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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HUGE MILESTONE! (I’ve been waiting for this day!)
Sailing Red Seas

HUGE MILESTONE! (I’ve been waiting for this day!)

Some days are special - and this is one we will remember for a long time! We are celebrating reaching such an important milestone in my health journey, as I get back to who I was before my relapse earlier this year. We expected 2026 to be full of hard work and adventure, sailing to new countries an...
REALITY of sailing to Fiji’s most isolated village!
Sailing Red Seas

REALITY of sailing to Fiji’s most isolated village!

We are sailing to one of the most remote islands in Fiji. This is perhaps the most isolated village in the whole country of Fiji, and we'd love you to come along with us for the adventure as we sail to the very furthest island in the Lau group, try our hand at fishing, paddleboard amongst the i...
🏝️Swinging in Key West 🏝️- S&F
Sailing And Fun

🏝️Swinging in Key West 🏝️- S&F

I think this has to be our favorite island yet! The sandbar goes on for miles and the island offers us not just shaded beauty but a playground to boot. A few miles off of Key West sits this paradise in the clear waters of the Florida Keys but you need your own boat or at least a rental to get there....
⛵️WHALE HUNTING in Bequia🇻🇨 A Deeply Rooted Caribbean Tradition | Sailing Hallberg Rassy 352
Sailing Joco

⛵️WHALE HUNTING in Bequia🇻🇨 A Deeply Rooted Caribbean Tradition | Sailing Hallberg Rassy 352

We're diving deep into the traditional culture of Bequia, their rich WHALING History that you don't want to miss!!! We couldn't keep going without the support of all of you! If you’re enjoying our content, please consider Joining Our Patreon! We appreciate it so much :) Business/Co...
Wind Up My Skirt Ep217
Sailing Intermission

Wind Up My Skirt Ep217

We've left Isabella and are becoming dirt dwellers, swallowed the anchor, and moved to the hard. Well...not really. You know living on Isabella is a joy for us and we have left her only temporarily for a visit with family and friends in Southern California. Join us to learn about our preparatio...
Ep 94. Venice. My romance with a Venetian girl
SAILING into FREEDOM

Ep 94. Venice. My romance with a Venetian girl

Give it a thumbs up if you liked this episode! Venice, gondolas, canals, Da Vinci, getting gloriously lost… and somehow I’m still trying to figure out where the best spearfishing spot is. 😄⛵🇮🇹 In this episode of Sailing into Freedom, I swap beaches and boatyards for Venice, Italy – one of the great...
Close Encounter of the Deadly Kind 🦈 Sailing & Fun
Sailing And Fun

Close Encounter of the Deadly Kind 🦈 Sailing & Fun

🚩🚩🚩Socials links below It's a reef day baby! This day was absolutely spectacular off Key West. We did, however, have one visitor that we could have done without. It's not unusual for us to spot and swim around sharks but this guy was looking for something tasty.
Redhead Ep203
Sailing Intermission

Redhead Ep203

Strange red head, beach, dolphins, sunbathing, medicine chest, water pump, abandoned boats You never know what you’ll see on Sailing Intermission. Steve and Karen, at different times, both get a visit from a mysterious red headed woman. She says her name is Scarlet. Who is she???? The weather is ...
SDA222 Hurricane on the Horizon: Off-Season Deserted Beach & Litterbox Challenge
Sailing Dark Angel

SDA222 Hurricane on the Horizon: Off-Season Deserted Beach & Litterbox Challenge

We wait at Great Exuma for Hurricane Erin to pass, lazily exploring the unusually deserted Sand Dollar beach with lush trees overhanging the ocean. Then we tuck into the Litterbox for a Westerly blow, where anchoring in the shallow waters becomes a bit of a challenge. In this episode of Sailing Dar...
⛵Electric Green Sea⛵ sailing and fun
Sailing And Fun

⛵Electric Green Sea⛵ sailing and fun

🚩🚩🚩Socials links below So much of our time is spent on sandbars, beaches and at the reef that you forget this is a sailboat so today we take advantage of the light winds and float atop the beautiful electric green waters of the Florida Keys/ Key West.
His Mind Is Racing Ep188
Sailing Intermission

His Mind Is Racing Ep188

Loneliness, isolation, great views, boating community, beach, boat hook, dill & basil, jump rope Boat life on Isabella can give us feelings of loneliness, isolation and it can also be exciting, fun and at times relaxing. Join us as we share our journey with you working on DIY projects, creating...
BIGGER Boat BIGGER Problems…
Sailing Zola

BIGGER Boat BIGGER Problems…

The boat yard stint has felt like it was going to last forever, but we're finally seeing some light at the end of the tunnel... Maybe. FOLLOW US ON SOCIALS❤️⛵️ Insta - Facebook - #Sailing #Catamaran #bahamas #boatshow #diy #boatprojects #boating
A Rocky Start & Finish
Sailing And Fun

A Rocky Start & Finish

🚩🚩🚩Socials links below This island really shows the diversity in the Keys. It's been hit several times by hurricanes and had all of its mangroves ripped out but we found a lot of beauty left to explore. The bonus was, because we had the island to ourselves for most of the day, Dixie got to fin...
I’ll Draw You Nude Ep186
Sailing Intermission

I’ll Draw You Nude Ep186

Karen is at the gym. Stretching and straining her body. Steve wants to be her artist and draw her nude. Back to the beach we continue talking about living on a sailboat. Steve has a suggestion about a new bikini bottom for her. Nice walking at low tide. Packed sand sometimes looking like another wor...
Training for emergency at sea and bad news about our new boat  [Ep. 113]
Sailing Supernova

Training for emergency at sea and bad news about our new boat [Ep. 113]

This week was crazy We can't keep sailing till this is fixed [email protected] This is the training you need to become a commercial sailor Where we took our STCW training that you see in this video (they were amazing!) ___________________________ ⚓️ Subscribe for more real-li...
Broken Boat and Broken Crew  [Ep. 112]
Sailing Supernova

Broken Boat and Broken Crew [Ep. 112]

Everything that is going to break has broken, including the crew! We need a hospital and a mechanic stat!!! [email protected] ___________________________ ⚓️ Subscribe for more real-life real-time sailing adventures! 👍 Like the video if you love sailing! (or if you just love Coconut 🐈)...
🪙 Cap’n finds Booty at the Reef🪙😜
Sailing And Fun

🪙 Cap’n finds Booty at the Reef🪙😜

🚩🚩🚩Socials links below Here's one of those beautiful snorkeling days in Key West Florida we promised. We hit a new mooring out at Eastern Dry Rocks and have the perfect setup of sun, low tide at noon, great water clarity and beautiful underwater scenery.
We sailed from Greece to the biggest Spanish Island  [Ep. 111]
Sailing Supernova

We sailed from Greece to the biggest Spanish Island [Ep. 111]

We had a short time to make this 900 mile sail. The weather was supposed to be great! And for once the forecast was close to being right. But we still found some big problems with the boat and we need to fix them ASAP [email protected] ___________________________ ⚓️ Subscribe for mo...
I’m a Firm Red Tomato Ep180
Sailing Intermission

I’m a Firm Red Tomato Ep180

Dinghy ride, a day at the beach, Hayabusa motorcycle cruise, ceviche and dancing. Join us for some relaxation and fun. Yep, no DIY this time on Isabella, the 56’ CNSO Mikado we call home. Steve and Karen take some time off to relax with a dinghy ride to check out the nearby oyster beds and the dep...
Total Disaster! One of these boats will hit the ROCKS!!!  [Ep. 110]
Sailing Supernova

Total Disaster! One of these boats will hit the ROCKS!!! [Ep. 110]

The storm came early The wind came from the wrong direction We couldn't just watch, we had to help! along with 2 other people we did everything we could to save the boat! [email protected] ___________________________ ⚓️ Subscribe for more real-life real-time sailing adventures!...
We didn’t expect this!!! Boat life  [Ep. 109]
Sailing Supernova

We didn’t expect this!!! Boat life [Ep. 109]

We were just trying to be nice... And then we got the best offer ever! [email protected] ___________________________ ⚓️ Subscribe for more real-life real-time sailing adventures! 👍 Like the video if you love sailing! (or if you just love Coconut 🐈) 💬 Drop a comment - we love to hear fr...
Family of 6 Sail Belize
Sailing Banana Pancakes

Family of 6 Sail Belize

⛵️🍌🥞Become a Patron!- @BananaPancakes 📸 INSTAGRAM: @bananapancakes 📹 TIK TOK: @gbananapancakes 🛍️ Amazon Storefront: Check out this page from sailingbananapancakes @ilingbananapancakes Venmo: Paypal: @kamisatterlee In this final episode of sailing in Belize, we check out 3 new islands. Ray Ca...
Motor exploded 2 hours before our guests arrived!   [Ep. 108]
Sailing Supernova

Motor exploded 2 hours before our guests arrived! [Ep. 108]

[email protected] 2 hours before our guests arrive our motor blew up, we had to scramble to find another motor or their trip would have been ruined! but in true supernova fashion we got it figured out and had a great week... someone even popped the question!!! ________________________...
SDA198 Creepy Trail, Secret Beaches
Sailing Dark Angel

SDA198 Creepy Trail, Secret Beaches

A trail of broken dolls leads to a windswept ocean beach… then a solo paddleboard trip reveals hidden coves and turquoise shallows in the Ragged Islands. In this episode of Sailing Dark Angel, we explore remote Hog Cay in the Ragged Islands. Our hike to the ocean side takes an eerie turn along a tr...
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