Watch Sailing & Boating Adventures Around the World

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Showing 1-24 of 48 results
How-To Sail From The Bahamas to The Dominican Republic (Part 2 Bureaucracy)
Adventureman Dan

How-To Sail From The Bahamas to The Dominican Republic (Part 2 Bureaucracy)

This video goes into detail on how to check in and check out of the Bahamas, Turks & Caicos, and Dominican Republic by boat. This process can be somewhat different in a small way from person to person depending on where you go and who you talk to. But this was mine and fellow sailors I spoke t...
How-To Sail From The Bahamas to The Dominican Republic (Part 1)
Adventureman Dan

How-To Sail From The Bahamas to The Dominican Republic (Part 1)

This is a simple, yet broad how-to video for sailing down through the Bahamas, Turks & Caicos, and into the Dominican Republic. Part 2: . . If you've enjoyed this video, please consider becoming a Patron: www.patreon.com/adventuremandan Instagram.com/adventureman_dan/ Facebook.com/adve...
Waterfalls, Ziplines & Motorcycles – Dominican Republic 🇩🇴 – S3EP14
Taylor’s Travels

Waterfalls, Ziplines & Motorcycles – Dominican Republic 🇩🇴 – S3EP14

This episode is packed full of adventure! We have a bit of a sketchy incident upon our late night arrival and woke up the most rolly anchorage ever. We move into Luperon and set out on a grand adventure for Aj and Nelly's last few days. We rent motorcycles and ride over to a well known spot in ...
Our Longest Passage Yet! Sailing to Dominican Republic – S3EP13
Taylor’s Travels

Our Longest Passage Yet! Sailing to Dominican Republic – S3EP13

In this episode we set sail from Turks and Caicos to Dominican Republic, our longest passage on Gypsy Moon yet! Although we had to change course to a different destination we had a great sail an arrived in DR around 2:00am. If you enjoy my videos please like and/or comment! Also don’t forget to SU...
Turks&Caicos HERE WE COME! – S3EP12
Taylor’s Travels

Turks&Caicos HERE WE COME! – S3EP12

In this episode travel to a whole new country on my sailboat! We depart from the Bahamas and motor 10 hours through a completely wind-less day to arrive in the Turks and Caicos Islands. Once we submit our negative covid tests and check into customs and immigration we are free to roam. Which means th...
STUCK in Turks & Caicos due to Engine Problems
Huub Vlogs

STUCK in Turks & Caicos due to Engine Problems

From buying a sailboat, to making it ready to sail, to sailing the Caribbean ———————————————————————————— Want to see real-life updates and chat? Would you like to support once through Paypal? Would you like to buy me a coffee? Let Amazon pay me when you shop (FREE TO YOU): —————————————————...
Pt.1 Bittersweet Ending…Emotional GOODBYES And A Close Call WITH SHALLOW WATERS! S2:E68
Sailing The Far Side

Pt.1 Bittersweet Ending…Emotional GOODBYES And A Close Call WITH SHALLOW WATERS! S2:E68

Hello Everyone! So this is it! The second to last video of our trip home, enjoy our adventures as we get closer and closer to Home! Want to support our travels and get an early peak at our videos?! Become a Patron for all that and more! Thanks again for watching and please LIKE, SUBSCRIBE, and ...
Fun In The Sun!! Learning To RIDE Motor Propelled Wakeboard! And HOW To Avoid A SQUALL S2:E67
Sailing The Far Side

Fun In The Sun!! Learning To RIDE Motor Propelled Wakeboard! And HOW To Avoid A SQUALL S2:E67

Hello Everyone! Finally a break from sailing and we had some fun in the sun! We met some new friends and got to learn how to run a motor propelled wakeboard and had a delicious dinner. Then we took off for Clarencetown, Long Island and had to avoid 3-4 squalls as well!! Want to support our travels...
Sailing To Acklins And Explore An Abandoned Lighthouse! And Try Our Luck at TREASURE HUNTING S2:E66
Sailing The Far Side

Sailing To Acklins And Explore An Abandoned Lighthouse! And Try Our Luck at TREASURE HUNTING S2:E66

Hello Everyone! We continue our homeward trek home and take off for the Acklins and then towards the Crookeds. Check out as we explore an abandoned lighthouse and go treasure hunting!!! Want to support our travels and get an early peak at our videos?! Become a Patron for all that and more! Than...
Sailing in ROUGH SEAS to The Bahamas. Is this our first PIRATE EXPERIENCE?!! [S2:E65]
Sailing The Far Side

Sailing in ROUGH SEAS to The Bahamas. Is this our first PIRATE EXPERIENCE?!! [S2:E65]

Hello Everyone! We finally say goodbye to the Dominican Republic and sail back to The Bahamas, but the weather doesn't want to make it easy for us. We have a long swelly sail to Little Inagua. The surprises don't end there, we have our first potential pirate experience, but it turns out t...
We hit the CONCH MOTHERLOAD, but then, an EMERGENCY in the MIDDLE OF NOWHERE!!  [S2:E60]
Sailing The Far Side

We hit the CONCH MOTHERLOAD, but then, an EMERGENCY in the MIDDLE OF NOWHERE!! [S2:E60]

Hello Everyone! Once we sailed into Little Inagua, we stayed a couple days and half the group left us since they were motoring across Turks and Caicos and Spear It Animal and us The Far Side girls were looking for more of a sailing weather window. We sailed up to northern Little Inagua for a night ...
Escape to West Caicos Ep 58
Sailing Gargoyle

Escape to West Caicos Ep 58

Repairs to our dinghy completed, we are now free to escape and explore West Caicos. This uninhabited island contains the remains of a failed resort development along with 5 miles of the most beautiful beach one could hope to walk. We sail Gargoyle through the Sandbore Channel before anchoring off on...
Stuck in South Caicos Ep 56
Sailing Gargoyle

Stuck in South Caicos Ep 56

Next stop, South Caicos and Cockburn Harbor. The Turks and Caicos largest and most protected anchorage, we had expected a quick stop to check out this unique place. Unfortunately, strong winds and swell set in, leaving us stuck here for a week. On top of that, the island and community have experien...
Snorkeling in our backyard – Sailing the Turks and Caicos Ep 55
Sailing Gargoyle

Snorkeling in our backyard – Sailing the Turks and Caicos Ep 55

Our next stop as we sail the Turks and Caicos is Six Hill Cay, 30 miles via Starfish Channel. This wonderful little stop is a snorkeler’s paradise with crystal clear waters and great holding for our anchor. After a quick exploration of the island by dinghy, we dive in and see rays, sharks and barrac...
Dragging anchor twice in the Turks and Caicos Ep. 54
Sailing Gargoyle

Dragging anchor twice in the Turks and Caicos Ep. 54

After a quick stop in the Caicos Marina and Shipyard, Gargoyle departs through the tight entrance and clears the sandbank with eight inches to spare. Now we are off to explore French Cay, once the hideout of French pirate L’Olonnais. The cay is now a bird sanctuary, and we are quickly swarmed by it...
Crossing the Shallow Caicos Bank with a 7′ Draft Ep. 53
Sailing Gargoyle

Crossing the Shallow Caicos Bank with a 7′ Draft Ep. 53

Gargoyle and her crew hail from the deep waters of the Pacific Northwest and the shallow Caicos Bank has everyone on edge. This week we start to get a feel for visual navigation where you must be able to see what is under the water to make your way to anchorages and marinas. After a nervous crossing...
Weathering a Gale on our Sailboat at Anchor in the Turks and Caicos Ep 52
Sailing Gargoyle

Weathering a Gale on our Sailboat at Anchor in the Turks and Caicos Ep 52

We’ve reached the Turks and Caicos just in time as the winter storm off the northeastern coast of the United States has spun down and hit the islands. After a couple of quick runs to check in to the islands and talk a walk on the beach, we batten down the hatches and weather day after day of bluster...
Sailing the Windward Passage Ep 51
Sailing Gargoyle

Sailing the Windward Passage Ep 51

This is a quite different passage for the crew of Gargoyle as rather than wait for favorable winds we must go during a lull. Getting East in the Caribbean this early in the year is difficult due to the trade winds as well as storms spinning off the northeast coast of the United States. We have a lul...
Sailing The Thorny Path – S5:E31
Sailing Doodles

Sailing The Thorny Path – S5:E31

We complete our sail from Turks and Caicos to the Dominican Republic. Then sail along the coast from Puerto Plata to Samana. A route known as the thorny path. This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Check out Ta...
Sailing to the Dominican Republic
Sailing Doodles

Sailing to the Dominican Republic

We set have a good time in Providenciales Turks & Caicos and the we set off on an overnight sail to the Dominican Repulic Check out Taylor's new channel! Here is a link to our Merch: This channel is funded by viewers like you. Please help us keep this channel creating great content by ...
Sailing To Turks & Caicos – S5:E29
Sailing Doodles

Sailing To Turks & Caicos – S5:E29

We leave the Bahamas behind a set off on a 40 hour, 250 miles sail to Proveniales in Turks and Caicos. Check out our merch!: This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate Via Paypal to help us get a new drone:...
Providenciales & Sailing to North and Middle Caicos!
Jessica and Ryan Adventures

Providenciales & Sailing to North and Middle Caicos!

We do some exploration on the west side of Providenciales as well as sail to North and Middle Caicos. We explore the Indian Cave, saw the Valentines Day Cup Model Sailboat Races, and see a blue hole! On the way our boat came into contact with a rock and Ryan shows how he fixes the crash site. Get ...
TURKS & CAICOS! ARRIVING BY SAILBOAT & EXPLORING BY JEEP!
Jessica and Ryan Adventures

TURKS & CAICOS! ARRIVING BY SAILBOAT & EXPLORING BY JEEP!

We sail to the Turks & Caicos and eventually clear in with the dog, Once we clear in we then rent a jeep and explore Providenciales. Get a T-SHIRT(or 3!): Products we like on our AMAZON STORE: www.amazon.com/shop/jandradventures Support us on PATREON?!: Our INSTAGRAM: @jessicaandryanadv...
FISH ON!!! We caught a 50″ Mahi off the Coast of Puerto Rico on our Leopard45! Episode 3
Sailing Wind Therapy

FISH ON!!! We caught a 50″ Mahi off the Coast of Puerto Rico on our Leopard45! Episode 3

We wave goodbye to San Juan Bay and settle in for a 70+ hour sail to Turks and Caicos. Fish ON!!! #leopard #leopard45 #sailing #exumas #bahamas #catamaran #sailingwindtherapy #sailinglife #cruisinglife #leopardcatamarans #turksandcaicos
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