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 1-13 of 13 results
Sailing the San Juan Islands & BC’s Gulf Islands: A Cruising Comparison  |  Sailing SV Indigo
Sailing SV Indigo

Sailing the San Juan Islands & BC’s Gulf Islands: A Cruising Comparison | Sailing SV Indigo

As we sail both sets of islands, crossing the international border, we look at what makes Washington's San Juan Islands and BC's Gulf Islands so different, and similar, to each other for cruising.
Our First 24 Hours of Van Life in GUATEMALA
Chesca & Ben

Our First 24 Hours of Van Life in GUATEMALA

Welcome to our first few days of van life in Guatemala! Not sure if we have any guardian angels left after this week, or if they've packed up to head to more relaxed jobs 🤣 ↡ SHOP OUR ADVENTURE MAP HERE!↡ ↠ A BIT ABOUT US We're Chesca and Ben, and with our two pups River & Scout (...
We Drove our Van From the UK to GUATEMALA! 🇬🇹
Chesca & Ben

We Drove our Van From the UK to GUATEMALA! 🇬🇹

Van life in Guatemala is about to begin! It's time to leave the bustle of Mexico behind and begin the Central American leg of the Pan American Highway. We'd heard horror stories about the Mexico/Guatemala borders, but we had to take our chances and deal with whatever got thrown our way. (S...
How We Sailed Our Boat Backwards Into Canada  |  Sailing SV Indigo
Sailing SV Indigo

How We Sailed Our Boat Backwards Into Canada | Sailing SV Indigo

As we sail north to British Columbia, our boat, somehow, gets so turned around that we literally sail it backwards across the border into Canada. Friends Cheryl and Garth join us for the passage from Seattle to check in to Canada at Bedwell Harbour on BC's Pender Island. Episode 1 of Season 4.
A diplomatic incident?
SAILING into FREEDOM

A diplomatic incident?

First current news is I took off paragliding and landing in another country. Oh bugger Skopelos - a jewel in the Aegean Sea Crystal clear water, rugged beauty, serenity and a perfect hideaway at Matt's cottage. For more information check out: ysyhia.com Give it a thumbs up if you liked this...
We Sailed into Canada With Prohibited Goods..
Alluring Arctic Sailing

We Sailed into Canada With Prohibited Goods..

Sailing to Canadian waters. Passing the Vancouver Island. Pacific northwest sailing. Big logs in the water.
Crossing the border on a sailboat – Sailing Q&A 36
followtheboat

Crossing the border on a sailboat – Sailing Q&A 36

How to cross borders on a sailboat. It's one of the BIGGEST topics we get asked about. So how do you check-in on a boat or know where to go? And how long can you stay for? We have the answers! ☕☕☕ YOU STILL HAVE TIME TO WIN AN FTB MUG! In a nutshell? Crossing the border by sailboat for you is...
How To CROSS BORDERS on a SAILBOAT
Sailing Nahoa

How To CROSS BORDERS on a SAILBOAT

ALL Forms Mentioned (free first 24 hours): WANT US TO MAKE MORE VIDEOS? WHERE ARE WE NOW? PLEASE SUBSCRIBE: WATERSPORTS: *INVISIBLE* ZINC SUNSCREEN: OCEAN RODEO KITES: SCUBA COMPRESSOR: DUAL CHAMBER STAND UP PADDLE BOARD: (Enter NAHOA at checkout and get $50 off) SUNGLASSES: FISHING: FAVO...
They Took Our Passports in Burma (Myanmar) at the Border – S3:E27
Sailing Doodles

They Took Our Passports in Burma (Myanmar) at the Border – S3:E27

We Crossed the border from thailand to burma (Mayanmar) on foot and they took our passports! 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:
Vientiane Highlights Reel, Laos
Leave to Roam
Riding from the Na Meo border to Vieng Xai, Laos
Leave to Roam
Alaska Bound 17: The Finale – BC Canada & The Worst Border Crossing
Gone with the Wynns

Alaska Bound 17: The Finale – BC Canada & The Worst Border Crossing

The article on our website has way more details, tips and border crossing info: We're on the last few miles of the Cassiar then heading to Vancouver and finally crossing the border back into the USA. It's been one epic summer of adventure, travel and discovery through our Alaska Bound t...
05 Alaska Bound: Crossing the Alaska Border & Getting Screwed
Gone with the Wynns

05 Alaska Bound: Crossing the Alaska Border & Getting Screwed

From Dawson City, YT, Canada we head north on the Top of the World Highway and cross the border back into Alaska. Worried about the border agent and our booze on board we're blindsided by the issue with our RV! Read the post and get links to the products that saved our butts during this fia...
WeBoating
Logo
Shopping cart