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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Don’t Buy A Sailboat Until You See This | Pacific Seacraft 37 | $59,900 | TOUR
BoatFools Sailing

Don’t Buy A Sailboat Until You See This | Pacific Seacraft 37 | $59,900 | TOUR

@boatfools #pacificSeacraft #sailboat #sailing #bluewatersailing #sailboattour Don't Buy A Sailboat Until You See This! | Pacific Seacraft 37 | $59,900 | TOUR Is the Pacific Seacraft 37 the Goldilocks boat—not too big, not too small, but just right? And at $59,900 she could be the best deal ...
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. _________________________________________________...
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...
Old Boat, Big Charm | 1968 Cheoy Lee Offshore 31 for $12.5K
BoatFools Sailing

Old Boat, Big Charm | 1968 Cheoy Lee Offshore 31 for $12.5K

#boatfoolssailing #cheapboats #boattour #herreshoff #cheoylee #classicsailboat Old Boat, Big Charm | 1968 Cheoy Lee Offshore 31 for $12.5K In this episode of BoatFools Sailing, Canadian Ken and I travel to Bath, Maine — home of Bath Iron Works — to step aboard a beautifully cared-for 1968 Cheoy ...
$100K Spent on This 1974 Pearson 35 — Offered at $29,500 | FULL TOUR
BoatFools Sailing

$100K Spent on This 1974 Pearson 35 — Offered at $29,500 | FULL TOUR

#sailing #sailboat #pearson35 #sailboatsforsale #sailboattour $100K Spent on This 1974 Pearson 35 — Offered at $29,500 | FULL TOUR $100,000 was spent refitting this Pearson 35… and it’s listed for $29,500. We went to see if it actually lives up to the numbers. This week we’re in Warwick, Rhode I...
Robert H. Perry’s COOLEST Sailboat? Fits & Ships in a Container | Far Harbour 39 TOUR | $99k
BoatFools Sailing

Robert H. Perry’s COOLEST Sailboat? Fits & Ships in a Container | Far Harbour 39 TOUR | $99k

#boatfoolssailing #bluewatersailing #robertperry #sailboattour #sailing Robert H. Perry's COOLEST Sailboat? Fits & Ships in a Container | Far Harbour 39 TOUR | $99k The Robert H. Perry–designed Far Harbour 39 is unlike almost any cruising sailboat ever built. This remarkable boat was cre...
Why Isn’t Anyone Buying This? | A $25K Alberg 35 Bluewater Cruiser (We’d Sail Her Tomorrow)
BoatFools Sailing

Why Isn’t Anyone Buying This? | A $25K Alberg 35 Bluewater Cruiser (We’d Sail Her Tomorrow)

#boatfoolssailing #alberg35 #bluewatersailboat #sailboattour Why Isn’t Anyone Buying This? | A $25K Alberg 35 Bluewater Cruiser (We’d Sail Her Now) AS OF 04/14/2026 THIS BEAUTY IS OFF THE MARKET - THE OWNER HAS FIGURED OUT A WAY TO KEEP HER. Welcome back BoatFools Nation! This week Canadian Ken ...
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...
Small Boat, Serious Yacht! This Morris Frances 26 is a Wonder | TOUR
BoatFools Sailing

Small Boat, Serious Yacht! This Morris Frances 26 is a Wonder | TOUR

#boattour #morrisyachts #classicsailboat #boatfoolssailing #sailboatreview [[02/17/2026 SOLD]] Small Boat, Serious Yacht! This Morris Frances 26 is a Wonder | TOUR Welcome back to BoatFools Sailing! Today Captain Kew (Q) and I remotely tour “Wildwood,” a Morris Frances 26 — an iconic Chuck Paine–d...
New Sailboat or Used Sailboat? That is the question. EP146
BoatFools Sailing

New Sailboat or Used Sailboat? That is the question. EP146

#boatfoolssailing #boatoftheyear #usedsailboats #sailing New Sailboat or Used Sailboat? That is the question. EP 146 Every year, the sailing world celebrates the Boat of the Year winners — innovative designs, cutting-edge technology, and eye-watering price tags. But here’s the question most sailo...
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...
A Rare Dutch-Built Classic | 1961 Bill Tripp Javelin 38 | $49,500! | Tour
BoatFools Sailing

A Rare Dutch-Built Classic | 1961 Bill Tripp Javelin 38 | $49,500! | Tour

#ClassicSailboat #BluewaterSailboat #BillTripp #boatfoolssailing A Rare Dutch-Built Classic | 1961 Bill Tripp Javelin 38 | $49,500! | Tour This Dutch-built Beauty is in San Rafael, CA, so if you're on the west coast and in the neighborhood, go check her out! Welcome back BoatFools Nation! T...
A RUGGED World Cruiser! Inside a $75,000 Sailboat Tour. The Intrepid 40!
BoatFools Sailing

A RUGGED World Cruiser! Inside a $75,000 Sailboat Tour. The Intrepid 40!

#boatfoolssailing #sailboatforsale #sailboattour ONLY 8 Ever Built! $75,000 Chuck Paine Intrepid 40 Sailboat | Full Tour This week, Canadian Ken, Captain Kew, and I climb aboard one of the rarest Chuck Paine designs ever launched: the 1986 Cape Dory Intrepid 40 — hull #7 of only 8 ever built. If ...
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...
The Venerable Bristol 27 | The Sailboat that changed everything!
BoatFools Sailing

The Venerable Bristol 27 | The Sailboat that changed everything!

#boatfoolssailing #Sailing #Bristol27 #CruisingSailboats #SailboatReunion #CanadianKen This Sailboat Changed Everything! Canadian Ken Reunites with his Old Bristol 27! Ahoy BoatFools Crew! ⚓ This week, we hit the road to Portland, Maine, for an emotional reunion: Canadian Ken reconnects with his...
This $160K Gozzard 36 Sailboat Changes Everything | Innovative Open-Plan Cruiser
BoatFools Sailing

This $160K Gozzard 36 Sailboat Changes Everything | Innovative Open-Plan Cruiser

#SailboatTour #CaptainQ #Gozzard36 #BluewaterSailboat #SailboatReview This $160K Gozzard 36 Sailboat Changes Everything | Innovative Open-Plan Cruiser We FOUND him. Captain Q — the legendary Yacht Hunter himself — has been resurrected with nothing more than a can of Dinty Moore beef stew and a spl...
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...
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 ...
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...
FULL  Sailboat  Tour  [4 Sale Affordable 38ft Self Sufficient Reliable Ocean Sailing Monohull 2025]
Adventureman Dan

FULL Sailboat Tour [4 Sale Affordable 38ft Self Sufficient Reliable Ocean Sailing Monohull 2025]

***If you're interested in buying Adventureborne. She is for sale at $58,000 USD. The boat is in Oriental North Carolina. Email me at [email protected] Stay tuned for a more detailed listing.*** WELCOME!!! To this updated 2025 full in-depth tour of my beautiful 1984 Beneteau Idylle ...
A FANTASTIC Budget Pocket CRUISER! 1976 Vineyard Vixen 29 for $10K – FULL TOUR! [[SOLD!]]
BoatFools Sailing

A FANTASTIC Budget Pocket CRUISER! 1976 Vineyard Vixen 29 for $10K – FULL TOUR! [[SOLD!]]

[[SOLD 02/12/2025]] A FANTASTIC Budget Pocket CRUISER! 1976 Vineyard Vixen 29 for $10K - FULL TOUR! 100% Smitten! Hey! We're down in Massachusetts this week checking out one of my most favorite designs! So, are you looking for a rugged yet simple coastal cruiser? Meet Banshee, a Vineyard Vixen...
A SMALL Almost PERFECT Sailboat! A RARE 1965 Cheoy Lee Frisco Flyer III for $6,800. FULL TOUR.
BoatFools Sailing

A SMALL Almost PERFECT Sailboat! A RARE 1965 Cheoy Lee Frisco Flyer III for $6,800. FULL TOUR.

A SMALL Almost PERFECT Sailboat! The 1965 Frisco Flyer III for $6,800! DON'T MISS OUT! SIGN UP FOR OUR NEWSLETTER, THE BOATFOOLS REPORT: Lila is a Classic 1965 Cheoy Lee Frisco Flyer III – A rare gem of a 26’ sloop. Step aboard Lila, a stunning 1965 Cheoy Lee Flyer III—a beautifully preserv...
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