Watch Sailing & Boating Adventures Around the World tagged “Sailboat race”

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 1-24 of 35 results
The Banderas Bay Regatta | Sailing Avocet
Sailing Avocet

The Banderas Bay Regatta | Sailing Avocet

After a few weeks anchored in La Cruz de Huanacaxtle, Chris felt the itch to do something new and exciting, prompting him to sign Avocet up for the 31st annual Banderas Bay Regatta. From its inception, the three-day Banderas Bay Regatta was created by crui...
World on Water Oct 31.25 ENGLISH SPECIAL: TRANSAT CAFÉ L’OR Le Harve Normandie
World On Water

World on Water Oct 31.25 ENGLISH SPECIAL: TRANSAT CAFÉ L’OR Le Harve Normandie

Please Subscribe if you like our Global Sailing content, Like and Share. It helps us show our content to more sailors. Thank you. This is your weekly Global Sailing Highlights show, the World on Water, for October 31St, 2025. This week we have a special ...
World on Water Oct 17.25 18 Footer Carnage, Jasmine in Mini Globe, TF35, Skiffs, Sailing Illustrated
World On Water

World on Water Oct 17.25 18 Footer Carnage, Jasmine in Mini Globe, TF35, Skiffs, Sailing Illustrated

Please Subscribe if you like our Global Sailing content, Like and Share. It helps us show our content to more sailors. Thank you. This is your weekly Global Sailing Highlights show, the World on Water, for October 17th, 2025. It was an unfortunate open...
World on Water Oct 10.25 ROLEX Maxi’s, Melges 24, 5.5 Class, TRANSAT CAFÉ L’OR, ILCA Masters, more
World On Water

World on Water Oct 10.25 ROLEX Maxi’s, Melges 24, 5.5 Class, TRANSAT CAFÉ L’OR, ILCA Masters, more

Please Subscribe if you like our Global Sailing content, Like and Share. It helps us show our content to more sailors. Thank you. This is your weekly Global Sailing Highlights show, first produced in 2008, and weekly since then, todays edition is dated, O...
World on Water Sept 05.25 Ocean Race Nice-Genoa Start-Finish, TP52s, Agean, Fireballs, ILCAs, more
World On Water

World on Water Sept 05.25 Ocean Race Nice-Genoa Start-Finish, TP52s, Agean, Fireballs, ILCAs, more

Please Subscribe if you like our Global Sailing content, Like and Share. It helps us show our content to more sailors. Thank you. This is your weekly Global Sailing Highlights show, the World on Water, for September 5 2025. Paul Meilhat's, Biotherm, looke...
World on Water Aug 22.25 Ocean Race Europe Leg 2, SailGP Crashes, ILUCAs, 52 Porto Portals, more
World On Water

World on Water Aug 22.25 Ocean Race Europe Leg 2, SailGP Crashes, ILUCAs, 52 Porto Portals, more

Subscribe to our weekly Global Sailing Channel. ​This is your weekly Global Sailing Highlights show, the World on Water, August 22 2025. We commence this weeks' video with Boris Herrmanns' Team Malizias' arrival in Portsmouth at the End of leg one of t...
Fresno Yacht Club’s High Sierra Regatta | Sailing Avocet
Sailing Avocet

Fresno Yacht Club’s High Sierra Regatta | Sailing Avocet

From Puerto Peñasco to our stomping grounds at 7000 feet, we didn't skip a beat with sailing and were stoked to get back and sail our Victory 21 in the 70th Annual High Sierra Regatta at Huntington Lake! This two-day regatta was packed with wind, competit...
An Unexpected 3 Days In Türkiye
Gone with the Wynns

An Unexpected 3 Days In Türkiye

Istanbul wasn't on our radar but when a last minute invitation came, we couldn't say no. https://www.gonewiththewynns.com ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 https://www.gonewiththewynns.com/photo-video-gear ...
The locals get super serious when big money’s involved! – EPISODE 300!!
Sailing Parlay Revival

The locals get super serious when big money’s involved! – EPISODE 300!!

In this episode we sail from Papua New Guinea to Indonesia, via the Ninigo islands, where we happen to arrive on the biggest day of the year! A wooden sailing canoe regatta, where the winner gets 10,000 Kina, which is around $2500 USD. Therefore the locals...
We raced on a performance Catamaran!! (Zihuatanejo, Mexico) | Sailing Sitka Ep 130
Sailing Sitka

We raced on a performance Catamaran!! (Zihuatanejo, Mexico) | Sailing Sitka Ep 130

In this episode of Sailing Sitka, we got invited to race on our friends performance catamaran in Zihuatanejo's 2024 sailfest! As cruisers who sail full time on their 1976 heavy-displayed monohull, it was very interesting to notice the differences and exper...
GBCA 2023 Cruzan Rum Race No. 7
GBay Sailing

GBCA 2023 Cruzan Rum Race No. 7

Highlight clip video of thirty-five boats sailing in the "Defeat Lafitte" GBCA Cruzan Rum Race No. 7 on Galveston Bay on September 23, 2023. Great racing and great fun! Click on the like and subscribe icons to see more Texas sailing. I appreciate and read ...
GBCA 2023 Cruzan Rum Race No. 5
GBay Sailing

GBCA 2023 Cruzan Rum Race No. 5

Highlight video of thirty-five boats racing in the GBCA Cruzan Rum Race No. 5 on Galveston Bay on August 19, 2023. Video clips from cameras on S/V "Hobgoblin", & S/V "Sunspot Baby". Great racing and great fun! Click on the like and subscribe icons to s...
TROUBLE while SAILING where the DEADLIEST YACHT RACE Took Place  – Ep 139
Sailing Jibsea

TROUBLE while SAILING where the DEADLIEST YACHT RACE Took Place – Ep 139

We're leaving Kinsale, Ireland to sail West Cork's beautiful coastline with our buddy boat on a Dufour 485. The race is on as we explore Schull Harbour, Baltimore, and Castletownbere. We sail past the sailing history as we pass the Fastnet Lighthouse and...
Two SAILBOATS RACING to Ascension Bay! Ep 42
Sailing Sitka

Two SAILBOATS RACING to Ascension Bay! Ep 42

In this episode, we have friendly race with our boat buddies from Gr8 Escape. We lift the anchor and leave Turtle Bay early in efforts to sail towards Ascension Bay (as quickly as possible.) Of course, some things break, the wind dies and shinnanigans are ...
Sailing in Okinawa — SPECIAL EPISODE — Zamami Yacht Race 2022
Sailing In Okinawa

Sailing in Okinawa — SPECIAL EPISODE — Zamami Yacht Race 2022

It's been three years since Japan's largest yacht race has been hosted by Zamami Island in Japan's Okinawa prefecture. And after a five-week rainy season the skies opened up and let the sun shine on the 45th Annual Zamami Yacht Race. 日本最大のヨッ...
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 creatin...
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 extende...
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: https://www.bluewatercruisingplan.com/ 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...
Our Fist Race! (League 51)
Sailing Octopodes

Our Fist Race! (League 51)

For the first time ever we tried our hand at racing. We joined the very Serious "Round Bowen Boat-Bubble Competitive Cruise, Round 2, Too Round to Bubble". I was very excited not just to be competing but to practice some more finely tuned sailing, it felt ...
The HARDEST Decision we NEVER thought we would have to make…
Tula's Endless Summer

The HARDEST Decision we NEVER thought we would have to make…

Sometimes the wind just does not cooperate. Race Part 1: https://youtu.be/gOphCvaMLKg The Seacart boat tour can be found on the Tula Tech Talk Channel: https://youtu.be/YL_NnhyFAHQ You can find out more info about the Corsair 880 Trimaran here: https:...
She’s Not Coming Sailing With Me…
Tula's Endless Summer

She’s Not Coming Sailing With Me…

There are two types of sailors... Which are you? Billy is more on a racing kick now while I am a cruiser through and through. In this video there is lots and lots of prepping to get ready for a big ocean race and you all get to come along for the race with...
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...
A Friendly Race to Cabrillo Harbor with SV Felurian AKA 1965 ALBERG 30 VS. 2009 BENETEAU OCEANIS 40
Sailing Triteia

A Friendly Race to Cabrillo Harbor with SV Felurian AKA 1965 ALBERG 30 VS. 2009 BENETEAU OCEANIS 40

Season 7 : Episode #151 : 1965 ALBERG 30 VS. 2009 BENETEAU OCEANIS 40 Hello Friends, On this episode we awake on the hook at Little Fisherman's Cove after a very peaceful night at anchor. Camille and myself enjoy a snorkel and explore the sea caves (to ...
2020 GBCA Rum Race #4 – TEXAS SAILBOAT RACING
GBay Sailing

2020 GBCA Rum Race #4 – TEXAS SAILBOAT RACING

Highlights and other clips from the Hunter 340 "Sunspot Baby" and crew and the Hunter 40 "Hobgoblin" and crew racing in the GBCA Cruzan Rum Race #4 on Galveston Bay on Saturday, July 11th. Leigh, Jeremy, and Chris were crew. Hope you enjoy watching. Like, ...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart