Watch Sailing & Boating Adventures Around the World – Page 2 of 5

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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4th Of July Special! (250 Years For The USA)
Adventureman Dan

4th Of July Special! (250 Years For The USA)

***4th of July Special!!!*** We in the US of A have SO much to be grateful for. So today, I wanted to share a little bit of what I'm so thrilled with about this country! _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support m...
I Bought A Boat That Does EVERYTHING! (MacGregor 26X = Ultimate Adventure)
Adventureman Dan

I Bought A Boat That Does EVERYTHING! (MacGregor 26X = Ultimate Adventure)

I'M BACK ON THE WATER!!! Two months ago I bought a 2001 MacGregor 26X. And since then I've been getting it ready and going on adventures! Here's what in store! Why I Quit Full Time Sailing: Why I Want A MacGregor 26x: _____________________________________________________________...
FULL Sailboat/Powerboat Tour (2002 MacGregor 26X on Trailer)
Adventureman Dan

FULL Sailboat/Powerboat Tour (2002 MacGregor 26X on Trailer)

Welcome aboard "Bear Hunt". A 26' long "powersailor" MacGregor 26X. Touring this boat in the fridged Canadian winter. _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my adventures: Business Inquires:...
🪙 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.
🏝️An Undiscovered Island!!!🏝️sailing and fun🏝️
Sailing And Fun

🏝️An Undiscovered Island!!!🏝️sailing and fun🏝️

🚩🚩🚩Socials links below After years in the Keys you would think there was no island left undiscovered by us but we are excited to be surprised by a jewel in the middle of the crystal clear waters near Key West Florida.
😧Exercise Caution – Advised 🦈🛟sailing and fun 🛟
Sailing And Fun

😧Exercise Caution – Advised 🦈🛟sailing and fun 🛟

🚩🚩🚩Socials links below After a fun and educational little tour of our marina, we head out to the furthest reef in the Florida Reef Tract, well the furthest that we've been to, Western Dry Rocks. We've read that we are to, “Exercise Caution” at this reef. Larger sea life, including some ...
The Hot🔥 and Cold ❄️of it – Key West – Sailing & Fun
Sailing And Fun

The Hot🔥 and Cold ❄️of it – Key West – Sailing & Fun

🚩🚩🚩Socials links below We hit the Mud Keys on a day when we might should have stayed anchored closer in. Day two brings us luck with the brilliant sunshine as we make our way out to the reef. Unfortunately there's no diving action in this video but you still get to see the spectacular beau...
100 Ways to get Hurt 🤕- plus CAT update⛵
Sailing And Fun

100 Ways to get Hurt 🤕- plus CAT update⛵

🚩🚩🚩Socials links below We set sail in the beautiful sunshine to hit up one of our favorite little private islands. We have it to ourselves for half the day at least so we do some exploring, paddle board over to the neighboring island and just enjoy the splendor of the Florida Keys.
Fortified Fun 🏰 Key West Beach – 🩴sailing and fun
Sailing And Fun

Fortified Fun 🏰 Key West Beach – 🩴sailing and fun

🚩🚩🚩Socials links below We love going to historical places and this fort was not a disappointment. Fort Taylor in Key West is not just a captivating place to soak up history but it's also surrounded by a beautiful beach set in a little piece of tropical paradise.
Barley a spot not Stung!😧sailing and fun
Sailing And Fun

Barley a spot not Stung!😧sailing and fun

🚩🚩🚩Socials links below We are hitting up Eastern Dry Rocks off the coast of Key West today and unfortunately this vast reef lives up to its name in that there's little living coral and many rocks - at least in the area that we visited. Fortunately, we do get to hang out with more of the bea...
1 leak, 2 leak 3 leak More😢😭sailing and fun?
Sailing And Fun

1 leak, 2 leak 3 leak More😢😭sailing and fun?

🚩🚩🚩Socials links below We try not to let rain stop the fun as we turn cloudy skies into a day of sailing the coast of Key West.
Motorless & Drifting in the Atlantic!⛵
Sailing And Fun

Motorless & Drifting in the Atlantic!⛵

🚩🚩🚩Socials links below Motorless, sail-less and drifting in the Atlantic... and it is awesome! We sail over a myriad of ocean green waters, cruise by the Key West harbor and enjoy a lazy river day on a open ocean sandbar. Thanks for watching!
💃🏻What makes a good dance floor?💃🏻 Adventures with Sailing and Fun
Sailing And Fun

💃🏻What makes a good dance floor?💃🏻 Adventures with Sailing and Fun

🚩🚩🚩Socials links below After checking out an aerial map, I spotted a place that I thought would be perfect for a day of relaxation, swimming, cocktails and a little bit of dancing.
🦈BIG SPLASHES are NOT Good at the Reef🦈
Sailing And Fun

🦈BIG SPLASHES are NOT Good at the Reef🦈

🚩🚩🚩Socials links below We are starting off this series in the Keys with a visit to our favorite place, The Reef! I get to break in my extra long dive fins and test my ability to get down to the very bottom as many times as possible.
🌊⛵Tossed at Sea – Bad Karma?⛵🌊adventures with Sailing & Fun
Sailing And Fun

🌊⛵Tossed at Sea – Bad Karma?⛵🌊adventures with Sailing & Fun

🚩🚩🚩Socials links below We set out on a few “blown up" adventures - winding our way through the beautiful Low Country marsh as well as out in the Atlantic in both Charleston and the Florida Keys.
🪸😀The Best Way to spend a Weekend😀 🪸Sailing and Fun
Sailing And Fun

🪸😀The Best Way to spend a Weekend😀 🪸Sailing and Fun

Learn how to make the most of your weekend getaway by exploring Charleston's picturesque coastline and pristine waters through our top sailing adventures. From sunsets to snorkeling, we've got you covered!
We Broadsided 2 Boats!😧⛵🫣adventuress with Sailing and Fun
Sailing And Fun

We Broadsided 2 Boats!😧⛵🫣adventuress with Sailing and Fun

Experience an exciting day on the water with Sailing and Fun as we explore Charleston's picturesque marina, attempt an unexpected sail, encounter a boating accident, head to the beach, and brave the chilly marina pool!
Seeing the Light😎sailing adventures with Sailing and Fun
Sailing And Fun

Seeing the Light😎sailing adventures with Sailing and Fun

Join Sailing and Fun on an exciting journey to visit one of the oldest lighthouses in the world! Experience dolphins, discover hidden beaches, and immerse yourself in a breathtaking maritime adventure at Morris Island Lighthouse.
🎡You know what the best thing is… adventures with Sailing and Fun🎡
Sailing And Fun

🎡You know what the best thing is… adventures with Sailing and Fun🎡

🚩🚩🚩Socials links here After a quick look back at the latest season, we finally head to Charleston, SC. This start is just to familiarize ourselves with the surroundings and get settle at our marina - the nicest one we've ever been to. Cloudy today but there are sunny times ahead as we share ...
Last Look Before We Leave 😎 sailing adventures with Sailing and Fun
Sailing And Fun

Last Look Before We Leave 😎 sailing adventures with Sailing and Fun

🚩🚩🚩Socials links here A quick last visit to our fav private island and a bit-o-sailing before we head to a new destination!
Careful – They can hear you🤫adventures with Sailing and Fun
Sailing And Fun

Careful – They can hear you🤫adventures with Sailing and Fun

🚩🚩🚩Socials links here There's another fun day to be had at alligator reef but this time we fit in a little bit of smooth sailing and get to mingle with a group of sharks.
Banging in our Boat 😜adventures with Sailing and Fun⛵
Sailing And Fun

Banging in our Boat 😜adventures with Sailing and Fun⛵

🚩🚩🚩Socials links here A marina right in the heart of Key West is our home for the next couple days while we try to sort out some motor issues. Fortunately it's only a seven mile run out to Sand Key, a beautiful reef with stony and soft corals and lots of beautifully colored fishes! It's...
Island Girl 👙( and boy ;)🩳Sailing adventures with Sailing and Fun
Sailing And Fun

Island Girl 👙( and boy ;)🩳Sailing adventures with Sailing and Fun

🚩🚩🚩Socials links here We hit up this private island once before and we couldn't resist coming back. We'll probably come as often as we can - as long as it stays private at least. The goal is to do it all, relax, explore , dance, eat , drink and be merry. We are happy to have you along f...
The Slide that Untied… my Bikini ;)🧜‍♀️ Sailing adventures w/ Sailing and fun🧜‍♀️
Sailing And Fun

The Slide that Untied… my Bikini ;)🧜‍♀️ Sailing adventures w/ Sailing and fun🧜‍♀️

🚩🚩🚩Socials links here It is said that when you're on a boat, everything should have a dual purpose and in this case even the paddleboard takes on a new role. We are hitting up another reef in this little film but it's a departure from our usual. Hope you enjoy the fun!
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