Watch Sailing & Boating Adventures Around the World

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Ultimate SAILING Itinerary for Antigua
Sail Stillwater

Ultimate SAILING Itinerary for Antigua

In this video we are chartering a Sunsail 46' monohull out of English Harbor and sailing the beautiful Caribbean islands of Antigua and Barbuda. We'll bring you along as we hit all of the hot spots and show you the best anchorages and things to do on the islands. With stops like Green Is...
Sailing in Paradise | Chasing Bubbles Regatta- Antigua
Sail Stillwater

Sailing in Paradise | Chasing Bubbles Regatta- Antigua

We recently had the incredible opportunity to skipper a Beneteau sailboat in one of the coolest sailboat regatta events to ever hit the Caribbean! We were able to learn from some amazing skippers all while sailing in a new area to us around the island of Antigua. Sailing with the group is not a trip...
Antigua Xtreme circumnavigation ADVENTURE!
Sail Stillwater

Antigua Xtreme circumnavigation ADVENTURE!

In this episode, Jillian and Brian embark on an extreme circumnavigation of Antigua, exploring the island's stunning beaches, snorkeling spots, and cultural landmarks. They share their experiences from arrival to the highlights of their sailing adventure, including delicious local cuisine and t...
A look at the few boats who have sailed this far into paradise. SVEV 8 S7
Sailing EV

A look at the few boats who have sailed this far into paradise. SVEV 8 S7

Antigua is deep into the Caribbean. If you are lucky enough to get to this anchorage you are one of the lucky few sailors who can claim they have sailed to paradise. In this video we go for a dingy ride around this famous anchorage and look at the different types of sailboats anchored here. Join my...
SAILING, WHITE SANDY BEACHES AND ENDLESS MARGARITAS 💃🏻🍋‍🟩 EP-141
Leading the Escapade

SAILING, WHITE SANDY BEACHES AND ENDLESS MARGARITAS 💃🏻🍋‍🟩 EP-141

SAILING FROM GUADELOUPE TO ANTIGUA, DISCOVERING WHITE SANDY BEACHES, HIKING TO BEAUTIFUL LOOKOUTS, ENJOYING BOAT BBQ'S & COCKTAILS, CHECKING OUT THE SUPERYACHTS AND FUN AT THE BAR! LOVE OUR CONTENT?? Here are the many ways you can support us! ❤️️ Support our creations & get exclusive ...
Our $15,000 PAPERWEIGHT | SailAway 148 | Life on a Sailboat
SailAway World Sailing

Our $15,000 PAPERWEIGHT | SailAway 148 | Life on a Sailboat

The COST of cruising ESCALATES. We're faced with a BIG repair and an associated big price. Our generator gave out a few months ago...while it still ran, ever since a hard overheating, it wouldn't stay running more than a few minutes. We debate the necessity of the generator and whether ...
Our Grand Plan!  Live Stream From Antigua | SailAway
SailAway World Sailing

Our Grand Plan! Live Stream From Antigua | SailAway

What's next for SailAway?! Where do we go from here?! We catch you up on our most recent passage, life in Antigua, and our cruising plans for the future. Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT EVERY FRIDAY! Cheers!! Thanks for watching SailAway, the travel documentary of an adv...
TIME TO GO HOME ? We never know what’s around the corner! Sailing Ocean Fox
Sailing Ocean Fox

TIME TO GO HOME ? We never know what’s around the corner! Sailing Ocean Fox

#healthinsurance #healthwhilecruising Sometimes life gets in our way and things are not they are supposed to be. We have a major health issue that we had to deal with in the Caribbean. But things are good now and no more worries. Would you like to become our Patron and support us on this adventur...
ep54 – Sailing Antigua – Hallberg-Rassy 54 Cloudy Bay – Dec 2018
Sail Cloudy Bay

ep54 – Sailing Antigua – Hallberg-Rassy 54 Cloudy Bay – Dec 2018

After our passage from Bermuda, s/v Cloudy Bay (Hallberg-Rassy 54) returns to Antigua where we left off in May. While Cloudy Bay was docked in Jolly Harbour we visited the Jacquie O’s and Rum Bus beach venues, Falmouth Harbour, and English Harbour where the Charter Yachts Show was in full swing. We ...
Antigua to Guadeloupe – the fishing circus continues! Episode 7
Sailing Parlay Revival

Antigua to Guadeloupe – the fishing circus continues! Episode 7

In this episode the fish start to bite and its an absolute circus. We also get our own fishing line caught in our propellor! Then we explore some rivers and hot springs in Guadeloupe. To support us on Patreon and get a chance to come sailing with us click here! Follow us on instagram for daily up...
ep24 – Sailing Antigua – Hallberg-Rassy 54 Cloudy Bay – May 2018
Sail Cloudy Bay

ep24 – Sailing Antigua – Hallberg-Rassy 54 Cloudy Bay – May 2018

s/v Cloudy Bay (Hallberg-Rassy 54) spent a week in Antigua, a brief stop just to see what's what. By the time we arrived, the season was pretty much over, very few yachts in the marinas and lots of the business already closed for the summer or about to close. Even so, we managed to squeeze some...
Ep 29 Nelson’s Dockyard and the Fortifications of Antigua
Sailing Talisman

Ep 29 Nelson’s Dockyard and the Fortifications of Antigua

As part of our sailboat shopping excursions we head to Antigua in the West Indies. On the second day we looked at the Moody 46 in the morning and hiked from Falmouth Harbour to English Harbour, exploring the fortifications and eventually ending up at Nelson's Dockyard. We take a Whaler ride ove...
Finally back in the water ! (Sailing Ruby Rose) Ep 2
Sailing Ruby Rose

Finally back in the water ! (Sailing Ruby Rose) Ep 2

Welcome to Episode 2! First of all, we had to delete the original Ep 2 video because of a copyright infringement (oops), so all the lovely comments were unfortunately deleted as well! Apologies to those who did comment. It's a learning curve for us, and now I know to be aware that there are fa...
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