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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3 Years After We Featured This Boat…We’re Back Aboard! | Southern Cross 39 | Full Tour
BoatFools Sailing

3 Years After We Featured This Boat…We’re Back Aboard! | Southern Cross 39 | Full Tour

@boatfools #southerncross #sailboatrefit #bluewatersailing #sailing #diyboat 3 Years After We Featured This Boat…We’re Back Aboard! | Southern Cross 39 | Full Tour Three years ago, Canadian Ken and I traveled up the Penobscot River to Winterport, Maine, to check out a very special sailboat: South...
LIVE: Let Me Spend YOUR Money — Sailboat Deals NOW!
Sailing Zingaro

LIVE: Let Me Spend YOUR Money — Sailboat Deals NOW!

Tonight I’m spending your money. We're going BOAT shopping. If you're interested in learning more about sailboats, pick up my book - Chapter two is dedicated to teaching you everything you need to know to pick a gread offshore boat. We’re boat shopping together in real time. Production ...
Is this a Good Boat?
Sailing Zingaro

Is this a Good Boat?

My new book, "Be the Captain," is finally done! 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 scenes and showing you my exact step-by-step process f...
Tired of the Tariffs? Here’s My Escape Plan
Sailing Zingaro

Tired of the Tariffs? Here’s My Escape Plan

#SailingLife #BoatDeals #EscapeTheTariffs #BluewaterSailing #AffordableYachts Tired of the tariffs? Me too. So I made an escape plan… and it involves a sailboat. ⛵ Need help picking your perfect boat? I do consultations too: 👉 Much love, —James 00:00 - Sick of tariffs? Here’s the plan 01:...
Best Bluewater Sailboats to Buy in 2025  (Under $50k)
Sailing Zingaro

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 or planning your next adventure, ...
This CLASSIC Sailboat Is A SUPER Deal! An opportunity to buy a 1973 Tartan 34C for $5,000! [[SOLD]]
BoatFools Sailing

This CLASSIC Sailboat Is A SUPER Deal! An opportunity to buy a 1973 Tartan 34C for $5,000! [[SOLD]]

⁠@boatfools #sailboatforsale #sailing [[SOLD 10/25/2024]] This CLASSIC Sailboat Is A SUPER Deal! She's going to take some work but her bones, sails, and electrical & mechanical systems are all good. In fact, her Universal diesel has less than 150 hours on it. Her sails are in good-great ...
This 30-Foot SAILBOAT is a STAR! A PRISTINE S&S designed 1972 Yankee 30 for $12,000! TOUR! [[SOLD!]]
BoatFools Sailing

This 30-Foot SAILBOAT is a STAR! A PRISTINE S&S designed 1972 Yankee 30 for $12,000! TOUR! [[SOLD!]]

@boatfools  #sailboatforsale #sailboat #sailing This 30-Foot SAILBOAT is a STAR! A Sparkman & Stephens designed 1972 Yankee 30 in PRISTINE condition for $12,000! Honestly, this sailboat is nuts. It has been under cover on the hard for six years and it is nearly spotless. All she needs is a sur...
The IDEAL Racer/Cruiser? PRICE DROP: C&C 36-1 for $20k with TONS of upgrades. [SOLD]
BoatFools Sailing

The IDEAL Racer/Cruiser? PRICE DROP: C&C 36-1 for $20k with TONS of upgrades. [SOLD]

@boatfools  #sailboatforsale #sailboatlife #sailing The IDEAL Racer/Cruiser? This Sailboat ROCKS! A C&C 36-1 for $25k with TONS of upgrades. So, Canadian Ken finally had his day in the sun - we toured a sailboat that was made in his homeland of Canada! And we learned something about Ken, too: ...
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