Watch Sailing & Boating Adventures Around the World – Page 2 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 25-48 of 72 results
All Good Things Must Come To An END… S3EP18
Taylor’s Travels

All Good Things Must Come To An END… S3EP18

TRAVEL WITH ME: In this episode we stop in the magical island of Dominica on our way south to Grenada. We finally make it to Grenada safe and sound just in time for our haul out date. We pack up the boat and prepare it for hurricane season on the hard at Spice Island Marine before saying our goodb...
BROKEN RUDDER! A Sailors Nightmare – S3EP17
Taylor’s Travels

BROKEN RUDDER! A Sailors Nightmare – S3EP17

In this episode we experience every sailors worst nightmare - a broken rudder! We have to haul out last minute and take you through the process of repairing it as quickly as we can. Thanks for watching! If you enjoyed this video be sure to like/leave a comment. Also don't forget to SUBSCRIBE! ...
DESERTED ISLAND in Puerto Rico – S3EP16
Taylor’s Travels

DESERTED ISLAND in Puerto Rico – S3EP16

Check out highfieldnorthamerica.com if you are in search of a dinghy, they have a wide variety to choose from! In this episode we explore one of Puerto Rico's most mysterious deserted islands, Isla Caja De Muertos (aka Coffin Island). We share some of the tales of it's past as we hike up ...
The MOST Beautiful Beach in Dominican Republic – S3EP15
Taylor’s Travels

The MOST Beautiful Beach in Dominican Republic – S3EP15

In this episode we gather our whole buddy boating gang and hit the road! Feeling wild and free we roam around the island on our dirt bikes and eventually make it to the most beautiful beach in Dominican Republic called Playa Rincon. Then we depart Dominican Republic and sail to Puerto Rico, a crossi...
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...
Sail to a VERY Remote Island – S3EP11
Taylor’s Travels

Sail to a VERY Remote Island – S3EP11

Thanks to Kamikoto for sponsoring this video! Get $50 off on any purchase with code TAYLOR. Got to and help support the channel In this episode we have a great sail to our last stop in the Bahamas - a very remote island called Mayaguana. It was my brother and his girlfriends first overnight sail ...
Family Joins the Crew – HE’S NEVER SEEN THE OCEAN BEFORE!!! – S3EP9
Taylor’s Travels

Family Joins the Crew – HE’S NEVER SEEN THE OCEAN BEFORE!!! – S3EP9

Book your next vacation in the Bahamas at Peace and Plenty: or Kahari: In this episode we sail to George Town, Exuma, Bahamas to pick up new crew! But before the new crew comes we enjoy a brief stay at Peace and Plenty & Kahari Resort to relax and have a little break from the boat. Then my bi...
An Underwater PARADISE – S3EP8
Taylor’s Travels

An Underwater PARADISE – S3EP8

VOTE Taylor's Travels for the "Best Youtube Channel" at this years International Cruisers Awards: In this episode I share all the beauty of the underwater paradise that is Waderick Wells. The Exumas Land and Sea Park has done a great job preserving and protecting marine life! We saw...
Young Cruisers Float & 10 BOAT RAFT UP! – S3EP7
Taylor’s Travels

Young Cruisers Float & 10 BOAT RAFT UP! – S3EP7

For 16 FREE meals with HelloFresh across 7 boxes AND 3 FREE gifts use code TAYLORSTRAVELS16 at In this episode we have a MASSIVE 10 boat raft up for FLOATCHELLA 2022 organized by the Young Cruisers Association Then we have a bumpy sail over to Staniel Cay to continue the fun with kiteboarding an...
Bound for the Exumas – S3EP6
Taylor’s Travels

Bound for the Exumas – S3EP6

Get 4 months for free on a 2 year plan here: with code TAYLOR. It’s risk free with Nord’s 30 day money-back guarantee! In this episode I share a typical day of cruising in the beautiful blue waters of the Bahamas. We bring the boat into Spanish Wells to get fuel, water and do a grocery run befor...
Finding Love at Sea – S3EP5
Taylor’s Travels

Finding Love at Sea – S3EP5

Thanks to Established Titles for sponsoring this video! Get 10% off on any purchase with code TAYLOR . Go to and help support the channel! In this episode I share what we've been up to in Hope Town, Bahamas before leaving and heading to Royal Island where we hunker down and wait out strong wi...
Setting Sail to the BAHAMAS 🇧🇸  – S3EP4
Taylor’s Travels

Setting Sail to the BAHAMAS 🇧🇸 – S3EP4

Check out EcoFlow Power Stations: #EcoFlow #EcoFlowDELTAMax #Powerstation In this episode I finally leave the dock in Stuart, Florida and set sail once again!!! With Kiki as my first mate we travel down the ICW to Palm Beach before making the crossing over to the Bahamas. Thanks for watching, gi...
Leaving My Monohull For A CATAMARAN?!?! – S3EP3
Taylor’s Travels

Leaving My Monohull For A CATAMARAN?!?! – S3EP3

In this episode I take a short break from working on my boat to join Tara and friends on a charter in Key West with Restless Native Charters. It was a wonderful break from the reality of the to do list still ahead of me. But after some fun I return back to work and get a ton of projects completed. ...
Refitting My 38ft Sailboat – S3EP2
Taylor’s Travels

Refitting My 38ft Sailboat – S3EP2

Click my link to try AG1 by Athletic Greens - Get 1 Year supply of Vitamin D3K2 & 5 FREE travel packs: Time to check some things off the to do list! In this episode I get some help from Ryan and Kiki to get some big jobs done. We install my new solar arch, radar and anemometer. Thanks for wat...
Back on My Boat!!! New Engine Install – S3EP1
Taylor’s Travels

Back on My Boat!!! New Engine Install – S3EP1

Welcome to a NEW SEASON of Taylor's Travels! In this episode I give my campervan Ruby some upgrades and make her more like a home again as I begin this next chapter. I drive from Canada down to Florida to be a part of the install of my new Beta Marine 50 hp engine and to attend the Annapolis bo...
ALONE in Panama City – S2EP26
Taylor’s Travels

ALONE in Panama City – S2EP26

In his episode I'm back to travelling on my own again after an emotional departure from @svdelos . I venture around Panama city, get a new tattoo and see the Panama Canal before flying back to the U.S for an appointment. Then I have to jump through multiple covid related hoops in order to get b...
Exploring Mexico on 2 Wheels! – S2EP25
Taylor’s Travels

Exploring Mexico on 2 Wheels! – S2EP25

In this episode I explore Mexico in true Taylor's Travels fashion - on 2 wheels! I share the highlights of our time in Mexico as well as the week long passage to Panama with @svdelos . The sad ending to this grand adventure comes with a flood of emotions. But as something comes to an end a whol...
Sailing to Mexico with SV Delos -S2EP24
Taylor’s Travels

Sailing to Mexico with SV Delos -S2EP24

In this episode we enjoy the last of our time in the Dry Tortugas aboard @svdelos before setting off on a 2 day sailing mission to find the perfect tacos in MEXICO! Thanks for watching! If you enjoyed the video please give it a thumbs up and don't forget to subscribe to make sure you don'...
Boat Tour 1978 Tayana Mariner 36 – S2EP23
Taylor’s Travels

Boat Tour 1978 Tayana Mariner 36 – S2EP23

This episode is a little different from my normal content, I take you along with me for a tour of a couple of young cruisers home on the water. Sarah and Jesse were anchored beside @svdelos in the Dry Tortugas. We shared a couple sundowners, bonded over our sailing experiences and they were kind en...
Teaming up with the LEGENDARY Sailing Family SV DELOS – S2EP22
Taylor’s Travels

Teaming up with the LEGENDARY Sailing Family SV DELOS – S2EP22

In this episode Sea Gypsy gets towed to her resting place where the work of replacing the engine will be done. As this chapter of my adventure comes to a close another begins to unfold. Luckily my path aligned with some legends within the Youtube sailing community - @svdelos I hop aboard as crew in...
You Know What BOAT Stands For… – S2EP21
Taylor’s Travels

You Know What BOAT Stands For… – S2EP21

Video Sponsored by Rosetta Stone In this video I wrap up my whole journey since buying the boat. The good times and the issues that lead to the not so good times. I explain why I had to make the hard decision of re-powering. Which has set me back a lot but also allowed me the opportunity to embark...
Sailing Alone on the ICW – S2EP20
Taylor’s Travels

Sailing Alone on the ICW – S2EP20

In this episode I leave Melbourne, FL and finally get sailing on the nearly 40 mile passage down the ICW to Fort Pierce. I share some of the disadvantages to travelling within the protection of the ICW vs being on the open ocean. Once I arrive and drop the hook I get to relax and enjoy the beautiful...
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