Watch Sailing & Boating Adventures Around the World

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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...
Training a boat-kitten to paddleboard! #boatcat #boat #sailinglife #sail #sailing
Sailing Holly Blue

Training a boat-kitten to paddleboard! #boatcat #boat #sailinglife #sail #sailing

How do you train a boat-kitten to paddleboard? Get your pro-level boat-cat to show them how it’s done! We rescued little kitten Mali from certain death when we found him limp and lifeless lying in a boiling hot metal gutter in a local Greek port…so we adopted him onboard our boat and decided to tea...
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...
Episode 288 – Deep Isolated Anchorages
Sailing Pickle Family

Episode 288 – Deep Isolated Anchorages

We get to sail to a cool little cove this week guys which is so deep and so beautiful, with just a few anchor buoys to tie up to, it was so tranquil! We absolutely loved enjoying all the water and cove had to offer, with lots of sunny warm weather, snorkelling, paddle board, practicing our free divi...
5 Day River Adventure Deep into GREENLAND’s Wilderness
Alluring Arctic Sailing

5 Day River Adventure Deep into GREENLAND’s Wilderness

Get "The Book" and Rebuild the Civilization at Use the Code ARCTIC10 for a 10% discount! This time we're taking our paddleboards and kayaks and doing an epic river paddling, hiking & fishing trip on the west coast of Greenland! The video I referenced: 💥 These videos are cro...
Completely ALONE on an Island – Escape the Chaos with Us [Ep. 186]
Sailing Sweet Ruca

Completely ALONE on an Island – Escape the Chaos with Us [Ep. 186]

Uninhabited. THE DREAM. Join us for this ULTIMATE escapism journey! #adventure #escape #paradise Don’t forget to subscribe to follow our journey across the Pacific and support our small boat making big adventures. Follow our adventures elsewhere: Support on Patreon: Instagram: Facebook:
10 BEST Toys On A Sailboat ⛵️
Adventureman Dan

10 BEST Toys On A Sailboat ⛵️

Elevate your sailboat experiences with this curated list of the top 10 exciting and entertaining toys. These picks cover a range from inexpensive yet enjoyable activities to pricier, high-end items that bring thrill-seeking adventures to life.
OUR EPIC BOAT LIFE: Birthday Toys & a Dreamy Sail to Paradise (AKA Elafonisi – Greece) • S4:Ep3
Sailing Holly Blue

OUR EPIC BOAT LIFE: Birthday Toys & a Dreamy Sail to Paradise (AKA Elafonisi – Greece) • S4:Ep3

In this Boat Life Episode we share with you a realtime update of our current position and content from both Lauras and Noahs Birthdays and their new Boat Life Toys: Goosehill SUP's and Asiwo Underwater Scooters. In the second half of this Sailing Episode, we continue the 3rd leg of our sailing...
The SECRET to Happiness [E234]
Wildly Intrepid Sailing

The SECRET to Happiness [E234]

Sailing can be lonely, it gives you access to secluded islands and being almost self-reliant relying on ourselves. Nevertheless, if you knock on the boat next door this could transform your entire sailing voyage. From adventuring together and "buddy boating" to sharing potluck dinners on t...
AUSSIE’S TAKE CROATIA! OUR VERY OWN SAIL WEEK! EP-61
Leading the Escapade

AUSSIE’S TAKE CROATIA! OUR VERY OWN SAIL WEEK! EP-61

This week we do loads of boat prep before picking up some of our Bestie's from Australia! Unfortunately we have some strong wind headed our way for day 1.
SAILING ALBANIA – Sunset Paddle, Race Sailing & Day to Day Boat Life! Ep-54
Leading the Escapade

SAILING ALBANIA – Sunset Paddle, Race Sailing & Day to Day Boat Life! Ep-54

This week we spend a couple of days on a beach we basically have all to ourselves before heading back to Sarande and then checking out of Albania to Montenegro.
AUSSIE STYLE SAILING SHENANIGANS WITH FRIENDS IN GREECE! EP-40
Leading the Escapade

AUSSIE STYLE SAILING SHENANIGANS WITH FRIENDS IN GREECE! EP-40

Sailing Crete with friends, visiting Balos Beach, wakeboarding with a paddle board, hiking, spearfishing and cooking on a boat!
HOT HOT HOT August Sailing PILAR with Charles and Allison – (and an Engagement!)
Sailing PILAR - Blue Dot Voyages

HOT HOT HOT August Sailing PILAR with Charles and Allison – (and an Engagement!)

HOT HOT HOT August Sailing on PILAR with Charles and Allison - (and an Engagement!) Blue Dot Voyages TIMELINE: 0:00 The Happy Couple (now engaged) 0:51 Kingfish Catch and Deck Lounging 6:00 Off shore ocean Swimming 6:55 Parasailor time - What's wrong with the way we put this sail up? (L...
SURVIVING Wind Force 12 on a Paddleboard! Nearly SANK my Sailboat!!! -Ep. #7 (life on a sailboat)
Adventureman Dan

SURVIVING Wind Force 12 on a Paddleboard! Nearly SANK my Sailboat!!! -Ep. #7 (life on a sailboat)

Waking up with about 20 knots of wind was no big deal. We had anchored in a place with great protection from the Southerly wind direction. And so I took off on my paddleboard with my spearfishing gear to get Maru and myself some seafood dinner. After about an hour of spearfishing I had two hogfish ...
Goodbye and Surprise! / Paddleboarding with Dolphins / Full time RV Family FunWater Paddle Board
everyday saturday

Goodbye and Surprise! / Paddleboarding with Dolphins / Full time RV Family FunWater Paddle Board

Whew! Highs, lows, goodbyes, & hellos. After putting the girls on an airplane heading back to Idaho to visit friends and family, the boys go #paddleboarding on our #funwater #paddleboards. The best cure for the goodbye blues turns out to be dolphins. Also, people have been asking where we got ou...
NUMBER ONE REASON PEOPLE STOP SAILING – Gotta Stay Fit!
The O'Kelly's

NUMBER ONE REASON PEOPLE STOP SAILING – Gotta Stay Fit!

Injuries on a sailboat can be a real show-stopper. So what we do to get fit and stay in shape is just as important as maintaining the boat. This week we talk inflatable paddle boards and where to mount them so they don’t cause leaks, and do some epic snorkeling along the way and Musha and Rudder Cay...
MATS MATS BAY (Part 1 of 3) | Sailing SV Indigo Ep. 1
Sailing SV Indigo

MATS MATS BAY (Part 1 of 3) | Sailing SV Indigo Ep. 1

Mats Mats Bay, the first stop on our adventure sailing Washington state's San Juan Islands - a trip that turned out nothing like we expected. Shilshole Marina, Puget Sound, Mats Mats Quarry, Port Townsend, Point Hudson Marina, Beneteau Oceanis 37, Pacific Northwest, Cruising, PNW.
Stand Up Paddleboard SUP speed test and RED board review
Joyrider TV

Stand Up Paddleboard SUP speed test and RED board review

Stand up paddleboarding, or SUP, is a water sport born from surfing with modern roots in Hawaii. Stand up paddle boarders stand on boards that are floating on the water, and use a paddle to propel themselves through the water. The sport was documented in a 2013 report that identified it as the outdo...
Sea Turtles, Mermaids, & Bonfires!
Jessica and Ryan Adventures

Sea Turtles, Mermaids, & Bonfires!

We stop at Little Farmers Cay to see some sea turtles and then anchor at Big Farmers Cay where we paddleboard, have a bonfire, and check out the sand bar. When we are done there we head to Rudder cut cay to check out the mermaid and piano near David Copperfield's island. Get a T-SHIRT(or 3!):...
Paddleboarding on a 4 knot current! EP36
Sailing PILAR - Blue Dot Voyages

Paddleboarding on a 4 knot current! EP36

We recently received our new paddleboards that we purchased while at the Annapolis Sailboat Show. Voltsurf had a show special that could not be beat! Watch our unboxing and our first boarding adventure down Bohicket Creek. LINKS: BLOG SITE: FACEBOOK: CAROLINAS SAILING VIDEOS: 201...
Sharing the Realities of Cruising Life in Langkawi – Ep. 119
Out Chasing Stars

Sharing the Realities of Cruising Life in Langkawi – Ep. 119

Having guests visit is always a blast, especially when those guests are so interested in the realities of cruising life. Our friends Denitsa and Niki actually VOLUNTEERED (well... one of them volunteered the other) to help out with boat projects. I couldn't pass up an offer like that, so tog...
Road Trip to Arizona & Our Crib
WE|Sail

Road Trip to Arizona & Our Crib

This one is not to miss. We walk you through our crib (the truck)! Sharing with you where we eat, sleep and chill in our moving home on the road. Our trip brings us through Arizona. Passing through places like, Sedona, Page, and Lake Powell. Spending time paddling through the canyons of Antelope Can...
Sailing Avocet: Santa Cruz Island
Sailing Avocet

Sailing Avocet: Santa Cruz Island

Join us as we sail Avocet farther than we have before, all the way to Santa Cruz Island, the largest of the Channel Islands.  #SantaCruzIsland #CheoyLee #SailingCouple #ChannelIslands
The two of us going through some sailing maneuvers and staying married
Adventures of Two Afloat

The two of us going through some sailing maneuvers and staying married

We tried to capture what it is like to sail Naoma close hauled (sailing very close to the wind) and tacking (turning Naoma so the bow crosses through the wind). On this day we were sailing down the narrow lagoon of Fakarava. It was an active day with many tacks, almost felt like racing! This is no...
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