Watch Sailing & Boating Adventures Around the World – Page 3 of 6

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We did NOT expect to be dealing with THIS!! [EP 100]
Sailing Millennial Falcon

We did NOT expect to be dealing with THIS!! [EP 100]

We left the beautiful Ronde Island to sail north to Carriacou. A few days after arriving, we arranged to catch up with a new friend, Trevor Robertson, who has many sailing accomplishments under his belt and who we have persuaded to spare his time for an interview with Adam (coming soon). Before a f...
CATAMARAN DESIGN: Hull Shape | Essential Catamaran Knowledge Ep. 1
Sailing Ruby Rose

CATAMARAN DESIGN: Hull Shape | Essential Catamaran Knowledge Ep. 1

Have you ever wondered the processes that go into Catamaran design and building a Catamaran? Maybe. Maybe not. However for those of you who are contemplating buying a new or used catamaran to sail the world, you possibly want to know how it's made, how safe is it going to be, what its made of a...
Going OFF the GRID – this is how BOAT LIFE should be [EP 99]
Sailing Millennial Falcon

Going OFF the GRID – this is how BOAT LIFE should be [EP 99]

Well this is what boat life is meant to be like! We set off from Morne Rouge in Grenada to Rhonde Island, a remote and uninhabited island north of the mainland. After last week's cutless bearing scare (check out the video here: ) we're trying to use our engine a whole lot less (we are a SA...
Boat Life! Being FRUSTRATED in Beautiful places! [EP 98]
Sailing Millennial Falcon

Boat Life! Being FRUSTRATED in Beautiful places! [EP 98]

In this weeks episode we go through a VERY wide range of emotions! We flip flop between extreme frustration and extreme cheer and relief. Well at least Khiara was relieved... In a nutshell, we have put days and days of blood sweat and tears into getting the drive train perfect and in our first dece...
Catch and Cook… Rubber Tyre Edition [EP 97]
Sailing Millennial Falcon

Catch and Cook… Rubber Tyre Edition [EP 97]

We spend a few days installing our new Isotherm Cruise 130 fridge which the full installation can be found here: We then set about trying to fill our fridge using tips from a local fisherman that Adam has become friendly with. We grab some rocks, line, bait and beer and set out to catch some fish...
How do I convince my WIFE to go cruising? [Q&A]
Sailing Millennial Falcon

How do I convince my WIFE to go cruising? [Q&A]

In this Q&A we discuss a broad range of topics shown in the timestamps below. Most notable of which, we believe, was how do you get into sailing if you don't know anyone and how to get your Wife into cruising? Time stamps - for your convenience 01:08 how did you get into filming your a...
What’s in the BOX? This is a SERIOUS upgrade! [EP 96]
Sailing Millennial Falcon

What’s in the BOX? This is a SERIOUS upgrade! [EP 96]

In this weeks episode we finally put the tools down and go and have some FUN! In between bouts of bad weather we headed for the underwater statue park in Grenada and explored the sculptures. The following day we were overjoyed to hear that the delivery of our new Isotherm 'Cruise' CR130 El...
Bugging Out on a Boat – S5:E44
Sailing Doodles

Bugging Out on a Boat – S5:E44

When Puerto Rico goes under total lockdown we bug out and set sail for the Us Virgin Islands and St Thomas. This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate Via Paypal to help us get a new drone:
Our little incident with the Coast Guard… We got Kicked OUT [EP 95]
Sailing Millennial Falcon

Our little incident with the Coast Guard… We got Kicked OUT [EP 95]

After saying goodbye to our family that have been with us for two months, we're left with an empty boat. A not so friendly visit from the coast guard evicts us from the anchorage and we move on further. We plan to have some fun in this new anchorage however the rain soon puts a dampener on our...
The Bird Lady of Puerto Rico – S5:E43
Sailing Doodles

The Bird Lady of Puerto Rico – S5:E43

Taylor gets a new tatto and then we take you on a walking food tour of Old San Juan Puerto Rico. This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate Via Paypal to help us get a new drone:
Its time to say Goodbye… [EP 94]
Sailing Millennial Falcon

Its time to say Goodbye… [EP 94]

In this weeks episode our first and longest standing crew members, Claire and Sean decide it's time to say goodby. Time for them to continue their adventure and move home to Australia. The quarantine situation in Australia seems to be improving at a rate much faster than here in Grenada so they...
Sailing in 40 Kts of Wind and Zero Visibility. Sailing Thailand. Sailing Ruby Rose
Sailing Ruby Rose

Sailing in 40 Kts of Wind and Zero Visibility. Sailing Thailand. Sailing Ruby Rose

In our last episode shot in Thailand, we finally turn our catamaran around and head for home. We've seen some amazing sites, and visited some amazing places. However, Thailand isn't quite finished with us and the weather rolls in. Normally this wouldnt' worry us as we know Ruby Rose ...
Did we make the right BOAT choice? 2 Years Later – MEGA Q&A
Sailing Millennial Falcon

Did we make the right BOAT choice? 2 Years Later – MEGA Q&A

We answer a bunch of questions from our viewers including some very poignant questions like: If you'd have to do it again, would you choose the same boat?; and What would you do differently if you had another chance? as well as a few specific boat related questions! This really made us think ...
BOAT LIFE dramas – Grab the PLIERS Someone has a TOOTHACHE! 😫 [EP 93] | Sailing Millennial Falcon
Sailing Millennial Falcon

BOAT LIFE dramas – Grab the PLIERS Someone has a TOOTHACHE! 😫 [EP 93] | Sailing Millennial Falcon

In this episode we have a mixed bag of boat life ups and downs. We celebrated Seans birthday as best we could whilst in a semi state of lockdown here in Grenada. We get a complete run around from Spice Island Marina chasing a package for the seconds consecutive week and Khiara goes on an emergency t...
You Got Us Into This Mess!! Sailing Ruby Rose
Sailing Ruby Rose

You Got Us Into This Mess!! Sailing Ruby Rose

Sometimes we have good ideas, and sometimes we had not so good ideas. Sometimes people come along with their ideas and lead us astray! This week we finally catch up with Sailing Nandji and we get caught up with their idea to take us to a deserted cove, through crazy swell and across a breaking reef...
What makes a GREAT Bluewater Sailboat? – With John Kretschmer
Sailing Millennial Falcon

What makes a GREAT Bluewater Sailboat? – With John Kretschmer

This is part two of a a mammoth interview i did with the great John Kretschmer wherein we discuss al things Bluewater sailing for both Mono-hulls and Catamarans. If you would like to see more of John he is currently offering a webinar training series covering a vast range of Bluewater topics you ...
CATAMARAN SAILING: Living Our Best Life! | Sailing Thailand
Sailing Ruby Rose

CATAMARAN SAILING: Living Our Best Life! | Sailing Thailand

Our worst days sailing are always better than our best days when we were at work. Sailing Thailand is turning into one of our best sailing adventures ever! So much to see, so much to do, and this episode we even have a sailing breeze. Enjoy! For those of you interested in chartering in this amazing...
Catamaran Sailing in THAILAND | Ep 3 | Sailing Ruby Rose
Sailing Ruby Rose

Catamaran Sailing in THAILAND | Ep 3 | Sailing Ruby Rose

Welcome to Episode 3 of our Thailand Sailing Adventure. This is probably one of the most beautiful places we have ever sailed and today we actually have a sailing breeze to get those sails up. We sail to an amazingly serene anchorage and get to dinghy ashore to find provisions and see what the local...
Sailing Away On A Catamaran! Thailand in 4k. EP2
Sailing Ruby Rose

Sailing Away On A Catamaran! Thailand in 4k. EP2

Welcome to Episode 2 of our Thailand Sailing Adventure. All shot in 4K, as we sail a catamaran on our own for the first time. This week we finally get to leave the marina, head to a local anchorage and explore the beauty of our annchorage. For those of you interested in chartering in this amazing ...
Sailing Thailand in 4K | Sailing Ruby Rose.
Sailing Ruby Rose

Sailing Thailand in 4K | Sailing Ruby Rose.

Filmed November 2019. Sailing and Travel are two of the things we love the most. So when we were asked if we wanted to go and sail in Thailand, we jumped at the chance! Filmed in 4k, UHD, this episode sees us leaving London and finding ourselves in one of the most vibrant cities in the world: Bangko...
A Very Difficult Decision | Sailing France Ep 112
Sailing Ruby Rose

A Very Difficult Decision | Sailing France Ep 112

Sailing & living on a boat means that you have to be flexible with your plans. Unfortunately it can be really tough when you have your heart set on a course of action then Fate intervenes, and a huge change of plan is required. While we had planned to sail some of the Worlds best cruising grou...
The End of An Era! Sailing Ruby Rose 2012-2020 | Season 5 Trailer
Sailing Ruby Rose

The End of An Era! Sailing Ruby Rose 2012-2020 | Season 5 Trailer

We've sailed a fair way around the world! As we look to Season 5, we thought we'd take you on a quick trip down memory lane to show you the highlights of the last 5 years and to what we have planned for the next 5. Whether we are sailing a monohull or a catamaran, Sailing is in our bloo...
St Francis 50 Catamaran Review 2021 | Our Search For The Perfect Catamaran
Sailing Ruby Rose

St Francis 50 Catamaran Review 2021 | Our Search For The Perfect Catamaran

The St Francis 50 is a super luxurious Catamaran designed to take a coupe or family around the Globe in comfort and luxury. However, what will we think of the design, price and safety of this beautiful boat? Leave us a comment, and don't forget to vote.... www.chicagostreet.com/rubyrose We ...
Majestic 530 Catamaran Review 2020 | Our Search For The Perfect Catamaran
Sailing Ruby Rose

Majestic 530 Catamaran Review 2020 | Our Search For The Perfect Catamaran

The Majestic 530 Catamaran is a bluewater cruiser from one of South Africas boutique builders. It has so, so much room and the boat is almost infinitely customisable. However what do we think of this 53ft behemoth? As always, don't forget to vote. We are almost at the end of the series and s...
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