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.

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WHICH PERFORMANCE CATAMARAN ARE WE BUYING ? PART 2 – BALANCE, OUTREMER & CATANA OC COMPARED
Sailing PILAR - Blue Dot Voyages

WHICH PERFORMANCE CATAMARAN ARE WE BUYING ? PART 2 – BALANCE, OUTREMER & CATANA OC COMPARED

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 ...
Sailing Into Guna Yala: From Puerto Obaldía to Isla Pinos
Sailing Big Lost

Sailing Into Guna Yala: From Puerto Obaldía to Isla Pinos

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...
Sailing Cartagena to Panama (Rosario Islands Stop!)
Sailing Big Lost

Sailing Cartagena to Panama (Rosario Islands Stop!)

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 Traded the Ocean for the Mountains | Our Journey to Minca, Colombia
Sailing Big Lost

We Traded the Ocean for the Mountains | Our Journey to Minca, Colombia

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...
From Sea to Streets: Sailing into Cartagena & Touring the Walled City
Sailing Big Lost

From Sea to Streets: Sailing into Cartagena & Touring the Walled City

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...
Octopus Encounter! Exploring Bonaire’s Stunning Reefs
Sailing Big Lost

Octopus Encounter! Exploring Bonaire’s Stunning Reefs

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...
Exploring Bonaire: Salt Flats, Donkeys, Diving & Dolphins!
Sailing Big Lost

Exploring Bonaire: Salt Flats, Donkeys, Diving & Dolphins!

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...
TRUE CRIME: MURDER ON ISLES OF SHOALS | 16 ISLANDS
Sailing PILAR - Blue Dot Voyages

TRUE CRIME: MURDER ON ISLES OF SHOALS | 16 ISLANDS

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 ...
5 years of sailing the world! #sailing #lifestylechange #boating #travel
Sailing Jibsea
Grenada to Bonaire: Dolphins, Mahi & Midnight Chaos!
Sailing Big Lost

Grenada to Bonaire: Dolphins, Mahi & Midnight Chaos!

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...
HOW TO USE A DINGHY HAUL OUT LINE FOR TIDAL ANCHORAGES – FALMOUTH | PORTLAND | FORT GORGES
Sailing PILAR - Blue Dot Voyages

HOW TO USE A DINGHY HAUL OUT LINE FOR TIDAL ANCHORAGES – FALMOUTH | PORTLAND | FORT GORGES

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...
Bonaire Bound: Our First Downwind Sail on the Vision 444
Sailing Big Lost

Bonaire Bound: Our First Downwind Sail on the Vision 444

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 HIKING, 142 FT FOILING MONOHULL, HARPSWELL LOBSTERING, & 199K FOR MANANA ISLAND!
Sailing PILAR - Blue Dot Voyages

MONHEGAN HIKING, 142 FT FOILING MONOHULL, HARPSWELL LOBSTERING, & 199K FOR MANANA ISLAND!

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...
Cruising Grenada | Friendships, Challenges & Boat Life
Sailing Big Lost

Cruising Grenada | Friendships, Challenges & Boat Life

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 ...
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...
BEST ANCHORAGES IN PENOBSCOT BAY:  Rockland, Hurricane, Vinalhaven, Pulpit, The Barreds
Sailing PILAR - Blue Dot Voyages

BEST ANCHORAGES IN PENOBSCOT BAY: Rockland, Hurricane, Vinalhaven, Pulpit, The Barreds

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...
Boat Work in Grenada | Gori Prop Service & Splash Day!
Sailing Big Lost

Boat Work in Grenada | Gori Prop Service & Splash Day!

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,...
Our last sail | Sailing Sitka Ep 182
Sailing Sitka

Our last sail | Sailing Sitka Ep 182

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...
SAILING JEWELL ISLAND MAINE | EXPLORING WORLD WAR BUNKERS & TOWERS | CARETAKER’S CABIN LOBSTERS
Sailing PILAR - Blue Dot Voyages

SAILING JEWELL ISLAND MAINE | EXPLORING WORLD WAR BUNKERS & TOWERS | CARETAKER’S CABIN LOBSTERS

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...
Final Push South: Sailing into Grenada!
Sailing Big Lost

Final Push South: Sailing into Grenada!

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...
HOW TO SAFELY REMOVE A SNAGGED LOBSTER POT FROM YOUR RUDDER SAILING TO MAINE
Sailing PILAR - Blue Dot Voyages

HOW TO SAFELY REMOVE A SNAGGED LOBSTER POT FROM YOUR RUDDER SAILING TO MAINE

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...
Our Dinghy SANK?! Sailing to Martinique
Sailing Big Lost

Our Dinghy SANK?! Sailing to Martinique

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...
HOW TO SAFELY REMOVE A SNAGGED LOBSTER POT FROM YOUR RUDDER (SAILING – NANTUCKET TO PORTLAND MAINE)
Sailing PILAR - Blue Dot Voyages

HOW TO SAFELY REMOVE A SNAGGED LOBSTER POT FROM YOUR RUDDER (SAILING – NANTUCKET TO PORTLAND MAINE)

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...
Caribbean Sailing! Antigua to British Virgin Islands + Range Test Electric Outboard
Distant Shores TV

Caribbean Sailing! Antigua to British Virgin Islands + Range Test Electric Outboard

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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