Watch Sailing & Boating Adventures Around the World tagged “Caribbean”

BEACH BUMS in the BAHAMAS🌴

A preview of our latest YouTube episode - check us out!

Jul 27, 2023
Language: EN
Play Time: 00:00:40

Man VS Wife JENGA STYLE taptaptap

Jul 27, 2023
Language: EN
Play Time: 00:00:30

Girl does AWKWARD Dinghy Fall😂 RATE ME out of 10?

Jul 26, 2023
Language: EN
Play Time: 00:00:16

The Halyard Hitch 🪢 #knots #boating #sailing #howto #nautical #boatlife #shorts #mediterranean

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Jul 23, 2023
Language: EN
Play Time: 00:00:23

We explore the beautiful greek island of Santorini. The island is bascially the crater from a huge volcano that exploded more than 3,000 years ago. Restaurants and cafes line the clifss overlooking the caldera. Its a fantastic sight. We spent a few nigh...

Jul 23, 2023
Language: EN
Play Time: 00:12:30

Dealing with Unstable Weather – Sailing during Hurricane Season

Solo sailing back North in the East Caribbean during hurricane season, after meeting up with Odd Life Crafting. Hurricane season is between June 1 and December 1. While recording it is June. The height of the hurricane season is generally between half Au...

Jul 23, 2023
Language: EN
Play Time: 00:19:02

NEW SAILORS to REAL CRUISERS! – Ep. 28

We finally made it to Grenada for Hurricane Season!! Let’s go! We also seal the deal and forever stamp our name here in the cruiser community! Follow along on this weeks adventures⛵️ Hit the SUBSCRIBE button! We do our best to film, edit, and post ...

Jul 23, 2023
Language: EN
Play Time: 00:10:43

Ep. 437 Naomi, the beautiful new Italian Crew

Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: https://teespring.com/stores/sailing-into-freedom Want more? Became our patron and get access to exclusive content. https://www.patreon.com/sailingintofreedom If ...

Jul 22, 2023
Language: EN
Play Time: 00:13:39

Brittany Takes a PREGNANCY TEST! Plus: How to Compound a Boat! Lazy Gecko Sailing Ep. 263

Oh boy, here we go! We've been working for months to leave the dock...Provisioning and boat maintenance including compounding the entire hull. Jeremiah will take you through how he did it! Then we're off the dock!! It's been a week and then...What's that f...

Jul 20, 2023
Language: EN
Play Time: 00:23:53

New Crew Sailing in Greece!

Please welcome to the crew Ella! She is from the UK but has been travelling the world for the past 5 years inclduing Thailand and Vietnam but now she is with me sailing the Greek Islands. She flew into Santorini where I met up with her! Want to sail wit...

Jul 20, 2023
Language: EN
Play Time: 00:11:35

Why I hate sailing the Caribbean

Explaining the reasons why it's difficult to sail the Caribbean and what you can do about it. I'm solo sailing the Caribbean since almost 2 years and right now am on my way back North in the East Caribbean during hurricane season, after meeting up with Od...

Jul 16, 2023
Language: EN
Play Time: 00:21:59

Selling my boat and going home!

Start Speaking a new language in 3 weeks with Babbel! Get up to 60% off your subscription here: https://go.babbel.com/t?bsc=1200m60-youtube-sailingdoodles-jul-2023&btp=default&utm_term=generic_v1&utm_medium=paidsocial&utm_source=YouTube&amp...

Jul 16, 2023
Language: EN
Play Time: 00:25:33

Wait…Why does she have prenatal’s? Lazy Gecko Sailing & RV’ing Ep. 262

We've splashed Calypso after knocking out tons of work! Now it's time to head south for warmer weather. But first, we have some unexpected items arise. Come see how we get ready for a passage! If you enjoy our videos, please SUBSCRIBE! Check out our webp...

Jul 14, 2023
Language: EN
Play Time: 00:17:58

She Joined A Strangers Sailboat In A Foreign Country! (1st Week & 1st YouTube Video!)

She Joined A Strangers Sailboat In A Foreign Country! (1st Week & 1st YouTube Video!) Only one week ago Deia joined my sailboat "Adventureborne" as crew. And already, she's had numerous life changing experiences that will help prepare her for the mai...

Jul 13, 2023
Language: EN
Play Time: 00:25:23

Solo Sailing the Mediterranean

I bought a 2001 Jeanneau 37ft sailboat to sail around the greek islands for the summer. I don't have new crew yet so for now I am sailing solo, "single handed" in the ionian islands of western Greece. I was still able to fly the spinnaker from precision ...

Jul 13, 2023
Language: EN
Play Time: 00:22:57

Solo sail Dominica to Grenada (to meet Odd Life Crafting)

On the sail from Dominica to Grenada, to meet up with Duca and Ro from Odd Life Crafting, my autopilot broke. I fixed it underway, but then it broke again! Hand steering can be challenging when being solo! I'm underway to the South Caribbean to be safe fo...

Jul 09, 2023
Language: EN
Play Time: 00:22:28

Saying a really sad goodbye to Steph

This was a really sad day and a hard video to edit. Saying goodbye to my partner and crew Stephanie. She is going back to school to become a doctor so I wish her the best and a happy future. I will miss her a lot. This channel is funded by viewers like...

Jul 09, 2023
Language: EN
Play Time: 00:18:55

Tune in for our 200th Boating Episode | Boating Journey

Tune in tomorrow for our 200th Episode! We'll share memories on how we got here and hopefully answer everyone's question about "what is your channel, Boating Journey all about?" If you're still confused - reach out to us. Cheers, Scott and Ally of Boatin...

Jul 08, 2023
Language: EN
Play Time: 00:00:57

Boat Life: Challenging your Body AND your Bank Account – Lazy Gecko Sailing & RV’ing

Our final video from life on the hard. We've been working non-stop to get Calypso's repairs completed so we can get her back in the water and cruising! Come see how it all turns out as we rush to get all tasks completed! If you enjoy our videos, please SU...

Jul 06, 2023
Language: EN
Play Time: 00:23:27

She won’t do it no matter how much we beg!

We found a natural rock pool below a cliff and did some cliff diving into the pool. One of the locals did a really couple scary dives and made it look good. Of course the ladies looked fantastic in their bikinis! Then we had our final sail in the Lagoon...

Jul 06, 2023
Language: EN
Play Time: 00:15:43

Sailing to the BRITISH VIRGIN ISLANDS | Sailing Sunday | Ep.209

Join us this week on passage sailing from St Maarten to the BVI's. We exit through the famous Simpson Bay Bridge in St Maarten and set sail for an overnight passage to explore an amazing peice of Caribbean Paradise, The Brittish Virgin Islands! SAILING ...

Jul 03, 2023
Language: EN
Play Time: 00:18:56

My Crew Goes Wild!

We were having a great ssail and then someone brought out the adult beverages! so it turned into a party boat. There was lots of dancing in bikinis and leaps from the top deck of the Lagoon Catamaran into the warm water of the Indian ocean and the Seyche...

Jul 02, 2023
Language: EN
Play Time: 00:10:34

When Things Don’t Go Your Way! – Lazy Gecko Sailing Ep. 260

We're on the hard, that's where things get hard! Come see what we mean. John is here and he's helping us do some tough repairs. The frustration will set in on this one, will we overcome these issues? If you enjoy our videos, please SUBSCRIBE! Check out o...

Jun 30, 2023
Language: EN
Play Time: 00:22:19

She’s a TEN at the most bikini photographed beach in the world!

We visit the most Photographed beach in the world and have our on little video shoot when the girls swim through the beautiful water and rocks. It doesnt' get much better than Anse Source d'Argent on the island of La Digue in the Seychelles. here is the l...

Jun 29, 2023
Language: EN
Play Time: 00:14:35

Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 35 of 157