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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We Sailed Into America’s Oldest City|Episode 10
Sailing Banana Pancakes

We Sailed Into America’s Oldest City|Episode 10

Our first overnight sail on the Leopard 50 was officially in the books… and by morning, we were all exhausted except Easton, who was ready to catch a fish. 🎣 After landing a huge kingfish, we sailed into beautiful St. Augustine, Florida: America’s oldest city (debatably, according to Kamden). From ...
First Sail. First Fish | Our First Sail On Our Sailboat & Kamden Caught Dinner! Episode 6
Sailing Banana Pancakes

First Sail. First Fish | Our First Sail On Our Sailboat & Kamden Caught Dinner! Episode 6

We’re finally setting sail on our new floating home—and our very first fish aboard is a beautiful mahi-mahi! 🎣⛵️ After six exhausting days of moving aboard, organizing, provisioning, and preparing our Leopard 50 catamaran, it’s finally time to leave the dock and begin our next chapter as a full-tim...
This Didn’t End the Way We Hoped… 🎣💔
Finding Our Isla Sailing

This Didn’t End the Way We Hoped… 🎣💔

What started as an exciting fight turned into a tough lesson. Krew and I battled a huge barracuda in rough seas, but the hook was swallowed too deeply. We did everything we could to safely release it, but we don’t think it survived. Moments like this remind us that fishing isn’t just about the exc...
Crossing the Gulf Stream & Fishing for Dinner | Day 1
Leading the Escapade

Crossing the Gulf Stream & Fishing for Dinner | Day 1

After leaving the Gulf Stream behind, we finally arrive on the Bahama Bank — and the ocean greets us with something completely unexpected. Glass-off conditions. The water turns into a mirror as far as we can see, leaving us with no wind and a long day and night of motoring across the shallow turqu...
Finding the Perfect Boat for America’s Great Loop | Stuart Boat Show 2026
Boating Journey

Finding the Perfect Boat for America’s Great Loop | Stuart Boat Show 2026

🌊 Welcome to the 2026 Stuart Boat Show – Stuart, Florida! 🚤 Experience the best of boating in the Sunshine State! Join us as we explore the 2026 Stuart Boat Show, featuring the latest boats, yachts, marine gear, fishing tech, and marine lifestyle highlights right from Stuart, Florida — the Sailfish...
Why you DO NOT mess with the law in Fiji…👀 (Episode 283)
Sailing Parlay Revival

Why you DO NOT mess with the law in Fiji…👀 (Episode 283)

This week we set sail on a 450 mile up wind journey from Fiji to Tonga, purely to collect our 2 dogs. But Fiji take their border security VERY seriously! SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin rebuilt with friends and has started sailing around the world. We found bulkhe...
Fijian local left speechless by our gift 🥲  (Episode 281)
Sailing Parlay Revival

Fijian local left speechless by our gift 🥲 (Episode 281)

This week we continue sailing around Fiji, with some very important guests! We sail out to the Yasawa island group, and even get to swim with manta rays! But when glenn goes to give his fish a smooch, he learns that's a bad idea! Get your tickets here if you want to come to Annapolis boat show...
FINDING GIANT LOBSTERS 400 MILES FROM LAND!! 👀 (Episode 278)
Sailing Parlay Revival

FINDING GIANT LOBSTERS 400 MILES FROM LAND!! 👀 (Episode 278)

In this episode we explore the Minerva reefs, which are submerged atolls located in the middle of the pacific ocean. Closest to Tonga and Fiji, but it is owned by neither country. There is no land, but the reef provides good shelter for boats sailing to/from New Zealand. What a magical place! SV Pa...
Sporty Sailing on an Offshore Passage | Sailing Sitka Ep 119
Sailing Sitka

Sporty Sailing on an Offshore Passage | Sailing Sitka Ep 119

Join Jay and Kenna of Sailing Sitka as they navigate a sporty offshore sailing passage from Los Morros on the Baja side of Mexico to Lac Cruz on the mainland, crossing the Sea of Cortez. Witness their highs and lows while at sea, learning valuable lessons about adjusting sails or course according to...
Crossing the Sea (350NM) Pt. 1 | Sailing Sitka Ep 118
Sailing Sitka

Crossing the Sea (350NM) Pt. 1 | Sailing Sitka Ep 118

Jay and Kenna from Sailing Sitka share their epic 350 NM sea journey from Los Morros to La Cruz, Mexico in Season 2 Episode 118. Join them on this offshore sailing adventure with special guest Warren as they navigate the challenges and excitement of crossing the open ocean.
Passage Mode Activated! Leg 1 of our longest SAIL of the Season. | Sailing Sitka Ep 117
Sailing Sitka

Passage Mode Activated! Leg 1 of our longest SAIL of the Season. | Sailing Sitka Ep 117

Discover the journey of sailing the Sea of Cortez with Sailing Sitka as they cross from La Paz to mainland Mexico, facing autopilot issues and embracing life at sea with friends.
Sailing to an uninhabited island with a stranger! | Sailing Sitka Ep 113
Sailing Sitka

Sailing to an uninhabited island with a stranger! | Sailing Sitka Ep 113

In the latest episode of Sailing Sitka, Jay and Kenna set sail to explore an uninhabited island near La Paz. Join them as they face challenging winds, make a daring dinghy rescue, and encounter breathtaking sunsets along the way.
This 6 YEAR BOAT REFIT got us HERE! | Sailing Sitka Ep 112
Sailing Sitka

This 6 YEAR BOAT REFIT got us HERE! | Sailing Sitka Ep 112

Follow the journey of Sailing Sitka as they navigate their 41-foot boat, tackle boat refits and face sailing challenges in AGA Verde, while catching a Mahi Mahi fish during their windy sail to Puna Avisto.
“THIS is what we live for!” | Sailing Sitka Ep 106
Sailing Sitka

“THIS is what we live for!” | Sailing Sitka Ep 106

This is what we live for! On this episode of Sailing Sitka, we sail from San Jaunico to Isla Coronados which turns out to be a glorious down wind sail. Our 1976 Cheoylee Offshore 41 sailboat LOVES sailing wing on wing and we are reminded exactly why we do this crazy life in the first place! We hope ...
Leaky boat, no sleep, low batteries… NOTHING can stop us from SAILING on! | Sailing Sitka Ep 105
Sailing Sitka

Leaky boat, no sleep, low batteries… NOTHING can stop us from SAILING on! | Sailing Sitka Ep 105

Between the leaky boat, lack of sleep and our drained batteries... our boat and our cruising life has been stressful... but nothing can stop us from sailing on! In this weeks episode we "escape" the rolley, exhausting and windy anchorage of Punta Pulpito and sail further south. If you enjo...
Sailing with Sea Turtles in Mexico⛵️🐢 “WHY are there so many?” | Sailing Sitka Ep 75
Sailing Sitka

Sailing with Sea Turtles in Mexico⛵️🐢 “WHY are there so many?” | Sailing Sitka Ep 75

Sailing with sea turtles in Mexico. Why is there so many? In this episode of sailing sitka, we continue our sail north towards Guaymas, but first stopping in Mazatlan to re-provision. It can be tough to get diesel and water in Mexico but we have our ways...
BIG FISH small girl (Sailing Mazatlan to Puerto Vallarta) Ep 57
Sailing Sitka

BIG FISH small girl (Sailing Mazatlan to Puerto Vallarta) Ep 57

In this weeks episode, we explore what's left to explore in Mazatlan. We then pull up the hook after provisioning and sail south towards Puerto Vallarta. During the first part of this sail, Kenna catches a big Mahi Mahi that will feed us on what's left of this passage. Stay tuned next week...
CROSSING THE SEA OF CORTEZ (longest passage just us two) Ep 53
Sailing Sitka

CROSSING THE SEA OF CORTEZ (longest passage just us two) Ep 53

In this weeks episode, we make our way across the Sea of Cortez, from La Paz straight to Mazatlan. What we thought was going to be "smooth sailing" turned into a bumpier ride than anticipated. Nothing some fresh fish and dolphins can't fix!
BEACHED Sailboat, MANGROVES, Drone CRASH, OFFSHORE Sailing (Magdalena Bay, BCS) Ep 44
Sailing Sitka

BEACHED Sailboat, MANGROVES, Drone CRASH, OFFSHORE Sailing (Magdalena Bay, BCS) Ep 44

This episode contains it ALL! We sail offshore towards Magdalena Bay here in Mexico to only discover the most beautiful topography we've seen yet! (Yes, we catch it all on the drone!) Along with a beached sailboat, natural mangroves that we explore and some preserved Whale bones! There is so mu...
SAILING Towards Our FIRST ANCHORAGE in MEXICO! Ep 40
Sailing Sitka

SAILING Towards Our FIRST ANCHORAGE in MEXICO! Ep 40

In this episode, we depart Ensenada in efforts to sail towards Bahia Tortuga. What turned into a 3 day passage made up for lots of time to fish, cook and film! We hope you enjoy this episode and join us next time for footage of our first ever anchorage in Mexico! Love what you see? Join us on Patr...
RIG FAILURE OFFSHORE | Sailing Sitka Ep 34
Sailing Sitka

RIG FAILURE OFFSHORE | Sailing Sitka Ep 34

RIG FAILURE OFFSHORE. In this episode we enjoy the best qualities of sailing offshore. Dolphins, tuna, watching movies and warm weather...suddenly interrupted by a drastic emergency with the rig within seconds. Sailing offshore will be the best times of your life and the worst, sometimes only minute...
WE HIT A WHALE !?! (what happened to our centerboard)
Beau and Brandy Sailing

WE HIT A WHALE !?! (what happened to our centerboard)

Episode 188: WE HIT A WHALE ?! We finally reach the Virgin Islands and catch some dinner. But once we get to anchor we discover our centerboard was broken. We believe we know when it happened during the sail, as we were tacking our way away from Curacao. I think we hit a whale or a submerged shippi...
Sailing the WRONG WAY across the Caribbean: DAY 6
Sailing Zingaro

Sailing the WRONG WAY across the Caribbean: DAY 6

We're sailing from Panama to St. Maarten - Over 1300nm UPWIND in our 49' Oyster. It's so rough we had to stop in Colombia to let off a sick crew-member. Join us for a talk about WHAT exactly we are doing, and WHO the crew is now.
The Good, the Bad, and the Dirty Side of Sailing
Folsom Ocean Views

The Good, the Bad, and the Dirty Side of Sailing

Sailing can be oh so good, bad or down-right unpredictable, dirty, and ugly! After spending time with the feral horses of Cumberland Island, it's time to continue sailing towards the Bahamas. And what a sail it was, maybe one of the best days we've had on the water yet. But of course, all...
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