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 1-24 of 142 results
A Rugged Classic for the Right DIY Sailor | 1971 Columbia 39 | Full Tour
BoatFools Sailing

A Rugged Classic for the Right DIY Sailor | 1971 Columbia 39 | Full Tour

@boatfools #columbia39 #BillTripp #Sailboat #Sailing #Classicsailboat They Don’t Build Sailboats Like This Anymore | Columbia 39 | Full Tour The asking price for this 1971 Columbia 39? Best reasonable offer. And for the right sailor, that could make NAIAD a very interesting opportunity. Designe...
This One-of-One Wooden Yacht Costs Just $95K | FULL TOUR
BoatFools Sailing

This One-of-One Wooden Yacht Costs Just $95K | FULL TOUR

#boatfoolssailing #sailing #woodenboat #liveaboard #bluewatersailing #sailboattour This One-of-One Wooden Yacht Costs Just $95K | FULL TOUR This 49' Modern Wooden Cutter Left Us Speechless... Welcome back BoatFools Nation! Today Canadian Ken and I step aboard something truly extraordinary —...
This 24 Foot Sailboat Can Cross Oceans… Seriously
Practical Sailor

This 24 Foot Sailboat Can Cross Oceans… Seriously

Seven Common Boat Problems You Can’t Ignore (and How to Fix Them) - Can you really cross oceans or even live aboard a 24-foot sailboat? In this deep dive on the Pacific Seacraft Dana 24, we break down one of the most capable small cruising sailboats ever built. With a full keel, cutter rig, heavy ...
42′ Manta Catamaran   FULL SAILBOAT TOUR
Adventureman Dan

42′ Manta Catamaran FULL SAILBOAT TOUR

Welcome to this FULL tour of a beautiful 2003 forty-two foot long Manta Catamaran named "Now & Zen. Owned by Ralph & Leslie, who I stayed with onboard for two weeks. This boat is a PERFECT sailing dream and full time home upon the sea. _________________________________________________...
This 1984 Swan 42 Proves Classic Yachts Still Dominate | $90K Reality Check
BoatFools Sailing

This 1984 Swan 42 Proves Classic Yachts Still Dominate | $90K Reality Check

#boatfoolssailing #sailing #nautorswan #sailboattour #bluewatersailing #swan42 This 1984 Swan 42 Proves Classic Yachts Still Dominate | $90K Reality Check | Ron Holland Offshore Legend for $90K | TOUR Welcome aboard, BoatFools Nation! ⚓ Today Canadian Ken and I step aboard a true offshore thoroug...
FULL Sailboat Tour  Bahamas Ready Cruising Catamaran [2002 Leopard 47]
Adventureman Dan

FULL Sailboat Tour Bahamas Ready Cruising Catamaran [2002 Leopard 47]

Welcome onboard "Lani". A beautiful 2002 Leopard 47 cruising catamaran, I had the joy of staying on for several nights while visiting friends Ted and Kim in the Bahamas. In this video we tour the boat and take a look at the layout, systems, and features that make the Leopard 47 such a popu...
Shipwrecked Catamaran FULL Tour (Dismasted & Nearly Sank!)
Adventureman Dan

Shipwrecked Catamaran FULL Tour (Dismasted & Nearly Sank!)

⚓ 1983 Baba 40 Sailboat Tour | Classic Bluewater Cruiser Walkthrough ⚓ (Interview video) Welcome aboard this full tour of SV Hornblower, a beautifully restored 1983 Baba. In this video, I take you on a full tour of the boat, inside and out, covering the deck layout, rigging, cockpit, interior, sy...
Full  SAILBOAT TOUR  [Baba 40, Bluewater, Deep Draft, Around the World Ocean Sailing Monohull]
Adventureman Dan

Full SAILBOAT TOUR [Baba 40, Bluewater, Deep Draft, Around the World Ocean Sailing Monohull]

⚓ 1983 Baba 40 Sailboat Tour | Classic Bluewater Cruiser Walkthrough ⚓ (Interview video) Welcome aboard this full tour of SV Hornblower, a beautifully restored 1983 Baba. In this video, I take you on a full tour of the boat, inside and out, covering the deck layout, rigging, cockpit, interior, sy...
Why I HATED Selling My Sailboat!!!
Adventureman Dan

Why I HATED Selling My Sailboat!!!

Selling a sailboat is TOUGH! 1: It's your home, your muse, and your dream for adventure... that you now have to say goodbye to! 2: It's a PAIN dealing with potential boat buyers. 3: If you're on a time crunch.... FORGET ABOUT IT! This, and many more reasons is why I HATED selling my...
We Bought the Boat We Reviewed! Meet Our Morgan 384
BoatFools Sailing

We Bought the Boat We Reviewed! Meet Our Morgan 384

#boatfoolssailing #morgan384 #classicsailboats We Bought the Boat We Reviewed! Meet Our Morgan 384. If you want to see the full tour of this boat, watch this: Guess what? We did it again. Canadian Ken, Green Mountain Josh, and I just bought a second sailboat — a 1986 Morgan 384… the very same b...
The Top 10 Sailboats Under $25k in the USA!
BoatFools Sailing

The Top 10 Sailboats Under $25k in the USA!

#boatfoolssailing #cheapboats #budgetboats #sailboats We've searched high and low for the best used sailboats for sale in the USA under $25,000 - and found some real contenders! Welcome back, BOATFOOLS NATION! This week, Green Mountain Josh and I are doing something big — we’re taking a spi...
1974 Cheoy Lee Offshore 31 Ketch | Forgotten Barn Find Classic Needs a New Captain | $8k | Full Tour
BoatFools Sailing

1974 Cheoy Lee Offshore 31 Ketch | Forgotten Barn Find Classic Needs a New Captain | $8k | Full Tour

#boatfoolssailing #CheoyLeeOffshore31 #BarnFindBoat #ClassicPlastic #sailboatrestoration 1974 Cheoy Lee Offshore 31 Ketch | Forgotten Barn Find Classic Needs a New Captain | $8k | Full Tour Hey BoatFools Nation! Canadian Ken and I tracked down a true barn-find time capsule — a 1974 Cheoy Lee Of...
BLUEWATER Battle Axe! This Steel Sailboat Will Go Anywhere! $29k | TOUR
BoatFools Sailing

BLUEWATER Battle Axe! This Steel Sailboat Will Go Anywhere! $29k | TOUR

#boatfoolssailing #bluewatersailboat #steelsailboat #oceancruisingboats #sailboattour BLUEWATER BATTLE AXE! This Steel Sailboat Will Go Anywhere! $29k | TOUR Canadian Ken and I have seen a lot of fiberglass, but this was a first — a steel-hulled sailboat built like a ship and ready to cross o...
Canadian-Built Classic! C&C 33 Mk II Sailboat Tour – Now $29,500
BoatFools Sailing

Canadian-Built Classic! C&C 33 Mk II Sailboat Tour – Now $29,500

#boatfoolssailing #BudgetSailboats #SailboatTour #SailboatForSale Canadian-Built Classic! C&C 33 Mk II Sailboat Tour – Now $29,500 Ahoy BoatFools Nation! First of all - stick around to the end for the contest results AND the big reveal of our surprise guest for next week! Canadian Ken fell ...
A GREAT Budget Liveaboard! The Pearson 365 Ketch $28k | FULL TOUR
BoatFools Sailing

A GREAT Budget Liveaboard! The Pearson 365 Ketch $28k | FULL TOUR

#boatfoolssailing #sailboattour #budgetsailboat #cruisinglife A GREAT Budget Liveaboard! The Pearson 365 Ketch $28k | FULL TOUR Looking for a great budget liveaboard sailboat? The classic 1979 Pearson 365 Ketch, designed by the legendary Bill Shaw, might be exactly what you’ve been searching for....
A SENSATIONAL Trailerable Pocket Cruiser: The Com-Pac 17 Sun Cat for $9,500! [[SOLD 9/16/25]]
BoatFools Sailing

A SENSATIONAL Trailerable Pocket Cruiser: The Com-Pac 17 Sun Cat for $9,500! [[SOLD 9/16/25]]

#boatfoolssailing #sailingboat #pocketcruiser #trailersailer [[SOLD 09/16/2025]] A SENSATIONAL Trailerable Pocket Cruiser: A Com-Pac 17 Sun Cat for $9,500! TOC: 00:00 What did we just find?!? 00:24 Intro to the Comp-Pac 17 Sun Cat - And "Kenadian" 01:02 Walk around the boat and a look a...
The Alberg 30: A Sailboat Design That’s Aging Like Fine Wine | TOUR [[9/7/25 SOLD!]]
BoatFools Sailing

The Alberg 30: A Sailboat Design That’s Aging Like Fine Wine | TOUR [[9/7/25 SOLD!]]

#Alberg30 #sailboattour #classicsailboat #boatfoolssailing #cruisingsailboat [[09/07/2025 SOLD]] LEGENDS Never DIE! Alberg 30 Sailboat Tour | $12,500 LEGENDS Never Die! Meet HERON, a 1968 Alberg 30 sailboat — one of the most beloved 30-foot cruisers ever built. Canadian Ken and I fell in love ...
We Fell Hard for This 47-Foot Classic Sailboat! Eldredge-McInnis Cutter at $60k | TOUR
BoatFools Sailing

We Fell Hard for This 47-Foot Classic Sailboat! Eldredge-McInnis Cutter at $60k | TOUR

#boatfoolssailing #classicyacht #CutterSailboat #sailboatforsale #WoodenBoatLove We Fell Hard for This 47-Foot Classic Sailboat! Eldredge-McInnis Cutter at $60k! [PRICE REDUCED AS OF 08/30/2025] Chapters: 00:00 Where is Canadian Ken? 00:50 Intro to this Beauty and to Jordi St. John and MITA 03...
FULL Sailboat Tour –28′ 1978 Bristol Channel Cutter “Artha” ——- [Sailboat For Sale $$$]
Adventureman Dan

FULL Sailboat Tour –28′ 1978 Bristol Channel Cutter “Artha” ——- [Sailboat For Sale $$$]

This video showcases Nicole's sailboat Artha. She purchased this sailboat in the Dominican Republic, did a massive refit, and then sailed the boat throughout the Bahamas as a super fun shakedown. Then sailed 650nm direct in the Gulf Stream to Oriental, North Carolina, where the sailboat is now ...
RARE Allied Seawind II Sloop — Spotless, Proven, $23K OBRO! TOUR
BoatFools Sailing

RARE Allied Seawind II Sloop — Spotless, Proven, $23K OBRO! TOUR

#boatfoolssailing #sailing #sailboattour #affordablesailing #bluewatercruiser RARE Allied Seawind II Sloop — Spotless, Proven, $23K OBRO! Could this be the perfect budget bluewater boat? We found a RARE sloop-rigged 1976 Allied Seawind II that’s so clean, it might just be in better shape than whe...
FAST. Rugged. World Ready! 2018 Marples 40 Trimaran. FULL TOUR!
BoatFools Sailing

FAST. Rugged. World Ready! 2018 Marples 40 Trimaran. FULL TOUR!

#SailboatTour #Trimaran #Multihull #BluewaterSailing #BoatFools #boatfoolssailing #FastCruiser FAST. Rugged. World Ready! 2018 Marples 40 Trimaran. FULL TOUR! ASKING PRICE: $125,000 TOC: 00:00 Canadian Ken in down below 00:08 Intro - Fly over of the Marples Custom 40 CC Fast Cruiser 00:26 Up On D...
FOR SALE: 2008 Beneteau Oceanis 46 – Ready to Sail
Sailing Sunday

FOR SALE: 2008 Beneteau Oceanis 46 – Ready to Sail

🚨 SV SUNDAY IS FOR SALE! 🚨 We're officially listing our Beneteau Oceanis 46 Owners Version for sale, a highly sought-after, bluewater-ready cruising yacht that’s been our full-time home and taken us safely all over Europe and the Caribbean, currently in the Bahamas. This 2008 model, affection...
A SENSATIONAL Small Cruiser! A 1981 Sam Crocker 29′ STUNNER. $17.5k [[SOLD!]]
BoatFools Sailing

A SENSATIONAL Small Cruiser! A 1981 Sam Crocker 29′ STUNNER. $17.5k [[SOLD!]]

#boatfoolssailing #crockersloop #classicsailboat #sailboattour #sailboatforsale A SENSATIONAL Small Cruiser! A 1981 Sam Crocker 29' STUNNER. $17.5k | [[SOLD 10/17/25]] This. Is. Boomerang. A sensational 29-foot Sam Crocker-designed cruiser (Design #286) built in 1981—and she’s a total stunne...
FULL  Sailboat Tour [Can Be Beached, Cross An Ocean, Spacious Liveaboard, BEST Modern Sailboat]
Adventureman Dan

FULL Sailboat Tour [Can Be Beached, Cross An Ocean, Spacious Liveaboard, BEST Modern Sailboat]

Welcome onboard the sailing vessel "Onward". A 2002 Feeling 39 that I enjoyed cruising with throughout the Bahamas this past season in 2025. Owned and easily sailed by Jason & Ashley, this boat offers a perfect balance of performance and livability. The stand out feature of this uniq...
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