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 1-12 of 12 results
How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | Tour
BoatFools Sailing

How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | Tour

@boatfools #sailing #sailboat #hinckley #classicboat How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | TOUR How does a 1970 Hinckley 38 still look this good? Canadian Ken and I climb aboard this gorgeous classic sailboat to find out why, more than half a century later, she’s...
MATINICUS ISLAND MAINE SAILING – MASSIVE 12 FT TIDES CHALLENGE GOING ASHORE IN THIS LOBSTER TOWN
Sailing PILAR - Blue Dot Voyages

MATINICUS ISLAND MAINE SAILING – MASSIVE 12 FT TIDES CHALLENGE GOING ASHORE IN THIS LOBSTER TOWN

About 22 miles off shore Rockland Maine lies Matinicus Isle Plantation - the furthest island out from the coast. It is 2 miles long by a mile wide - 9 square miles of Beauty, Isolation, Independence. You need to love being alone. The population was 53 at the 2020 census. It's a 750-acre gran...
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 ...
Sailing Maine’s Stunning Coast & Islands!
BoatFools Sailing

Sailing Maine’s Stunning Coast & Islands!

#boatfoolssailing #SailingMaine #Gunkholing #sailinglife #Morgan382 #CruisingSailboat #coastalcruising 5 Days Gunkholing The Maine Coast! 5 Sailboats, 85 NM, and the Sturgeon Moon! Join Green Mountain Josh and me as we take our Morgan 382 on an unforgettable 4-night, 5-day gunkholing cruise from...
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...
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...
The MATRIARCH of MAINE Coast Cruising! Meet Jan Taft, the co-author of the Maine’s Sailing “Bible.”
BoatFools Sailing

The MATRIARCH of MAINE Coast Cruising! Meet Jan Taft, the co-author of the Maine’s Sailing “Bible.”

@boatfools  #sailingmaine #sailinglife #sailingcommunity #mainesailing The Matriarch of The Maine Coast was a special video for us to make. Jan and Hank Taft set out in the early 1980s to create one of the most beloved cruising guides ever published. In its seventh edition with more than 50,000 cop...
We Set a Launch Date and Immediately Panicked
BoatFools Sailing

We Set a Launch Date and Immediately Panicked

#sailboats #yachts #boatDIY #diysailboat #diyboat #maine #mainecoast #sailmaine Our DIY sailboat projects begin on our Morgan 382 - and the struggle is real. And while 47 days may seem like a lot, when you factor in a typical 5 day work week, busy schedules, and one boat partner who lives in Vermon...
Salt & Tar: Ep.167- Smells Like a New Sail
Salt & Tar

Salt & Tar: Ep.167- Smells Like a New Sail

Another sail arrives! Our staysail is the second out of our four working sails to be completed. Thanks to M&H Bartles, Sailmakers. We keep at a few smaller projects and when the skies clear Garrett gets back to the bigger current project which is mounting the davits. Excited to be out of the des...
Off the Beaten Path, Sailing Down East Maine in the Fall (Calico Skies Sailing, Ep 77)
Calico Skies Sailing

Off the Beaten Path, Sailing Down East Maine in the Fall (Calico Skies Sailing, Ep 77)

In this episode we decide to throw caution to the wind and sail to the very north eastern tip of Maine, right at the Canadian border. Its late September and we should be heading south but adventure calls! Exploring Cross Island is a real treat. The island shows the rugged side of Maine and also it...
Sailing in Maine, holy lobster pots!!! (Calico Skies Sailing, Ep 72)
Calico Skies Sailing

Sailing in Maine, holy lobster pots!!! (Calico Skies Sailing, Ep 72)

In this episode we explore the Isle of Shoals, a beautiful island located right on the border of New Hampshire and Maine. The next day we continue our journey further North, rising at 4:30 am in anticipation of a long passage. The early beginnings of our little Maine adventure shows promise with on...
Land Ho! Our Beautiful Sail to Maine (Calico Skies Sailing, Ep 71)
Calico Skies Sailing

Land Ho! Our Beautiful Sail to Maine (Calico Skies Sailing, Ep 71)

After almost a month of boat work, the mast has been re-stepped and we’re finally headed back to cruising life. We head out with the wind, as we make our way towards Maine, our ultimate destination. In total about 500 nautical miles away, we tackle the passage in pieces stopping first in Cape May NJ...
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