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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Sailing from St Croix to Culebra. USVI-SVI  Day 4
Sail Stillwater

Sailing from St Croix to Culebra. USVI-SVI Day 4

Day 4 of our Caribbean sailing adventure in the VIRGIN ISLANDS on a bareboat charter through the U.S. and Spanish Virgin Islands! Today we sail from St. Croix (USVI) to the island of Culebra, Puerto Rico, a favorite stop for cruisers and sailors traveling between the Virgin Islands and Puerto Ric...
SAILING THE SPANISH VIRGIN ISLANDS – WHALES OFF THE BOW + BIOLUMINESCENT BAY! 🐋✨ EP-172
Leading the Escapade

SAILING THE SPANISH VIRGIN ISLANDS – WHALES OFF THE BOW + BIOLUMINESCENT BAY! 🐋✨ EP-172

Sailing the Spanish Virgin Islands takes a magical turn—bioluminescent bays, whales off the bow, and a detour from the USVI we’ll never forget. We leave the US Virgin Islands and sail five hours off course for one night, just to see what’s said to be the brightest bioluminescent bay in the world. T...
The Spanish Virgin Islands and Puerto Rico
The Meri Crew

The Spanish Virgin Islands and Puerto Rico

We make the short sail from St. Thomas to Culebra, leaving the USVI and entering the Spanish Virgin Islands. We really enjoyed visiting both Culebra and Vieques, they both have a very laid back feel. From Vieques it was another short sail to Puerto Rico where we visited San Juan and spent time cr...
Learning what NOT to tinker with on our sailboat – Ep 187
Sailing Jibsea

Learning what NOT to tinker with on our sailboat – Ep 187

Sailing enthusiasts and cruisers alike will find value in this insightful episode that dives deep into sailboat provisioning for extended trips. From strategic grocery shopping and storage strategies to handling unforeseen obstacles on their vessel, follow along as the hosts meticulously prepare the...
Hefner of the High Seas – S7:E23
Sailing Doodles

Hefner of the High Seas – S7:E23

We explore Culebra and Celebrate Halloween! Bobby dresses up as Hiugh Hefner and Steph dresses as Bobby! This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate Via Paypal to help
Cruising The Caribbean by Motoryacht – S7:E22
Sailing Doodles

Cruising The Caribbean by Motoryacht – S7:E22

Thanks to Hone for sponsoring this video! Go to get your at home assessment and doctor consultation for only $45. We start cruising again on the Dark Side as we head to Culebra and the Virgin Islands. This channel is funded by viewers like you. Please help us keep this channel creating great con...
Can we Outrun the Squall? – Culebrita, Puerto Rico – Ep 35
Sailing Jibsea

Can we Outrun the Squall? – Culebrita, Puerto Rico – Ep 35

Join us as we sail through Vieques, Culebra and Culebrita visiting some beautiful sandy beaches with clear waters and are reunited with our friends. We visit Flamenco Beach, the infamous Culebrita tide pools and the Culebrita Lighthouse. WHERE WE DROPPED ANCHOR - Esperanza, Vieques, Puerto Rico - ...
USVI to FLORIDA PART 1//Flying to St Thomas with Special Guests-Episode 34
Sailing Dauntless

USVI to FLORIDA PART 1//Flying to St Thomas with Special Guests-Episode 34

This week we are flying to St Thomas, USVI, to meet up with Muse, a Sunreef 70, and help deliver her to Florida. We are especially excited for this trip because we have 2 special guests joining us. Come along as we explore the Caribbean, climb mountains and swim with turtles on the first leg of this...
Sailing Doodles Bikini – S6:E32
Sailing Doodles

Sailing Doodles Bikini – S6:E32

We visit treasure beach at Culebrita and you get a peak of Taylor modelling the Sailing Doodles Bikini visit to get yours! This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate Via Paypal to help us get a new drone:
Dancing on the Beach – S6:E31
Sailing Doodles

Dancing on the Beach – S6:E31

We visit one of the most beautiful islands in the world, Culebrita and get some beach time! This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate Via Paypal to help us get a new drone:
Big News for Taylor! – S6:E30
Sailing Doodles

Big News for Taylor! – S6:E30

@TaylorsTravels reaches a big milestone and we explore Las Pelas on Culebra in Puerto Rico. This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate Via Paypal to help
Living The Good Life -S6:E29
Sailing Doodles

Living The Good Life -S6:E29

We head to culebra and visit the world's most beautiful beach, Flamenco Beach! This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate Via Paypal to help us get a new drone:
The Caribbean with a Beautiful Crew – S6:E27
Sailing Doodles

The Caribbean with a Beautiful Crew – S6:E27

We sail from Puerto Rico over to Culebra and explore the beatiful water there. the girls put on some bikinis and we go for a great snorkel @TaylorsTravels This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate Via Paypal ...
Spanish Virgin Islands of Culebra & Culebrita!
Jessica and Ryan Adventures

Spanish Virgin Islands of Culebra & Culebrita!

We sailed from the mainland of Puerto Rico to the Spanish Virgin Islands. We explored the tanks on Flamenco beach in Culebra and the lighthouse, baths, and snorkeling in Culebrita! Get a T-SHIRT(or 3!): Products we like on our AMAZON STORE: www.amazon.com/shop/jandradventures Support us on PATRE...
Brittany’s Favorite Anchorage! – Lazy Gecko VLOG 136
Lazy Gecko Sailing & Adventures

Brittany’s Favorite Anchorage! – Lazy Gecko VLOG 136

Come to a magical place with us! We'll take you sailing to what's become Brittany's favorite anchorage! We'll explore the tide pools, go scuba diving off of our boat and more! Server: Visit our private server at Patreon: Become a LGS Patreon at www.patreon.com/lazygeckos In...
A taste of Culebrita. Episode 2
Sailing Wind Therapy

A taste of Culebrita. Episode 2

We spent the night in a beautiful bay called Culebrita off the east coast of Puerto Rico. Here's what it looks like in the morning.
We save someone’s life in Puerto Rico [🎥23🇵🇷]
The Sailing Family

We save someone’s life in Puerto Rico [🎥23🇵🇷]

If we wanted to cross through the Panama Canal this season, we needed to make tracks West. We were loving the USVI's but also had fun making small hops to new places: The Spanish VI, Puerto Rico, Rincon and then the Dominican Republic. Every place ends up surprising you. Either for the people, ...
WE Sail Puerto Rico  | Part II – The Lost Episode | Episode 26
WE|Sail

WE Sail Puerto Rico | Part II – The Lost Episode | Episode 26

We have found and finished the edit of our Lost Episode in Puerto Rico. Click here to watch the episode! This is the second half of our time sailing Puerto Rico with our family on board. We sail from Culabrita to the famous sister island of Culebra. Explore the popular Flaminco Beach. Climb around ...
WE Sail to Puerto Rico | Episode 25
WE|Sail

WE Sail to Puerto Rico | Episode 25

Join the adventure of WE, as we welcome our family aboard in Puerto Rico. We sail the short 22 nautical miles from St. Thomas to Culebra and check in with immigration. From here we make our way to mainland and stock up and pick up the family for a 2 week adventure around the islands of Puerto Rico. ...
Solo Sailor Girl is BACK! What You’ve Missed…
Another Adventure

Solo Sailor Girl is BACK! What You’ve Missed…

All the action packed into one episode!!! Heres all the highlights and some of my favorite moments from the last few months... as I recover from my accident and catch back up on life im working hard to organize all my footage and catch u all up to speed on what you've missed! thanks for being p...
Ep. 10 – The Road to The Bucketlust (Culebra, St. Thomas, St. Martin)
S/V Full Send

Ep. 10 – The Road to The Bucketlust (Culebra, St. Thomas, St. Martin)

We start heading back East towards St. Martin for The BucketLust's New Year's Eve route. We pick up a few friends in St. Thomas to make the passage with us, and have another run in with the Coast Guard. This time it's with the Dutch. Enjoy!!! Huge THANKS to our Patrons for your conti...
Exploring Beautiful Culebra [EP 22] | Sailing Millennial Falcon | Sailing Around The World
Sailing Millennial Falcon

Exploring Beautiful Culebra [EP 22] | Sailing Millennial Falcon | Sailing Around The World

We leave Vieques and finally get the sails up as we head to the island of Culebra, the furthest island east of Puerto Rico. We explore the little vibrant town before starting our journey further east. Want more? Join us on Patreon! If your just joining us follow the journey from the beginning! ...
Another Adventure makes it to USVI
Another Adventure

Another Adventure makes it to USVI

Episode 20... Another Adventure travels from Puerto Rico to USVI to pursue more work and crew mate Jilly helps catch some more great footage before she heads back off on her own adventure! Thank you ALL so much for watching! Check out Another Adventure merchandise in the Another Adventure store! I...
Culebra Puerto Rico
SailingBritican

Culebra Puerto Rico

Sail with us from Palmas Del Mar to the lovely quiet island of Culebra, Puerto Rico in the Spanish Virgin Islands. Discover a new fish (to us) that Simon reels in (no - it wasn't the usual Tuna or Mahi Mahi). Listen to Simon discuss our passage plan using our Navionics app on the Ipad and then ...
WeBoating
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