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 1-24 of 74 results
Boat maintenance Part 6 – Hallberg Rassy 54 Cloudy Bay – Apr-Jun’21. S21 Ep6
Sail Cloudy Bay

Boat maintenance Part 6 – Hallberg Rassy 54 Cloudy Bay – Apr-Jun’21. S21 Ep6

Boat maintenance – Part 6 - HR54 Cloudy Bay – Apr-Jun'21. S21 Ep6 Series of videos which covers maintenance jobs during a 7 week visit to Cloudy Bay in Spring’21 This Part 6 is mostly about servicing the rudder and reinstallation. - Addressing severe corrosion on the bearing housing - Modific...
Boat maintenance Part 5 – Hallberg Rassy 54 Cloudy Bay – Apr-Jun’21. S21 Ep5
Sail Cloudy Bay

Boat maintenance Part 5 – Hallberg Rassy 54 Cloudy Bay – Apr-Jun’21. S21 Ep5

Boat maintenance – Part 5 - HR54 Cloudy Bay – Apr-Jun'21. S21 Ep5 Series of videos which covers maintenance jobs during a 7 week visit to Cloudy Bay in Spring’21 This Part 5 is mostly about removing the rudder to service the JP3 bearings - Modifications to swim platform hydraulic motor mounti...
Boat maintenance Part 3 – Hallberg Rassy 54 Cloudy Bay – Apr-Jun’21. S21 Ep3
Sail Cloudy Bay

Boat maintenance Part 3 – Hallberg Rassy 54 Cloudy Bay – Apr-Jun’21. S21 Ep3

Series of videos which covers maintenance jobs during a 7 week visit to Cloudy Bay in Spring’21 This Part 3 mainly covers aspects of mast maintenance: - Re-installation of Selden gooseneck and vang mast fittings - Installing Selden mast spinnaker pole traveler - Rebuilding all 6 Selden spreader bar...
Boat Maintenance Part 2 – Hallberg Rassy 54 Cloudy Bay – Apr-Jun 2021. Season21 Ep2
Sail Cloudy Bay

Boat Maintenance Part 2 – Hallberg Rassy 54 Cloudy Bay – Apr-Jun 2021. Season21 Ep2

Series of videos which covers maintenance jobs during a 7 week visit to Cloudy Bay in Spring’21 This Part 2 covers: - Re-installation of the Aquadrive System: thrust bearing, CV joint and PSS shaft seal - Rebuilding all the Selden Furlex hydraulic furling motors (genoa, cutter & mast) - Rebuil...
Boat Maintenance Part 1 – Hallberg Rassy 54 Cloudy Bay – Apr-Jun 2021. Season21 Ep1
Sail Cloudy Bay

Boat Maintenance Part 1 – Hallberg Rassy 54 Cloudy Bay – Apr-Jun 2021. Season21 Ep1

Boat maintenance – Part 1 - HR54 Cloudy Bay – Apr-Jun'21. S20 Ep1 Series of videos which covers maintenance jobs during a 7 week visit to Cloudy Bay in Spring’21 This Part 1 covers: - Removal and servicing the Aquadrive system - Changing a heat exchanger on the Whisperpower generator - Chang...
ep68 – Sailing USVI – St. John & St. Thomas – Hallberg-Rassy 54 Cloudy Bay – Mar 2019
Sail Cloudy Bay

ep68 – Sailing USVI – St. John & St. Thomas – Hallberg-Rassy 54 Cloudy Bay – Mar 2019

Sailing through US Virgin Islands. Enjoying the delights of St. John beaches, the charm of Charlotte Amalie and an interesting road tour of St. Thomas. From Soper’s Hole, Tortola, British Virgin Islands, we motor the short distance across to the island of St. John, US Virgin Islands, where we check...
ep66 – Sailing Virgin Gorda part 2 – The Baths – Sailing BVI – Hallberg-Rassy 54 Cloudy Bay–Mar 2019
Sail Cloudy Bay

ep66 – Sailing Virgin Gorda part 2 – The Baths – Sailing BVI – Hallberg-Rassy 54 Cloudy Bay–Mar 2019

A delightful afternoon at famous The Baths Virgin Gorda. Road tour of Virgin Gorda island and aerial views of all its highlights. Following our couple of days in the north-east of Virgin Gorda where we anchored in Oil Nut Bay, we now arrive to Spanish Town in the south and pay a visit to The Baths,...
ep64 – Sailing Anegada – Sailing BVI – Hallberg-Rassy 54 Cloudy Bay – Mar 2019
Sail Cloudy Bay

ep64 – Sailing Anegada – Sailing BVI – Hallberg-Rassy 54 Cloudy Bay – Mar 2019

Perfect Caribbean sailing to the stunningly beautiful Anegada island, in the north of the British Virgin Islands. Scooter tour around the island and wonderful drone footage of the unspoiled natural environment. Following our exploration of Anguilla, we sail 80nm west to the British Virgin Islands a...
ep63 – Sailing Anguilla – Best Beaches Anguilla – Hallberg-Rassy 54 Cloudy Bay – Feb-Mar 2019
Sail Cloudy Bay

ep63 – Sailing Anguilla – Best Beaches Anguilla – Hallberg-Rassy 54 Cloudy Bay – Feb-Mar 2019

Sailing St.Martin to Anguila and visit its stunning beaches and resorts. Some of the best beaches in the world we would say. Anguilla is probably the best sun & sand destination in the Caribbean. Following our short trip to the island of Saba, s/v Cloudy Bay (Hallberg Rassy 54) continues the cr...
ep60 – Sailing St.Barthélemy – Sailing St. Barts – Hallberg-Rassy 54 Cloudy Bay – Jan 2019
Sail Cloudy Bay

ep60 – Sailing St.Barthélemy – Sailing St. Barts – Hallberg-Rassy 54 Cloudy Bay – Jan 2019

Sailing to St. Barts, the St. Tropez of the Caribbean. Exploring the beaches, nightlife and the exotic town. With an unfavorable forecast, s/v Cloudy Bay (Hallberg-Rassy 54) departed St. Eustatius earlier than anticipated and motored the short distance NNE to the French island of St. Barts. We ancho...
Boat Maintenance – Rig Service part 3 – Hallberg Rassy 54 Cloudy Bay – Oct-Nov 2020. Season20 Ep23
Sail Cloudy Bay

Boat Maintenance – Rig Service part 3 – Hallberg Rassy 54 Cloudy Bay – Oct-Nov 2020. Season20 Ep23

Series of videos which covers removing the rig to replace the standing rigging and service all the rig systems, plus some other winter maintenance aspects. This Part 3 covers removal of vang and goose-neck mast fittings; servicing winches; dismantling the spreaders; changing the cutlass bearing in ...
Sailing Grand Cayman to Chesapeake MD part 2 – Hallberg-Rassy 54 Cloudy Bay -May 2020. Season20 Ep20
Sail Cloudy Bay

Sailing Grand Cayman to Chesapeake MD part 2 – Hallberg-Rassy 54 Cloudy Bay -May 2020. Season20 Ep20

Lots of challenges on this 2nd leg of our passage: setting a 24hr mileage record; caught-out in the gulf stream; an accidental gybe; lightning storm and a thunderous leg to the infamous Hatteras shoals. Following on from part 1: after a brief stop in West Palm, Florida, we continue our passage up t...
Trailer: Cayman to USA part 2 – Hallberg Rassy 54 Cloudy Bay
Sail Cloudy Bay

Trailer: Cayman to USA part 2 – Hallberg Rassy 54 Cloudy Bay

Quick teaser for part 2 of Grand Cayman to Chesapeake on Sail Cloudy Bay. Full episode will release Friday 14 Aug 2020.
Sailing Grand Cayman to Chesapeake MD part 1 – Hallberg-Rassy 54 Cloudy Bay -May 2020. Season20 Ep19
Sail Cloudy Bay

Sailing Grand Cayman to Chesapeake MD part 1 – Hallberg-Rassy 54 Cloudy Bay -May 2020. Season20 Ep19

Part 1 of our 1,200 miles passage from Grand Cayman to the Chesapeake, on our Hallberg-Rassy 54. A long spinnaker run to Cuba, then lively sailing in the gulf-stream to Florida. After 2 months of Covid-19 lockdown in Grand Cayman, with the hurricane season approaching, we needed to move. Due to all...
Trailer: Cayman to USA – Hallberg-Rassy 54 Cloudy Bay
Sail Cloudy Bay

Trailer: Cayman to USA – Hallberg-Rassy 54 Cloudy Bay

Teaser/trailer for the up coming videos when we passage out of the hurricane zone, from Grand Cayman to Chesapeake, USA
Boat Projects – Covid-19 Lockdown – Grand Cayman – Hallberg-Rassy 54 Cloudy Bay Mar-May’20. S20 Ep18
Sail Cloudy Bay

Boat Projects – Covid-19 Lockdown – Grand Cayman – Hallberg-Rassy 54 Cloudy Bay Mar-May’20. S20 Ep18

Following a quick island tour, we completed several boat projects and boat maintenance while on Covid-19 lockdown in Grand Cayman. Installing solar panels, making dinghy covers, sunshades and more. Having arrived to Grand Cayman from Jamaica just hours before the border closed, we settled into bein...
Sailing Jamaica to Cayman – Lively Sailing – Hallberg-Rassy 54 Cloudy Bay –  Mar 2020. Season20 Ep17
Sail Cloudy Bay

Sailing Jamaica to Cayman – Lively Sailing – Hallberg-Rassy 54 Cloudy Bay – Mar 2020. Season20 Ep17

2 days of lively off-wind sailing from Jamaica to Grand Cayman. With Covid-19 starting to cause concern, we departed Jamaica and headed for the medical security of Grand Cayman, which we hoped to explore before any restrictions were applied. We left Montego Bay on a fast beam reach, aiming to arri...
Sailing Jamaica – Sailing Montego Bay – Hallberg-Rassy 54 Cloudy Bay – Mar’20. Season20 Episode16
Sail Cloudy Bay

Sailing Jamaica – Sailing Montego Bay – Hallberg-Rassy 54 Cloudy Bay – Mar’20. Season20 Episode16

Always wanted to visit "Mo-Bay" area and the famous Montego Bay Yacht Club. From Ocho Rios we motor-sailed to Montego Bay, our last stop in Jamaica. Anchored off the quiet Montego Bay Yacht Club, where we sheltered from a strong NE weather front for 3 days before exploring the local area...
Sailing Jamaica – Family Reflections in Ocho Rios – Hallberg Rassy 54 Cloudy Bay – Mar’20. S20 Ep15
Sail Cloudy Bay

Sailing Jamaica – Family Reflections in Ocho Rios – Hallberg Rassy 54 Cloudy Bay – Mar’20. S20 Ep15

From our anchorage in Oracabessa we sailed the short distance west to Ocho Rios, a major tourist center in Jamaica. Ocho Rios is the place where Glen’s parents had their happiest holiday, back in 1967. By record of his Mum’s diary, we visited their hotel and all the places they enjoyed during their ...
Sailing Jamaica – Port Antonio & Oracabessa – Hallberg Rassy 54 Cloudy Bay – Mar’20. Season20 Ep14
Sail Cloudy Bay

Sailing Jamaica – Port Antonio & Oracabessa – Hallberg Rassy 54 Cloudy Bay – Mar’20. Season20 Ep14

Exploring east end of Jamaica and Kingston, then sailing west to Oracabessa. After a 3-day (450nm) sail from Bahamas, we arrived into Port Antonio on the lush green coast of NE Jamaica. From our berth at the Errol Flynn Marina, we visited the town of Port Antonio and explored the eastern end of Jam...
Sailing Bahamas to Jamaica – Hallberg Rassy 54 Cloudy Bay – Feb’20.  Season20 Episode13
Sail Cloudy Bay

Sailing Bahamas to Jamaica – Hallberg Rassy 54 Cloudy Bay – Feb’20. Season20 Episode13

On passage from Bahamas to Jamaica, flying the Parasailor and passing the notorious windward passage at the eastern end of Cuba. After several days in George Town, Bahamas, we found a narrow weather wind to start our 700nm passage to the Cayman Islands, via the Windward Passage to the east of Cuba....
Sailing Bahamas – Sailing Exuma – George Town – Hallberg Rassy 54 Cloudy Bay – Feb’20. Season20 Ep12
Sail Cloudy Bay

Sailing Bahamas – Sailing Exuma – George Town – Hallberg Rassy 54 Cloudy Bay – Feb’20. Season20 Ep12

George Town (aka Chicken Town) was our last stop in the Bahamas. From our exquisite afternoon anchored behind Boysie Cay, we motored 10nm SE to Emerald Bay Marina to refuel. We were tempted to have a day pass in the adjacent Sandals Resort but decided to stick to our plan for once. So we continue...
Sailing Bahamas, Sailing Exumas, Boysie Cay – Hallberg Rassy 54 Cloudy Bay – Feb’20.  Season20 Ep11
Sail Cloudy Bay

Sailing Bahamas, Sailing Exumas, Boysie Cay – Hallberg Rassy 54 Cloudy Bay – Feb’20. Season20 Ep11

We discover the unique Boysie Cay then have a sunset spa on the aft deck. From Rudder Cay, our intention was to go directly to George Town, 25nm to the SE. But after just 5nm curiosity got the better of us and we diverted for a lunch stop behind Boysie Cay. Boysie Cay had several unique features: ...
Sailing Bahamas, Sailing Exuma, Black Point & Musha Cay – HR54 Cloudy Bay – Feb’20. S20 Ep9
Sail Cloudy Bay

Sailing Bahamas, Sailing Exuma, Black Point & Musha Cay – HR54 Cloudy Bay – Feb’20. S20 Ep9

Rum punches at Black Point and visit Musha Cay, David Copperfield's Island. From the regatta at Little Farmers we had a fun race with friends while sailing north to Black Point community. Sheltering there from strong easterly wind, we did laundry, had some nice walks and a great evening out at...
WeBoating
Logo
Shopping cart