Watch Sailing & Boating Adventures Around the World – Page 4 of 31
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 73-96 of 743 results
THE CAPTAIN’S LEAVING | SAILING THE CARIBBEAN
THE CAPTAIN'S LEAVING | SAILING THE CARIBBEAN This week we're sailing north through the Caribbean, leaving the Grenadines and St Lucia in our wake as we make a fast passage towards Martinique. This isn't the slow island hopping journey we planned. Instead, we're on a tight sched...
SINT MAARTEN – ST. PETER’S HILLTOP, BILLIONAIRE YACHTS AND THE BEST BEACH ON THE ISLAND.
Sint Maarten was a most convenient place to complete our boat repairs. PLUS hang around the billion dollar yachts at Isle De Sol Marina, and watch them squeeze through the Simpson Bay Bridge. Plus, we conquered St. Peter’s Hill, hung out at Simpson Bay Beach, and fueled up at Bobby’s Marina for our ...
ST. MARTIN SAILING – GRAND CASE, BUSCO RUM, REAL REGGAE, A PARADE AND SIMPSON BAY
Our St. Martin Sailing adventure visiting Grand Case for the night life, Busco rum for day drinking, listening to REAL Reggae, a night parade and Simpson Bay Bridge. TIMELINE: 0:00 Introduction to St. Martin 0:24 Grand Case 1:06 Busco Rhum 3:00 REAL Reggae and nightlife 4:00 Night Parade 4:46 Simp...
LIFE – Sailing Grenada
LIFE - Sailing Grenada Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] Welcome back to Grenada, where we are soa...
SAIL ALONG WITH US AS WE JOURNEY 560 MILES FROM BERMUDA TO ST MARTIN!
Our sail from Bermuda to St. Martin was a LONG 6 days. Avoiding squalls, we chose the departure day knowing we would have some doldrums, but this was worst then we thought it would be. It made the trip take longer than we anticipated, burned more fuel running the iron jenny. And our new sail batte...
BERMUDA’S ADMIRALTY HOUSE HIDDEN TUNNELS at SPANISH POINT & CRYSTAL CAVES
Welcome to Bermuda, the land of historic turquoise waters, white sand beaches, cathedrals, caves, underwater caverns, and the Bermuda Triangle platter at “Wahoos” restaurant. We rented a car (if you can call it that), and went to explore Spanish Point, Admiralty House Park and Tunnels And Crys...
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 ...
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...
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 ...
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...
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...
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
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...
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
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...
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...
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
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...
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...
Would You Live Like This? The Reality of Island Life | Sailing Sitka Ep 174
Jay and Kenna have spent the past three years sailing from the Pacific Northwest of Canada to the remote San Blas Islands — cruising, connecting with local communities, and learning along the way. Now, life in this isolated island chain means days filled with games, beaches, cold drinks, and plenty ...
Package Delays & Island Days | USVI Boat Life
Waiting for delayed packages in the USVI, the Sailing Big Lost crew tackles boat projects on Water Island, fixing a Garmin radar, taping a cracked acrylic hatch, and testing overdrive props.
Off-Grid Sailing the Bahamas – Spearfishing, Boat Life & Beach Bonfires Ep-180
📲 Get an exclusive 15% discount on Saily data plans! Use code ESCAPADE at checkout. Download Saily app or go to We sail to the wild and remote Ragged Islands of the Bahamas—where boat life gets seriously off-grid. This episode is all about untouched sailing, spearfishing for our dinner, exploring...