Watch Sailing & Boating Adventures Around the World – Page 8 of 34

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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VAN LIFE on Mexico’s Only NUDE Beach! (A Day in the Life)
Chesca & Ben

VAN LIFE on Mexico’s Only NUDE Beach! (A Day in the Life)

Driving our camper van across the Americas has taken us to some incredible places, but this is a first for us - a nude beach! But this isn't just any nude beach... it's Zipolite, a bit of a name in Mexico and one that's going to give us a baptism of fire into the world of going au nat...
IS OUR BOAT TOO BIG FOR THE ICW??? | Sailing Sunday Vlog. 233
Sailing Sunday

IS OUR BOAT TOO BIG FOR THE ICW??? | Sailing Sunday Vlog. 233

We're excited to guide you through this adventure in the upcoming videos as we attempt to travel through the ICW exploring some of the most remote places along the East Coast. This week, our travel vlog begins from Norfolk in the Chesapeake Bay. We must travel through locks, a tonne of bridges,...
Daily Van Life in Rural MEXICO
Chesca & Ben

Daily Van Life in Rural MEXICO

This week we’re diving back into van life in Mexico after a short break over Christmas and New Year. 2024 should shape up to be the biggest year of our lives, as this is the year we plan to finish the PAN AMERICAN highway - can you believe it?! We’re about halfway through this adventure and van life...
THIS made it all worth it! | Sailing Sitka Ep 99
Sailing Sitka

THIS made it all worth it! | Sailing Sitka Ep 99

This made it all worth it! In this episode of sailing sitka, we sail and anchor in paradise! This is our first anchorage of the season after months of boat work on the hard. We soak it all in by playing in the waves and adventuring ashore. Stay tuned next week as we sail further south and explore mo...
Paying Off Our Debts! | Sailing Sunday Vlog. 232
Sailing Sunday

Paying Off Our Debts! | Sailing Sunday Vlog. 232

This week is an epic reality of what life is like living on a boat sailing around the world! It's just fun in the sun, cocktails and bikinis, we get to take you back 4 years ago and reminisce on times back in Greece, Turkey and crossing the Atlantic ocean this week bringing you to why we stoppe...
Unpredictable Winter Sailing in the Chesapeake Bay | Sailing Sunday Ep  231
Sailing Sunday

Unpredictable Winter Sailing in the Chesapeake Bay | Sailing Sunday Ep 231

This week on Sailing Sunday we head south in the Chesapeake Bay in what was meant to be a beautiful calm peaceful sail turned into chaos making us abort mission in the middle of the night. Follow our travel vlog with myself Ryan, Brittni and our rescue pup Jackson as we travel the world on our sai...
One of America’s Biggest Boat Shows! | Sailing Sunday | ep. 230
Sailing Sunday

One of America’s Biggest Boat Shows! | Sailing Sunday | ep. 230

Our travel vlog takes an exciting turn this week as we finally arrived in Annapolis sailing up from the Caribbean to meet our incredible subscribers and amazing Patreons, creating unforgettable moments at one of the biggest most awesome BoatShows in America! You guys are all so amazing, Thank You so...
We navigated through the most DANGEROUS inlet in America | SAILING SUNDAY | Ep. 229
Sailing Sunday

We navigated through the most DANGEROUS inlet in America | SAILING SUNDAY | Ep. 229

Oregon Inlet—renowned as one of the world's most dangerous passages! Shifting sandbars, abrupt shallow water, massive currents and shallow shipwrecks challenge even the most experienced captains out here on the water. With careful preparation, we ventured through this infamous inlet, tackling a...
48 Hours of Van Life in the Remote Mountains of MEXICO
Chesca & Ben

48 Hours of Van Life in the Remote Mountains of MEXICO

We're taking our UK campervan deep into the heart of Mexico and having spent a civilised week in San Miguel de Allende, enjoying all the bars, restaurants and street food the place can offer, we flip 180 and drive our van into the mountains of Michoacan, in search of one of nature's greate...
Exploring Americas Hidden Pirate Hideout: Ocracoke, North Carolina | Sailing Sunday | Ep 228
Sailing Sunday

Exploring Americas Hidden Pirate Hideout: Ocracoke, North Carolina | Sailing Sunday | Ep 228

Join us this week on our adventure as we head to Ocracoke Island, in the outer banks of North Carolina diving straight into the wild world of pirate legends! We're exploring Blackbeard's old stomping grounds at Teach's Hole, the infamous pirate, Blackbeards (or Edward Teach) secret hi...
MEXICO PUSHES OUR CAMPER VAN TO THE LIMIT (A Van Life Nightmare)
Chesca & Ben

MEXICO PUSHES OUR CAMPER VAN TO THE LIMIT (A Van Life Nightmare)

Van life last week was difficult but this week, we drive our campervan to a remote lake in Guanajuato to de-compress and find some peace and quiet. Little did we know that solitude comes at a cost. We find ourselves and our campervan almost stranded, with Ben putting on the drive of his life - we�...
65ft BRIDGE vs. 66ft MAST in the Intracoastal Waterway (ICW) | Sailing Sunday | Ep. 227
Sailing Sunday

65ft BRIDGE vs. 66ft MAST in the Intracoastal Waterway (ICW) | Sailing Sunday | Ep. 227

Join us this week as Brittni goes under her first 65' bridge on the Intracoastal waterway and she's terrified! We also celebrate Brittnis Birthday in complete luxury, going all out, no expensed spared this year... Watch to find out more! ------- We're Brittni & Ryan, animal lover...
EcoFlow Wave 2 OFF GRID AC & HEATING Review | Sailing Sunday
Sailing Sunday

EcoFlow Wave 2 OFF GRID AC & HEATING Review | Sailing Sunday

You've seen all the Hype, read all the Specs, now watch our honest unbiased, unpaid review of the EcoFlow Wave 2 reverse cycle air conditioner and heater to learn all about how it really performs! Ryan and I on Sailing Sunday, have been living completely off grid for 5 consecutive years sailin...
SHES BACK… with a new crew member! | SAILING SUNDAY | Ep.226
Sailing Sunday

SHES BACK… with a new crew member! | SAILING SUNDAY | Ep.226

Ryan made it safely traveling to Wilmington, North Carolina on the boat! but now it's time to fly to Vancouver, Canada for a quick family visit before both return to the boat together starting our next adventure! Only, we have 1 tiny surprise... Insta: @sailing_sunday @brittnimoffatt ...
Why she left me to sail alone | SAILING SUNDAY | Ep. 225
Sailing Sunday

Why she left me to sail alone | SAILING SUNDAY | Ep. 225

Join us on a passage along the East Coast of the US with Ryan as he takes on the open waters in a raw and unfiltered solo sailing experience. This video captures a more intimate glimpse into the real-life adventure of living on a yacht, life on passage, and exploring the beauty of sailing along the ...
SAILING THE TUSCAN ARCHIPELAGO – ITALY! EP-110
Leading the Escapade

SAILING THE TUSCAN ARCHIPELAGO – ITALY! EP-110

Set sail from Ponza to mainland Italy near Rome, lunching on the move, testing the pole with the cruising chute, and exploring the enchanting Tuscan Archipelago, including Porto Giglio and an impromptu sail to Elba Island!
Riding Out the Storm Alone!  |  SAILING SUNDAY Ep. 223
Sailing Sunday

Riding Out the Storm Alone! | SAILING SUNDAY Ep. 223

After Ryan tackles running from the hurricane alone sailing away form the storm testing his skills and courage, join us this week on Sailing Sunday for a thrilling adventure of a solo sailor riding out the storm and embracing the chaos! Watch the raw life of a solo sailor, living aboard and facing t...
Stupid MISTAKE at the US-Mexico Border in our Van (Don’t do This)
Chesca & Ben

Stupid MISTAKE at the US-Mexico Border in our Van (Don’t do This)

You'd think that after a few years of van life across international borders, we'd be getting better at this kind of thing! Maybe we're rusty after spending most of the last year in the US and Canada, but one thing is for sure - our entry into Mexico did not go to plan... + ↠ SUPPOR...
MAN OVERBOARD: Our St Augustine Adventure | Sailing Sunday | Ep.221
Sailing Sunday

MAN OVERBOARD: Our St Augustine Adventure | Sailing Sunday | Ep.221

Welcome to our Sailing and Travel Vlog, Sailing Sunday! Join us on our exciting journey off grid as we navigate the Intracoastal Waterway (ICW), exploring America's oldest city, St. Augustine! Our off grid travel adventure take us sailing through the beautiful coastline of Florida into St Augus...
Can Anything Else Go Wrong? Ripped Off and P**sed Off (Van Life USA)
Chesca & Ben

Can Anything Else Go Wrong? Ripped Off and P**sed Off (Van Life USA)

After 4 years of van life, we've rarely had mechanical problems, so we're probably a little overdue. Trying to iron out some persistent brake issues has been more difficult than expected, and when the people you trust mess it up, it's time to take matters into your own hands. We'...
THEY MADE IT IMPOSSIBLE, SO WE LEFT (Van Life California)
Chesca & Ben

THEY MADE IT IMPOSSIBLE, SO WE LEFT (Van Life California)

For the past couple of weeks we've been trying to explore the Californian coast by van, but they don't make it easy. After literally driving around in circles last week and spending the GDP of a small nation on crab sandwiches, we took matters into our own hands and turned inland, in a big...
Van Life California – What NO ONE Shows You (Uncut, Extended Special)
Chesca & Ben

Van Life California – What NO ONE Shows You (Uncut, Extended Special)

Van life in California is the stuff dreams are made of, right? It's our last US state before we cross into Mexico and the Central American leg of our journey, but the Golden State has a few bumps in the road! This week we're sharing an unfiltered look at van life on the Californian coast, ...
Our UNEXPECTED Change of PLANS! | Sailing Sunday | Ep.219
Sailing Sunday

Our UNEXPECTED Change of PLANS! | Sailing Sunday | Ep.219

Welcome to this weeks latest Sailing Sunday adventure! In this video we'll unveil the story behind our exciting unexpected change of plans!!! Discover how we adapted to keeping our journey alive this year with these unexpected turn of events, and find inspiration for your own sailing adventures...
HAVE YOU EVER HEARD OF THE AEOLIAN ISLANDS?! EP-105
Leading the Escapade

HAVE YOU EVER HEARD OF THE AEOLIAN ISLANDS?! EP-105

SAILING THE AEOLIAN ARCHIPELAGO, HIKING AN ACTIVE VOLCANO, DROPPING ANCHOR ON THE EDGE OF VULCANO ISLAND AND SOAKING IN THE HOT SPRINGS, SURVIVING THE EUROPEAN HEATWAVE & EXPLORING LIPARI ISLAND! WHAT A SPOT!! WE CAN'T WAIT TO SHOW YOU WHAT ELSE WE GET UP TO HERE! LOVE OUR CONTENT?? Here a...
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