Watch Sailing & Boating Adventures Around the World – Page 22 of 43

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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OKAY…Maybe We Are LIVING the DREAM! | SailAway 157
SailAway World Sailing

OKAY…Maybe We Are LIVING the DREAM! | SailAway 157

This life can be HARD. But we don't let WORK RULE. The FUN SIDE of CRUISING is what we're all about this week. Often the GOOD TIMES roll in as a TIDAL WAVE right in the midst of a swamp of boat projects and tedium. When these opportunities arrive, ESPECIALLY when there are friends in ou...
RACE against the STORM: Sailing through a TROPICAL WAVE [Ep. 34]
Sailing Sweet Ruca

RACE against the STORM: Sailing through a TROPICAL WAVE [Ep. 34]

It's HURRICANE season in the Caribbean and tropical storms and waves can become part of the every day. We find a suitable weather window that wicks up some amazing sailing to a brand new PARADISE. It's not hurricane Elsa, but we doublehand our racer/cruiser along with our dog Roxy in open ...
Tanzer, your first boat! Episode 144 – Lady K Sailing
Lady K Sailing
How We Sheltered From HURRICANE ELSA and WHAT’S NEXT? – SailAway LIVE STREAM
SailAway World Sailing

How We Sheltered From HURRICANE ELSA and WHAT’S NEXT? – SailAway LIVE STREAM

After checking into PR and dodging Hurricane ELSA, our regular video schedule got away from us. Instead of rushing a video to production, we decided it had been a while since we'd spoken to you all LIVE. So tune in! We'll field any and all questions, fill you in on our last week of seek...
Sailing to the Worlds MOST EXPENSIVE Private Island [Ep. 33]
Sailing Sweet Ruca

Sailing to the Worlds MOST EXPENSIVE Private Island [Ep. 33]

We sail to the worlds most expensive PRIVATE ISLAND on the market. It is for sale for 100 MILLION DOLLARS! We can't afford it, but we can still explore it. It is beautiful! #Sailing #Sailboat #SailboatLiving #SailboatLife Who are these crazy people? We are Sailing Sweet Ruca! We are going ...
Columbia and Hughes – Episode 143 – Lady K Sailing
Lady K Sailing

Columbia and Hughes – Episode 143 – Lady K Sailing

Support Lady K - Or Photo Credit: and my friend Robbie Lees Thank you!
STUCK in Amazing St. Martin – Do We LIVE Here Now? | SailAway 156
SailAway World Sailing

STUCK in Amazing St. Martin – Do We LIVE Here Now? | SailAway 156

BOAT PROJECTS, Shopping, AMAZING Restaurants, and BEAUTIFUL Scenery...the St. Martin VORTEX has us firmly in its grasp. Cruisers often get "stuck" in this slice of paradise; after months of sailing down island where everything costs an arm and a leg and shipping is virtually impossible, t...
Caribbean Sailing Yachts – Episode 142 – Lady K Sailing
Lady K Sailing
Sailing & Squalls in St. Croix | Boating Journey
Boating Journey

Sailing & Squalls in St. Croix | Boating Journey

In episode 110, we scheduled a sunset sailing cruise with Lyric Sails around St. Croix, but we experienced days of rain squalls. This delayed our trip and in the meantime we explored a little bit of St Croix and made do. That's what boaters do! Be sure to check out Lyric Sails at www.lyricsail...
MINIMALISTS on the ISLAND of PLENTY! | SailAway 155
SailAway World Sailing

MINIMALISTS on the ISLAND of PLENTY! | SailAway 155

ESCAPING MATERIALISTIC HABITS isn't usually that hard on a SAILBOAT. Down island, you don't have much choice...you either adapt to what's available or you go home. NOT an option for us! And we've done quite well enjoying local food, unusual brands, etc. UNTIL we get thrust bac...
NAUTICAL NOMADS – Moving Our HOUSE to a NEW COUNTRY | SailAway 154
SailAway World Sailing

NAUTICAL NOMADS – Moving Our HOUSE to a NEW COUNTRY | SailAway 154

What's our PROCESS for LEAVING ONE COUNTRY and SAILING to the next one? After several months in Antigua, it's finally time to be moving on to St. Martin. But once you feel at home in a place, it can be a melancholy process getting ready to leave. What steps do we take to make it a smoot...
Sailing to Buck Island | Boating Journey
Boating Journey

Sailing to Buck Island | Boating Journey

In episode 109 we continue to explore St Croix and visit Fort Christiansvaern and we also sail to Buck Island for a day of snorkeling. Be sure to check out our previous videos prior to arriving to St. Croix. For more info on Caribbean Sea Adventures visit: www.caribbeanseaadventures.com As also, ...
Albin – Episode 141 – Lady K Sailing
Lady K Sailing

Albin – Episode 141 – Lady K Sailing

Support Lady K - Or Photo Credit:
Westerly – Episode 140 – Lady K Sailing
Lady K Sailing

Westerly – Episode 140 – Lady K Sailing

Support Lady K - Or Photo Credit:
Leaving EVERYTHING Behind…AGAIN – Is It Worth It? | SailAway 153
SailAway World Sailing

Leaving EVERYTHING Behind…AGAIN – Is It Worth It? | SailAway 153

Every BEAUTIFUL island, every PRISTINE beach, the AMAZING friends we've made, all the INS and OUTS of every country we visit....sooner rather than later we have to leave it behind. At least IF we want continue to visit and explore more and more places. Which we definitely do. But that price ...
Flying to St Croix by Seaplane | Boating Journey
Boating Journey

Flying to St Croix by Seaplane | Boating Journey

In episode 108 we fly to St Croix on a seaplane and land in beautiful turquoise waters. It was amazing how clear and beautiful the bay was. Check out the video and find out what it's like to fly on Seaborne Air and our suite at the Buccaneer Resort on St Croix. See our previous USVI episodes:...
$50,000 Cruising Boat? Episode 139 – Endeavour – Lady K Sailing
Lady K Sailing

$50,000 Cruising Boat? Episode 139 – Endeavour – Lady K Sailing

Support Lady K - Or Endeavour sailboats Photo Credit:
Do We Really NEED This? – YES! And Here’s Why | SailAway 152
SailAway World Sailing

Do We Really NEED This? – YES! And Here’s Why | SailAway 152

We Spend LOTS OF MONEY and EFFORT to keep the MOST BASIC THINGS operable on our boat. It's easy to forget that FUN and ATHLETIC things are every bit worth the investment too. On land, we had bikes, we went snowboarding, we went to the gym, we ran, we played sports in the yard. Most of those t...
Gulfstar, the worst sailboat ever? Episode 138 – Lady K Sailing
Lady K Sailing

Gulfstar, the worst sailboat ever? Episode 138 – Lady K Sailing

Support Lady K - Or Are Gulfstar sailboats the worst boat ever made?
RAISED on a SAILBOAT – LIFE as a VAGABOND KID | SailAway 151
SailAway World Sailing

RAISED on a SAILBOAT – LIFE as a VAGABOND KID | SailAway 151

TRAVELING the WORLD on our SAILBOAT, we're also RAISING our 4 YEAR OLD while constantly on the move. WHAT"S IT LIKE to be raised at SEA and what's it like to do the raising? It's a life full of questions and doubts, but ultimately we think the rewards eclipse all of that. This...
Pilot House Sailboat? Nauticat – Episode 137 – Lady K Sailing
Lady K Sailing

Pilot House Sailboat? Nauticat – Episode 137 – Lady K Sailing

Support Lady K - Or Are pilot house sailboats better than sloops? Everything you need to know about Nauticat! Photo Credit
Why We DIDN’T Buy A “Bluewater” Boat to SAIL THE WORLD – FULL TOUR | SailAway 150
SailAway World Sailing

Why We DIDN’T Buy A “Bluewater” Boat to SAIL THE WORLD – FULL TOUR | SailAway 150

We've sailed extended OCEAN PASSAGES and have OCEAN CROSSINGS in the works. But we've been told our boat isn't "BLUEWATER"...really?! This week we finally take you on a FULL TOUR of Cecelia inside and out while we explain our take on the "bluewater vs. production"...
Our Journey begins in the USVI | Boating Journey
Boating Journey

Our Journey begins in the USVI | Boating Journey

In episode 105, Scott and Ally of Boating Journey finally arrive in the USVI, after 24 months of planning and delays. Originally planned as a bareboat charter trip to the BVI, covid forced us to move that trip to 2022 and change our trip to a land base journey, visiting all three USVI: St Thomas, ...
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...
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