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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🏝️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....
Kicked out of Key West
Bad Kitty Sailing (formerly Sailing CAVU)

Kicked out of Key West

We are forced to leave Key West with a cold front approaching. One day of great sailing followed by two more in rough seas. Follow our journey as we bring Bad Kitty back from Grenada to our home in Texas to finish her refit.
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.
⛵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.
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...
🪙 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.
💧Slippery When Wet – Ouch!💧sailing & fun ⛵
Sailing And Fun

💧Slippery When Wet – Ouch!💧sailing & fun ⛵

🚩🚩🚩Socials links below We hit up one of our new favorite little islands back in the mud flats of Key West for a full day of private fun.
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.
🧜🏻‍♀️Girl alone in the deep 🧜🏻‍♀️
Sailing And Fun

🧜🏻‍♀️Girl alone in the deep 🧜🏻‍♀️

🚩🚩🚩Socials links below With the captain having to attend to some things on board, I dive into the crystal clear Key West Florida waters to a beach beneath the sea with fishes and coral that could keep you entertained all day long.
3 Sea Side vents 1 Day⛵🪸🌉
Sailing And Fun

3 Sea Side vents 1 Day⛵🪸🌉

🚩🚩🚩Socials links below We start this video off in the beautiful Florida Keys city of Key West or more specifically at the ocean’s reef. Then we set sail and end the video with our last tour of Charleston South Carolina.
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!
Is She A Stripper? Ep150
Sailing Intermission

Is She A Stripper? Ep150

Em-Trak, stripper, bikini, beach, Key West, barnacles, dinghy, topless Good news! Em-Trak decided to replace our B923 AIS unit for free. Went to Key West to party on the beach and on Duval Street. Places included Jimmy Buffett's old hang out and the somewhat famous Sloppy Joes, the Red Garter ...
Thinking About Her Butt Ep145
Sailing Intermission

Thinking About Her Butt Ep145

Discover the joy of sailing adventures with family and friends on a catamaran. Join us as we explore the excitement, beauty, and cherished memories created on our beloved vessel.
Sailing to the end of the world. S6 EP: 11 Part one.
Sailing EV

Sailing to the end of the world. S6 EP: 11 Part one.

In this video we attempt a challenging off shore passage of 300 NM. Find out what its really like out there on the gulf stream off the southern coast of Florida. Help support a single handed sailor make video and live his dream. Join Patreon here, patreon.com/user?u=76484957 Thank you.
TRAPPED Border Crossing, Florida Keys Hopping
Sailorama

TRAPPED Border Crossing, Florida Keys Hopping

Music, animations, and editing by Justine, with Robi & Choco. Live Updates: facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! Patreon: Accepting Bitcoin: bc1qcnax827ylqcg0g2ayvygxdg07hyhcwwar5zqsjajehc80allq6tqltnjld Or simply leave a tip th...
2023 Year in Review | Boating Journey
Boating Journey

2023 Year in Review | Boating Journey

In episode 219 we reflect on all of the boating activities and trips we took in 2023--our first full year in Florida! There are a lot more videos we mentioned - you can find them all in our 2023 list. Please leave your comments down below - we love to hear from you. Please subscribe to our chan...
Key West Holiday 2023 | Boating Journey
Boating Journey

Key West Holiday 2023 | Boating Journey

In episode 218, we head down to Key West to enjoy the annual festivities for the holidays. Embark on an unforgettable journey with us as we explore the enchanting paradise of Key West from December 8th to 10th, 2023! 🌴 Join the festivities of the lively bike parade, immerse yourself in the soulful...
Crunch!??💦Rescue & Repair Outboard Experience 🌊⛵ Sailing and Fun – Adventures in the Florida Keys!
Sailing And Fun

Crunch!??💦Rescue & Repair Outboard Experience 🌊⛵ Sailing and Fun – Adventures in the Florida Keys!

🚩🚩🚩Socials links here When cruising the beautiful waters in the Florida Keys, the shallows have us grounded. We show you what happened miles from help and what we did to diagnose and repair our outboard motor. Key West fun and folly. If you have experienced a similar story, please share, we want t...
Fantasy & Lovers Ep127
Sailing Intermission

Fantasy & Lovers Ep127

Fantasy Fest, Key West, pedicure, Key Deer, Dancing, teak repair, EVA teak, dinghy ride, and bikini. We added some non slip EVA material to the cockpit lazarettes. It really cleaned things up and should be easy to clean. Had a great time down in Key West going to Fantasy Fest. You know we had to do ...
👙 🤿 Wild Life – Take a walk on the Bayside – Sailing and Fun in the FL Keys 👙 🤿
Sailing And Fun

👙 🤿 Wild Life – Take a walk on the Bayside – Sailing and Fun in the FL Keys 👙 🤿

The wind is up and so are the waves so we set a course for adventure on the bay side of the FL Keys. Our Socials
She’s Hot and Sweaty Ep123
Sailing Intermission

She’s Hot and Sweaty Ep123

Karen is hot and sweaty from our new exercise routine. We walk at least 2 miles in the heat and humidity. Speaking of hot our rear A/C went out. Took a while to diagnose the problem. It turns out the coils inside the unit needed cleaning. Rigged a pump, 5 gallon bucket, hoses on the water inlet and...
⛱️ No tan lines…no problem 👙 Sailing and Fun on a Private Island Escape in the Florida Keys
Sailing And Fun

⛱️ No tan lines…no problem 👙 Sailing and Fun on a Private Island Escape in the Florida Keys

High winds and rough seas create a perfect private island getaway. Thank you for watching!! All my Socials
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