready to be tested offshore. Join the crew they throw o...
Joy Rides and Rainbow Dives 🌈 Expedition Drenched Season 0 Episode 8
Expedition Drenched

Joy Rides and Rainbow Dives 🌈 Expedition Drenched Season 0 Episode 8

Ohhhh yeah its time to sail and dive! We get our brand new luxury dive dinghy and take it for a joyride, then dive the most famous wreck in New Zealand, The Rainbow Warrior, a Greenpeace ship that was bombed by French Terrorists. We hope you enjoy!!!
Our First Taste Of Boat Life ⛵️ Expedition Drenched (Season 0, Episode 2)
Expedition Drenched

Our First Taste Of Boat Life ⛵️ Expedition Drenched (Season 0, Episode 2)

Welcome aboard as we haul out Syflia, settle into our new home, tackle a few engine dilemmas, and then take off into the bay of islands for our first ever scuba dive on Sylfia! We dive a shipwreck called the Canterbury, and we loved it so much we dove it again....AT NIGHT! Learn more about our pla...
🐙My CRAZY Life as an Underwater Videographer! (DRENCHED Ep. 53)
Expedition Drenched

🐙My CRAZY Life as an Underwater Videographer! (DRENCHED Ep. 53)

Join me for a quick stroll through the amazing and sometimes bizarre life of being an underwater videographer. In this episode I take you along for a filming project in Tulum, Mexico where I film many of the world famous cenotes, and then make a promotional video for a Lucha Libre event which turns...
🐊CROCODILE Night Dive in Tulum Mexico (DRENCHED Ep. 51)
Expedition Drenched

🐊CROCODILE Night Dive in Tulum Mexico (DRENCHED Ep. 51)

Have you ever wondered what it's like to jump into a lagoon in the middle of the night and spot a pair of beady eyes in the distance? And then swim TOWARDS those beady eyes? It's been a dream of ours to dive with crocs for quite some time, and this is the day we finally go for it! We al...
Scuba Diving at Night, Deep inside Mexico (Drenched Ep. 48)
Expedition Drenched

Scuba Diving at Night, Deep inside Mexico (Drenched Ep. 48)

We take you deep into the Mexican Caribbean waters to bring you some of the most unbelievable underwater encounters we've ever experienced! Buy Drenched Merchandise: Check us out on Instagram! Check out Scubalife Cozumel: Check out SV Delos on YouTube: If you love scuba, sailing, tr...
A Dive Down Memory Lane (DRENCHED Ep. 43)
Expedition Drenched

A Dive Down Memory Lane (DRENCHED Ep. 43)

Good vibes, happiness, and a dive down memory lane on Oahu's beautiful north shore. Check us out on Instagram! If you love scuba, sailing, travel, adventure, exploration, conservation, and all things aquatic, we really hope you will continue to follow us on our journey. Our goal in maki...
What It’s Like To Be An Underwater Videographer (DRENCHED Ep. 42)
Expedition Drenched

What It’s Like To Be An Underwater Videographer (DRENCHED Ep. 42)

An inside look at what it’s really like to be an underwater videographer. Come along with us to Hawaii as we show you our day to day life on the job. We dive all of Oahu’s best shipwrecks including the Sea Tiger at night, the YO-257, the San Pedro, and the Mahi. Check us out on Instagram! If ...
SHARK BAIT in the Atlantic Ocean! (DRENCHED Ep. 39)
Expedition Drenched

SHARK BAIT in the Atlantic Ocean! (DRENCHED Ep. 39)

It's shark madness! Join us on a baited shark dive in Jupiter Florida and get up close and personal with some toothy new friends! Check us out on Instagram! If you love scuba, sailing, travel, adventure, exploration, conservation, and all things aquatic, we really hope you will continue to...
Our Rag-Tag Crew on Sailing La Vagabonde (DRENCHED Ep. 37)
Expedition Drenched

Our Rag-Tag Crew on Sailing La Vagabonde (DRENCHED Ep. 37)

We rally the island by scooter, go sailing in the rain on La Vagabonde, do some insane cave diving, check out a beautiful spanish cove, and have a jam session with Elayna. Yep, this pretty much sums up what it was really like to sail La Vagabonde. Check us out on Instagram! Want more Sailing ...
Cruising with Riley & Elayna on SLV (Sailing DRENCHED Ep. 36)
Expedition Drenched

Cruising with Riley & Elayna on SLV (Sailing DRENCHED Ep. 36)

Come daydreaming with us! We go on a perfect sail with Riley, Elayna, and the rest of the Patreon crew. Then we dive the craziest most beautiful cave/dive site/dracula lair. I'm a dummy and I said for you to watch episode 26, but I really meant 31 lol. Here is the link to said video... ...
AHHHH!! We’re  Sailing on La Vagabonde (Sailing Drenched Ep. 35)
Expedition Drenched

AHHHH!! We’re Sailing on La Vagabonde (Sailing Drenched Ep. 35)

Find out what it was like to meet Riley and Elayna of Sailing La Vagabonde! We explore the coastal waters of the Balearic Island of Menorca, and do our deepest scuba dive ever. Not to brag but this was probably one of the best days of our lives :) Check us out on Instagram! Want to go diving ...
Girls Make The Best Scuba Divers! (Sailing DRENCHED EP. 34)
Expedition Drenched

Girls Make The Best Scuba Divers! (Sailing DRENCHED EP. 34)

Extreme diving isn't just for boys! Join us in Spain as we tackle some of the Mediterranean's best cave diving. Then after diving in a cave, we spend the evening partying in a cave! You won't believe your eyes, this bar is like a journey to the center of the earth! Check us out on...
Our TINY Sailboat in Spain (Sailing DRENCHED EP. 33)
Expedition Drenched

Our TINY Sailboat in Spain (Sailing DRENCHED EP. 33)

Check out our new floating home in the beautiful Balearic Islands in SPAIN! Plus we do some insane cave diving, check out a classic mediterranean beach, and get ready to meet Riley and Elayna of Sailing La Vagabonde! Check us out on Instagram! Want to go diving in Menorca? Check out Salgar Div...
Why We Left The Sailboat (Sailing Drenched Ep. 31)
Expedition Drenched

Why We Left The Sailboat (Sailing Drenched Ep. 31)

Find out why we gave up our life at sea. Join us on our last days on board the sail boat. Check us out on Instagram! Want to go diving in St. Lucia? Check out Dive St. Lucia: www.divesaintlucia.com/ Want more Sailing Sophisticated Lady? Check out Rick's channel here: If you love scuba...
Work Less, SAIL MORE! (Sailing Drenched Ep. 30)
Expedition Drenched

Work Less, SAIL MORE! (Sailing Drenched Ep. 30)

Our motto for the day is work less, sail more! We sail to St. Lucia for some scuba diving and a bit of birthday fun in honor of Rick. This is what Caribbean sailing is all about! Check us out on Instagram! Want to go diving in St. Lucia? Check out Scuba Steve's: Want more Sailing Soph...
All Smiles At Sea (Sailing Drenched Ep. 29)
Expedition Drenched

All Smiles At Sea (Sailing Drenched Ep. 29)

We go in search of the world's largest predator and then we dive underneath a tiny, uninhabited island. This is probably one of the riskiest and most unique dives we've attempted in the caribbean thus far! Check us out on Instagram! Want more Sailing Sophisticated Lady? Check out Ric...
Goodbye Blonde Squad! (Sailing Drenched Ep. 28)
Expedition Drenched

Goodbye Blonde Squad! (Sailing Drenched Ep. 28)

The Blonde Squad parts as ways as Megan and Kelly move on to their next adventures! We paddle up a creepy windy river where pirates of the Caribbean was filmed. We sail up the coast of Dominica where we do one of our favorite dives of our entire trip through the Caribbean. ENTER TO WIN FREE DIVIN...
Captain Underpants Sails South! ~Sailing Drenched Ep. 27~
Expedition Drenched

Captain Underpants Sails South! ~Sailing Drenched Ep. 27~

Ain't no party like an underpants party! Sophisticated Lady continues south as we leave the incredible island of Guadeloupe. We make a quick overnight stop over at Isles Des Saintes to fill up on water and do some scuba diving, then we journey south to Dominica, probably our favorite island in...
Life is GOOD on Guadeloupe (Sailing Drenched Ep. 26)
Expedition Drenched

Life is GOOD on Guadeloupe (Sailing Drenched Ep. 26)

We follow in the footsteps of Jacques Cousteau and dive the marine reserve named in his honor. After finding out that it was Guadeloupe's national holiday we decided to celebrate in style and we get a little silly courtesy of our endless supply of rum on board. Thanks for watching! Help keep...
What SAILOR GIRLS Do In PARADISE! (Sailing DRENCHED Ep. 25)
Expedition Drenched

What SAILOR GIRLS Do In PARADISE! (Sailing DRENCHED Ep. 25)

When it comes to sailing life, girls have the most fun! We check out a volcano, do some incredible scuba diving, and hike to one of the most beautiful waterfalls we've ever seen. We hope you enjoy and thanks for watching! Help keep the dream afloat, support us on Patreon!!!!: Want more Sai...
RESCUE MISSION with SSL!!! ~Sailing DRENCHED Ep. 16~
Expedition Drenched

RESCUE MISSION with SSL!!! ~Sailing DRENCHED Ep. 16~

Our sailing adventure begins after new crew gets deported and we travel to St. Kitts to rescue her! Mechanical problems, evil tarpon fish, and some of the most beautiful conditions we've ever seen make this rescue mission one to remember. Want more Sailing Sophisticated Lady? Check out Rick&#...
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