Watch Sailing & Boating Adventures Around the World tagged “Cyclades”

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Beginner vs. 25 Knot Wind: Can She Handle It?
Dylan Magaster
Beginner vs. 25 Knot Wind: Can She Handle It?
Timeless skin nourishment, Infused with ancient herbs: ➤ https://www.captainssalve.com What if sailing could transport you through time? In this episode, we ride 25-knot winds across the Aegean Sea to reach one of Greece’s most legendary monuments: the...
This Greek Island Was Once the Center of the World! | Delos
Dylan Magaster
This Greek Island Was Once the Center of the World! | Delos
Upgrade your Skin with Captain's Salve: https://www.captainssalve.com In the heart of the Aegean Sea lies Delos, Greece the mythical birthplace of Apollo and Artemis… and one of the most mysterious archaeological sites in the ancient world. Today it’s...
Is This the Strangest Island in Greece? | Tinos
Dylan Magaster
Is This the Strangest Island in Greece? | Tinos
Support your skin with Captain's Salve: https://www.captainssalve.com Join us as we go sailing through the Cyclades islands and explore this beautiful part of travel greece and the greek islands. Come with us to the Greek island of Tinos! Terraced landscap...
Sailing to Andros: Ancient Bridges, Caves, and Crystal Seas | Greece
Dylan Magaster
Sailing to Andros: Ancient Bridges, Caves, and Crystal Seas | Greece
Try Captain's Salve — handcrafted skin balm for the wild life: https://captainssalve.com Sailing to Andros, Greece, we expected wild winds — but instead we motored across glassy seas through one of the windiest passages in the Aegean. Along the way, we...
Sailing across the Cyclades in March – Cold, stormy & AMAZING! Winter / off season in Greece (Ep 14)
Sailing Wishful Thinking
Sailing across the Cyclades in March – Cold, stormy & AMAZING! Winter / off season in Greece (Ep 14)
We finally launch Wishful Thinking in Leros, Greece, ready for our second sailing season. We're nervous about our launch as we've done lots of work below the waterline and found a leak after launching last year. Our friends (along with their cat, Chicho) i...
Have we Devolved? Exploring Delos, Ancient Greece
Dylan Magaster
Have we Devolved? Exploring Delos, Ancient Greece
Step back in time to ancient Delos, a city that was once the financial hub and melting pot of various cultures and religions in Greece. Our detailed exploration delves into the rich history, magnificent architecture, and what life may have been like on thi...
Awesome BOAT UPGRADES and SPEARFISHING GEAR for our Sailing CIRCUMNAVIGATION | ep.36
Spear It Animal
Awesome BOAT UPGRADES and SPEARFISHING GEAR for our Sailing CIRCUMNAVIGATION | ep.36
We can not be more ecstatic with the upgrades and new additions to the boat! She is really turning into the ocean cruiser we've designed her to be! Craziest of all... we've done it all while on anchor in the middle of the Fort Lauderdale waterway! It's tim...
Powering up the PARTY! Holding up our MASSIVE Solar Array & Hard Top with a STRIPPER POLE? | ep.29
Spear It Animal
Powering up the PARTY! Holding up our MASSIVE Solar Array & Hard Top with a STRIPPER POLE? | ep.29
If you’re struggling, consider therapy with our sponsor BetterHelp! Click https://betterhelp.com/spearit for a 10% discount on your first month of therapy with a licensed professional specific to your needs! VOTE FOR US!: It was an incredible honor to...
New Crew Sailing in Greece!
Sailing Doodles
New Crew Sailing in Greece!
Please welcome to the crew Ella! She is from the UK but has been travelling the world for the past 5 years inclduing Thailand and Vietnam but now she is with me sailing the Greek Islands. She flew into Santorini where I met up with her! Want to sail wit...
We’re building our NEW BOAT FLOORS on ANCHOR, Will our Measurements be ON POINT? | ep.20
Spear It Animal
We’re building our NEW BOAT FLOORS on ANCHOR, Will our Measurements be ON POINT? | ep.20
The floors are starting to come together! We did the bulk of the cutting at our friends house, but lugging these VERY EXPENSIVE Teak and Holly floor boards back and forth with the dingy, to the truck, to the garage, and back to the boat the same way did no...
SALVAGED BOAT Refit: Installing LED Underwater LIGHTS and New RUDDER BEARINGS| ep.15
Spear It Animal
SALVAGED BOAT Refit: Installing LED Underwater LIGHTS and New RUDDER BEARINGS| ep.15
We are getting so close to finally splashing! Now that the big ticket items are taken care of, painting the topsides, it's time to address what's really important. Getting the rudder bearings installed as well as a few extra add on's. Want to order your o...
Can we SALVAGE our HURRICANE DAMAGED BOAT with NO Fiberglass experience… | Ep.11
Spear It Animal
Can we SALVAGE our HURRICANE DAMAGED BOAT with NO Fiberglass experience… | Ep.11
This week we continue to grind into the boat load of projects we have to complete while we are in the yard. One of the major projects is fixing the hole in the side of the boat... Did you guys know such a small hole can become such a BIG PROBLEM!!! Well le...
TOP TEN GREEK SAILING BEACH: Koufonisi, Cyclades S2:Ep31
Sailing Holly Blue
TOP TEN GREEK SAILING BEACH: Koufonisi, Cyclades S2:Ep31
Sometimes in Boat Life it’s down to the captain to make the final call. Ross goes with his gut and changes our plan again! But where do we end up? In a little piece of paradise! AKA Koufonisi which is a beautiful greek island with incredible crystal cle...
Island Hopping [Ep.20] Sailing Greece – Kythnos to Milos – SV CUBA
Sailing SV CUBA
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...
THE HARDEST THING ABOUT SAILING LIFE (Saying Goodbye) • S2:Ep30
Sailing Holly Blue
THE HARDEST THING ABOUT SAILING LIFE (Saying Goodbye) • S2:Ep30
In this BOAT LIFE episode , we share some home truths about the reality of living & working onboard before wrapping up our visit at ios island - we then sail for south Naxos where a little miracle happens! Leave us a comment & If your new here ple...
BOAT LIFE: Sailing the Cyclades in our Beneteau [Ep.19] Greek island of Kythnos – Sailing SV CUBA
Sailing SV CUBA
BOAT LIFE: Sailing the Cyclades in our Beneteau [Ep.19] Greek island of Kythnos – Sailing SV CUBA
#sailing #boatlife In this week’s episode of SV CUBA, we are sailing the Cyclades in our Beneteau Oceanis 461 Clipper and end up mooring in the Greek island of Kythnos, where we realized the anchorage is packed with charter boats. If you like to be par...
Investigating an Abandoned Mine on the Greek Island of Serifos
Sailing Doodles
Investigating an Abandoned Mine on the Greek Island of Serifos
We sail through the Greek Cyclades Islands to Serifos where we discover and abandoned mine and proceed to explore the ruins. Thanks you to Athletic Greens for sponsoring this video. Tap my link to get a 1 year supply of immune-supporting Vitamin D3K2 &amp...
Sailing with Beautiful women in Greece
Sailing Doodles
Sailing with Beautiful women in Greece
We sailed from Mykonos to the lower cyclades islands in much better weather this time and explored the island of Koufonisi @MANSCAPED is the perfect gift for Father's Day! Get 20% OFF + Free Shipping with my promo code “DOODLES20” at https://mnscpd.com...
SAILING 101: NEVER GET TOO COMFORTABLE! (our scariest sailing experience to date) S2:Ep29
Sailing Holly Blue
SAILING 101: NEVER GET TOO COMFORTABLE! (our scariest sailing experience to date) S2:Ep29
In this episode, Laura's anxiety peaks as Ross tests the limits of our sailing life…then things get real & Mother Nature shows up to truly test our tenacity! We’d love to hear what you think of this raw and real experience so please leave your per...
Living Our Best Life & Skinny Dips at Sunset.  Ios Island, Greece • S2Ep28
Sailing Holly Blue
Living Our Best Life & Skinny Dips at Sunset. Ios Island, Greece • S2Ep28
Hello Everyone and Welcome Join us on our sailing adventure to magical Ios island - famed for nudist beaches, crystal clear waters, beachside pool bars and rock jumping. Boat life isn’t always a dream though so watch out for the cliffhanger ending! If ...
BOAT LIFE: POOR SEAMANSHIP?  Tell us what you think!  Sailing Schoinousa Island, Greece • S2:Ep27
Sailing Holly Blue
BOAT LIFE: POOR SEAMANSHIP? Tell us what you think! Sailing Schoinousa Island, Greece • S2:Ep27
In this Sailing/Boat Life episode there’s dramas, spearfishing & sailing in a dose of real-life at sea. After some questionable poor seamanship our faith in humanity is restored by a random act of kindness on the beautiful island of Schoinousa. Anot...
GLASSY SAILING IN THE GREEK ISLANDS & Diving a WW2 Plane Wreck! • S2:Ep26
Sailing Holly Blue
GLASSY SAILING IN THE GREEK ISLANDS & Diving a WW2 Plane Wreck! • S2:Ep26
In this Sailing episode, we take a "sexy" sail for the remote island of Iraklia, Greece….it really was one of our most special & amazing sailing experiences…hence why we always call them ‘sexy sails’! We then arrive at the secluded island (Ira...
OFF GRID SAILING HEAVEN. Moments living on a BOAT are all about • S2:Ep25
Sailing Holly Blue
OFF GRID SAILING HEAVEN. Moments living on a BOAT are all about • S2:Ep25
In this BOAT LIFE / SAILING episode, we set the Greek island scene from the sky, the land, under the water and on it. Starting with exploring Antiparos, Greece - we share with you all the ingredients that keep us connected in this amazing thing called lif...
Greek Boat Life: IT’S NOT ALWAYS SUNSHINE & SAILING! • S2:EP24
Sailing Holly Blue
Greek Boat Life: IT’S NOT ALWAYS SUNSHINE & SAILING! • S2:EP24
Hi Guys! In this Sailing Episode, we begin BOAT LIFE on Paros Island, where we explore the port of Parikia and our anchorage nearby. Laura enjoys a BoatFit Bikini Workout, Josh has a swimming challenge with spectators to dance/cheer him on and we shoot so...

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