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.

Showing 1-10 of 10 results
Survival Mode at Sea + Monster Fish Caught | Day 2-3
Leading the Escapade

Survival Mode at Sea + Monster Fish Caught | Day 2-3

Day 2 & 3 of our sail from the United States to Colombia did not go to plan. What was meant to be a comfortable beam reach in 18–22 knots quickly turns into something very different. Instead of cruising south, we find ourselves stuck in gale-force winds, beating upwind for nearly two straight d...
OLD-SCHOOL BOAT to NEW-SCHOOL BOAT?! Ep 56
Sailing Sitka

OLD-SCHOOL BOAT to NEW-SCHOOL BOAT?! Ep 56

In this weeks episode, we expierence a day out on the water aboard a modern day Hunter Sailboat. If you have been following along with our journey, you know that we own a Cheoylee Offshore 41 which was built in 1976 (an old gal) In this video we take up our boat buddy's offer (@CapturingOurMome...
We CROSSED the SEA (pt 2) Ep 54
Sailing Sitka

We CROSSED the SEA (pt 2) Ep 54

In this weeks episode, we finalize our Sea of Cortez Crossing with fresh Mahi Mahi, dolphin sightings and moonlit nights. After a rough part one of this two part series, we overcame some building seas which caused some major seasickness and a heeled over boat. 3 days at sea, we finally approach Maza...
SAILING Towards Our FIRST ANCHORAGE in MEXICO! Ep 40
Sailing Sitka

SAILING Towards Our FIRST ANCHORAGE in MEXICO! Ep 40

In this episode, we depart Ensenada in efforts to sail towards Bahia Tortuga. What turned into a 3 day passage made up for lots of time to fish, cook and film! We hope you enjoy this episode and join us next time for footage of our first ever anchorage in Mexico! Love what you see? Join us on Patr...
Leaving our Boat Behind – Episode 34
Sailing One Life

Leaving our Boat Behind – Episode 34

In this episode, we pull into Marina Pescaderia in Puerto Real, Puerto Rico and prep One Life for a couple months without us. We spend days cleaning, repairing and troubleshooting all the things that have broke and been neglected over the past few months. After a week of chores, it is time for us to...
Offshore Sailing to Puerto Rico – Episode 33
Sailing One Life

Offshore Sailing to Puerto Rico – Episode 33

In this episode, we pull anchor in Saba and sail 250 miles to Puerto Rico. From 30 knot winds to 12 knot winds, this sail is everything from 3 meter swell to calm seas. This sail represents our goodbye to the Eastern Caribbean as we leave One Life at Marina Pescaderia in Puerto Rico and fly home to ...
SAILING CATAMARAN THROUGH THE MONA PASSAGE | Sailboat Living
Living Hakuna

SAILING CATAMARAN THROUGH THE MONA PASSAGE | Sailboat Living

In today's sailing vlog, we're cruising our catamaran through the Mona Passage! And tell you all about what it's like to be living on a sailboat during this crossing. ► SUBSCRIBE for a new video every Sunday ☺ ► Join Our Community ☺ Support Us Through Our Online Products ↠ aweso...
Sailing Bluewater, BIG Fish, and Running AGROUND Sailing GBU
Sailing Good, Bad, and Ugly

Sailing Bluewater, BIG Fish, and Running AGROUND Sailing GBU

The first 1000 people to use this link will get a free trial of Skillshare Premium Membership: Merch! Support our channel and get something Awesome in return! We upload a new video every week! Dont forget to subscribe and share the video You can also find and contact us here -Instagram @Kriste...
PIRATE PARTY OFFSHORE ARGHHHHHH – Sailing Tangaroa
Sailing Tangaroa

PIRATE PARTY OFFSHORE ARGHHHHHH – Sailing Tangaroa

Catching fish offshore, hanging in beautiful remote anchorages and celebrating with a pirate party with other cruisers in a huge cave in the north west of WA. Lifes pretty peachy onboard Tanga, this is actually sailing life at its best! But check out the end (expecially wharamites) as things go sour...
Single Handed Sailing: Saint Martin to NC, April 2010 (Westsail 42 Paragon – original)
DrakeParagon

Single Handed Sailing: Saint Martin to NC, April 2010 (Westsail 42 Paragon – original)

PLEASE SEE THE NEW REMASTERED VERSION OF THIS VIDEO AT: 1500 nautical miles of wonderfully non eventful sailing from Dutch Saint Martin to Beaufort, NC. Hit the doldrums for day, caught a 3.5' tuna, and listened to a lot of music and audiobooks. If you enjoyed this video, then give it a thu...
WeBoating
Logo
Shopping cart