Watch Sailing & Boating Adventures Around the World – Page 3 of 3

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 49-69 of 69 results
BOAT LIFE – WTF HAPPENED LAST NIGHT?! EP-93
Leading the Escapade

BOAT LIFE – WTF HAPPENED LAST NIGHT?! EP-93

EXPLORING SIRACUSA BEFORE WHAT ENDED UP BEING A NIGHTMARE PASSAGE SAILING FROM SICILY TO MALTA, SCARY SWELL, PADDLEBOARD RIPPED OFF THE BOAT, SOAKING WET BED, LEAKS & A BOAT THAT LOOKS LIKE A BOMB'S HIT IT! AND CHECKING INTO MALTA AS CREW, YAYE NO MORE SCHENGEN VISA DAYS TICKING AWAY! LOVE...
Sailing Liberty- Sunken Sailboat Rescue / Free Sailboat 45 ft Starratt Jenks- Boat Tour Afloat!
Sailing Liberty

Sailing Liberty- Sunken Sailboat Rescue / Free Sailboat 45 ft Starratt Jenks- Boat Tour Afloat!

E-commerce link-Coffee Cups and T-Shirt Store: Drop shipping direct to you! Shipboard plan for adventure & financing cash flow with our online business, we are learning how to make a living on social media & affiliate marketing - Sailing Liberty Wish List: SUPPORT US ON PAYPAL: Sailin...
SQUEEZING EVERY LAST DROP OUT OF SUMMER! EP-81
Leading the Escapade

SQUEEZING EVERY LAST DROP OUT OF SUMMER! EP-81

SAILING FROM ITALY TO GREECE, ISLAND HOPPING, A FISH FRENZY, SQUEEZING EVERY LAST DROP OUT OF SUMMER, BEACH COOKUPS, DINGHY ADVENTURES, HIKING INCREDIBLE BEACHES AND LOOKOUTS, HELPING THE STREET ANIMALS AND CATCHING UP WITH OUR BUDDY BOATS! AN ACTION PACKED EPISODE OF SAILING, BOAT-LIFE AND TRAVEL! ...
ITALIAN SAILING DREAM! EP-79
Leading the Escapade

ITALIAN SAILING DREAM! EP-79

CHAMPAGNE SAILING MEANS ENJOYING NO CLOTHES ON OUR LAST FEW SUMMER DAYS, SAILING DOWN THE EAST COAST OF ITALY IN THE ADRIATIC SEA, DESTINATION HOPPING, STROLLING TOWNS LIKE BARI, MONOPOLI AND POLIGNANO A MARE, ALL THINGS ITALIAN CUISINE, EXPLORING CAVES AND BEACHES AND SEEING DOLPHINS FROLLICKING IN...
I Created The Perfect Romantic Vacation JUST For Her (Sailing In The Bahamas)
Adventureman Dan

I Created The Perfect Romantic Vacation JUST For Her (Sailing In The Bahamas)

This is hands down the MOST romantic vacation I could've created for her! I FINALLY get to see my girlfriend! After what seemed like an eternity(two weeks). Angela took time off from work and flew in to spend just five short days with me. It was absolutely magical, every minute of it! We sail...
Sailing to a French Island, b**bies everywhere and THE CHECK-IN WE’VE BEEN WAITING FOR!! –  Ep 67
Sailing Jibsea

Sailing to a French Island, b**bies everywhere and THE CHECK-IN WE’VE BEEN WAITING FOR!! – Ep 67

This week we sail our monohull in the Caribbean from the pitons in St. Lucia to Sainte Anne, Martinique, a French Caribbean Island where we celebrate Steph's birthday and indulge in all the croissants and baguettes! NEW VIDEOS EVERY FRIDAY! Please subscribe and share our video - every bit of ...
ALWAYS CHECK YOUR BALLS! – Ep 66
Sailing Jibsea

ALWAYS CHECK YOUR BALLS! – Ep 66

We sail our monohull from Bequia in St. Vincent and the Grenadines up the north west coast of St. Vincent where we stern tie to a mooring right in front of a wicked cave with a couple of friends sailing on their catamarans. We dive on our mooring ball and make a startling discovery. NEW VIDEOS E...
Off the Dock, ADVENTURE AWAITS!   Sailing British Columbia – Ep53 S3
Breaking Waves

Off the Dock, ADVENTURE AWAITS! Sailing British Columbia – Ep53 S3

This week the Breaking Waves crew soaks up boat life in Tofino, and load up the boat with provisions for an extended sailing cruise to North Western Vancouver Island in the Pacific North West. This is the start of our most wild adventure to date, with heavy weather, big seas and extremely remote and...
Sharing our Lunch with a Shark! Sailing to Bequia – Ep 65
Sailing Jibsea

Sharing our Lunch with a Shark! Sailing to Bequia – Ep 65

We sail to Bequia in St. Vincent and the Grenadines, hook a fish on the line, (well sort of!) and enjoy some fresh tuna. We're all excited to go ashore, but experience a little hiccup. We also enjoy a great night with our buddy boats, doing what cruiser's do and explore this beautiful isl...
Sailing to a CARIBBEAN HOTSPOT: Does it LIVE UP TO THE HYPE? We Get SPOILED w/ all the TOYS! – Ep 64
Sailing Jibsea

Sailing to a CARIBBEAN HOTSPOT: Does it LIVE UP TO THE HYPE? We Get SPOILED w/ all the TOYS! – Ep 64

We sail our monohull to the beautiful Tobago Cays in St. Vincent and the Grenadines, snorkel in what feels like an aquarium! We see a lot of neat marine life and then do a night snorkel. We also visit the island where Pirates of the Caribbean was filmed. Then, we move around to Union Island for pr...
S2:Ep7 A SEXY SAIL to TINY Archangelos Island – Laura talks NUDITY, BOAT LIFE & conquering FEAR!
Sailing Holly Blue

S2:Ep7 A SEXY SAIL to TINY Archangelos Island – Laura talks NUDITY, BOAT LIFE & conquering FEAR!

Hi guys! In this episode we talk sailing and nudity, the benefits of anchor life over marinas and how conquering your fears is the way to grow in this challenging lifestyle! Laura takes the helm and we have an awesome sail as we fly over some beastie waves to the tiny remote near-uninhabited Greek...
THE ONE WHERE THE WIFE PUTS A HOLE IN THE BOAT S2:Ep6
Sailing Holly Blue

THE ONE WHERE THE WIFE PUTS A HOLE IN THE BOAT S2:Ep6

It's not long before we get itchy feet in Lipsi Port, so we head off to the beautiful anchorage 'Katsadia Cove'. This is one of a few stunning anchorages on Lipsi Island. We cant wait to show you this amazing experience, the crystal clear turquoise waters and the stunning scenery sur...
BOAT LIFE: Sailing to LIPSI ISLAND with seasick crew 🤢! S2:Ep5
Sailing Holly Blue

BOAT LIFE: Sailing to LIPSI ISLAND with seasick crew 🤢! S2:Ep5

Hey Everyone! Prepare yourselves for a bumpy ride as we finally head North on our Greek Island live aboard adventures...this time we sail towards the beautiful Greek gem - Lipsi Island! It's love at first sight after a turbulent trip and we celebrate Noah's 6th Birthday on the way...... ...
LIVEABOARD LIFE ON THE GREEK ISLANDS: Kos to Kalymnos • Ep18
Sailing Holly Blue

LIVEABOARD LIFE ON THE GREEK ISLANDS: Kos to Kalymnos • Ep18

Hi Guys! Following on from our last sailing episode, boat life continues as we leave the Greek island of Nisyros and set sail for Kos. We enjoyed a cruisey sailing leg there before dropping anchor in Kos Port. Next, we all jump ashore to explore what Kos town has to offer. Friend's pay us a...
IOS – TOP TEN GREEK ISLAND for sailing & holiday’s • Ep6
Sailing Holly Blue

IOS – TOP TEN GREEK ISLAND for sailing & holiday’s • Ep6

Hi guys!! Hope everyone is safe and well in the world during these crazy times......in this episode Mummy C moonlights as a 'Big Shiny Disco Ball' and we let you all in on why and what she's been getting up to, and in the main vlog after sailing from Milos, we land back on the beauti...
Thailand’s Sailing  Life at its BEST: The CLEAREST Waters of the Area ( DREAM Anchorage)! // Ep.30
L’Odyssée de Sagar Rani

Thailand’s Sailing Life at its BEST: The CLEAREST Waters of the Area ( DREAM Anchorage)! // Ep.30

You know we always show you the reality of sailing around the world... We just discovered a dream anchorage in Thailand, with crystal water and no one around. Was this real? It's been 6 months we haven't seen such a beautiful underwater life... That was unreal to cruise again in blue water...
Refit Complete and SPLASHING WISDOM! | Sailing Wisdom [S3 Ep51]
Rigging Doctor

Refit Complete and SPLASHING WISDOM! | Sailing Wisdom [S3 Ep51]

We return to our sailboat in the Azores to find that millions of bugs have died inside in our absence. Our cousin and her friends come to stay on the boat with us, so the first thing we do is PUT THEM TO WORK! After the boat is cleaned, we explore the island and get the bottom of the boat painted. (...
Bikinis and waterfalls. Sailing Indonesia (Learning By Doing Ep 87)
Sailing Learning By Doing

Bikinis and waterfalls. Sailing Indonesia (Learning By Doing Ep 87)

I return to Batanta with the beautiful Marie Morgan and together we are successful in finding the elusive waterfall from episode 84. A beautiful walk through pristine rain forest and then there it is, a cool pool to swim in surrounded by lush vegetation, loud birds and rushing water. Later we have a...
Windlass Woes with Beautiful Girls – Boat Maintenance Monday
Sailing Doodles

Windlass Woes with Beautiful Girls – Boat Maintenance Monday

The girls help to solves our windlass problems! Meet Amanda, our newest crew memeber! See our new Website.... Want to help us get a new drone? Please click here: Or donate to: Donate Via Paypal: Become a Patron! We need your help to keep making videos Would you like to join us on the ...
Culebra with RAN and UMA; Hiking El Yunque – S1:E33
Sailing Doodles

Culebra with RAN and UMA; Hiking El Yunque – S1:E33

We sail from Culebrita to Culebra and meet of with Ran Sailing and Sailing Uma. It was a really fun time and great to meet all of them! Then we head over to the mainland of Puerto Rico and check out the only Rain Forest in the USA, El Yunque. Check out our new website! We need your help to keep ...
Bahamas Beach Time in the Berry Islands – S1:E10
Sailing Doodles

Bahamas Beach Time in the Berry Islands – S1:E10

We sail from Bimini to the Berry Islands and do a little island hoping and exploring before we set off to Nassau. This video channel is funded and supported by viewers like you vistit: or to find out how you can help keep this channel going. Places we visited in this video: Great Harbour Cay. ...
WeBoating
Logo
Shopping cart