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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Dominica Didn’t Let Us Leave Easily… E400
Wildly Intrepid Sailing

Dominica Didn’t Let Us Leave Easily… E400

Our time in Dominica comes to a pretty rough ending! We grab a mooring in Roseau and head ashore to explore downtown, only to realize we’ve LOST our cellphone as we head back home. 😩 Not exactly how we planned to spend our last days on one of our favorite Caribbean islands! Back at the boat, thing...
How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | Tour
BoatFools Sailing

How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | Tour

@boatfools #sailing #sailboat #hinckley #classicboat How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | TOUR How does a 1970 Hinckley 38 still look this good? Canadian Ken and I climb aboard this gorgeous classic sailboat to find out why, more than half a century later, she’s...
Sailing Panama…We Found a Secret Jungle River 🇵🇦 Ep-237
Leading the Escapade

Sailing Panama…We Found a Secret Jungle River 🇵🇦 Ep-237

Sailing in Bocas del Toro, Panama is starting to feel a little too comfortable… so naturally, we find ourselves leaving the boat to explore what’s hiding beyond the islands. 🌴⛵️ This week aboard Escapade takes us from Starfish Beach into the canals and jungle of Bocas del Toro, with light-wind sail...
We’re Finally Setting Sail Again!
Sailing Uma

We’re Finally Setting Sail Again!

▸ Guess what? We are Sailing around the world on our all-electric little sailboat, and we'd love to celebrate the start of this crazy adventure with you. Come hangout: Nov. 14-15, 2026 at Ocean Village Marina, Gibraltar. Let us know you are coming, RSVP link: ▸ JOIN THE UMA NATION: The Uma ...
WORTH NO SLEEP? Dominica’s hidden gem E399
Wildly Intrepid Sailing

WORTH NO SLEEP? Dominica’s hidden gem E399

Sometimes the best cruising stops are the ones you never planned! ⛵🌴 We sail out of Portsmouth, Dominica, hoping to make a quick hop around the coast and drop anchor just around the corner. But our anchoring plans don’t exactly go as expected… That little failure leads us to Coulibistrie, an unexp...
Don’t Buy A Sailboat Until You See This | Pacific Seacraft 37 | $59,900 | TOUR
BoatFools Sailing

Don’t Buy A Sailboat Until You See This | Pacific Seacraft 37 | $59,900 | TOUR

@boatfools #pacificSeacraft #sailboat #sailing #bluewatersailing #sailboattour Don't Buy A Sailboat Until You See This! | Pacific Seacraft 37 | $59,900 | TOUR Is the Pacific Seacraft 37 the Goldilocks boat—not too big, not too small, but just right? And at $59,900 she could be the best deal ...
Sailing Family Goes to Space | Episode 9 Sail to Port Canaveral Kennedy Space Center
Sailing Banana Pancakes

Sailing Family Goes to Space | Episode 9 Sail to Port Canaveral Kennedy Space Center

We’re sailing north from West Palm Beach and this time, we’re securing every drawer before heading offshore! 😂 With a glassy ocean and almost no wind, we finally faced one of our fears and jumped into the open ocean while the boat was still moving. The boys brought out the spear pole, Easton knocke...
4 Hours to Rig Solar for an 8-Month Solo Circumnavigation
Sailing Uma

4 Hours to Rig Solar for an 8-Month Solo Circumnavigation

▸ Follow Mara's journey here: ▸ JOIN THE UMA NATION: The Uma Nation is what makes this YT channel possible. Join from $2/month to see our videos early and ad-free. Thanks to our top patrons for keeping this channel going 💙: Special shout out to these legends: Maje Brennan. John Seymour · ...
We Got LOST in the Pirates of the Caribbean Indian River! E398
Wildly Intrepid Sailing

We Got LOST in the Pirates of the Caribbean Indian River! E398

We set out to explore Dominica’s famous Indian River… but somehow managed to lose the trail! What followed turned into one of those adventures that makes Dominica so incredible. We wandered through thick jungle, crossed the river and found ourselves surrounded by huge twisted roots that looked str...
Am I Ready To Sail Nonstop Around The World?
Sailing With Phoenix | Oliver

Am I Ready To Sail Nonstop Around The World?

Part of a five day sea trial out in the Pacific to test out my new inventory of sails. Crazy to think how close I am to the starting line now... Starting in October 2026 I will attempt a 30,000 mile solo nonstop circumnavigation of the planet aboard my Pacific Seacraft 40, "Phoenix do Mar"...
We Explored the Most Famous Deserted Island in the World
Sailing Machete

We Explored the Most Famous Deserted Island in the World

Family sailing vlog about exploring deserted islands. To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #youtubekids #sailingaroundtheworld #outdoors #bucketlist #fiji #paradise #sailing #laugroup #fulaga #sailingfiji #yasawas #castawayisland To Follow Along in Real Ti...
Living the Dream in Bocas del Toro 🌴 Sailing, Tropical Paradise & Starfish
Leading the Escapade

Living the Dream in Bocas del Toro 🌴 Sailing, Tropical Paradise & Starfish

After days of nonstop rain, we finally get some sunshine and make the most of it! 🌴☀️ In this episode, we start with a few cosmetic boat jobs we’ve been putting off while waiting for the weather to improve. Then we set sail through Bocas del Toro, Panama, heading to Dolphin Bay Yacht Club to check ...
ROUGH Sail to Dominica But it’s WORTH IT E397
Wildly Intrepid Sailing

ROUGH Sail to Dominica But it’s WORTH IT E397

We say goodbye to Guadeloupe and set sail for Dominica, but it definitely isn't the smooth Caribbean sail we were hoping for! The day starts with a bad feeling in my gut before we head out into a rough, lumpy sea for the crossing to Dominica. 🌧️⛵ It isn't our most comfortable passage, but...
Solar Sponsor Backed Out Before Sailing Around the World !
Sailing Uma

Solar Sponsor Backed Out Before Sailing Around the World !

▸ More about Xtool: US websites: Canada websites: Europe websites: Use the code UMA500 for $500 off! Affiliate link: ▸ Our Solar Panels: at the last minute before the start of her race around the world, @ClassicMara sent out a call for help as her solar sponsor backed out from supplying wh...
THIS Changes Everything! GRANDPARENTS Come Aboard!
Sailing Machete

THIS Changes Everything! GRANDPARENTS Come Aboard!

Come with us to explore FIJI by sailboat. This week Daniel's parents come to visit. We see some of the most beautiful anchorages and resorts in Fiji! To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #youtubekids #sailingaroundtheworld #outdoors #bucketlist #fiji...
Hidden Hot Springs & Sailing life of a family in Guadeloupe E396
Wildly Intrepid Sailing

Hidden Hot Springs & Sailing life of a family in Guadeloupe E396

Sailing Guadeloupe with the family ⛵ Another beautiful stretch of Caribbean cruising! We start out anchored in Malendure, where it’s time to tackle one of the less glamorous parts of boat life — the grocery run! With the boat stocked up, we jump into the clear Caribbean water for another incredible...
Some Problems Follow You Across Oceans
Sailing Big Lost

Some Problems Follow You Across Oceans

We inherited our alternator problems when we bought Big Lost in Florida—and somehow, they've traveled with us through the Caribbean, across the Panama Canal, over the Pacific, and all the way to French Polynesia. We've fixed things. Broken things. Learned things. Taken steps forward and a...
Our boat won’t look the same after this | Step 495
Sailing Uma

Our boat won’t look the same after this | Step 495

▸ Click the link in the description, or go to and get 10% off your first month of therapy. (Paid Partner) ▸ JOIN THE UMA NATION: The Uma Nation is what makes this YT channel possible. Join from $2/month to see our videos early and ad-free. Thanks to our top patrons for keeping this channel goi...
Our 4-Year-Old Started DIVING in the Caribbean! E395
Wildly Intrepid Sailing

Our 4-Year-Old Started DIVING in the Caribbean! E395

Our 4-year-old Coral is taking her underwater adventures to a whole new level! 🤿🌊 We explore the incredible Réserve Cousteau in Guadeloupe, where the water is crystal clear, the reef is full of life, and Coral starts diving below the surface all on her own. Watching her confidence grow underwater a...
REALITY of Living in Paradise
Sailing Machete

REALITY of Living in Paradise

Come with us to explore FIJI by sailboat. This week we are seeing some of the most beautiful anchorages, resorts and underwater views in Fiji. To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #youtubekids #sailingaroundtheworld #outdoors #bucketlist #fiji #paradise #s...
HOT TAKE – Stupid Anchoring Mistakes
Lady K Sailing

HOT TAKE – Stupid Anchoring Mistakes

Lady K Swag!!! Right here: Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
There’s No Going Back Now Episode 4
Sailing Banana Pancakes

There’s No Going Back Now Episode 4

We actually did it. We sold almost everything we own, said goodbye to our home, our cabin, our cars, our pets, our friends and the life our kids have always known… and boarded a plane to Florida to begin our new life sailing around the world. This episode is the end of one chapter for our family—an...
“Pour Yourself a Glass of Wine…”  7 to 33 Knots E394
Wildly Intrepid Sailing

“Pour Yourself a Glass of Wine…” 7 to 33 Knots E394

One last adventure at Grande Anse, one of the most beautiful beaches we’ve found in Guadeloupe before making the short hop to Deshaies. There we enjoy some delicious local treats and cool off with a swim in the river. Then it’s time to keep sailing south along the coast of Guadeloupe. The condition...
Life at Anchor Just Got Better: Our Anchor Alarm & Bow Shade
Holly and Ray

Life at Anchor Just Got Better: Our Anchor Alarm & Bow Shade

Two things have really changed the way we live at anchor this season. The first is our custom anchor alarm, which means we can both sleep easier at night. The second is the new shade over the bow. Together, they give us more comfort and peace of mind while living at anchor. When we arrived at the ...
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