Watch Sailing & Boating Adventures Around the World – Page 8 of 8

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 169-183 of 183 results
#91: Cuba Voyage III: Power Management Underway
HaveWindWillTravel.com

#91: Cuba Voyage III: Power Management Underway

Follow along as we are mesmerized by a jumping pod of dolphins at the bow, monitor the power situation (and show you our cool below-decks inverter), and make our one BIG tack of the trip. We had some great wind that allowed us to hold a pretty steady rhumb line all the way to Cuba. Hope you guys a...
#90: Cuba Voyage II: Heavy Heeling
HaveWindWillTravel.com

#90: Cuba Voyage II: Heavy Heeling

Get ready for it to blow! These weren't super heavy winds but they were on the nose and had Plaintiff's Rest really heeled over during the second night and day of our voyage to Cuba. Our Niagara 35 proved she was up for the task though, practically sailing herself across the Gulf. Follo...
#89: Cuba Voyage I: Cast-off!
HaveWindWillTravel.com

#89: Cuba Voyage I: Cast-off!

And they're off! Plaintiff's Rest is finally headed south for Cuba. Follow along as we cast-off the lines (finally!), make good way our first night under sail, get used to the new hydraulic auto-pilot, hand-steer just for fun (that wouldn't last) and pass our first ship in the chann...
#87: How to Voyage Safely Offshore (Season 4 Finale!)
HaveWindWillTravel.com

#87: How to Voyage Safely Offshore (Season 4 Finale!)

PFDs, tethers, jack lines, life raft, flares, ditch bag ... oh my! We are headed out for Cuba crew, so we wanted to take a moment and share with you all of the really cool safety gear we take with us, some designed to keep us on the boat, others to get us safely off and cool electronics and gadgets...
#86: How to Provision & Prepare Your Boat for Passage
HaveWindWillTravel.com

#86: How to Provision & Prepare Your Boat for Passage

Provisioning for passage. Stowing goods on the boat (according to weight). Power conservation while underway. Watch schedules. Sleep arrangements. You name it. A ton of good, hopefully helpful info for you all while Phillip and I are preparing our boat to shove off for Cuba in just SEVEN days....
#84: How to Rig Your Boat for Heavy Weather Sailing
HaveWindWillTravel.com

#84: How to Rig Your Boat for Heavy Weather Sailing

Even after crossing the Atlantic, I still believe some of the worst wind and sea state I have faced has been in the Gulf of Mexico. As Phillip and I prepare to sail across it to Cuba this winter, we want to be ready for whatever the Gulf may dish out. That means heavy weather sail planning in the ...
SOLO SAILING in Cuba. Overnight sail and thoughts about a predicted storm – UNTIE THE LINES II #52
WhiteSpotPirates

SOLO SAILING in Cuba. Overnight sail and thoughts about a predicted storm – UNTIE THE LINES II #52

Time for solo sailing again! Anna had to fly back to Germany and since it was already May, hurricane season was about to start and I had to sail back to Panama. Anchor up and I sailed overnight back to Cayo Largo to check out of Cuba and wait for a weather window to travel to the Cayman Islands. Ch...
Traveling Cuba: Exploring Havanna – UNTIE THE LINES II #51
WhiteSpotPirates

Traveling Cuba: Exploring Havanna – UNTIE THE LINES II #51

Anna's last stop on her vacation in Cuba was Havana. We strolled through the streets for hours and soaked up all the different impressions. It's time for Anna to go home and I will head back to Trinidad to reunite with my good old Karl. Enjoy & ahoy, Nike & Karl
Traveling Cuba: The Valley Of Tobacco – UNTIE THE LINES II #50
WhiteSpotPirates

Traveling Cuba: The Valley Of Tobacco – UNTIE THE LINES II #50

Anna and me went from Trinidad to Vinales, which is Cuba's heart of Tobacco production. We got lost on a great hike through the valley and really enjoyed the beautiful nature. Ahoy and enjoy, Nike Visit www.whitespotpirates.com for more info about KARL, the journey or people I met during my ...
Traveling Cuba: Trinidad and jungle hikes – UNTIE THE LINES II #49
WhiteSpotPirates

Traveling Cuba: Trinidad and jungle hikes – UNTIE THE LINES II #49

Anna and me discovered the city of Trinidad, rented some bikes and cycled around the area and went for a little hike in the mountains. Karl will be staying at Trinidad marina whilst we will travel on over land to Viñales. Ahoy and enjoy, Nike Visit www.whitespotpirates.com for more info about KARL...
Arriving in Cuba but they won`t let me go ashore – UNTIE THE LINES S2E47
WhiteSpotPirates

Arriving in Cuba but they won`t let me go ashore – UNTIE THE LINES S2E47

⇩ Watch the full movie ⇩ Download the full movie length documentary UNTIE THE LINES at ⇩ Want to support these videos ⇩ ► PATREON ► PAY PAL ⇩ Binge watch from the beginning ⇩ ► Season 1 ► Season 2 ► Season 3 ► Season 4 ⇩ More about Nike & Karl’s journey ⇩ ► INSTAGRAM ► FACEBOOK ► MY ...
Day 2 as Sailboat Owners – A Broken Block, Lost Fish & Refugees
Gone with the Wynns

Day 2 as Sailboat Owners – A Broken Block, Lost Fish & Refugees

The video isn't the entire story, read more on our website: Our Second day on the water as new sailboat owners turns out to be quite the adventure. We pull up the anchor, get out of the ICW, head "outside" and turn south towards Ft. Lauderdale. Enjoy our vids? Want to give us a ...
Suliere: Cuba and the Ragged Islands – Trailer
TheSailingChannel.TV

Suliere: Cuba and the Ragged Islands – Trailer

A 3-part film series by Paul and Leslie Burgess Sail with Paul and Leslie aboard Suliere, their 50 foot ocean-going catamaran as they voyage to Cuba's Hemingway Marina, tour old Havana and the Cuban countryside, then sail on to the remote Ragged Islands of the Bahamas. The full documentary is ...
Cuba-Forbidding…Forbidden Update (HD) – PREVIEW
TheSailingChannel.TV

Cuba-Forbidding…Forbidden Update (HD) – PREVIEW

Presented by TheSailingChannel.TV Watch the THE FULL VIDEO at YouTube Rent $5.99 / Buy $12.99 (stream only) selected countries Vimeo SailFlix VOD Rent $5.99 / Buy $12.99 (stream + download) worldwide Browse our VOD collection at Join our eNewsletter at for news and discount offers. 38-minute ...
Cuba: Forbidding…Forbidden Preview
TheSailingChannel.TV

Cuba: Forbidding…Forbidden Preview

HD 1280x720 DOWNLOAD $12.99 (38-minutes) www.thesailingchannelt.tv/cuba TheSailingChannel is providing $3.00 from each sale of this video to the Sarasota Yacht Club Charitable Foundation's 2010 Sarasota to Havana Regatta in support of U.S. - Cuba youth sailing programs. Wally Moran, a Ca...
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