Watch Sailing & Boating Adventures Around the World tagged “Puerto Rico”

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 1-24 of 169 results
BOARDED BY US COAST GUARDS IN PUERTO RICO! #trawlerlife #puertorico
UNANCHORED LIFE

BOARDED BY US COAST GUARDS IN PUERTO RICO! #trawlerlife #puertorico

⚓ Full-Time Trawler Life 🐕 Cruising with our dog Gypsy 🌎 Exploring the Caribbean—one port, one mishap at a time Welcome to Unanchored Life, a real-life cruising channel about full-time boat life aboard a 60’ Kadey-Krogen trawler. We share hone...
USS IWO JIMA AND ISLA CAJA DES MUERTOS #trawlerlife #puertorico
UNANCHORED LIFE

USS IWO JIMA AND ISLA CAJA DES MUERTOS #trawlerlife #puertorico

⚓ Full-Time Trawler Life 🐕 Cruising with our dog Gypsy 🌎 Exploring the Caribbean—one port, one mishap at a time Welcome to Unanchored Life, a real-life cruising channel about full-time boat life aboard a 60’ Kadey-Krogen trawler. We share hone...
AMAZING snorkeling (and Pizza) spots! Sailing the Virgin Islands days 6-7
Sail Stillwater

AMAZING snorkeling (and Pizza) spots! Sailing the Virgin Islands days 6-7

Sailing the Virgin Islands | Bareboat Charter USVI & BVI | Culebra, Buck Island, Sea Turtles, Christmas Cove Days 6 and 7 of our unforgettable bareboat sailing adventure through the U.S. and Spanish Virgin Islands were the perfect finale to an amazing tri...
BOAT LIFE – PROVISIONING FOR THE BAHAMAS & FUN IN PUERTO RICO! Ep-174
Leading the Escapade
EPIC sailing! But first, Puerto Rico!
Sail Stillwater

EPIC sailing! But first, Puerto Rico!

Come along as we explore Old San Juan Puerto Rico for one day, before setting sail through the crystal-clear waters of Puerto Rico! From the vibrant shores of San Juan to the hidden gem island along the south shores of Puerto Rico, this unforgettable saili...
SAILING THE SPANISH VIRGIN ISLANDS – WHALES OFF THE BOW + BIOLUMINESCENT BAY! 🐋✨ EP-172
Leading the Escapade

SAILING THE SPANISH VIRGIN ISLANDS – WHALES OFF THE BOW + BIOLUMINESCENT BAY! 🐋✨ EP-172

Sailing the Spanish Virgin Islands takes a magical turn—bioluminescent bays, whales off the bow, and a detour from the USVI we’ll never forget. We leave the US Virgin Islands and sail five hours off course for one night, just to see what’s said to b...
Adventures In the Rainforest of Puerto Rico Episode 24
Sailing Banana Pancakes

Adventures In the Rainforest of Puerto Rico Episode 24

In this episode we are anchored in Salinas, Puerto Rico. Steve gets in contact with Jake Archer, a marine diesel mechanic who agrees to drive to us to fix our engine. He does this for 5 days straight! We are so grateful for his help. The boys enjoy the cal...
Puerto Rican Rainforest #rainforest #travel #waterfall
Sailing Banana Pancakes
Sailing the Mona Passage to Puerto Rico (Episode 23)
Sailing Banana Pancakes

Sailing the Mona Passage to Puerto Rico (Episode 23)

In this episode we sail to Los Haitises National Park. We needed to test out our engines and make sure everything was working great. We anchored and enjoyed sundowners on the boat Malusi. The following day we set out to explore. We took the dinghy into th...
LOSING THE RACE AGAINST THE WIND (but it beats any US political race 😂) | EE 159
Expedition Evans

LOSING THE RACE AGAINST THE WIND (but it beats any US political race 😂) | EE 159

Go to https://drinkag1.com/EXPEDITIONEVANS to get a free bottle of vitamin D and 5 AG1 travel packs with your first subscription. Thanks to AG1 for sponsoring today’s video! We're racing the wind to find safe harbor (and we lose)! But we have a lovely d...
The Spanish Virgin Islands and Puerto Rico
The Meri Crew

The Spanish Virgin Islands and Puerto Rico

We make the short sail from St. Thomas to Culebra, leaving the USVI and entering the Spanish Virgin Islands. We really enjoyed visiting both Culebra and Vieques, they both have a very laid back feel. From Vieques it was another short sail to Puerto Rico...
260nm Mona Passage Sail (Cruise Ship NEARLY Hit Us!) [Puerto Rico to Luperon DR]
Adventureman Dan

260nm Mona Passage Sail (Cruise Ship NEARLY Hit Us!) [Puerto Rico to Luperon DR]

In this thrilling video, marine expert and seasoned sailor Adventureman Dan recounts his harrowing journey of a 260 nautical mile crossing through the dangerous Mona Passage between the Dominican Republic and Puerto Rico. Join him as he navigates treachero...
Learning what NOT to tinker with on our sailboat – Ep 187
Sailing Jibsea

Learning what NOT to tinker with on our sailboat – Ep 187

Sailing enthusiasts and cruisers alike will find value in this insightful episode that dives deep into sailboat provisioning for extended trips. From strategic grocery shopping and storage strategies to handling unforeseen obstacles on their vessel, follow...
Finding yourself in strange locations | Sailing the Caribbean Ep. 85
Sailing Honu Time

Finding yourself in strange locations | Sailing the Caribbean Ep. 85

If you haven't yet, don't forget to click the link only 10 days to vote! http://bit.ly/VoteHonuTimeLink to vote for us for Best Emerging YouTube Channel at the Young Cruisers Awards at the Annapolis boat show in October. it's 100% free to vote, and no spam...
⛵️NEWBIE SAILORS vs OCEAN | Sailing to Puerto Rico | Hallberg Rassy 352 | Sailing Joco EP129
Sailing Joco

⛵️NEWBIE SAILORS vs OCEAN | Sailing to Puerto Rico | Hallberg Rassy 352 | Sailing Joco EP129

ARE WE READY FOR THIS?? We are NEW sailors taking on the Mona Passage and let me tell you it was a LONG, ROUGH ride to Puerto Rico. Is PR all that it’s cracked up to be? Follow us on Instagram for (closer to) real-time updates! https://instagram.com/...
RAW AND REAL life on passage | Sailor TV | SAILING SUNDAY | Ep.215
Sailing Sunday

RAW AND REAL life on passage | Sailor TV | SAILING SUNDAY | Ep.215

SAILING SUNDAY WEBSITE: https://www.svsunday.com SAILING SUNDAY SHOP: https://svsunday.com/online-shop-home/ STREET ANIMAL DONATIONS: https://www.paypal.me/jacksonstreats PATREON: https://www.patreon.com/sailingsunday SOCIAL MEDIA: Instagram accounts ...
Were NO Longer VIRGINS on These Islands? | Sailing to the Caribbean Ep. 83
Sailing Honu Time

Were NO Longer VIRGINS on These Islands? | Sailing to the Caribbean Ep. 83

We are on a mission... We need a new fridge and we need it asap! However, it is Carnival here in St. Thomas, USVI so that means nothing is open till this party is over. And let me tell you they know how to party here in the Virgin Islands. So, I guess we ...
Can this REALLY be Happening NOW! 😮Sailing to the Caribbean Ep. 82
Sailing Honu Time

Can this REALLY be Happening NOW! 😮Sailing to the Caribbean Ep. 82

We are on the finally leg of this crazy thorny pass and we have had the amazing opportunity to reprovision in Puerto Rico as we prepare for our big sail to the southern Caribbean. You have never seen a happier group of sailors in Walmart and Costco! But al...
SAILING⛵️ADVENTURE traveling the world by sailboat 🌴 EPISODE #3 SVAma-gi ❤️
Sailing Ama-gi

SAILING⛵️ADVENTURE traveling the world by sailboat 🌴 EPISODE #3 SVAma-gi ❤️

In this episode our #family 👨‍👩‍👧‍👦 with different #abilities ❤️ travel by #sailboat ⛵️ from #puertorico 🇵🇷 to #saintjohn 🌴before continuing down the Caribbean chain. Hiking ⛰ in St. John proved to be a little diffic...
Sailing Puerto Rico Episode 2 ⛵️sailing/traveling family finishes exploring Puerto Rico 🇵🇷
Sailing Ama-gi

Sailing Puerto Rico Episode 2 ⛵️sailing/traveling family finishes exploring Puerto Rico 🇵🇷

We sailed to Puerto Rico and spent 6 months exploring 🇵🇷 It is such a unique ❤️and diverse place. Episode #2 is a quick look into our trip around Puerto Rico before heading down towards the USVI 🌴 #abilities #ms #caribbean #downsyndrome #f...
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...
It’s DEFINITELY about the Destination not the Journey this time…
Sailing Good, Bad, and Ugly

It’s DEFINITELY about the Destination not the Journey this time…

Want Real-Time Updates?! Support our channel! https://www.patreon.com/Goodbadandugly Would you like to buy us a beer or one time gift https://paypal.me/goodbadandugly Check out our amazon store front to see products from our refit, camera gear we use, an...
ALL ELECTRIC SAILBOAT crossing the OPEN SEA (real life aboard)
Beau and Brandy Sailing

ALL ELECTRIC SAILBOAT crossing the OPEN SEA (real life aboard)

💙 JOIN THE CREW 💙 for vip content, weekly real-time updates, captains logs, tracker, and so much more! http://www.patreon.com/beauandbrandy 💙 MERCH 💙 https://sailingsaoirse.com/shop/ Episode 205 Last week we started our 550 nautical mile sai...
OUR LIVES DEPEND ON IT | Sailing to a Safe Anchorage
Beau and Brandy Sailing

OUR LIVES DEPEND ON IT | Sailing to a Safe Anchorage

Episode 204 💙 JOIN THE CREW 💙 for vip content, weekly real-time updates, captains logs, tracker, and so much more! http://www.patreon.com/beauandbrandy 💙 MERCH 💙 https://sailingsaoirse.com/shop/ Over the last couple of weeks we have been sa...
WeBoating
Logo
Shopping cart