Watch Sailing & Boating Adventures Around the World – Page 32 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.

Showing 745-765 of 765 results
Cruising The ICW By Boat | Sailboat Story 19
Sailboat Story

Cruising The ICW By Boat | Sailboat Story 19

After sailing the Chesapeake, and we begin cruising south down the intracoastal waterway, which is called the ditch, or the ICW. From here, there are 1000 miles of "The Ditch" for us to navigate before we reach Miami. Still, there are so many great sights to see along the way that we are ...
Solo Sailboat Mast Climbing With Acrophobia | Sailboat Story 18
Sailboat Story

Solo Sailboat Mast Climbing With Acrophobia | Sailboat Story 18

Solo climbing a sailboat mast is scary, especially for someone like me who suffers from acute acrophobia. We've officially started making progress South! So many things to learn along the way. It's amazing all of the little skills that need to be acquired in order to become competent and...
First Days Living Aboard A Small Boat | Sailboat Story 17
Sailboat Story

First Days Living Aboard A Small Boat | Sailboat Story 17

The first days living aboard a sailboat allowed us to get accustomed to our new routine. Also, we say goodbye to convenient transportation, we wait out what's left of hurricane Matthew, we go sailing for the first time all by ourselves, and we check out the Annapolis Boat Show. Thanks for wat...
Moving Aboard Our Endeavour 32 Sailboat | Sailboat Story 16
Sailboat Story

Moving Aboard Our Endeavour 32 Sailboat | Sailboat Story 16

We move aboard our Endeavour 32 sailboat. She's a 1979 32 foot sloop with solar panels, composting toilet, dinghy davits, and a Yanmar 3YM20 diesel engine. This is it. The time is now. Time to load up our things, leave town for the final time, and move aboard our new home - a 1979 Endeavour 3...
Pre-Departure Boat Projects – Part 2 | Sailboat Story 15
Sailboat Story

Pre-Departure Boat Projects – Part 2 | Sailboat Story 15

We paint the bottom, change the oil, install a bimini, wax the hull, and complete our list of boat projects in this vlog. This is part 2 of our pre-departure boat work. We spend another 5 days in Maryland working hard on the boat, and doing everything we can to be sure that is ready to go. It won...
Pre-Departure Boat Projects – Part 1 | Sailboat Story 14
Sailboat Story

Pre-Departure Boat Projects – Part 1 | Sailboat Story 14

There's a huge list of boat projects that we must finish before we can launch our Endeavour 32 sailboat! Kick back and relax - this is a long video. So long in fact, that we're dividing it into 2 parts. We spend a total of 10 days back in Mayo, MD getting the boat ready to sail away. Thi...
Probably Buying An Endeavour 32 Sailboat – Family Sailing Vlog 13
Sailboat Story

Probably Buying An Endeavour 32 Sailboat – Family Sailing Vlog 13

We travel head to Mayo, MD to check out an Endeavour 32 sailboat that's outfitting for extended cruising. We really like this sailboat, and it seems to have really been taken care of and maintained. Negotiations will ensue, contracts will be signed, and money will change hands. Things are get...
The “Rock Solid” Pearson 35 Sailboat With A SOFT Deck | Sailboat Story 12
Sailboat Story

The “Rock Solid” Pearson 35 Sailboat With A SOFT Deck | Sailboat Story 12

This Pearson 35 sailboat has a very soft deck. MAN, if only we had known that before making this trip! We travel to Washington, NC, to check out a Pearson 35 sloop. It's been described to us as being 100% ROCK-SOLID, no soft spots, completely refit, newer rigging, good sails, and it even come ...
She Really Likes The Hunter 30 | Sailboat Story 11
Sailboat Story

She Really Likes The Hunter 30 | Sailboat Story 11

The Hunter 30 sailboat is a great coastal cruiser... and Tambi likes it. In this video we make another trip to Florida in an attempt to find our perfect sailboat. While we're there, we end up seeing a Watkins 33, a Endeavour 37, a Hunter 30, and a Rival 34. Out of that bunch, guess which one ...
Inspecting An Endeavour 33 | Sailboat Story 10
Sailboat Story

Inspecting An Endeavour 33 | Sailboat Story 10

We travel to Savannah, GA to check out an Endeavor 33 sailboat that we found online. Sounds like it could be a real bargain, so we load up for a long drive to see what this sailboat can offer us. Along the way we have fun as a family, meet some cool and experienced sailors, go sailing on a Morgan O...
Sailboat Shopping In St Petersburg | Sailboat Story 9
Sailboat Story

Sailboat Shopping In St Petersburg | Sailboat Story 9

We go searching for a sailboat to buy in St Petersburg. If you recall the last video... we struck out on the S2 9.2c. Great boat, but it was just too stinkin' small for the 3 of us to live on comfortably. Being the unstoppable dynamic trio that we are, we decided to make the most of our trip ...
Sea Trial On A S2 9.2C | Sailboat Story 8
Sailboat Story

Sea Trial On A S2 9.2C | Sailboat Story 8

Taking a S2 9.6C sailboat for a test sail in Crystal River, FL. Thanks for watching!! Ben, Tambi, & Molly | S/V Sandflea | "SAILBOATSTORY" ******* BECOME A PATRON ************************************ ||| Pledge anything from $1 to $50 per video we create. This is th...
Is this S2 9.2c Sailboat… The One? | Sailboat Story 7
Sailboat Story

Is this S2 9.2c Sailboat… The One? | Sailboat Story 7

We travel to Crystal River, Florida to inspect a S2 9.2c sailboat. Who knows - this could be the sailboat we've been looking for! Thanks for watching!! Ben, Tambi, & Molly | S/V Sandflea | "SAILBOATSTORY" ******* BECOME A PATRON ************************************ ...
Working Hard To Fill Our Cruising Kitty | Sailboat Story 6
Sailboat Story

Working Hard To Fill Our Cruising Kitty | Sailboat Story 6

It takes money to live travel while living on a sailboat. We're working hard to fill our cruising kitty. We'll share everything from how we are maximizing our remaining time that we are "landlocked" by working hard to earn as much money as possible, to how we are planning to fun...
Sailboat Shopping & Basement Dwelling | Sailboat Story 5
Sailboat Story

Sailboat Shopping & Basement Dwelling | Sailboat Story 5

We are now officially shopping for our sailboat. Our house is rented out at this point, so we're living in our Inlaw's basement - AKA "The Dungeon". Tambi and I are both working hard to save up as much money as we can while we have the opportunity to do so. It's going to b...
Ericson 32 Sailboat Tour | Sailboat Story 4
Sailboat Story

Ericson 32 Sailboat Tour | Sailboat Story 4

Here's a walkthrough tour of an Ericson 32 sailboat. Since we're currently on the hunt for our own sailboat, we thought it would be helpful to compare & contrast our friend's Ericson 32 against our own liveaboard sailboat requirements. This particular Ericson is pretty close to ...
We Learn How To Sail On An Ericson 32 | Sailboat Story 3
Sailboat Story

We Learn How To Sail On An Ericson 32 | Sailboat Story 3

Watch us beginner sailors learn how to sail on an Ericson 32 sailboat. Lately, we've been going sailing with some friends of ours who own a sailboat. Here is a video of some time we spent on their boat as we learn to sail. It won't be long until we begin the search for a liveaboard sai...
Just Moved Out Of Our House | Sailboat Story 2
Sailboat Story

Just Moved Out Of Our House | Sailboat Story 2

We have now moved out of our house. Let me tell you - moving out of our home is a strange feeling, but it's just another one of those uncomfortable but necessary steps on this path that we've chosen. Now we can seriously start the search for the right sailboat. Thanks for watching!! Ben...
Selling It All To Buy A Boat | Sailboat Story 1
Sailboat Story

Selling It All To Buy A Boat | Sailboat Story 1

Before we can move onto a sailboat, we have to pack up our things and move out of our house. We've got to somehow escape the life that we've built around ourselves over the last 10 years or so. Amazing how much stuff you accumulate from everyday life! We do own a house, so our plan is t...
Sailboat Story Introduction
Sailboat Story

Sailboat Story Introduction

Why do we want to live on a sailboat? Well why not? We love the beach, we love to travel, and we love to do things together as a family, we might as well give it a try!
Sailboat Story- Patreon Introduction Video
Sailboat Story

Sailboat Story- Patreon Introduction Video

We are Ben, Tambi and Molly. The 3 of us are sailing through the islands of the Bahamas and Caribbean and we're creating and sharing an awesome series of videos along the way! Your support through Patreon, will go towards helping us out with all things needed for our Sailboat journey.
WeBoating
Logo
Shopping cart