Watch Sailing & Boating Adventures Around the World – Page 40 of 43

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.

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ep26 – Sailing Antigua to USA – Hallberg-Rassy 54 Cloudy Bay – Jun 2018
Sail Cloudy Bay

ep26 – Sailing Antigua to USA – Hallberg-Rassy 54 Cloudy Bay – Jun 2018

After a great sailing season in the Caribbean, s/v Cloudy bay (Hallberg-Rassy 54) leaves Antigua and heads off to east coast USA, out of the hurricane zone. The passage Antigua to Florida (St.Augustine) took us 12 days, with an overnight stop in BVIs and a 2 days stop in Bimini, Bahamas. Great saili...
SailAway RTA | Sailing the Abacos, Bahamas | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway RTA | Sailing the Abacos, Bahamas | Sailboat Living Sailing Vlog

BIKINIS, RUM, and RACING in the Bahamas!! In this REAL TIME UPDATE of sailboat living with SailAway it's 7/13/18 and we're coming at ya in the PRESENT timeline from Hopetown, Abaco, Bahamas to give you a glimpse of what you can expect from SailAway episodes in the very near future! We�...
ep25 – Sailing Barbuda – Hallberg-Rassy 54 Cloudy Bay – May 2018
Sail Cloudy Bay

ep25 – Sailing Barbuda – Hallberg-Rassy 54 Cloudy Bay – May 2018

s/v Cloudy Bay (Hallberg-Rassy 54) spent a couple of days in Barbuda, having a wonderful sail from Antigua and then back. Although signs of hurricane Irma's destruction are very much in evidence (8 months after, the town is still not rebuilt and only few inhabitants returned from Antigua) we h...
Preparing for sea trials after 4 months of work – Episode 2.
Sailing Parlay Revival

Preparing for sea trials after 4 months of work – Episode 2.

Introducing María, Benji and Julia. The crew on Parlay grows to 5 as they prepare to finally leave Nanny Cay, British Virgin Islands, after months of hard work. María recalls life in the BVI's and getting ready to leave the marina. To support us on Patreon and get a chance to come sailing wit...
SailAway 24 | Living on the Sailboat and Final Days in Charleston | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 24 | Living on the Sailboat and Final Days in Charleston | Sailboat Living Sailing Vlog

We get cozy on Layla, Charleston Race Week shenanigans, and goodbye to Charleston! In this week's episode of sailboat living with SailAway, the mood is bittersweet as we spend our very last days in Charleston. We've still got a lot of projects and prep for living on a sailboat, friends t...
SailAway 23 | New Sails Test Run and Bad Lip Reading | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 23 | New Sails Test Run and Bad Lip Reading | Sailboat Living Sailing Vlog

BIKINI winch grinding, BAD lip reading, and NEW SAILS! In this episode of sailboat living with SailAway we show you our brand new Precision Sails! We show you the rest of the ordering and design process, the unboxing, installation, and of course, flying them! It was a beautiful day to give the sa...
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...
ep22 – Sailing Martinique – Hallberg-Rassy 54 Cloudy Bay – May 2018
Sail Cloudy Bay

ep22 – Sailing Martinique – Hallberg-Rassy 54 Cloudy Bay – May 2018

s/v Cloudy Bay (Hallberg-Rassy 54) spent a month in Martinique, which is a delightful slice of France, with a culture of its own, no mass tourism, and many stunning unspoiled anchorages. We had guests for 2 weeks (Teo, Geta & little Darius, 2 years old), and 2 weeks in Marina du Marin doing boat...
SailAway 22 | We Sold Our House – Living on our Sailboat | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 22 | We Sold Our House – Living on our Sailboat | Sailboat Living Sailing Vlog

We SELL OUR HOUSE and prepare to sail south!! In this week's episode of sailboat living with SailAway, we take one of the biggest steps towards living on a sailboat fulltime - WE SOLD OUR HOUSE! This puts us on the boat in Charleston and in crunch mode getting all the details of the boat sort...
Season 2 “Quickie” Trailer (Sailing Satori)
Sailing Satori

Season 2 “Quickie” Trailer (Sailing Satori)

This is a short 90 sec version of our trailer for Season 2. In this season we sail "The Thorny Path" through the Bahamas to the Virgin Islands. Check out the FULL TRAILER here:
Season 2 Trailer – Full Version (Sailing Satori)
Sailing Satori

Season 2 Trailer – Full Version (Sailing Satori)

This is full length version of our trailer for Season 2. In this season we sail "The Thorny Path" through the Bahamas to the Virgin Islands. Check out the SHORT VERSION here:
SailAway 21 | Messing About On A Sailboat, Wave Two | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 21 | Messing About On A Sailboat, Wave Two | Sailboat Living Sailing Vlog

New holding tank, new radial drive wheel and more!! In this week's bonus episode of sailboat living on SailAway, it's Messing About On a Sailboat, Wave Two! This is essentially a tally of some major repairs and modification we've made since "Wave One" and getting Layla rea...
SailAway RTA | Sailboat Coffee Tawk | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway RTA | Sailboat Coffee Tawk | Sailboat Living Sailing Vlog

5/28/18. Loren drinks coffee seductively, we update you on our progress, and give you a glimpse of what to expect in upcoming episodes!! This week's bonus episode is SailAway Real TIme Update 1 - Stuart, Florida. We've made the sailing voyage down (a couple months in the future for thos...
ep21 – Sailing Les Saints (Guadeloupe) to Martinique – Hallberg-Rassy 54 Cloudy Bay – April 2018
Sail Cloudy Bay

ep21 – Sailing Les Saints (Guadeloupe) to Martinique – Hallberg-Rassy 54 Cloudy Bay – April 2018

s/v Cloudy Bay (Hallberg-Rassy 54) had another very exciting sailing between islands, going from Les Sains to Martinique. We started very early, at 5am, and we had all sorts of wind strengths, sun, rain, and clouds. Felt like sailing from Caribbean winter to European winter, in just few hours! April...
ep20 – Les Saints (Guadeloupe) – Hallberg-Rassy 54 Cloudy Bay – April 2018
Sail Cloudy Bay

ep20 – Les Saints (Guadeloupe) – Hallberg-Rassy 54 Cloudy Bay – April 2018

s/v Cloudy Bay (Hallberg-Rassy 54) spent 2 days on the small pretty island Terre-de-Haut in Les Saints, Guadeloupe. Fun day on the scooter, exploring all the beaches and the mellow hills. The small town of Le Bourg is very quaint, and we had the most amazing ice-cream there!
ep19 – Dominica, 6 months after hurricane Maria – part 2 – HR54 Cloudy Bay  – April 2018
Sail Cloudy Bay

ep19 – Dominica, 6 months after hurricane Maria – part 2 – HR54 Cloudy Bay – April 2018

s/v Cloudy Bay (Hallberg-Rassy 54) spent 10 days in Dominica, discovering an amazing destination for the ones looking for active vacations, and meaningful tourism. Dominica has spectacular scenery with breathtaking views over the volcanoes peaks or from the top of them. Truly a nature island. We vis...
ep18 – Dominica, 6 months after hurricane Maria – part 1- HR54 Cloudy Bay – April 2018
Sail Cloudy Bay

ep18 – Dominica, 6 months after hurricane Maria – part 1- HR54 Cloudy Bay – April 2018

s/v Cloudy Bay (Hallberg-Rassy 54) spent 10 days in Dominica, discovering an amazing destination for the ones looking for active vacations, and meaningful tourism. Dominica has spectacular scenery with breathtaking views over the volcanoes peaks or from the top of them. Truly a nature island. We vis...
SailAway 20 | We’re Splitting Up! – When Sailors Aren’t Sailing | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 20 | We’re Splitting Up! – When Sailors Aren’t Sailing | Sailboat Living Sailing Vlog

Cannabis Dispensary Tour, Bikini Frolicking in Mexico, Snowboarding Feats and Mayan Fertility Ruins!! In this week's episode of sailboat living with SailAway, while waiting for our new sails to be delivered to the boat we have a little bit of down time before sailing south for good. So what d...
OUR FIRST TIME For EVERYTHING !!! – Ep 04 Sailing Luckyfish
Sailing Luckyfish

OUR FIRST TIME For EVERYTHING !!! – Ep 04 Sailing Luckyfish

OUR FIRST TIME For EVERYTHING !!! This week, in Our First Time for Everything – we wind the clock back to the first time we sailed on Luckyfish – way back in Sth Africa. Zaya had completed sailing lessons but we knew so little about sailing this boat and had a steep learning curve ahead. First coas...
SailAway 19 | How to Measure Your Sailboat for New Sails | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 19 | How to Measure Your Sailboat for New Sails | Sailboat Living Sailing Vlog

WATCH THIS before buying new sails! How to measure your boat! In this episode of sailboat living with SailAway, we take you through the first steps of the giant leap of getting new sails. Layla's been limping along on her 23 year old sails long enough and it's time she got an upgrade!!...
SailAway 18 | Dirty Girls Need Love Too – Sailboat Haulout Week | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 18 | Dirty Girls Need Love Too – Sailboat Haulout Week | Sailboat Living Sailing Vlog

Loren and Layla get dirty together - new bottom, new folding prop, and more!! In this week's episode of sailboat living with SailAway we give SV Layla a little much-needed TLC so she's ready to travel south and onward to the Bahamas!. She gets a brand new folding prop and some pretty bot...
SailAway 17 | Windy, Wet and Wild Sailing – Sailboat Racing | Sailboat Living Sailing Vlog
SailAway World Sailing

SailAway 17 | Windy, Wet and Wild Sailing – Sailboat Racing | Sailboat Living Sailing Vlog

Loren and Layla get WET and WILD in the upwind coastal race conclusion!! In this week's episode of sailboat living with SailAway, we complete the second half of the Alice Cup race and come back from Bohicket to Charleston. The conditions couldn't be more different for the sail back from t...
Sailing Adventure BEGINS! Sailing Caribbean, WEsail our new boat!
WE|Sail

Sailing Adventure BEGINS! Sailing Caribbean, WEsail our new boat!

The sailing adventure has begun! We purchased our boat down in the Caribbean after looking for the better part of a year and even a trip to the Mediterranean earlier to look at a different catamaran. This was an amazing trip and we found the boat to be everything we had hoped for and quite a bit mor...
This CATS CONTAGIOUS – Ep 74 Sailing Luckyfish
Sailing Luckyfish

This CATS CONTAGIOUS – Ep 74 Sailing Luckyfish

We are starting to think this CATS CONTAGIOUS after an influx of wonderful guests on board this season – keen to see the boat and try it on for size. We interview James and Catherine from Nova Scotia, get their take on life aboard Luckyfish and why they have homed in on the Wharram Tiki 38 as their...
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