Watch Sailing & Boating Adventures Around the World – Page 4 of 32
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.
Are we buying a new performance catamaran?
What is the best blue water sail boat for us?
This part 2 covers the Outremer and the Catana OC50 and OC2.
AND we reveal our final choice.
Part 1 -
Part 2 - you are here.
FINAL CHOICE:
The OC2 Features:
Sails at only 3 knots wind speed
Refrigeration ...
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET.
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tue...
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET.
After a month in Colombia—soaking in the historic charm of Cartagena and cooling off in the lush mountains of Minca—we finally had the boat...
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET.
In this episode of Sailing Big Lost, we head inland for a change of scenery—trading the Caribbean coast for the lush mountains of Minca, Co...
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET.
After three days at sea in light winds, dodging debris from the Magdalena River, we finally make landfall in Cartagena, Colombia! 🇨🇴
It was...
Life in Bonaire has been nothing short of incredible! From swimming, snorkeling, and scuba diving with our boat buddies and Conor’s mom, to spotting vibrant coral and an incredible octopus encounter — the underwater world here never ceases to amaze us.
But as every cruiser knows, boat life isn’t al...
Our time in Bonaire has been action-packed! We rented a car for three days and were determined to explore everything this island has to offer. From the salt flats to the donkey sanctuary, Washington-Slagbaai National Park, and searching for flamingos — the adventures didn’t stop there. We also found...
Sailing from Maine to New Hampshire we stopped at Isles of Shoals, approximately 6 miles off the coast. Miles of Maine Island Hiking, Rock scrambling and Shoreline exploring.
Isles of Shoals, consists of 16 islands, the largest being Appledore, Star, Smuttynose, Malaga, White, Seavey, Lunging and ...
We set sail from Grenada to Bonaire on our Vision 444 catamaran for the final leg of our passage west. The trip begins as smooth downwind sailing—perfect conditions, fresh mahi on the grill, dolphins dancing at the bow, and plenty of laughs with our buddy boat.
But of course, no sail is complete wi...
In this video, we will show you how we went ashore in 12 ft tidal anchorages without getting in the cold water! It's called a Dinghy Haul Out line and we learned it at the first Maine island we visited - Jewell. We can not simply drag our dingy ashore with us. 12 ft tides mean you would pote...
After a month of boat work and marina life in Grenada, it’s finally time to say goodbye to friends and set sail west toward Bonaire! This passage is extra special because it’s our first downwind sail on our Vision 444 catamaran, and we’re eager to see how she performs.
With the weather on our side, ...
Monhegan Island & Harpswell - 9 miles of hiking trails, the highest ocean cliffs on the Maine coastline, a quaint village with shops, activities and lodging, seals, and a local lobster fleet. What more could you want on an isolated Maine island?
Monhegan is a small, rocky island ten miles from...
This week we share some of the ups and downs of life aboard while waiting for a weather window to sail west. One of the greatest gifts of boat life has been meeting incredible cruising families and watching our kids form lasting friendships—learning to stay connected across distances and rekindling ...
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...
Penobscot Bay Maine best sailing anchorages exceeded our expectations! Maine boasts more than 4,600 islands, each with its own mystery, its own story. The question was which ones we’d have time to explore. With the help of the Cruising Club of America website and the Waterway Guide, we set our cours...
After some much-needed time on the hard at Clarke’s Court Marina in Grenada, SV Big Lost is finally splashed back into the water! 🚤🌊
We tackled a few essential boat projects, including servicing our Gori Prop with the help of our good friend and fellow Vision owner, Michael. With the work complete,...
After two unforgettable months in paradise, Jay and Kenna lift anchor and set sail on a short 9-hour passage from Chicheme to Linton on Panama’s mainland. Along the way, they take in every last moment of beauty that this sailing lifestyle has to offer. Back in Linton, the focus shifts to preparing S...
Jewell Island Maine was exactly that - a jewel of a sailing anchorage. We explored World War bunkers and towers, spent an evening cooking lobsters with the Jewell Island caretaker, hiked the Maine Island trails, found Buoy Beach, Smugglers Cove and Pass, learned how to land your dinghy for 10 ft ti...
After months of island-hopping through the Caribbean, we make our final sail south to Grenada—our home for hurricane season and the place where we’ll tackle some much-needed boat work and cruising projects. We’re excited to reconnect with friends we’ve met along the way and finally slow down to rela...
Sail with us from Nantucket to Richmond Island - near Cape Elizabeth, Maine. Learn how to safely release a lobster pot from your rudder. And we reveal a top hike - the Richmond Island perimeter trail.
When we left Nantucket, we kept saying we were going to stop here, then there, then we just ke...
What started as a smooth sail from Îles des Saintes to Martinique quickly turned into one of our wildest passages yet.
As we sailed south through the Eastern Caribbean, we were surrounded by massive mats of sargassum, battled unpredictable gusts near Dominica, and watched fearless kiteboarders tear...
Sail with us from Nantucket to Richmond Island - near Cape Elizabeth, Maine. Learn how to safely release a lobster pot from your rudder. And we reveal a top hike - the Richmond Island perimeter trail.
When we left Nantucket, we kept saying we were going to stop here, then there, then we just ke...
This time on Distant Shores we get the boat tuned up for a winter of sailing in the Caribbean. With guest crew onboard learning the ropes, we island-hop from Antigua to Saint Martin, push our ePropulsion electric outboard to it's limit with a range check and towing test, then do a night sail to...
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