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

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 25-46 of 46 results
Sailing Puerto Rico – Cabo Rojo
SailingBritican

Sailing Puerto Rico – Cabo Rojo

Check out our first stop in Cabo Rojo, Puerto Rico at Marina Pescaderia. We explain why our plan was to skip several islands and head straight to Antigua. We discuss the need to collect departure papers from US Customs and Immigration before leaving Puerto Rico, show our day of provisioning and sigh...
Winter Passage, Winter Tales–Part 1
How to Sail Oceans

Winter Passage, Winter Tales–Part 1

Part one of a winter passage from Culebra (Puerto Rico) to Miami. We start off with beautiful sailing weather, but the winds continue to build each day. I offer my opinions on preparing and eating meals during rough conditions. Music--Tropical Chillin'--Kevin Boothby
Top Ten Islands Part II, Some affected by Hurricane Irma – Sailing Doodles
Sailing Doodles

Top Ten Islands Part II, Some affected by Hurricane Irma – Sailing Doodles

We are counting down the Top Ten Islands that we have sailed to! This is Part 2 covering islands 5-1. We need your help to keep making videos. You can become a patron for as little as $1 per week! Become a Patron! Donate Via Paypal to help us get a new drone: Would you like to joi...
TOP 10 CARIBBEAN ISLANDS – Part 1 – Sailing Doodles
Sailing Doodles

TOP 10 CARIBBEAN ISLANDS – Part 1 – Sailing Doodles

We are counting down the Top Ten Caribbean Islands that we have sailed to! This is Part 1 covering islands 10-6. Thank you to The Jameson Fog for letting us use their music! We saw them live the other day and they are great! We need your help to keep making videos. You can become a patron...
Sailing Across the Caribbean Sea – Ep. 59 RAN Sailing
RAN Sailing

Sailing Across the Caribbean Sea – Ep. 59 RAN Sailing

It was time to sail across the Caribbean sea, a passage of 425 nautical miles. We have sailed the Windward- and Leeward islands in the eastern Caribbean and now we set sail from Culebra in the north to Bonaire in the south. Join us as we prepare for the passage and during the 65 hours sail at sea. ...
A Perfect Sail to San Juan, Puerto Rico – Ep. 56 RAN Sailing
RAN Sailing

A Perfect Sail to San Juan, Puerto Rico – Ep. 56 RAN Sailing

Let's be friends on Facebook! We set sail north west towards Puerto Rico and the capital San Juan. But before doing that we had time for another visit at the beautiful Flamenco beach in Culebra. The sail to San Juan was perfect despite the calm morning and we loved to sail along the skyline. ...
Culebra Adventures with Sailing UMA – Ep. 55 RAN Sailing
RAN Sailing

Culebra Adventures with Sailing UMA – Ep. 55 RAN Sailing

As our paths crossed with Sailing UMA we decided to check out the island Culebra, Spanish Virgin Islands, together both by road and by the sea! We rented a golf cart that we had to push to go up the hills and went to some of Culebras pretty beaches. Then we sailed around the island to the small isla...
We found a BOMB! — Sailing Uma [Step 76]
Sailing Uma

We found a BOMB! — Sailing Uma [Step 76]

We sailed around Culebra some more, went on an improvised hike, and found an unexploded ordnance! If you enjoyed this episode, please give it thumbs up, it helps us out a bunch :) WANT MORE? Visit Become a patron to get instant access to The Vault, where we keep our most precious treasures (behi...
Golf Cart Safari with RAN — Sailing Uma [Step 75]
Sailing Uma

Golf Cart Safari with RAN — Sailing Uma [Step 75]

While we were in Culebra, we had the pleasure to meet up with a few fellow sailing youtubers including Sailing Doodles and RAN sailing. Malin and Johan and us decided to take this opportunity to explore Culebra by golf cart. If you enjoyed this episode, please give it thumbs up, it helps us out a ...
Pulpit Repair and Sailing to Culebra — Sailing Uma [Step 74]
Sailing Uma

Pulpit Repair and Sailing to Culebra — Sailing Uma [Step 74]

In this step, we finally get to fix our bow pulpit thanks to Luis, our new hero! He picked us up, drove us back to San Juan and spent 2 days helping us put Uma's bow back together. With that done, it was time to weigh anchor and set sail for Culebra. If you enjoyed this episode, please give i...
Culebra with RAN and UMA; Hiking El Yunque – S1:E33
Sailing Doodles

Culebra with RAN and UMA; Hiking El Yunque – S1:E33

We sail from Culebrita to Culebra and meet of with Ran Sailing and Sailing Uma. It was a really fun time and great to meet all of them! Then we head over to the mainland of Puerto Rico and check out the only Rain Forest in the USA, El Yunque. Check out our new website! We need your help to keep ...
Boating Customs and Immigration Procedures – Boat Maintenance Monday
Sailing Doodles

Boating Customs and Immigration Procedures – Boat Maintenance Monday

In this Episode of Maintenance Monday with the Sailing Doodles we give information on how to clear in with Immigration and Customs and Border Protection. Both in the USA, US Virgin Islands and Foreign States. We give our experiences and tips to make the process easy. To get a DECAL: CBP locatio...
Sailing to Culebrita from St. Thomas -S1:E32
Sailing Doodles

Sailing to Culebrita from St. Thomas -S1:E32

We leave the BVI behind and sail back to St. Thomas to reprovison and then on to beautiful Culebrita to explore the Spanish Virgin Islands. Check out our new website! We need your help to keep making videos Donate Via Paypal to help us get a new drone: Would you like to join us on the boat? Vi...
Dinghy Salvage and Repair – Boat Maintenance Monday
Sailing Doodles

Dinghy Salvage and Repair – Boat Maintenance Monday

We find, salvage and repair a dinghy that we found in Culebrita Puerto Rico. I am trying out a different editing style that has been inspired by Casey Neistat. He is awesome and definitely worth checking out. See out new Website.... Want to help us get a new drone? Please click here: Or donate...
Megan Kisses pigs and Bobby repairs the engine – Boat Maintenance Monday
Sailing Doodles

Megan Kisses pigs and Bobby repairs the engine – Boat Maintenance Monday

We continue to diagnose the engine overheat problem and finally have it solved. After clearing the raw water strainer, we change the thermostats, soak and flush the coolant system with vinegar. Megan cheats on her boyfriend Goose with a little piglet. Want to help us get a new drone? Please click...
Engine Hot Light Diagnosis (Megan Helps – sort of) – Boat Maintenance Monday
Sailing Doodles

Engine Hot Light Diagnosis (Megan Helps – sort of) – Boat Maintenance Monday

Our engine hot light has come on a few times lately but only after more than an hour running the engine at cruise RPMs which probably means a water flow issue. We diagnose the issue and correct the problem. Want to help us get a new drone? Please click here: Or donate to: Donate Via Paypal: B...
Sailing Puerto Rico: Tacos, Boat Jobs & a BIG Sailing Mistake! (Sailing Ruby Rose) Ep 15
Sailing Ruby Rose

Sailing Puerto Rico: Tacos, Boat Jobs & a BIG Sailing Mistake! (Sailing Ruby Rose) Ep 15

Welcome to Episode 15! This week we're in Culebra and Culebrita, Puerto Rico! We fall in love with this amazing country (may or may not have something to do with all the delicious tacos we feast on!) and spend a night in the wonderfully quiet anchorage in Culebrita. On our way to the mainlan...
Exploring Culebra, Sailing to St. Thomas – S1:E24
Sailing Doodles

Exploring Culebra, Sailing to St. Thomas – S1:E24

We explore the island and beaches of Culebra with our friend Victor and then we sail to St. Thomas to celebrate the St. Thomas International regatta. We finally reach 200 patrons and the mustache is shaved off! Become a Patron! We need your help to keep making videos Would you like to join us on...
Sailing Puerto Rico to Culebra with Two Gorgeous Girls- S1:E23
Sailing Doodles

Sailing Puerto Rico to Culebra with Two Gorgeous Girls- S1:E23

We enjoy our last few days in Puerto Rico, get the boat ready to sail, attend the Caribbean International Boat Show and the set sail from Fajardo Puerto Rico to Culebra. We welcome a new crew memeber, Georgy, to the boat! Check out our new drone footage. Become a Patron! We need your help to keep...
Two Australian Models Join the Boat – S1:E20
Sailing Doodles

Two Australian Models Join the Boat – S1:E20

Evelyn and Penny, two Australian models sail with the Ruff Seas from Puerto Rico to The US Virgin Islands. We have a lot of fun! Puerto Rico is home to some of the friendliest people I have ever met and you get to meet them in the First part of this video. If you enjoy our videos please become a ...
Zika RUINS fun (EP 19 – Monday Never Sailing)
Monday Never

Zika RUINS fun (EP 19 – Monday Never Sailing)

Those of you who follow us on Facebook may have been wondering what our plans are. One day we're posting that we are staying in the Caribbean for another season, the next we are posting pictures from the Bahamas. What gives? In this episode, we finally reveal our plans. Spoiler alert, we don�...
SAILING THE SPANISH VIRGIN ISLANDS!! – Chase the Story 22
Chase the Story

SAILING THE SPANISH VIRGIN ISLANDS!! – Chase the Story 22

Sailing the Spanish Virgin Islands (Puerto Rico): In this story Ryan and Tasha return from a brief trip to New York to collect two new members of crew and head out on a sailing adventure from the US Virgin Islands to the amazing Culebra Island, which is part of the Spanish Virgin Islands, which are ...
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