Watch Sailing & Boating Adventures Around the World

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Why Are Used Sailboats So Cheap in 2026?
Lady K Sailing

Why Are Used Sailboats So Cheap in 2026?

Why are used sailboats so cheap in 2026? The used sailboat market has changed dramatically since the pandemic buying boom. Boats are sitting longer, asking prices are dropping, and many buyers are making offers thousands of dollars below list price. In this Lady K Sailing episode, we explore whether...
3 Tiny Sailboats You Could Actually Live On
Lady K Sailing

3 Tiny Sailboats You Could Actually Live On

Historsea Channel: @Historsea What are the best small sailboats you can actually live on? In this episode, we look at three small cruising sailboats under 30 feet that make real sense as tiny liveaboard boats: the Albin Vega 27, Pacific Seacraft Dana 24, and Cape Dory 28. These are not just weeken...
He’s Built 400 Boats. The Cheap Used Sailboats He’d Buy in 2026
Sailing Zingaro

He’s Built 400 Boats. The Cheap Used Sailboats He’d Buy in 2026

A 40-year boatbuilder and former charter-fleet operator breaks down which cheap, used cruising sailboats are actually worth buying, and which ones will eat your savings and your dream. If you are shopping for a first bluewater boat on a budget, watch this before you wire a deposit. Kyle Jachney has...
Cheap Sailboats: The Dream, The Deal, and The Disaster
Lady K Sailing

Cheap Sailboats: The Dream, The Deal, and The Disaster

Cheap sailboats are still everywhere if you know where to look. In this episode, I went online and found 50 real sailboats for sale under $15,000, including older fiberglass boats like Catalina 22s, Catalina 25s, Catalina 30s, C&C sailboats, Pearson 30s, Hunters, O’Days, Islanders, Cals, Mirages...
The Best Affordable Sailboats Nobody Talks About (With Kyle Jachney) | Sailing Truth Show
Sailing Zingaro

The Best Affordable Sailboats Nobody Talks About (With Kyle Jachney) | Sailing Truth Show

Everyone chasing the cruising dream gets pointed at the same handful of "name" boats — and most of them are priced out of reach for a first-timer. So today Kyle Jachney and I are talking about the ones nobody puts on a list: the older, affordable fiberglass cruisers from the 70s and 80s th...
1971 Allied Seabreeze 35 Citation — A $24K Atlantic Contender | Full Tour
BoatFools Sailing

1971 Allied Seabreeze 35 Citation — A $24K Atlantic Contender | Full Tour

#boatfoolssailing #sailboattour #classicsailboat #seabreeze35 #offshorelife 1971 Allied Seabreeze 35 Citation — A $24K Atlantic Contender | Full Tour Could a $24,000 classic offshore cruiser really be considered for an Atlantic crossing? Today we take a hard look at a 1971 Allied Seabreeze 35 — a...
10 Affordable Sailboats to Sail Around the World (Under $50K)
Sailing Zingaro

10 Affordable Sailboats to Sail Around the World (Under $50K)

In this video, I reveal 10 incredible, inexpensive sailboats under $50,000 perfect for bluewater sailing around the world. These boats are affordable, capable, and ready to take you on the adventure of a lifetime. From legendary designs like the Cal 40 and Valiant 40 to rugged classics like the Tay...
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, ...
A Little SAILBOAT that Packs a BIG Punch! At $23,900 this Pacific Seacraft Orion is ready now! SOLD
BoatFools Sailing

A Little SAILBOAT that Packs a BIG Punch! At $23,900 this Pacific Seacraft Orion is ready now! SOLD

@boatfools  #sailboatforsale #sailingcommunity #sailboat [[SOLD 12/07/2024]] This Little SAILBOAT Packs a BIG Punch! At $23,900 this 1985 Pacific Seacraft Orion is ready to go! She's in the water, rigged, and ready to rock and roll. At only 27 LOA (31 feet, including bowsprit), she's muc...
OUR FAVOURITE SMALL SAILBOATS UNDER £10,000!
Chasing Currents

OUR FAVOURITE SMALL SAILBOATS UNDER £10,000!

If you're looking for some small boat adventures, you've come to the right video! We're big advocates of Go small, Go simple, Go now! Hope you enjoy some boat talk :) References mentioned in the video - Our Boat Tour - Boat buying costs- Cruising Lealea Refit No.27: The Albin...
Boat Shopping, Wind over Water, Episode #47
Wind over Water

Boat Shopping, Wind over Water, Episode #47

Windover and her hearty crew have a rough crossing back into the United States where we do some boat shopping as we sail north and we get a visit from sister Sheila. #windoverwater #liveaboardboat #sailingvideos
Turtles, Whales and Treasure, Wind over Water, Episode #46
Wind over Water

Turtles, Whales and Treasure, Wind over Water, Episode #46

Windover and her crew share a harbour with La Vagabonde in the Abacos, we anchor at Treasure Cay, sail out around The Whale and spend some time in Green Turtle Cay where we discover a super deal on a 40' sailboat forgotten in a marina and there is a dolphin in this one. #windoverwater #liveaboa...
La Dolce Vita – Life at Anchor in Italy [Ep. 13] ⛵ Sailing Britaly ⛵
Sailing Britaly

La Dolce Vita – Life at Anchor in Italy [Ep. 13] ⛵ Sailing Britaly ⛵

La dolce vita means 'the sweet life'. Here we share a day in the life at anchor on our 30 ft sailboat in Italy. Rossella is 7 months pregnant, so relaxation is essential. 🔔 SUBSCRIBE ➜ ⛵Sailing Britaly⛵ brings you the sailing shenanigans of Chris (British), Rossella (Italian), and baby E...
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