Watch Sailing & Boating Adventures Around the World

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Sailing Italy: LIGHTNING, Messina Straits & a Change of Plan!
Sailing Clewless Crew

Sailing Italy: LIGHTNING, Messina Straits & a Change of Plan!

Lightning on a night passage, strong currents through the Messina Straits and a storm that forces us to move anchorage… sailing Italy is keeping us on our toes! Join John, Sharon and Cleo aboard 23 Pioneer as we sail from Roccella towards the Strait of Messina, passing between Sicily and mainland I...
We Left Idaho… To Come Home to This
Sailing Big Lost

We Left Idaho… To Come Home to This

The crew of Big Lost returns to their Vision 444 catamaran in Tahiti, navigating from Phaeton Bay past Marina Taina to Airport Anchorage.
Winding Bay Beach Adventure: Serenity, Sunsets & Abaco!
SvSerenity

Winding Bay Beach Adventure: Serenity, Sunsets & Abaco!

Chris and Lisa of SvSerenity run their dinghy ashore at Winding Bay in Abaco, exploring the beach, filming fireflies, inspecting a hillside clubhouse bar overlooking a golf course, and cooking dinner as the sun sets over the cove.
Rough Seas & Seasickness… Our TOUGH 24-Hour Sail in Italy
Sailing Clewless Crew

Rough Seas & Seasickness… Our TOUGH 24-Hour Sail in Italy

Sailing Clewless Crew navigates southern Italy from Brindisi to Santa Maria di Leuca, sheltering from 35-knot gales before enduring a rough 24-hour passage with beam seas and seasickness.
Paradise Turned Deadly | Attacked Ashore [Ep  73]
Sailing Into the Mystic

Paradise Turned Deadly | Attacked Ashore [Ep 73]

After completing a 1,600 nautical mile voyage to Bahia de Los Angeles, Tim and Jess face a violent night ambush ashore, prompting an emergency medical evacuation and a nine-hour transit to file a formal complaint.
Went the WRONG Way, Found Iguanas Everywhere!
SvSerenity

Went the WRONG Way, Found Iguanas Everywhere!

Exploring the Allans Cays in the Bahamas, the SvSerenity crew lands their dinghy on the wrong side of the island and discovers beaches crowded with iguanas.
Pump It Ep238
Sailing Intermission

Pump It Ep238

Steve and Karen delay their 1,617-nautical-mile passage to Texas aboard their Super Mikado 56 ketch Isabella to service a leaking packing gland, install port-side jerry can mounts, and chart deep-water anchorages.
Episode 322 – Monsters and Demon Sailors!
Sailing Pickle Family

Episode 322 – Monsters and Demon Sailors!

Another wild week of adventures for Bears actual 13th Birthday guys! He's a teenager!!!! So we continue the 13 new fun things for Bears 13th birthday this week, including Monster trucks, crazy arcades and trying weird and wonderful new food like jellied eels 🤪 Hope you enjoy the episode, and se...
Our Groovy Kind of Love Ep237
Sailing Intermission

Our Groovy Kind of Love Ep237

One week before we leave…weather permitting. We are just one week away from our Georgia to Texas cruise. Planning and checking systems continue and we have added a dedicated monitor for our bow camera. Steve mounted it on a stainless-steel pole for better viewing and to be out of the way of the char...
40 Knot Bora Hits Kotor Bay! We Escape the Marina + DIY Dyneema Upgrade
Sailing Clewless Crew

40 Knot Bora Hits Kotor Bay! We Escape the Marina + DIY Dyneema Upgrade

We arrive in Porto Montenegro only to find our berth is more bus stop than marina, then welcome Sharon's brother Sam and his friend Rich aboard 23 Pioneer for a chaotic long weekend in the stunning Bay of Kotor. From a dinghy mishap and a failed hike towards the Kotor castle to gusts of 40 knot...
Is This Montenegro’s BEST View? Kotor Cable Car & Friends Aboard 23 Pioneer
Sailing Clewless Crew

Is This Montenegro’s BEST View? Kotor Cable Car & Friends Aboard 23 Pioneer

Hi and welcome, we are John and Sharon a mid 50's retired couple who brought a boat to live on and are currently sailing in the mediterranean. This week a tour of the Bay of Kotor with old friends, a hike up the mountain, and a few boat jobs on 23 Pioneer. We cruise past Our Lady of the Rocks ...
We Dragged, Got Tangled & Had to Jump In! | Bay of Kotor Catamaran Life
Sailing Clewless Crew

We Dragged, Got Tangled & Had to Jump In! | Bay of Kotor Catamaran Life

#CatamaranLife #SailingMontenegro #BayOfKotor #AnchorLife #SailingLife Hi and welcome, we are John and Sharon a mid 50's retired couple who brought a boat to live on and are currently sailing in the mediterranean. This week on 23 Pioneer, we kick things off exploring the stunning luxury marin...
Two months sailing Croatia – Our honest review
Sailing Sea Moon

Two months sailing Croatia – Our honest review

Sailing Sea Moon spent two months navigating the Dalmatian coast aboard their Seawind 1160 Lite, documenting the realities of Croatian anchorages, mooring concessions, and Adriatic weather.
Episode 318 – Summer with the Sailing Pickle Family
Sailing Pickle Family

Episode 318 – Summer with the Sailing Pickle Family

It's really frustrating being on land for so long, when all you want to do is sail but we are keeping busy and making the best of it, until we can safely take Bear back to Pickle for more sailing adventures 🤗 We enjoy the summer sun and cool pool waters! Thank you to our wonderful patrons, yo...
We Didn’t Expect This… Bad Weather AND an Electrical Fire!
Sailing Clewless Crew

We Didn’t Expect This… Bad Weather AND an Electrical Fire!

A tropical-style storm hits Kotor Bay without warning, flooding the saloon, soaking Sharon and Cleo, and causing a power outage across the town — and that’s just day one! Then, while moving anchorage, we open the engine bay to find two Mastervolt shunts have melted due to corrosion, knocking out our...
Episode 317 – Super Brave Broken Back Sailor
Sailing Pickle Family

Episode 317 – Super Brave Broken Back Sailor

This week, as a mother, is one of the hardest of my life! I hope you guys can understand a little of the raw footage I have chosen to share with you, it was a hard decision to make, but I've always been so open and honest about our life as a family sailing, so I thought it was only fair I share...
We Found Montenegro’s Hidden Watermill Restaurant! | Catamaran Life, Perast & Boat Lasagne
Sailing Clewless Crew

We Found Montenegro’s Hidden Watermill Restaurant! | Catamaran Life, Perast & Boat Lasagne

We discover one of Montenegro’s most beautiful hidden spots—by fully sending the dinghy! From our catamaran in Risan Bay, we head through a narrow bridge entrance to an incredible old watermill restaurant surrounded by streams, stone bridges and lush greenery in the Bay of Kotor. Hi and welcome, we...
Episode 316 – Sailing Family Making the Best of Land Time!
Sailing Pickle Family

Episode 316 – Sailing Family Making the Best of Land Time!

What do you do when you can't sail and you've got lots of medical appointments to attend soon?!? Well this week we have made loads of yummy recipes, taken care of some well needed DIY, hung our with our big daughter Bryony, swam in the pool to cool off from all the hot weather, and most im...
Exploring Herceg Novi, Montenegro | Catamaran Boat Servicing & Cruising Life
Sailing Clewless Crew

Exploring Herceg Novi, Montenegro | Catamaran Boat Servicing & Cruising Life

Hi and welcome, we are John and Sharon a mid 50's retired couple who brought a boat to live on and are currently sailing in the mediterranean. Follow in real time: Watch here to see the how we got the boat ready for this adventure: Here you will be able to see how we navigated Greece: We...
Sailing KOTOR Bay: Old Town, Mussels & Wildfire Smoke
Sailing Clewless Crew

Sailing KOTOR Bay: Old Town, Mussels & Wildfire Smoke

Sailing Kotor Bay takes an unexpected turn as we explore Kotor Old Town, enjoy fresh mussels near Perast and visit the iconic Our Lady of the Rocks. But after saying goodbye to family, wildfire smoke and ash force us to move anchorages around Montenegro’s spectacular Bay of Kotor. From catamaran li...
Episode 314 – No More Sailing, Bear has Broken his Back!!!!!
Sailing Pickle Family

Episode 314 – No More Sailing, Bear has Broken his Back!!!!!

It's a hard episode to film let along make this week guys! Some of you may already have heard, especially if you are one of our Patrons, but sadly Bear has broken his back, he has extensive compression fractures and because we were denied hospital care initially the spine has started to heal ba...
Sailing STUNNING Montenegro
Sailing Clewless Crew

Sailing STUNNING Montenegro

Sailing STUNNING Montenegro takes a wild turn as strong winds drag our anchor, we explore historic Budva, enjoy a restaurant mooring in Bigova Bay, and battle the crowds at the famous Blue Cave. We then head into spectacular Kotor Bay—plus fishing, provisioning and life aboard with Cleo. #SailingMo...
Episode 313 – No Sailing today… The Captains in Surgery!
Sailing Pickle Family

Episode 313 – No Sailing today… The Captains in Surgery!

This years a very frustrating year! After lots of delays Nicky now has her surgery which obviously delays us further returning to Pickle and sailing, but maybe its a good thing guys as Bear winds up in hospital and Im glad we're in the UK with good medical care! Thank you to our wonderful patr...
Sailing Albania to Montenegro | Blue Eye, Durrës & a Windy Crossing
Sailing Clewless Crew

Sailing Albania to Montenegro | Blue Eye, Durrës & a Windy Crossing

Sailing Albania to Montenegro: from the stunning Blue Eye and coastal views to a 60-nautical-mile passage into Durrës, followed by a lively crossing to Bar. We face gusty winds, a tight sunset arrival, checkout formalities—and finish at beautiful Sveti Stefan. Subscribe for the next stage of our Mon...
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