Watch Sailing & Boating Adventures Around the World – Page 31 of 32

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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Johnny Depp’s Island & The Rocky Dundas Caves | Sailboat Story 39
Sailboat Story

Johnny Depp’s Island & The Rocky Dundas Caves | Sailboat Story 39

Johnny Depp's island, also known as Little Halls Pond, is the location where Tambi commits the heinous act of trespassing in this video. That's pretty interesting and all, but first, let me tell you about Rocky Dundas... We knew about Rocky Dundas long before we moved out of our house an...
Boo Boo Hill Blow Hole at Warderick Wells | Sailboat Story 38
Sailboat Story

Boo Boo Hill Blow Hole at Warderick Wells | Sailboat Story 38

We sail to Warderick Wells, inside the Exuma Cays Land And Sea Park, in search of the blow hole on Boo Boo Hill. Warderick Wells is a great place! It's inside the Exumas Land & Sea Park - so that means no spearfishing, no trash disposal, no food, no fuel, no water, etc... BUT it does mean ...
2] Survey, Sea Trial & Swedish Ladies | Abandon Comfort – Sailing The World
Abandon Comfort

2] Survey, Sea Trial & Swedish Ladies | Abandon Comfort – Sailing The World

When we started our boat hunt we had so many questions with regards to surveying a boat & what the hell a sea trial involved. At the time, there weren't any videos documenting a sea trial or a survey. We had so many questions - who drives the boat? Who is responsible for putting up the sail...
Repairing A Ripped Sail By Hand At Shroud Cay, Exumas | Sailboat Story 37
Sailboat Story

Repairing A Ripped Sail By Hand At Shroud Cay, Exumas | Sailboat Story 37

We spend time repairing a ripped sail by hand while at Shroud Cay in the Exumas. There's also this bit where Tambi jumps in the water with a shark. By the way - did you know that sharks LOVE oatmeal? Who would have known? Then, there's this great part that shows you a ton of footage of ...
Snorkeling At Highborne Cay, Exumas, Bahamas | Sailboat Story 36
Sailboat Story

Snorkeling At Highborne Cay, Exumas, Bahamas | Sailboat Story 36

We go snorkeling at HIGHBOURNE CAY, Exumas, Bahamas. Lovely little island, but also VERY expensive. This is a private island that caters to the big super-cruisers and sport fishers that have made their way over from South Florida. The cost of a single night in a slip is $4.00 a foot. A pack of Or...
Berry Islands Blue Hole Exploration At Hoffman’s Cay | Sailboat Story  35
Sailboat Story

Berry Islands Blue Hole Exploration At Hoffman’s Cay | Sailboat Story 35

We arrive at Hoffman's Cay in the Berry Islands and set off for some blue hole exploration. This was a great little stop at a laid back, and fairly remote anchorage. We do some snorkeling, some blue hole exploration, and some general beach stuff. Oh - and at the end of the video, I have an in...
Spiny Lobster Catch During Cold Front | Sailboat Story 34
Sailboat Story

Spiny Lobster Catch During Cold Front | Sailboat Story 34

We drop anchor at Great Harbour just in time for a serious cold front to blow in. Luckily, there's spiny lobster for dinner. The fun part is that even though we have an excellent spot for wind protection as the weather clocks around from the West to the North - we're wide open to a very r...
Crossing The Gulf Stream In A Small Boat | Sailboat Story  33
Sailboat Story

Crossing The Gulf Stream In A Small Boat | Sailboat Story 33

The time has come for us to sail our small sailboat across the Gulf Stream towards the Bahamas. Now, instead of making progress South down the protected waters of the Atlantic ICW, we must turn our little ship East, and head out into the open waters of the Atlantic Ocean. In this video, we leave t...
We Provision For The Bahamas | Sailboat Story 32
Sailboat Story

We Provision For The Bahamas | Sailboat Story 32

In this vlog, we buy enough provisions for 6 months in the Bahamas and prepare for the gulf stream crossing. Only a few last minute things to do now before we make the jump towards Bimini. Scary stuff. Yikes! Thanks for watching!! Ben, Tambi, & Molly | S/V Sandflea | "SAILBOATSTORY&...
We FINISH The Atlantic ICW | Sailboat Story 31
Sailboat Story

We FINISH The Atlantic ICW | Sailboat Story 31

We traveled the entire Atlantic ICW from Norfolk to Miami aboard our trusty Endeavour 32 sailboat the S/V Sandflea! ...but now... we're stuck in Miami. Turns out that these winter "Northers" are no joke. Persistent, strong winds for days and days on end keeps us pinned down for over...
Insane ICW Bridges Of South Florida | Sailboat Story 30
Sailboat Story

Insane ICW Bridges Of South Florida | Sailboat Story 30

We go through many icw bridges as we sail South along the intracoastal waterway, getting closer and closer to the Bahamas everyday! Things change the further South that you get along the ICW. The water gets clearer, the people get crazier, and the bridges become MUCH more numerous. These changes o...
VHF Woes & Recycled Blue Jeans | Sailboat Story 29
Sailboat Story

VHF Woes & Recycled Blue Jeans | Sailboat Story 29

I thought we were done with boat work! Don't you remember all the hot, sweaty work we did before departure? What gives? Well, in this video I install a new portlight, a new VHF antenna, wire, and transceiver unit. Sounds easy. It's supposed to be easy, but why does boat work take 10 times...
1] Goodbye $50,000 Debt, Hello Bluewater Sailboat | Abandon Comfort
Abandon Comfort

1] Goodbye $50,000 Debt, Hello Bluewater Sailboat | Abandon Comfort

We hope our series will serve as a place for actionable advice for those looking to pursue an alternative lifestyle. Whether it be sailing the world or just living smaller. We have never been happier than we are now. Living small on our bluewater sailboat has exceeded our every expectation and we wa...
Our Journey to Sailing The World – Sailing Vessel Somnium Trailer
Learning the Lines

Our Journey to Sailing The World – Sailing Vessel Somnium Trailer

Music - "Rich Kids" by Judah & The Lion. Check out their single "Take It All Back 2.0" here. ----------------------------------------------------------------------------------------------------------------------------------------------- Not-A-Broker Consulting: Facebook:...
Pirate Wench Explores St Augustine – | Sailboat Story 28
Sailboat Story

Pirate Wench Explores St Augustine – | Sailboat Story 28

We've anchored the Sandflea at the Bridge Of Lions in St Augustine. The current is strong, but our anchor is holding strong. Aside from an absolutely ripping current running through the anchorage, our St Augustine stop was just great! What a wonderful city. It's so well managed, so clean...
Searching For Wild Horses On Cumberland Island | Sailboat Story 27
Sailboat Story

Searching For Wild Horses On Cumberland Island | Sailboat Story 27

We've cruised our sailboat along the ICW all the way to Cumberland Island, the Southernmost barrier island of Georgia. It's time to explore Cumberland Island - land of the wild horses - and to see if the cousins of the Carrot Island herd are as bloodthirsty as their kin. No joking now......
A Short Break From The Cruising Life GRIND | Sailboat Story 26
Sailboat Story

A Short Break From The Cruising Life GRIND | Sailboat Story 26

In this video, we take a break from cruising life to visit our family that has come to meet us at St Simons Island. The good news - we'll get to visit our family one last time before we head to the Bahamas for a while. The bad news - now we have to say goodbye all over again! In this video, ...
Big Seas & Gale Winds to Colombia – Adventure 08 (Sailing Around the World)
Sailing Nahoa

Big Seas & Gale Winds to Colombia – Adventure 08 (Sailing Around the World)

We're here in Cartagena now and loving it. It has everything you could ever want from an old world city. A great atmosphere and cheap food.
Cruising To Tybee Island + Interview With Molly | Sailboat Story 25
Sailboat Story

Cruising To Tybee Island + Interview With Molly | Sailboat Story 25

Thus far, we've sailed from Maryland to Tybee Island, GA. I hate to say it, I really do, but our home state of Georgia has been the least fun section of the ICW for us. We've grounded 3 times, and had to be SUPER on top of our navigational skills to make it through this tricky GA stretch....
Liveaboard Family Explores Beaufort SC | Sailboat Story 24
Sailboat Story

Liveaboard Family Explores Beaufort SC | Sailboat Story 24

We've anchored our sailboat in Beaufort. That's Byew-Fert. Now, to further clarify... Boh-Fort is a completely different place, and is in fact, in a completely different state... NC to be exact. Moving on... BEAUFORT, SC! Great little town. One great thing is that the marina offers FREE...
Intracoastal Waterway Cruising To Charleston | Sailboat Story 23
Sailboat Story

Intracoastal Waterway Cruising To Charleston | Sailboat Story 23

Our leisurely ICW cruise aboard our sailboat has brought us to the historic coastal town of Charleston, SC. Probably the nicest city we've stopped at so far, and absolutely the WORST anchorage. Good grief! Ripping current, trashy bottom, & dragging anchors make for a pretty sketchy anchori...
Anchoring in Georgetown, SC | Sailboat Story 22
Sailboat Story

Anchoring in Georgetown, SC | Sailboat Story 22

Our Endeavour sailboat, the might S/V Sandflea has brought us to a lovely anchorage in Georgetown, SC. We drop anchor and go exploring. Speaking strictly of the anchorage itself, its probably my favorite anchorage thus far. It takes a bit of tight maneuvering to get your boat tucked in, but once yo...
Pals, Pigs, & Poltergeist In Wrightsville Beach | Sailboat Story 21
Sailboat Story

Pals, Pigs, & Poltergeist In Wrightsville Beach | Sailboat Story 21

After cruising our sailboat down the ICW for a days, we finally drop anchor at the ICW coastal town of Wrightsville beach. This coastal town is certainly ranks as one of our favorite stops along the Intercoastal Waterway. Nice anchorage, wonderful sunsets, and loads of dolphins. We make new frien...
Bikini Babe Bucket Bathing & Carnivorous Ponies | Sailboat Story 20
Sailboat Story

Bikini Babe Bucket Bathing & Carnivorous Ponies | Sailboat Story 20

There's nothing quite like watching a bikini babe bathing herself in a bucket. Oh - the rare treats we experience when living on a sailboat. Morning breaks, and we breathe a collective sigh of relief... we've survived the night-long onslaught of a billion unidentifiable, nocturnal flying ...
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