Watch Sailing & Boating Adventures Around the World

Ep. 73, Shark Catch! 🦈 Fishing on a Sailboat ⛵ (Florida Keys)

Part 37 of a series: Sailing Miami to Key West. We catch our first shark! Anchored at Molasses Key, morning brings an issue with the outboard motor. We continue south. Fishing while we travel on the Atlantic Ocean and catch two large barracuda! MORE VIDEOS! Get behind the scenes! Private message ...

Apr 20, 2020
Language: EN
Play Time: 00:10:02

Ep. 72, MOST Beautiful Island🏝 (Florida) Keys!

Part 36 of a series, Sailing Miami to Key West. Ashley drops anchor at Molasasses Key near the 7 Mile Bridge. The water is clear and sea life abundant. We catch some fish and break a fishing pole. Ashley goes swimming and sharks begin to approach our sail boat. Mike hooks up to a Shark! MORE VIDE...

Apr 06, 2020
Language: EN
Play Time: 00:10:01

Ep. 71, ⛵Sailboat Maintenance (Barefoot Style!) Marathon, Florida Keys

Part 35 of a series: Sailing Miami to Key West. We increase tension our sailboat standing rigging by increasing tension of the head stay. Getting groceries delivered to 33rd Street Public Boat Ramp in Marathon was convenient. A smiley faced sunset leads to a purple sunrise and new adventures begin...

Mar 23, 2020
Language: EN
Play Time: 00:10:02

Ep. 70,🐠Fishing Marathon (Florida Keys)🏝

Part 34 of a series: Sailing Miami to Key West. Dolphins welcome us as Ashley and Mike sail to the Keys Fisheries Bar in Marathon and enjoy a seafood lunch. Faro Blanco is the next stop. A golf cart ride to The Tackle Box bait shop Marathon for live shrimp. We drop anchor and Ashley catches dinner! ...

Mar 09, 2020
Language: EN
Play Time: 00:10:10

Ep. 69, ⛵ Sailing Marathon (Florida Keys) A Warm Welcome 🐬

Part 33 of a series: Sailing Miami to Key West. Ashley and I hoist the sails and enjoy a spirited sail to Marathon in the Florida Keys. A large pod of friendly dolphins greet us as we arrive. MORE VIDEOS! Get behind the scenes! Private message us! Barefoot UNCENSORED: Get the song "Winter D...

Feb 24, 2020
Language: EN
Play Time: 00:10:01

Ep.66, To Islamorada on a Sailboat! ⛵(Florida Keys)

Part 30 of a series: Sailing Miami to Key West. Ashley and I arrive at Lorelei Restaurant in Islamorada on our sailboat just before a rainstorm. The bartender shows us a video of a Crocodile swimming in the marina. We meet with a longtime friend (Josh) who is living the dream on his boat. He take...

Jan 13, 2020
Language: EN
Play Time: 00:10:01

Ep. 65, We’re Sailing! The Florida Keys ⛵ (Islamorada)

Part 29 of a series: Sailing Miami to Key West. Ashley is fishing near mangroves in Key Largo. After a bikini change, we set sail for Islamorada! Ashley handles the lines and we ejoying favorable winds and a relaxing sail just behind a storm. MORE VIDEOS! Behind the scenes and private message us ...

Dec 30, 2019
Language: EN
Play Time: 00:10:01

Ep. 64, Sailing YouTubers Meet ⛵(Key Largo)

Part 28 of a series: Sailing Miami to Key West. Minutes after arrival in Key Largo with our trailer sailer, a longtime subscriber, commenter and fellow YouTuber, Sailor Shawn recognized us! A discussion at Snooks Bayside on the boat transitions to Ashley working out and fishing the following day. ...

Dec 16, 2019
Language: EN
Play Time: 00:10:04

Ep. 62, ⛵Trailer Sailer=BIG Adventures!!!

Part 26 of a series: Sailing Miami to Key West. Dolphins play near our trailer sailer (Tampa Bay) as we power up and go home to the Carolinas to do lawn care. Next, Ashley and I trailer the boat to Key Largo to continue our sailing journey to Key West! Get behind the scenes on Patreon! UNCENSORED...

Nov 18, 2019
Language: EN
Play Time: 00:10:01

Ep.61, ⚓Droppin’ Anchors⚓

Part 13 of a series: Sailing Tampa Bay to Key West. Ashley and Mike drop anchor at Jewfish Key sandbar near Longboat Pass after discussing future plans with family. Dolphin and manatee are filmed before speaking with friendly local boaters. Mike catches a fish after droppin' anchor at a beaut...

Nov 04, 2019
Language: EN
Play Time: 00:10:44

Ep. 59, Day Sail ⛵ Gulf of Mexico!!!!

Part 11 of a series: Sailing Tampa Bay to Key West. After anchoring overnight in blustery conditions, Ashley and Mike sail into the Gulf of Mexico for the first time! Dolphin swim close to the boat as we sail south along the west coast of Florida. We make our way to Sarasota Bay and meet with Bil...

Oct 07, 2019
Language: EN
Play Time: 00:10:02

Ep. 58, Clothing Optional Island (FISHING!!!) 🎣

Part 10 of a series: Sailing Tampa Bay to Key West. Our second day at Passage Key, (a famous naturist island) Mike and Ashley catch a Snook! After snorkeling nude, we put clothes on and find that most people were clothed on this particular day. If you like the song, follow us here: Thank you Su...

Sep 23, 2019
Language: EN
Play Time: 00:10:04

Ep. 55, Bikinis and Beer 🌴 BCI Tampa

Part 7 of a series: Sailing Tampa Bay to Key West. Beer Can Island Tampa is a world class party island. The tiki bar is filled with women in thong bikinis celebrating. BCI features it's own beer brewed by Rock Brothers Brewery in Tampa Florida USA. White sand beaches hold local boaters that...

Aug 03, 2019
Language: EN
Play Time: 00:14:37

Ep. 53, Sailing to Beer Can Island (Tampa Bay)

Part 5 of a series: Sailing Tampa Bay to Key West. A relaxing sail to BCI Tampa reveals a stunning island oasis with beautiful white sand beaches, towering pine trees and a bar! Actually called Pine Island, Ashley and I learn that it was recently purchased by a group that keep it open to the publi...

Jul 25, 2019
Language: EN
Play Time: 00:09:34

Ep. 52, Sail Boat Launch and FIRST SAIL! [Tampa Bay] ⛵

Part 4 of a series: Sailing Tampa Bay to Key West. Ashley and I launch our trailer sailer at E.G. Simmons State Park public boat launch in Ruskin, Florida USA. After a fuel stop at Little Harbor Marina, we motor out, then set sail for Beer Can Island. For uncensored content: Check out this Bill Gil...

Jul 20, 2019
Language: EN
Play Time: 00:10:56

Ep. 51, Trouble: Raising the Mast ⛵ [Mistakes to Avoid]

Part 3 of a series: Sailing Tampa Bay to Key West. Ashley and I struggle to raise the mast on our water ballast, trailer sail boat. Several mistakes are highlighted at Simmons public boat launch in Ruskin Florida. For uncensored content: Check out this Bill Gillenwater song on Amazon Continue to...

Jul 11, 2019
Language: EN
Play Time: 00:12:12

Ep. 50, Little Harbor Resort

Part 2 of a series: Sailing Tampa Bay to Key West. The Resort at Little Harbor in Ruskin, Florida is an ideal place to unwind after a long drive. The multiple restaurant/bars within walking distance provide a festive atmosphere. Sunset at the beach is stunning and romantic. There is a boat launch ...

Jul 03, 2019
Language: EN
Play Time: 00:09:18

Ep. 49, Bucket List Sailing Journey Begins!

Part 1 of a series: Sailing Tampa Bay to Key West. A bucket list sailing journey begins by hauling the sailboat to Tampa Bay Florida. Ashley and I recount our successful fishing and bad weather anchoring on our trip back from Key Largo. For uncensored content: Check out this Bill Gillenwater so...

Jun 29, 2019
Language: EN
Play Time: 00:09:01

Ep. 26, World Famous Naturist Beach!

Part 3 of a series: Sailing Miami to Key West. Haulover Naturist Beach in North Miami Beach is known as one of the best nudist beaches in the world! Ashley and I walk from Haulover public boat launch to see it for ourselves and participate. For uncensored content: Check out this Bill Gillenwater ...

Jun 27, 2019
Language: EN
Play Time: 00:10:48

Ep. 48, Catching Fish 🎣 Snook’s Tiki Bar Key Largo

Part 25 of a series: Sailing Miami to Key West. Ashley and I sail to Snook's Tiki Bar, catch fish, meet a fellow Odin owner, fly the drone and party on the docks. Live music fills the air as underwater lights set the stage for laughing and fun. The series: Sailing Miami to Key West is susp...

Jun 17, 2019
Language: EN
Play Time: 00:12:45

Ep. 46, Sailors are VIP @ Gilbert’s (Key Largo)

Part 23 of a series: Sailing Miami to Key West. Ashley and I meet the coolest people on the docks of Gilbert's Resort! There's a lot of laughing as everyone gets to know one another. Dinner at the tiki bar is filled with conversation and more laughter. The boaters converge on a Pearson...

May 30, 2019
Language: EN
Play Time: 00:12:48

Ep. 45, Gilbert’s (Key Largo) A Sailors Paradise ⛵

Part 22 of a series: Sailing Miami to Key West. Ashley and I dock our sailboat at Gilbert's Resort to find rock and roll music, a good time, party atmosphere and dancing with a beach! We meet with family and make new friends. For uncensored content: Check out this Bill Gillenwater song on A...

May 22, 2019
Language: EN
Play Time: 00:10:01

Ep. 44, Sailing to Key Largo & Skinny Dipping! 🙈

Part 21 of a series: Sailing Miami to Key West. After skinny dipping in the clear, green water of Elliott Key, Ashley and I set sail for Key Largo. Stiff winds make for an exciting sail through narrow passages and under a bridge. For uncensored content: Check out this Bill Gillenwater song on Ama...

May 16, 2019
Language: EN
Play Time: 00:17:34

Ep. 43, Cruising [Elliott Key] 🎶 Clear Green Water

Part 20 of a Series: Sailing Miami to Key West. We capture a drone crash after fighting a large fish! Ashley and I show the beauty of Elliott Key on land, in the air and on the crystal clear green water. For uncensored content: Check out this Bill Gillenwater song on Amazon Continue to shop on A...

May 07, 2019
Language: EN
Play Time: 00:14:04

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