Watch Sailing & Boating Adventures Around the World – Page 88 of 89
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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#33: Havana Daydreaming
We've got a TON of projects coming up kids, so I wanted to give you a little glimpse of what it is that motivates us when we're doing all of this scraping, cleaning, sanding and prepping. Plenty of cruising vids at
#32: When Rigging Fails
Because sometimes it just does, although our takeaway here was: check your chafe points. But, we were surprised to see our mast (even with a rotten base) stood up to some of the heaviest forces she has ever seen. This was, easily, our worst sail ever on the boat.
Sail Life – House vs Boat, Liveaboard Q&A
After having uploaded the last video, I received an email from Rutger and Ilse with a bunch of questions. All the questions had to do with transitioning from living in a house to become a full-time liveaboard. I figured these questions might be of interest to other potential liveaboards. Let me know...
#28: You’re Doing WHAT with the Handrails?
If we want to get that boat moving south next year, it's time to get to work. It's stupid what one "little leak" can do to your boat. Rebed Take One (because, yes, this is worthy of a three-part saga). Enjoy! Thanks to my Patrons who make it all possible. Get inspired. Get ...
Sail Life – House VS boat, transitioning to be a liveaboard
I've been living board the boat for three months now. I know I haven't done a lot of "liveaboard" videos lately. Here is why :-) Do I love being a liveaboard? YES! I could easily see myself living aboard a boat the rest of my life. Links: Facebook: www.facebook.com/saildotlife T...
#27: Where Are You Going?
Cuba! I'm kidding (sort of). Maybe. There and 1,000 other places. I'll share our (very vague) plans but we're less than a year out and--believe me--that's not near enough time. (But it never is.) A big shout-out to just a few of the other wanderlusts who inspire us: Dani &a...
#26: Where Have You Been?
Before we tell you where we're going, I thought it might help to know where we've been. In fact, I wrote it all down for you in my first sailing book -- SALT OF A SAILOR (FREE TODAY on Kindle): Happy Thanksgiving followers!
#25: What is Your Story, Annie?
Time to get real people. I've had a great time making entertaining videos but it seems folks want to know the REAL STORY. Well, this is it. The story of me. Stay tuned for the Keys to the Kingdom book launch at
#14: Brandon Makes Us Dock Under Sail!
Come along as our good friend and boat repair expert Brandon with comes out for a day sail to teach us a few sailing tips aboard our 1985 Niagara 35 and bets us we can't dock under sail. "What would you do if the engine went out?" he asked. It's friends like Brandon that make ...
#13: Aerial Silks on a Boat — The Outtakes Reel
While the on-board routine was fun, the outtakes were funner (that's a word today). So I had to share. Watch your head Phillip! Enjoy!
#12: Aerial Silks on a Boat — The Reward
Now that you know how to rig it up, it's time for your reward: an aerial silks routine on-board. Silk at your own risk people and enjoy more boat silking videos at
#11: Aerial Silks on a Boat – The Rigging
Want to know how to rig the silks on the boat? I'll show you! WARNING: Kids - do not try this at home (try it on your boat!). Hang at your own risk. Silk carefully people! More silking videos at
#10: Sailing Dragon, Hidden Lessons
Join us for a fun day-sail aboard our Broker-Turned-Boat-Buddy, Kevin's, Pearson 36 cutter, PanDragon where we share some lessons and some "YouTube crazy" good times.
#7: This is Me … Not Kiting
I was all kinds of a cluster that day. Couldn't get my sh*& together ... But, I did get to 'back it up'! "Hey thick girl, can you back it up?"
#4: Tour of Our Niagara 35 – Topside
Seems the first tour I did I forgot entirely we even HAD a topside. You might want to see the--you know--sails and rigging and stuff. So, here 'tis. Tour of zee boat, topside! More photos and write-ups about our beautiful boat under "The Boat" tab at
#3: Tour of Our 1985 Niagara 35 – Below Decks
Virtual tour of our 35 foot live aboard sailboat, a Canadian-built 1985 Niagara 35 designed by Mark Ellis and built by Hinterhoeller with one stateroom, a separate stand-up shower stall, and a spacious but functional interior. Perfect cruising vessel for a couple. Also, Video Annie says embarrassi...
Come Aboard — Experience the Cruising Lifestyle!
A few years ago I was a lawyer, working 10 hours a day, headed for partnership, but I quit my job because I wanted to work to live not live to work. Get inspired. Get on board, and cruise with us. Subscribe for videos on sailing, cruising, boat repair, re-rigging our boat, kite-surfing, aerial si...
Sail Life – Guess what … (I’ve sold my house and I’m moving aboard my boat)
Awesome news guys! I know this video is very short, but I don't have time to shot anything longer right now. Please bear with me guys :)
Sneak Peek 1: Sailing away from Oriental, NC – ‘Paragon’s North Atlantic Adventure’
To see the actual corresponding episode, click --------------------------------- On March 16th, 2013, Paragon pushed off from Oriental, North Carolina to spend 6 months sailing over 6000 nautical miles to Kinsale, Ireland. We plan to stop and explore many exciting places along the way, includin...
Ben Stookey at Music Night
Ben Stookey performing his original songs 'Single' and 'Run Run Run' at music night at the Silos Restaurant in Oriental, North Carolina. Ben Stookey was introduced to sailing at a very young age by his parents. His father sailed a 21 foot sailboat from England to Antigua in t...
Cabin Tour – Living aboard a Nonsuch 26 Swallow Sailboat
A guided tour of the cabin of Ben Stookey's Nonsuch 26 liveaboard cruising sailboat. While looking through his library of cruising books, Ben highlights and highly recommends Annie Hill's wonderful book "Voyaging on a Small Income" Ben Stookey was introduced to sailing at a ver...
Deck Tour – Nonsuch 26 Swallow Liveaboard Sailboat
A guided tour of the deck of Ben Stookey's Nonsuch 26 liveaboard cruising sailboat. Ben Stookey was introduced to sailing at a very young age by his parents. His father sailed a 21 foot sailboat from England to Antigua in the Mini Transat Race in 1977. When Ben was 14, his parents bought a b...
Happy Thanksgiving from Drake and Monique!
Happy Thanksgiving from Drake and Monique aboard s/v 'Paragon' in Oriental, NC!