Watch Sailing & Boating Adventures Around the World tagged “Cruising sailboats”

LIVE: Let Me Spend YOUR Money — Sailboat Deals NOW!

Tonight I’m spending your money. We're going BOAT shopping. If you're interested in learning more about sailboats, pick up my book - https://bethecaptain.com/ Chapter two is dedicated to teaching you everything you need to know to pick a gread offshore b...

Nov 16, 2025
Language: EN
Play Time: 01:28:46

$10K to $100K Sailboats — Which One Would YOU Buy?

If you’ve been watching the used sailboat market waiting for the perfect 2026 deal, this one’s for you. In this video, we break down five of the best budget sailboats you can buy — from a $10,000 weekend cruiser to a $100,000 liveaboard dream. We’...

Nov 03, 2025
Language: EN
Play Time: 00:10:09

Did I Just Find the PERFECT Cruising Boat??

Link to this boat: Here is the boat: https://www.yachtworld.com/yacht/1999-najad-441-9573036/ Could this be the perfect cruising boat? The 1999 Najad 441 blew me away with its balance of comfort, performance, and low-maintenance design. In this video, I’...

Feb 01, 2025
Language: EN
Play Time: 00:09:48

Top 10 WORST Sailboats to Buy in 2025

Thinking about buying a cruising sailboat in 2025? 🚨 Before you invest your hard-earned cash, watch this video! I’m breaking down the top 10 worst sailboats under $50K that you should avoid. From poorly designed IOR-inspired racers to heavy, sluggish ...

Jan 01, 2025
Language: EN
Play Time: 00:11:47

Building an Aluminum Sailboat Pt 1 – From Plans to Plates to Assembly

Have you ever dreamed of building a custom aluminum sailboat? Follow along with the building of our custom aluminium Enksail Orion 49, Distant Shores IV. In this episode we explain the process of taking our design from plans to plates to assembly - the eng...

Jul 17, 2022
Language: EN
Play Time: 00:13:08

Island Hopping [Ep.20] Sailing Greece – Kythnos to Milos – SV CUBA

Join us in this week’s episode (Sailing Around the World & Island Hopping), as we leave the island of Kythnos in Greece and attempt to sail to Mykonos. But the wind keeps changing and therefore our sailing route changes. If you like to be part of ou...

Jun 10, 2022
Language: EN
Play Time: 00:14:38

FIRE & Nowhere to Anchor [Ep.18] Downside of Living on a Sailboat – Sailing Greece – Sailing SV CUBA

Jump on board SV CUBA as we leave Cape Maleas, where we had an amazing freediving experience at the Captain Ismail wreck and flew over the 3 million-year-old petrified forest. If you like to be part of our journey, please consider becoming a Patreon @ htt...

May 27, 2022
Language: EN
Play Time: 00:13:32

Sailing from Greek Islands to Pylos [Ep.15] Most EPIC place in Peloponnese – Sailing SV CUBA

We wake up at famous Shipwreck Beach Zakynthos in this week’s episode of SV CUBA, but now we are no longer alone. If you like to be part of our journey, please consider becoming a Patreon @ https://www.patreon.com/svcuba The popular beach is once agai...

May 06, 2022
Language: EN
Play Time: 00:14:16

BOARDED AT SEA OFF VENEZUELA’S COAST | Scariest Day Onboard

SafetyWing Insurance: https://bit.ly/3kqEX9z In today's sailing vlog we get boarded in the middle of the ocean off the coast of Venezuela by what we think are pirates, making it the scariest time in life ► SUBSCRIBE for a new video every Sunday ☺ ht...

May 01, 2022
Language: EN
Play Time: 00:28:56

This Place is Insanely Beautiful [Ep.12] Blue Cave of Kefalonia – Sailing SV CUBA

This week on Sailing SV CUBA homes in a new chapter! We are now a real international sailing crew and new sailing adventures are on the horizon. If you like to be part of our journey, please consider becoming a Patreon @ https://www.patreon.com/svcuba Bu...

Apr 15, 2022
Language: EN
Play Time: 00:14:14

Mysterious Island [Ep.10] Sailing Kefalonia (Greece) Breathtaking Spartia | Sailing SV CUBA

This time on sailing SV CUBA, we escape the heat and dive into the crystal-clear waters around Spartia Beach in Kefalonia, get sporty on our paddleboards, and find a mysterious, uninhabited island. If you like to be part of our journey, please consider be...

Apr 01, 2022
Language: EN
Play Time: 00:13:25

Sailing Greece [Ep.9] Still Alive – Stern to Cave Mooring & Exploring – Sailing SV CUBA

If you like to be part of our journey, please consider becoming a Patreon @ https://www.patreon.com/svcuba What happens in this week’s episode? I get a nasty sting when we just wanted to take some time to enjoy the beach after a few days heading into th...

Mar 25, 2022
Language: EN
Play Time: 00:14:52

Sailing Ionian Sea [Ep.8] Sivota to Kefalonia – Perfect Wind & Mainsail Mistake – Sailing SV CUBA

You guessed right we are still on the move sailing the Greek islands which are gifting us with the perfect sailing conditions. In this episode of SV CUBA, we pull up the hook in Ithaka in search of fuel and to find another protected anchorage since the win...

Mar 18, 2022
Language: EN
Play Time: 00:14:34

Sailing Greek Islands [Ep.7] Lefkada to Ithaca – A Yacht Haven NO Big Waves – Sailing SV CUBA

Come along in this episode of Sailing SV CUBA as we have a hair-raising experience, crossing the Lefkada-Canal and make it to one of the most stunning beaches of the Ionian Sea. We left our entrance port, Preveza behind and sail south to take on the chall...

Mar 11, 2022
Language: EN
Play Time: 00:13:09

La Dolce Vita – Life at Anchor in Italy [Ep. 13] ⛵ Sailing Britaly ⛵

La dolce vita means 'the sweet life'. Here we share a day in the life at anchor on our 30 ft sailboat in Italy. Rossella is 7 months pregnant, so relaxation is essential. 🔔 SUBSCRIBE ➜ http://bit.ly/SBYouTube⛵ ⛵Sailing Britaly⛵ brings you the s...

Apr 19, 2019
Language: EN
Play Time: 00:13:05

Family Reunion, Wind over Water, Episode #11

Windover takes on a few more passengers, we go cruising with kids, our kids, on Lake Ontario's Main Duck Island. Watch as our sailing family cross over to our favorite little piece of paradise. #windoverwater #liveaboardboat #sailingvideos

Nov 16, 2018
Language: EN
Play Time: 00:09:54

Ep 50 Cruising Sailboats: Amel Super Maramu vs Oyster 485 (Sailing Talisman)

We get a full tour of the Amel Super Maramu, a classic bluewater cruiser. This is the boat made famous by Brian and the rest of the crew on s/v Delos, and is much beloved worldwide. Of course we had to show off Talisman too.

Jun 15, 2018
Language: EN
Play Time: 00:38:50

Watch Sailing & Boating Adventures Around the World tagged “Cruising sailboats”

LIVE: Let Me Spend YOUR Money — Sailboat Deals NOW!

$10K to $100K Sailboats — Which One Would YOU Buy?

Did I Just Find the PERFECT Cruising Boat??

Top 10 WORST Sailboats to Buy in 2025

Building an Aluminum Sailboat Pt 1 – From Plans to Plates to Assembly

Island Hopping [Ep.20] Sailing Greece – Kythnos to Milos – SV CUBA

FIRE & Nowhere to Anchor [Ep.18] Downside of Living on a Sailboat – Sailing Greece – Sailing SV CUBA

Sailing from Greek Islands to Pylos [Ep.15] Most EPIC place in Peloponnese – Sailing SV CUBA

BOARDED AT SEA OFF VENEZUELA’S COAST | Scariest Day Onboard

This Place is Insanely Beautiful [Ep.12] Blue Cave of Kefalonia – Sailing SV CUBA

Mysterious Island [Ep.10] Sailing Kefalonia (Greece) Breathtaking Spartia | Sailing SV CUBA

Sailing Greece [Ep.9] Still Alive – Stern to Cave Mooring & Exploring – Sailing SV CUBA

Sailing Ionian Sea [Ep.8] Sivota to Kefalonia – Perfect Wind & Mainsail Mistake – Sailing SV CUBA

Sailing Greek Islands [Ep.7] Lefkada to Ithaca – A Yacht Haven NO Big Waves – Sailing SV CUBA

La Dolce Vita – Life at Anchor in Italy [Ep. 13] ⛵ Sailing Britaly ⛵

Family Reunion, Wind over Water, Episode #11

Ep 50 Cruising Sailboats: Amel Super Maramu vs Oyster 485 (Sailing Talisman)

Something AWESOME is coming!
Be the FIRST to know⛵

Shopping cart

Watch Sailing & Boating Adventures Around the World tagged “Cruising sailboats”

Something AWESOME is coming! Be the FIRST to know⛵

Shopping cart

Something AWESOME is coming!
Be the FIRST to know⛵