Watch Sailing & Boating Adventures Around the World – Page 2 of 5

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 25-48 of 113 results
Sailor’s Worst Nightmare – Breaking the Mast at Sea! S8:E03
Sailing Doodles

Sailor’s Worst Nightmare – Breaking the Mast at Sea! S8:E03

We were racing in the St. Martin Heineken Regatta and doing quite well when the worst nightmare for a sailor happened to our sailboat. Our mast broke at sea and we had to limp back in to port. This channel is funded by viewers like you. Please help us keep this channel creating great content by b...
Winning at the St Martin Heineken Regatta! S8:E02
Sailing Doodles

Winning at the St Martin Heineken Regatta! S8:E02

We entered the crusing sailboat division at the St Martin Heineken Regatta and won our class on day two! It was pretty exciting racing SV "Suki" a beneteau oceanis 46.1 This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patr...
CHALLENGE ACCEPTED!!!  Racing against SV Delos! Episode 150
Sailing Parlay Revival

CHALLENGE ACCEPTED!!! Racing against SV Delos! Episode 150

In this episode we race against the first and original YouTube sailing channel, SV Delos! They are the pioneers of the sailing channel world, and it was an absolute honor to put their Amel 53 up against our hurricane damaged Lagoon 450 in a race to determine whether a production catamaran could keep...
Who makes the fastest production catamaran?! – Episode 147
Sailing Parlay Revival

Who makes the fastest production catamaran?! – Episode 147

We get challenged to a race by our friend on a Nautitech 46, as well as an Outremer 51, Lagoon 380, Leopard 44, and a Halberg Rassey also comes along for the race against our hurricane damaged Lagoon 450! Well, it is actually a Jamie 465 now, as we extended the sugar scoops, so come along for the ra...
WE’RE IN THE LEAD!! (but of course it’s not a race) Maldives Yacht Rally 2022 (Ep 184)
Sailing Zatara

WE’RE IN THE LEAD!! (but of course it’s not a race) Maldives Yacht Rally 2022 (Ep 184)

You can live this lifestyle too! BlueWater Cruising will show you how: As the Yacht Rally comes to an end, we make some more engine repairs, discuss our future plans, and wrap up a fantastic experience with the first ever Maldivian Yacht Rally. For more information check it out here: Thanks for ...
Ibiza Regatta 2021 – Ep.69
Solo sailing around the world

Ibiza Regatta 2021 – Ep.69

Katinka, Merle, Femke, Annemarie, Eva, Julia en Jacqueline vormen samen het nieuwe team 'La Contrabanda". We varen in een Dufour 445. De start van de Ibiza Regatta is vanuit Marina Es Nautic in San Antoni de Portmany, de finish in Ibiza stad. In totaal doen er 18 deelnemers mee. We hebbe...
The Oldest Sailboat in the Faroe Islands S6 Ep 10 – DrakeParagon Sailing
DrakeParagon

The Oldest Sailboat in the Faroe Islands S6 Ep 10 – DrakeParagon Sailing

One thing people in the Faroe Islands take seriously is rowing. A tradition that originates with the Vikings, we get a chance to see some fantastic young athletes compete in boats that haven't changed in hundreds of years. Then we're off with a new friend to check out some of the oldest ...
REGATTA Grenada Race with friends on a fast CATAMARAN – SwT 30
Sailing with Thomas

REGATTA Grenada Race with friends on a fast CATAMARAN – SwT 30

Most catamarans struggle big time pointing while tacking and I have tried out several different brands. So far most catamarans have been a bit disappointing experience when it comes to tacking. Sailing this Atlantic 55 in the Grenada Race was a refreshing experience as it not only sails fast but als...
Ragged Island Regatta, (Calico Skies Sailing, Ep. 57)
Calico Skies Sailing

Ragged Island Regatta, (Calico Skies Sailing, Ep. 57)

In this episode we sail up the Ragged Island chain to Double Breasted Cay, a spot we will soon call home for the remainder of our time in the Bahamas (spoiler alert it's a LONG time). We decide to race our friends Ryan and Jerra on our sistership Zinzi and are lucky to have Conor and Steph film...
Santa Cruz Yacht Club – Moore 24 Sailing Blast!
Adventureman Dan

Santa Cruz Yacht Club – Moore 24 Sailing Blast!

Old video from several years back when I was learning how to sail in Santa Cruz California. Out with some friends on a 24' racing sailboat going dead down wind(DDW) at a blazing 16knots!!! The wake behind the boat was incredible! If you'd like to support my work, get exclusive content, ...
Sailing Interviews, 20 questions Michael Miller
Sailing Views

Sailing Interviews, 20 questions Michael Miller

Mike and I talk about the usual 20 questions. This video went a little long due to yours truly. So you will see some editing. Hopefully the sound is ok. Let me know. Don't forget to like and subscribe to the channel.
Sailing Interviews, 1 question with me
Sailing Views

Sailing Interviews, 1 question with me

I've been to busy this past month to get any new interviews done. So I thought I would fill in for 1 question. How, and where I got started! I talk about sailing with Alligators and some of the people that helped me out and pushed me to be better. Do to lack of time I left a ton of stuff ou...
Dave Perry, 20 questions
Sailing Views

Dave Perry, 20 questions

Dave Perry answers my questions. This is the guy that wrights the rules. Coaches the Stars, and in general, Trains the future of sailing. I met Dave in 87'. He has always been one of the nicest guys you will ever meet. And his sailing skills are Off the chart. Enjoy.
20 Questions with Lynne Jewell Shore
Sailing Views

20 Questions with Lynne Jewell Shore

Lynn talks and I listen. Olympic medalist, super crew and all around great woman. Hall of Famer, in My book. She sails Lasers alot and stays busy helping and advising on woman's sailing, and does tons of great things.. I apologies for the audio on my end. I had to rebuild a pc the day of thi...
Sailing Interview with Greg Fisher, 20 questions
Sailing Views

Sailing Interview with Greg Fisher, 20 questions

Greg, talks about coaching , sailing ,Pan Am's etc. Due to my hectic schedule the past 2 weeks I had tp pull the earlier unedited version down. And repost this one.
20 questions Elizabeth Kratzig
Sailing Views

20 questions Elizabeth Kratzig

Elizabeth Kratzig talks with me about sailing. Match racing and other things. You will notice some editing in this video as I thought we lost some things, Turns out we didn't. But I threw a double dose in anyway. Sorry for the sound quality. I just rebuilt my computer and am having tons o...
20 questions with Dawn Riley
Sailing Views

20 questions with Dawn Riley

Dawn talks answers my questions about Women's sailing, Americas Cup, Maiden, Might Mary, OaKcliff, and more. Even turns me down when I try to sell her some sails.
Van Life | First Night 🤬🚐⛵
Roaming Rupps

Van Life | First Night 🤬🚐⛵

Hi Friends! Welcome back to our van series. In this video, Colin takes the van for its first overnight trip. He took the van down to Charleston, SC to compete in a regatta. The trip was an overwhelming success with just one situation that arose. **Join us on this adventure as we convert this old...
20 questions With Chris Watters
Sailing Views

20 questions With Chris Watters

Chris answers all the usual questions, talks about his favorite program, sailing in the Islands and Canada, Coaching and more.
THE FAILED LIVE INTERVIEW,  Eduardo Cordero.
Sailing Views

THE FAILED LIVE INTERVIEW, Eduardo Cordero.

8x World Champ, Eduardo Cordero and I rehash the past. We thought we were Live... But I` kinda messed up. Ok I really messed it up! Needless to say. This is the result. At least I Did record it. So you have something to watch. It just wasnt Live like I hoped.... I need help with t...
The B side of 40 ish questions with Bill Draheim and Rod Fevela
Sailing Views

The B side of 40 ish questions with Bill Draheim and Rod Fevela

As promised, Part B of the interview. Same bad quality same Great guests! This is part of Texas week!
Sailing Interviews Bill and Rods Excellent Adventure
Sailing Views

Sailing Interviews Bill and Rods Excellent Adventure

I get Rod Fevela and Bill Draheim together! This is Rare!!! Part A of a 2 part interview. This is all part of Texas Week.
20 Questions with Farley Fontenot
Sailing Views

20 Questions with Farley Fontenot

Quantum Sails Co founder, Farley Fontenot tell some Great stories
20 questions with Andy Lovell, The Lovell Lift
Sailing Views

20 questions with Andy Lovell, The Lovell Lift

Andy Lovell answers questions about sailing. 2nd in 2 Olympic trials on 2 different boats.
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