Watch Sailing & Boating Adventures Around the World tagged “Florida keys” – Page 4 of 10

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 73-96 of 221 results
A Whale of a good time
Sailing And Fun

A Whale of a good time

Thanks to all for watching! We make our way out to a popular destination in the middle Florida Keys, Whale Harbor, a place where the locals turn their boats into swim up bars :) A relaxing good time spent on the sandbar. Much more to see on Vimeo https://...
Sandbar-Sailing-Beach & Bum!
Sailing And Fun

Sandbar-Sailing-Beach & Bum!

We are taking a break from the extended swim in our last video to chill and of course that means beach time. After searching for the perfect sandbar we did some roll'in round in the surf. We added in a little sailing before getting back to scrubbing - and ...
What’s Better than a NUDE Beach???
Sailing And Fun

What’s Better than a NUDE Beach???

Nude snorkeling is the answer! Just you, the warm water, the colorful fish and the spectacular reef without sand in all the wrong places ! ;) We take a cruise through the beautiful mangroves and head out a few miles to the reef in the upper Florida Keys. ...
Group”er” Therapy – Florida Keys-Key West
Sailing And Fun

Group”er” Therapy – Florida Keys-Key West

Happy 2022 to everyone and thanks for watching! This video starts with a quiet and relaxing stroll on a beach and turns into a swim with the biggest and most fearless Goliath Grouper we ever seen. We then turn our attention to the cat for the final phase ...
Dancing Telltales – Sailing the Florida Keys
Sailing And Fun

Dancing Telltales – Sailing the Florida Keys

First and foremost THANK YOU for watching! When a day at the reef is thwarted by the churning Atlantic ocean, we set a course for the calmer bay side of the Florida Keys for a day of dancing, heeling and fun. We also turn our attention back to the soft dec...
No Shirt, No Shoes, No Problem – Florida Keys – Key West
Sailing And Fun

No Shirt, No Shoes, No Problem – Florida Keys – Key West

Our 2022 Swimsuit Calendar is here...Thanks to all for the encouragement and support of our Catamaran refit project! Check it out here https://www.createphotocalendars.com/Store/seasavvy Lack of sailable wind is no problem. With a perfect sandbar and beac...
Swinging in Paradise
Sailing And Fun

Swinging in Paradise

Our 2022 Swimsuit Calendar is here...Thanks to all for the encouragement and support of our Catamaran refit project! Check it out here https://www.createphotocalendars.com/Store/seasavvy An unideal day at the beach turns up a never before seen ( by us ) b...
With sailing done, we have some other FUN! Florida Keys
Sailing And Fun

With sailing done, we have some other FUN! Florida Keys

In this video we lower the sheets, find a quiet, secluded and beautiful anchor shop and gear up for a reef visit in the upper keys. Some beautiful water shots, a bit of boating and surprise - a bit of bikini ;) Thanks to all of joining us! More to see at V...
Low & Breezy = Slow & Easy but still fun! :) – Florida Keys/sailing bay
Sailing And Fun

Low & Breezy = Slow & Easy but still fun! :) – Florida Keys/sailing bay

Well we tried to make the most of a low wind day by raising and unfurling the sheets to gain as much speed as possible but it was a slow pace all day - still fun to be on the water. The Florida Keys bay side was super clear and beautiful to watch go by. ...
Dragged  behind a Sailboat – Florida 👙⛵️
Sailing And Fun

Dragged behind a Sailboat – Florida 👙⛵️

We are tethered together, well me, T, and the boat in this vid as we do some extreme? snorkeling 12 miles out at the beautiful coral reef. We test out our blue stern light in some shallow water, make an uncomfortable journey to our anchoring spot in the p...
👙⛵️ Sailing from a Beautiful Beach thru a herd of Turtles -Florida coast
Sailing And Fun

👙⛵️ Sailing from a Beautiful Beach thru a herd of Turtles -Florida coast

Second half of our year end review to wrap up our season 2 adventures. Thank you to everyone who has supported our channel through subscribing, following, and most generously contributing through Patreon and Vimeo!!!!! We are gearing up for this new season...
WAS IT 2X THE FUN? season 2 sailing and fun review pt. 1
Sailing And Fun

WAS IT 2X THE FUN? season 2 sailing and fun review pt. 1

We can't believe it either but July marked the end of season two! Here we share the first of a 2 part look back at what this past year looked like with some fun highlights. Cruising, visits to the reef, time with the pups, refitting and a few fun seconds o...
Welcome to our new home…the Dry Tortugas 😎 (Calico Skies Sailing Ep 97)
Calico Skies Sailing

Welcome to our new home…the Dry Tortugas 😎 (Calico Skies Sailing Ep 97)

Ever wondered what it would be like to live in the Keys? How about living in a place like the Dry Tortugas, a paradise only accessible by boat and sea plane, with white sand beaches, pristine clear water teaming with sea-life, and neighboring islands with ...
Animal Instincts
Sailing And Fun

Animal Instincts

Hey Y'all! We take a break from the cat refitting and then...get right back to it. In this vid we share a slow and easy day of sailing on the bay, spend time with our girls and work to rebuild the threshold that rotted beneath our feet. https://vimeo.com/s...
Dry Tortugas, Isolated Gem of the Florida Keys (Calico Skies Sailing Ep 95)
Calico Skies Sailing

Dry Tortugas, Isolated Gem of the Florida Keys (Calico Skies Sailing Ep 95)

It's time to escape the hustle and bustle of Miami and get back into what we regard as "real cruising" or sailing the boat to remote, less main stream locations. In this episode we complete an overnight sail from Key Biscayne to the Dry Tortugas. It was co...
Streaking in the Keys – Sailing and fun
Sailing And Fun

Streaking in the Keys – Sailing and fun

After a couple years of thinking about it, the cap finally got his paddle board. The Mac is a smaller boat and a large traditional board seemed at bit of challenge to always have aboard. Waiting paid off as the inflatable ( or more importantly DEflatable )...
ALL ALONE on This Island | Scuba Diving Dry Tortugas | Sailing Vessel Delos Ep 326
Sailing SV Delos

ALL ALONE on This Island | Scuba Diving Dry Tortugas | Sailing Vessel Delos Ep 326

There's nothing quite like realizing you're the only souls on an entire island! In this episode we continue our exploration of the magical and remote Florida Keys. After a great nights sleep Kazza decides to take the paddle board out for a spin in the ca...
Reef, Refit, Repeat! Florida Keys
Sailing And Fun

Reef, Refit, Repeat! Florida Keys

Part 2 of our reef spectacular filled with colorful beauties, an ocean covered in jewels and a catamaran teeming with needed repairs! Lots of natural beauty in this one and we plug away at the barnacle wrapped surprises the cat continues to give. THANK YOU...
Reef pt2 #Shorts
Sailing And Fun

Reef pt2 #Shorts

new vid this Friday 6- 25 - THANKS FOR WATCHING!!! https://vimeo.com/sailingandfun/vod_pages https://www.patreon.com/SailingAndFun https://www.createphotocalendars.com/Store/Sailing+and+Fun+2021+Swimsuit+Calendar-9397976835
Sailing South to the Keys!  Wreck Diving USS Spiegel Grove  | Sailing Vessel Delos ep 324
Sailing SV Delos

Sailing South to the Keys! Wreck Diving USS Spiegel Grove | Sailing Vessel Delos ep 324

Delos feels like a dog let off her leash on the open ocean! With all our projects complete we hoist sail and set sail for the Florida Keys. Nothing feels better than crossing that last project off your list, stocking the boat with provisions, and heading...
A UFO? and Diving Below –  Reef/Refit part 1
Sailing And Fun

A UFO? and Diving Below – Reef/Refit part 1

So we've been spending lots of time in the water but finally it's time to shed the wetsuit. This time a trip to the reef offers spectacular views with clear water and colorful fish. We also feature a much overdue update on the catamaran refitting progress ...
Below the Surface #Shorts
Sailing And Fun

Below the Surface #Shorts

quick sneak peek at this Friday new vid - happy humpday :)
Greeted by the Miami Dolphins on our Sailboat ⛵️
Sailing And Fun

Greeted by the Miami Dolphins on our Sailboat ⛵️

A quick stop over at a beach starts the new portion of this vid. We then head out for another quick stop to the reef ( a little cold and a little cloudy so we cut the excursion a little short). As we head out to find the next anchoring spot, the 12 mile tr...
The Lowdown at Low Tide – Florida Keys
Sailing And Fun

The Lowdown at Low Tide – Florida Keys

Hey Guys! Well in this vid we take a quick look at the Florida Bay - a waterway in the upper Keys across from Key Largo. Then anchor at a rocky island for some underwater action. Although we are only talking 2 feet deep, there is a world of wonder. Who kne...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart