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

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Safe Shelter from Hurricane Beryl Part 2 (EP 81) #hurricane #beryl #sailing #lifestyle
Sailing AWEN

Safe Shelter from Hurricane Beryl Part 2 (EP 81) #hurricane #beryl #sailing #lifestyle

We ran to Trinidad to find safe shelter from Hurricane Beryl which became a category 5 storm. We left Tobago for Trinidad in a rush against time, and lots of traffic leaving Grenada with the same idea as we had, to get as far south as possible out of the p...
Jamaica to Bahamas Solo Sailing 30ft boat (against current & waves)
Huub Vlogs

Jamaica to Bahamas Solo Sailing 30ft boat (against current & waves)

From buying a sailboat, to making it ready to sail, to sailing the Caribbean ———————————————————————————— Want to see real-life updates and chat? https://www.patreon.com/huubvlogs Would you like to ...
Solo Sailing Jamaica, First Impressions. They throw drunk people in the Ocean
Huub Vlogs

Solo Sailing Jamaica, First Impressions. They throw drunk people in the Ocean

From buying a sailboat, to making it ready to sail, to sailing the Caribbean ———————————————————————————— Want to see real-life updates and chat? https://www.patreon.com/huubvlogs Would you like to ...
Why we travel to the Caribbean Islands | Boating Journey
Boating Journey

Why we travel to the Caribbean Islands | Boating Journey

In episode 98, we share why we travel to the Caribbean Islands every year. While it is much easier to get to Hawaii or Mexico from Seattle, we simply love the Caribbean vibe. Boating Journey began on our honeymoon in 2003 in Antigua when we fell in love w...
THE AFTERMATH after 70 days of Exile
SAILING into FREEDOM

THE AFTERMATH after 70 days of Exile

We are back. We look back at the trip and see what we could have done better. We also look at what the trip cost us both financially and emotionally. The financial cost was easy, it was very little but the emotional cost keeps going and going and we go thr...
Sailing Jamaica to Cayman – Lively Sailing – Hallberg-Rassy 54 Cloudy Bay –  Mar 2020. Season20 Ep17
Sail Cloudy Bay

Sailing Jamaica to Cayman – Lively Sailing – Hallberg-Rassy 54 Cloudy Bay – Mar 2020. Season20 Ep17

2 days of lively off-wind sailing from Jamaica to Grand Cayman. With Covid-19 starting to cause concern, we departed Jamaica and headed for the medical security of Grand Cayman, which we hoped to explore before any restrictions were applied. We left Mont...
A PIRATE in the NIGHT
SAILING into FREEDOM

A PIRATE in the NIGHT

A pirate in the night, I think with this episode you just need to watch it....suffice to say that it scared the $h!t out of me and Margarida. And some other stuff happened...just watch it...go on...I dare you... Give it a thumbs up if you liked this epi...
Sailing Jamaica – Sailing Montego Bay – Hallberg-Rassy 54 Cloudy Bay – Mar’20. Season20 Episode16
Sail Cloudy Bay

Sailing Jamaica – Sailing Montego Bay – Hallberg-Rassy 54 Cloudy Bay – Mar’20. Season20 Episode16

Always wanted to visit "Mo-Bay" area and the famous Montego Bay Yacht Club. From Ocho Rios we motor-sailed to Montego Bay, our last stop in Jamaica. Anchored off the quiet Montego Bay Yacht Club, where we sheltered from a strong NE weather front for 3 da...
The Charts are wrong, we can’t find the island
SAILING into FREEDOM

The Charts are wrong, we can’t find the island

We arrive very early to the region where our charts say there is an island and reef... but we can't find it... the charts are wrong. It takes almost 8 hours to eventually get there with Margarida starving and seasick...you know the drill by now. Find food ...
Sailing Jamaica – Family Reflections in Ocho Rios – Hallberg Rassy 54 Cloudy Bay – Mar’20. S20 Ep15
Sail Cloudy Bay

Sailing Jamaica – Family Reflections in Ocho Rios – Hallberg Rassy 54 Cloudy Bay – Mar’20. S20 Ep15

From our anchorage in Oracabessa we sailed the short distance west to Ocho Rios, a major tourist center in Jamaica. Ocho Rios is the place where Glen’s parents had their happiest holiday, back in 1967. By record of his Mum’s diary, we visited their hot...
Stranded and living off the sea
SAILING into FREEDOM

Stranded and living off the sea

We have to leave Nuevo Cay but we delay it as long as possible in order to get food and stock up. But when we search for another reef it isn't where it is supposed to be on the charts. We have to heave-to and wait for better light but it doesn't look good ...
Survival on the smallest island in the Caribbean
SAILING into FREEDOM

Survival on the smallest island in the Caribbean

While sailing we have been caught out by the VIRUS and cannot enter any country. We have to somehow make do until the world becomes normal again. So we set sail for a reef in the middle of nowhere, 272 nautical miles off the coast of Nicaragua. We have no ...
BREAKING POINT the reality of living stranded
SAILING into FREEDOM

BREAKING POINT the reality of living stranded

Our relationship gets to a breaking point. The strain of the past couple of weeks with Margarida's seasickness, lack of sleep and anxiety about where we can sail to be safe is causing grief. There is a solution but it seems they can't be found out in the m...
REJECTED by yet another country, will there be any end to this!
SAILING into FREEDOM

REJECTED by yet another country, will there be any end to this!

We have just been kicked out of Haiti now too. So after being kicked out of Cuba 2 weeks ago, finding no refuge in Domincian Republic, Haiti is just the icing on the cake. Where can we go now? It seems hopeless but with some good skills and common sense we...
10 Month Awesome Sailing Adventure in 12 Minutes (The Sailing Family) Ep.76
The Sailing Family

10 Month Awesome Sailing Adventure in 12 Minutes (The Sailing Family) Ep.76

http://www.TheSailingFamily.com - Over one year ago we sold our sailboat Tavarua because we run out of money and had to go back to Austria to work again. In this video you will see the highlights of our 10 month sailing adventure in just 12 minutes and we ...
Sailing Bahamas to Jamaica – Hallberg Rassy 54 Cloudy Bay – Feb’20.  Season20 Episode13
Sail Cloudy Bay

Sailing Bahamas to Jamaica – Hallberg Rassy 54 Cloudy Bay – Feb’20. Season20 Episode13

On passage from Bahamas to Jamaica, flying the Parasailor and passing the notorious windward passage at the eastern end of Cuba. After several days in George Town, Bahamas, we found a narrow weather wind to start our 700nm passage to the Cayman Islands, v...
The Windward Passage – Talking Trash [🎥28🇯🇲]
The Sailing Family

The Windward Passage – Talking Trash [🎥28🇯🇲]

This is Part 2 of our Windward Passage video - Happy Earth Day all! After seeing up to 44 knots in our previous video, the wind all but died as we sailed behind Haiti. Another change was the significant amount of trash we started seeing in the water, which...
Crossing the Caribbean Sea! – Barefoot Sail and Dive (Ep 33)
Barefoot Travels

Crossing the Caribbean Sea! – Barefoot Sail and Dive (Ep 33)

In this episode of Barefoot Sail and Dive we leave Jamaica and head out into the Caribbean Sea! On day one we were joined by a pod of over 20 dolphins! After 47 hours we arrived in Grand Cayman. It was an incredible feeling to complete our second multiple ...
Cruising the North Coast of Jamaica (Part 4) – Barefoot Sail and Dive Ep 32
Barefoot Travels

Cruising the North Coast of Jamaica (Part 4) – Barefoot Sail and Dive Ep 32

In this episode of Barefoot Sail and Dive we have our friend Sandra come visit from Canada! It's our last week in Jamaica which is also super exciting! We will be sailing to Grand Cayman the day after Sandra leaves. We sail 15 miles to Lucea Bay which is ...
Cruising the North Coast of Jamaica (Part 3) – Barefoot Sail and Dive Ep 31
Barefoot Travels

Cruising the North Coast of Jamaica (Part 3) – Barefoot Sail and Dive Ep 31

In this episode of Barefoot Sail and Dive we pull up anchor and leave Discovery Bay. Cruising the north coast of Jamaica, we sail to Montego Bay with very little wind but we make it! Montego Bay does not have many good places to anchor anymore. The yacht c...
Cruising the North Coast of Jamaica (Part 2) – Barefoot Sail and Dive Ep 30
Barefoot Travels

Cruising the North Coast of Jamaica (Part 2) – Barefoot Sail and Dive Ep 30

In this episode we continue to cruise the north coast of Jamaica. Leaving Oracabessa bay and sailing to Discovery Bay. We had one of the most relaxing beautiful sails we have ever had! Arriving in Discovery Bay we had a difficult time finding good holding...
Cruising the North Coast of Jamaica (Part 1) – Barefoot Sail and Dive Ep 29
Barefoot Travels

Cruising the North Coast of Jamaica (Part 1) – Barefoot Sail and Dive Ep 29

Cruising the north coast of Jamaica! We had a fantastic time in Port Antonio, exploring around and getting a few boat jobs done. After spending way to much time at Erol Flynn Marina we headed off to East Bay around the corner for a one night stop before he...
Hiking the Blue Mountain – Jamaica – Barefoot Sail and Dive Ep 28
Barefoot Travels

Hiking the Blue Mountain – Jamaica – Barefoot Sail and Dive Ep 28

Sometimes cruisers have a chance to explore a place by land! Erica went to explore the blue mountains on an overnight trip. Jamaica has a beautiful landscape and some of the tallest mountains in the Caribbean at 7000 feet. Davy decided to stay back on the ...
Overnight Passage to Jamaica! Barefoot Sail and Dive Ep 27
Barefoot Travels

Overnight Passage to Jamaica! Barefoot Sail and Dive Ep 27

We finally left the Bahamas on an overnight passage to Jamaica! Our first multiple day crossing on Barefoot! Thank you to everyone who has subscribed! Don't forget to leave a comment and give us a like! Thank you to all our PATRONS for all your support. ...
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