Watch Sailing & Boating Adventures Around the World tagged “Sailboat buying guide”
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$10K to $100K Sailboats — Which One Would YOU Buy?
If you’ve been watching the used sailboat market waiting for the perfect 2026 deal, this one’s for you. In this video, we break down five of the best budget sailboats you can buy — from a $10,000 weekend cruiser to a $100,000 liveaboard dream. We’...
Is this a Good Boat?
My new book, "Be the Captain," is finally done! http://bethecaptainbook.com/ This is the field manual I wish I had when I first started sailing offshore. Ever wondered how I actually search for boats online? In today's video, I'm taking you behind the sc...
The ONE Question That Changes Everything About Buying a Boat
Want a signed copy of my book? Limited time: https://bethecaptainbook.com Buying your first sailboat? There’s ONE question you must ask before you spend a dime—or you’ll end up with a floating disaster that doesn’t match your life at all. In thi...
The WORST Listings I’ve Ever Seen (15 MASSIVE Sailboat Red Flags)
I’m breaking down HUGE red flags I’ve seen in real boat listings—stuff that should make you think twice (or run for the hills). From hurricane damage to sketchy new paint jobs, I'll show you how to read between the lines of listings and photos so you...
Best Bluewater Sailboats (MONO AND CATAMARANS) Under $300K
Join me live as I browse YachtWorld, searching for the best bluewater sailboats under $300K. I’ll break down the pros and cons of each boat, discuss their offshore capabilities, and share insider knowledge on what makes a great cruising yacht. If you’r...
Will a $200K Boat Keep You Safe?
Looking for a bluewater boat around $200K? In this livestream, I’ll break down what you really get for that money, answer your burning questions from the comments, and help you figure out if that price tag equals safety offshore. Let’s talk boats! Co...
Best Bluewater Sailboats to Buy in 2025 (Under $50k)
Join me as I search through YachtWorld to find the best sailboats under $50,000! I'll set up the search criteria, share my expert tips for identifying great deals, and go through all the boats currently available. Whether you're dreaming of your first boat...
Bluewater Sailboats 101: Outside the Boat (Part 2)
Learn how to choose the perfect bluewater sailboat for offshore cruising, focusing on critical topside features and rig setups. Avoid the common pitfalls and find the safest, most capable sailboat for sailing around the world. ❤️ THESE VIDEOS TAKE A T...
How to Choose the Best (and Avoid the Worst) Bluewater Sailboats
Looking to buy a bluewater sailboat? In this video, we dive deep into how to choose the best bluewater sailboat for offshore cruising—and more importantly, what to avoid! Helpful Links: USCG Capsize Report from 1972: https://www.academia.edu/3113052/...
Sailboat Purchase Guide – Episode 202 – Lady K Sailing
#sailboat #sailing #sail #sailboatpurchase Buy a sailboat? Have a sailboat purchase checklist? We explore Annapolis and meet follow sailors on multiple sailboats like the Hans Christian boat tour, and Passport 42 or Slocum 43. We sail the Chesapeake during...
Sailing, Beneteau 38.1 vs Jeanneau 380
Sailing, Beneteau 38.1 vs Jeanneau 380 Join patreon https://www.patreon.com/chasinglatitudes?fan_landing=true for awesome perks and access to the members area ASA members discount https://members.asa.com/?promo=HOW2SAILING Become a producer on chasing...
Sailing the best mid 40 footer ?
Sailing the best mid 40 footer ? Join patreon https://www.patreon.com/chasinglatitudes?fan_landing=true for awesome perks and access to the members area ASA members discount https://members.asa.com/?promo=HOW2SAILING Become a producer on chasing latit...
The best 40 foot sailboat ?? Blue water sailing or the Caribbean
The best 40 foot sailboat ?? Blue water sailing or the Caribbean Join patreon https://www.patreon.com/chasinglatitudes?fan_landing=true for awesome perks and access to the members area ASA members discount https://members.asa.com/?promo=HOW2SAILING B...
Budget sailboat under 30k, best budget sailing, sailboats
Budget sailboat under 30k, The best budget sailboat, sailing on a budget, budget sailing Join patreon https://www.patreon.com/chasinglatitudes?fan_landing=true for awesome perks and access to the members area ASA MEMBERSHIP DISCOUNT https://members.asa.c...
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