Watch Sailing & Boating Adventures Around the World

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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Will she fit?
Sailing Banana Pancakes

Will she fit?

Taken from our LIVE sorry it’s blurry #sailinglife #sailingfamily #boat #boatlife #sailing
⛵️LEAVING THE BOATYARD BEHIND | New SAILING ADVENTURES begin NOW! (starting with seasick🤢)
Sailing Joco

⛵️LEAVING THE BOATYARD BEHIND | New SAILING ADVENTURES begin NOW! (starting with seasick🤢)

We break FREE from the boatyard AND the lagoon to anchor out in crystal clear waters...FINALLY!!! It's been 13.5 months ON THE HARD and we don't quite have our sea legs yet and we get TOSSED around like rag dolls. But there is still work to be done so we battle the elements to get this ga...
S4, Ep53 How Two Teachers Became a Liveaboard Sailing Couple in Retirement
Sailing Into the Mystic

S4, Ep53 How Two Teachers Became a Liveaboard Sailing Couple in Retirement

Join us on a peaceful sailboat journey as we cruise the open ocean. This episode captures the stunning sunset views and serene coastal photography from our latest boating adventure. We also share insights into our navigation and how we have fun living in the moment. We sail north from Bahia Punta C...
Back on Land and Facing the Scale: Yikes #boatlife #sunrise #fitness
Japan Solo

Back on Land and Facing the Scale: Yikes #boatlife #sunrise #fitness

Boat life may be good for the soul… but not for the waistline. Back on land, walking every day in one of my favorite valleys in Japan, I’m reminded of when I used to cycle 70 km before breakfast. Now? I’m the heaviest I’ve ever been at 95 kilos. I’m on a writing retreat—and a walking reboot. Think...
Sailing Northern Ireland – Carrick – Bangor – Night sail – Ep, 384
Sailing Yacht Salty Lass

Sailing Northern Ireland – Carrick – Bangor – Night sail – Ep, 384

#night #sunset #sailing If you like our videos, you can always drop a tip in our coffee jar ABOUT US We have begun a liveaboard adventure on our Bavaria 36, Salty Lass. It is our ongoing mission to explore strange new ports, to seek out new to us cuisines and cultures, to boldly go where th...
San Blas at Last: A Sailors Dream Years in the Making | Sailing Sitka Ep 163
Sailing Sitka

San Blas at Last: A Sailors Dream Years in the Making | Sailing Sitka Ep 163

Jay and Kenna depart from Shelter Bay marina after a week straight of boat work and diagnosing problems. Finally, after stopping in Linton bay for one night, they sail to the desolate and world renowned San Blas islands. A dream come true. They've worked hard for years and the hustle has now tu...
Our last sail on the Pacific Ocean | Sailing Sitka Ep 157
Sailing Sitka

Our last sail on the Pacific Ocean | Sailing Sitka Ep 157

Jay and Kenna embark on a 3 day passage sailing from the tiny village of Bahia Honda to the concrete jungle of Panama City. This sail happens to be their last in the Pacific Ocean as they get ready to cross the Panama Canal into Atlantic waters. Thank you for watching and please subscribe if you enj...
Sunset Sailing View
Sailing Into Oblivion
Cruising Costa Rica on a 41′ Sailboat | Sailing Sitka Ep 151
Sailing Sitka

Cruising Costa Rica on a 41′ Sailboat | Sailing Sitka Ep 151

In this episode of Sailing Sitka, Kenna and Jay sail from Bahía Ballena to Quepos on the pacific coast of Costa Rica.
Sailing the BVI. Setting sail for Cooper Island
Sail Stillwater

Sailing the BVI. Setting sail for Cooper Island

Our BVI sailing adventure kicks off with an exciting Day 1! We set sail from Nanny Cay, enjoy the beauty of the open water, and arrive at the picturesque Cooper Island. After settling in, we wrap up the day with a delicious dinner at the Cooper Island Beach Club, surrounded by stunning views and isl...
Squalls and Sail Changes – Completing 1800nm to a Remote Pacific Paradise [Ep. 174]
Sailing Sweet Ruca

Squalls and Sail Changes – Completing 1800nm to a Remote Pacific Paradise [Ep. 174]

After 1800 miles at sea, we finally reach the remote Marshall Islands—an epic journey filled with intense squalls, sail changes, and unpredictable weather. Watch the thrilling final leg of our voyage sailing from American Samoa to the Marshall Islands. #sailing #adventure #travel Whenever we see ...
Sailing across the Atlantic Ocean! 15 days at sea – Cape Verde to Barbados – December 2024
Sailing Wishful Thinking

Sailing across the Atlantic Ocean! 15 days at sea – Cape Verde to Barbados – December 2024

It's been a little while since we've posted an update on YouTube... We've been busy sailing across the Atlantic Ocean! We've now arrived in the Caribbean! Here's a short video with some of the highlights from the crossing. Details below: Cape Verde to Barbados. Approx 2,...
Can we escape this rolley hell? | Sailing Sitka Ep 145
Sailing Sitka

Can we escape this rolley hell? | Sailing Sitka Ep 145

In this episode of sailing sitka, we are anchored in San Jaun Del Sur, the southernmost port in Nicaragua. As much as this anchorage was suggested by multiple friends, it turned out to be the second rolliest anchorage we've ever experienced on the pacific coast. In order to sail to Costa Rica w...
Dodging lightning squalls on our sail to Nicaragua (extended cut) | Sailing Sitka Ep 142
Sailing Sitka

Dodging lightning squalls on our sail to Nicaragua (extended cut) | Sailing Sitka Ep 142

We are happy to share with you our 360 nm passage from Chiapas, Mexico to Puesta Del Sol, Nicaragua. Finally, after 2 seasons of sailing Mexico, we have checked out and hit the seas to sail south to a new country, but not without dodging some weather while on the way. Thank you for watching and if y...
Sailing 230NM to the most southern port of Mexico | Sailing Sitka Ep 135
Sailing Sitka

Sailing 230NM to the most southern port of Mexico | Sailing Sitka Ep 135

In this episode of Sailing Sitka, we sail 230NM across the gulf of Tehauntepec from Huatulco to Chiapas. If you enjoy, consider leaving a comment or hitting that subscribe button! Cheers! Music by Big Sierra:
Perfect start to a Swedish Summer  Ep 90
Bushpoint Sailing

Perfect start to a Swedish Summer Ep 90

We set off from Kalmar and make a pit stop on the island Öland then sail up the Swedish East Coast. We end with a magic evening, that is a perfect start to the summer. We might not have the best film quality, but it is authentic. Make sure you subscribe to come along - We are Jeanette & Fredr...
We DRAGGED at anchor… | Sailing Sitka Ep 125
Sailing Sitka

We DRAGGED at anchor… | Sailing Sitka Ep 125

In a recent episode, Sailing Sitka shares their first-ever experience with dragging at anchor. Learn how Jay and Kenna handled the challenging situation and what lessons they took away from it.
We sailed HERE and got STUCK in the jungle! | Sailing Sitka Ep 123
Sailing Sitka

We sailed HERE and got STUCK in the jungle! | Sailing Sitka Ep 123

Jay and Kenna from Sailing Sitka continue their sailing journey, heading 25 miles south to Baja Tenacatita. They face obstacles like shallow waters and unexpected challenges while navigating a jungle mangrove.
“Now THIS is the life!” (Punta Perula, Mexico) | Sailing Sitka Ep 122
Sailing Sitka

“Now THIS is the life!” (Punta Perula, Mexico) | Sailing Sitka Ep 122

Join Jay and Kenna of Sailing Sitka in episode 122 as they explore Punta Perula, Mexico, after sailing from Shamea Bay. Enjoy a glimpse into their daily routines aboard their boat, including meals, maintenance, and local explorations.
This is the FURTHEST SOUTH we’ve sailed so far! | Sailing Sitka Ep 121
Sailing Sitka

This is the FURTHEST SOUTH we’ve sailed so far! | Sailing Sitka Ep 121

In this episode, Jay and Kenna from Sailing Sitka share their experience sailing further south than ever before, encountering challenges and joys along the way. Tune in to learn about their latest adventure!
Crossing the Sea (350NM) Pt. 1 | Sailing Sitka Ep 118
Sailing Sitka

Crossing the Sea (350NM) Pt. 1 | Sailing Sitka Ep 118

Jay and Kenna from Sailing Sitka share their epic 350 NM sea journey from Los Morros to La Cruz, Mexico in Season 2 Episode 118. Join them on this offshore sailing adventure with special guest Warren as they navigate the challenges and excitement of crossing the open ocean.
Exploring a desolate anchorage in Mexico (with unexpected company😳)  | Sailing Sitka Ep 114
Sailing Sitka

Exploring a desolate anchorage in Mexico (with unexpected company😳) | Sailing Sitka Ep 114

In this episode of Sailing Sitka, join Canadian couple Jay and Kenna as they discover a deserted anchorage in Mexico on their journey around the world. Encounter unexpected marine life and enjoy the breathtaking beauty of unexplored waters in paradise!
REAL LIFE aboard our 1976 Sailboat | Sailing Sitka Ep 102
Sailing Sitka

REAL LIFE aboard our 1976 Sailboat | Sailing Sitka Ep 102

Life onboard an offshore sailboat at anchor! In this episode of Sailing Sitka, we pick up anchor and move destinations. This time, we explore Santispec here in Bahia Conception. Boat life can consist of both ups and downs... the reality is, you will experience both! We hope you enjoy this episode an...
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