Watch Sailing & Boating Adventures Around the World tagged “Caribbean sailing” – Page 16 of 28

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 361-384 of 660 results
Say What? SABA!!! – The SMALLEST island in the Caribbean but a MUST SEE – Ep 39
Sailing Jibsea

Say What? SABA!!! – The SMALLEST island in the Caribbean but a MUST SEE – Ep 39

We explore the little Dutch Island called Saba. Steep climbs, the friendliest of people as soon as we set foot on shore. It's absolutely stunning and we're excited to explore this quaint and beautiful island in the Caribbean Netherlands. WHERE WE MOORED ...
SCARED FOR HIS LIFE – Getting hit by the outboard motor just before a passage – Ep. 89
Sailing Zephyr

SCARED FOR HIS LIFE – Getting hit by the outboard motor just before a passage – Ep. 89

We finally set sail to Curaçao 🇨🇼! After a couple of set backs (James gashing his leg open on his birthday 🎉) we are finally off, leaving St. Vincent and the grenadines behind...what a journey it’s been along these southern Caribbean islands b...
Hurricane ELSA – SwT 58 Sailing SOLO from Martinique staring into the eye of hurricane ELSA
Sailing with Thomas

Hurricane ELSA – SwT 58 Sailing SOLO from Martinique staring into the eye of hurricane ELSA

In this episode I'm running from Hurricane ELSA sailing solo from Martinique. Planning for Bonaire but sailing south first to see how weather develops. Facing some minor challenges on my way south and decide to ride out ELSA in Bequia. Pretty close call wi...
Desperation on Zephyr as Food Reserves Run Low – Ep. 88
Sailing Zephyr

Desperation on Zephyr as Food Reserves Run Low – Ep. 88

This episode really is a special one! We convoy along with three other boats and arrive at our very own uninhabited coral cay, Mopion. What an incredible sand spit this is! It's also a special kind of month as it is James' birthday and we get to celebrate ...
Spreader lights installation – SwT 57 Finally I can see the light
Sailing with Thomas

Spreader lights installation – SwT 57 Finally I can see the light

Thank you for watching and hope you enjoy this video! Finally done with spreader lights installation! In this video, I'm turning on the power on the spreader lights. This is the end of refitting and upgrades here at Martinique and I'm preparing to set sail...
Swimming with Sharks in the Tobago Cays – Ep. 87
Sailing Zephyr

Swimming with Sharks in the Tobago Cays – Ep. 87

Arriving in the Tobago Cays is beyond spectacular for a number of reasons....firstly that water and sand contrast...WOW! Secondly, the marine life we see is the most varied that we have seen in any Caribbean Island. This marine protected haven is just magi...
Sailing & Squalls in St. Croix | Boating Journey
Boating Journey

Sailing & Squalls in St. Croix | Boating Journey

In episode 110, we scheduled a sunset sailing cruise with Lyric Sails around St. Croix, but we experienced days of rain squalls. This delayed our trip and in the meantime we explored a little bit of St Croix and made do. That's what boaters do! Be sure to...
Whaling in the Caribbean? SERIOUSLY!!! – Ep. 86
Sailing Zephyr

Whaling in the Caribbean? SERIOUSLY!!! – Ep. 86

Whaling in the Caribbean? We wouldn't have believed it if we hadn't seen it with our own eyes. We travel from St. Vincent to Bequia where we encounter a hunted Humpback whale that is being dragged to a whaling station. Apart from this troubling event we...
Refitting almost done – SwT 56 DIY projects PARTY and PROGRESS
Sailing with Thomas

Refitting almost done – SwT 56 DIY projects PARTY and PROGRESS

Refitting is almost done and I even had time for a DIY project and PARTY with my friends at Caraibe Marine. In this episode, I'm showing you how I made my new switch panel for the big spreader light project. Caraibe Marine invited me to their private party...
DOMINICA…No Tourists and All to Ourselves | Sailing Zephyr – Ep. 85
Sailing Zephyr

DOMINICA…No Tourists and All to Ourselves | Sailing Zephyr – Ep. 85

Washed out roads aren't going to stop of us from exploring everything this island has to offer. The more we see the more time you want to spend in this country! This episode is filled with waterfalls, some historic sites (the FAMOUS JACKO STEPS) and mango ...
How much does it cost to re-rig a sailboat? – SwT 55 FULL RIG REFIT part II
Sailing with Thomas

How much does it cost to re-rig a sailboat? – SwT 55 FULL RIG REFIT part II

In this episode How much does it cost to re-rig a sailboat? I take you with me as we are stepping the mast back on BE FREE. I'm also sharing the full refit cost at the end of this video and even for a 35 feet and a 45 feet Bavaria to compare with my 55 fee...
Sailing the Caribbean on a budget MASTERCLASS Part 2
Chasing Latitudes

Sailing the Caribbean on a budget MASTERCLASS Part 2

Sailing the Caribbean on a budget MASTERCLASS Part 2 Welcome back to part two in this series on how to sail the Caribbean on a budget, episode one is linked below, we start at ground zero and in episode one covered sailing experience today lets talk abou...
Waterfalls, Rainforests and GOATS on the Nature Island of Dominica – Ep. 84
Sailing Zephyr

Waterfalls, Rainforests and GOATS on the Nature Island of Dominica – Ep. 84

Hiring a car is the only way to visit as much as Dominica as possible. So we team up with our friends on Northern Shadow and try and chase after some waterfalls, rivers, rainforests and anything else that crosses our path! Everything is so beyond beautiful...
Sailing The caribbean on a budget can it be done? Sail the caribbean for less than 1,000 $ 1,500 $
Chasing Latitudes

Sailing The caribbean on a budget can it be done? Sail the caribbean for less than 1,000 $ 1,500 $

Sailing The caribbean on a budget So how much does it cost to sail full time in the caribbean ? Can you sail full time and do it on a budget? Can you sail for 1500 a month ? 1000 dollars a month ? Well I am here to tell you that yes, yes you absolutely ...
Great progress in refitting and a JUNGLE ADVENTURE checking out Cascade Didier SNAKE MYTH – SwT 54
Sailing with Thomas

Great progress in refitting and a JUNGLE ADVENTURE checking out Cascade Didier SNAKE MYTH – SwT 54

In this episode, I'm sharing a brief update on the refitting progress as I added some work to the refitting. Also, great progress and lots of small things solved. Even had time to a Jungle Adventure with friends checking out the tunnel that leads to the Di...
Coki Beach on St Thomas | Boating Journey
Boating Journey

Coki Beach on St Thomas | Boating Journey

In episode 107, we check out the infamous Coki Beach on St Thomas which was just a 5 minute walk from our hotel the Wyndham Vacation Club. Sadly, we were disappointed, so if you know of ways we can help, please leave your comments down below. Next week, we...
Visiting the Set of Pirates of the Caribbean in Dominica – Ep. 83
Sailing Zephyr

Visiting the Set of Pirates of the Caribbean in Dominica – Ep. 83

Finally released from our 1 week quarantine on the boat...FREE to start hiking, snorkeling and eating some of the best fruit in the Caribbean. Dominica has 365 rivers.....one for everyday of the year, it's easy to understand why it is called the Nature Isl...
RIG INSPECTIONS ON CATAMARANS – SwT 53 Delayed with pleasure
Sailing with Thomas

RIG INSPECTIONS ON CATAMARANS – SwT 53 Delayed with pleasure

Delayed with pleasure and learning about rig inspections on Catamarans. Crossing oceans is not a human right, it costs money. If you cant afford maintenance and running costs you should not do it. Safety is important and rig inspection is a big part of th...
Our First PCR Tests, who do you think handled it best?  – Ep. 82
Sailing Zephyr

Our First PCR Tests, who do you think handled it best? – Ep. 82

Island hopping around Antigua and Barbuda is pretty fun especially when we have some boats that are keen to explore and do some scurfing with us! We spend our last days in Barbuda checking for any rubbish in the waters and then head to a couple of other is...
Family Boat Life: Everything Except Boat Problems | Sailing Britican Sailing Channel Update
SailingBritican

Family Boat Life: Everything Except Boat Problems | Sailing Britican Sailing Channel Update

Please give us a thumbs up and subscribe to our channel. Purchase a copy of 'A Sailing Cruisers Guide To Making Money,' as mentioned in the video here on Amazon: https://amzn.to/3bBng3b +++++++++++++++ Freebies - Sailing Guides +++++++++++++++ Check ou...
Between refitting small jobs and daily life while waiting – SwT 52 REFIT DELAYED
Sailing with Thomas

Between refitting small jobs and daily life while waiting – SwT 52 REFIT DELAYED

Refit delayed so this is a between refitting episode. Small jobs and daily life while waiting for parts from Sweden. Almost done with everything but four rods are putting everything on hold. It shipped express so should not be that much delayed. Meanwhile ...
Heavy Wind and Rain at Anchor!!! | Caribbean Sailing
Sailing Lady Africa

Heavy Wind and Rain at Anchor!!! | Caribbean Sailing

EP 174: Boat Life is Boat Work in Exotic Places... We finally managed to catch a gap in our rainy weather window to head off to the shops to buys some boat stuff.. one being hooks so i can actually hang stuff up on the boat.. such as hats, towels etc.. I...
Discovering Barbuda before Developers Ruin It – Ep. 81
Sailing Zephyr

Discovering Barbuda before Developers Ruin It – Ep. 81

Our sail to Barbuda couldn’t have been more perfect...we both enjoyed this one and we both got a surprise arriving into Barbuda! What a beauty! The Bahamas of Antigua as it is also known as! As soon as the anchor is set we jump in to explore these clear...
FULL REFIT ALREADY? – SwT 51 Rig refit part 1(NOT A DIY OR HOW TO)
Sailing with Thomas

FULL REFIT ALREADY? – SwT 51 Rig refit part 1(NOT A DIY OR HOW TO)

This is NOT a DIY or HOW TO refit rigging video. BE FREE is too big and requires professionals and professional tools for this enormous job replacing everything from top to toe. Only original parts from SELDEN are used in this process and replaced by exper...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart