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We’re headed back to Annapolis for the Sailboat Show! #annapolis #cruiserscreatingcontent #boatshow
Sail Stillwater

We’re headed back to Annapolis for the Sailboat Show! #annapolis #cruiserscreatingcontent #boatshow

The mother of all sailboat shows is just a few weeks away and we are going! The Annapolis Sailboat show coming up October 15th-18th, and we are going! We are excited to see the new boats as well as hang out the cruisers creating content booth sponsored by the Young Cruisers Association.
Big Announcement! Annapolis Booth Times!!!
SvSerenity

Big Announcement! Annapolis Booth Times!!!

We just got our official booth times! Coming to the Annapolis Sailboat Show? Come see us at the Cruisers Creating Content booth, the Cruise Abaco Booth, or just out walking around. Need tickets? Use this link:
The Realities of Living at Anchor | Solving Everyday Boat Problems Ep. 75 #boatlife
Sailing Roam

The Realities of Living at Anchor | Solving Everyday Boat Problems Ep. 75 #boatlife

Life at anchor isn't always about sailing. Sometimes it's about solving the everyday challenges that come with living aboard full-time. In this episode, we've settled into one of our favorite anchorages in Spa Creek, Annapolis, and we're tackling three very different problems—ea...
Cheers to change! Our Channel Gets a Complete Overhaul
Sail Stillwater

Cheers to change! Our Channel Gets a Complete Overhaul

We sailed alot of miles in 2025! In this video we’re recapping it all and sharing what’s next for 2026. From unforgettable Caribbean sailing adventures to big lessons learned, this year helped shape the future of our channel — and 2026 is going to be even better. In 2025, we sailed through Puerto ...
Inviting YOU aboard our fleet ⛵️⛵️
Expedition Drenched

Inviting YOU aboard our fleet ⛵️⛵️

🌊 We've Launched a Brand-New Website! Booking your spot on board is now easier than ever at DrenchedExpeditions.org Upcoming Expeditions — Join the Adventure! 🦧August 20 – September 20: Palawan, Philippines to Borneo 🦈September 12 – 21: The Maldives 🐘September 25 – November 1: The Big Borneo A...
Dream Boat Hunt at Annapolis! Did We Find THE One? (Ep. 13)
SvSerenity

Dream Boat Hunt at Annapolis! Did We Find THE One? (Ep. 13)

Alright we are back in Annapolis this round. And my apologies for two boat show videos in a row but we did promise to share our entire journey. This is definitely a part of that. An on that topic, there will be one final video with boat show in it, though next week that isn't what the primary f...
Let’s go buy a Boat!! (Maybe. Possibly not.) Annapolis Sailboat Show. (Ep. 12)
SvSerenity

Let’s go buy a Boat!! (Maybe. Possibly not.) Annapolis Sailboat Show. (Ep. 12)

Ok so as you saw in the last episode... the "Love it or hate it" cruise was over, the decision was made, and it was time to lock in a boat. So we head to Annapolis for the world famous sailboat show. We tour a bunch of boats, meet with a bunch of people, and (spoilers) take a temporary ste...
Episode 250 – Annapolis Sail Boat Show with The Sailing Pickle Family!
Sailing Pickle Family

Episode 250 – Annapolis Sail Boat Show with The Sailing Pickle Family!

We attend the Annapolis Boat Show guys... And it's so much fun!! 🤩 After a bit of a rush to get Pickle lifted out the water in Spain for well needed boat work in a few weeks, we have the usual crazy road trip back to the UK, where we leave Buddy with my eldest daughter Bryony and Fly out to Am...
Boats, Gadgets and surprise awards at Annapolis  |  Ep127
Sailing Fair Isle

Boats, Gadgets and surprise awards at Annapolis | Ep127

Annapolis is a feel good place and this year with perfect weather it was delightful. For us YouTube channels there's a lot going on, Patron meetings, a stint on the YT booth every day and events every night. It's actually a struggle to find time to see what's on offer at the show! Je...
Ep 35: Sailing single-handed from the Azores to Brasil
M Jambo

Ep 35: Sailing single-handed from the Azores to Brasil

I sail from the Azores to Brazil. This sailing cruise is very challenging in terms of weather navigation as I am sailing near Cape Verde in September. This is the birthplace of hurricanes at this time. Good weather information is crucial to avoid strong winds and storms. After that I'm in the I...
Ep 35: Einhand von den Azoren nach Brasilien
M Jambo

Ep 35: Einhand von den Azoren nach Brasilien

Von den Azoren segle ich nach Brasilien. Die Fahrt ist bezüglich der Wetternavigation anspruchsvoll, da ich im September an den Kapverden vorbeisegle. Hier ist die Geburtsstätte der Hurrikans zu dieser Zeit. Gute Wetterinformationen sind hier entscheidend, um Starkwind und Sturm aus dem Weg zu gehen...
Ep 34: Single-handed from New York to the Azores
M Jambo

Ep 34: Single-handed from New York to the Azores

From New York I set off single-handed towards South Africa. My first stop are the Azores and after 21 days and 2368 nm I reach Horta. This sailing cruise is affected by the Gulf Stream, but is also characterized by strong winds and calms. As always, I give a good insight into my weather navigation. ...
Ep 34: Einhand von New York zu den Azoren
M Jambo

Ep 34: Einhand von New York zu den Azoren

Von New York aus starte ich einhand Richtung Südafrika. Meinen ersten Stopp mache ich auf den Azoren und nach 21 Tagen und 2368 sm erreiche ich Horta. Die Fahrt steht unter dem Einfluss des Golfstroms, ist aber auch von Starkwind und Flauten geprägt. Wie immer gebe ich einen guten Einblick in meine ...
IT WAS ALL FOR YOU | 1500 miles later
Beau and Brandy Sailing

IT WAS ALL FOR YOU | 1500 miles later

💙 GET THE EXTRAS 💙 For exclusive content, behind the scenes & live chats! 💙 MERCH 💙 💙 WANT TO SUPPORT THE PRODUCTION 💙 One time Donation via Paypal: Be sure you are Subscribed: Amazon Wishlist: ❤️💚 Gifts for Sailors ❤️💚 $10 off your BIXSTIX: Check out our Amazon Gift for Sailors Gui...
Ep 33: New York, New York
M Jambo

Ep 33: New York, New York

Meine Tochter Alex kommt in Baltimore an Bord und gemeinsam segeln wir nach New York. Für uns wird ein Traum wahr, der einige Jahre zuvor in New York geboren wurde, auf eigenem Kiel nach New York zu segeln. Es ist ein unvergessliches Erlebnis. Viel Spaß! Mein 1. Buch ist bei Amazon erhältlich: Bis...
Ep 32: Chesapeake Bay from Norfolk to Baltimore
M Jambo

Ep 32: Chesapeake Bay from Norfolk to Baltimore

We sail up the Chesapeake Bay and experience the beauty of this sailing area with many creeks and anchorages. We drive to St. Michaels via Hampton, Deltaville and Reedville. The city is well worth seeing and a popular destination not only for sailors. Afterwards we sail to Annapolis. A thunderstorm ...
EP 32: Chesapeake Bay von Norfolk bis Baltimore
M Jambo

EP 32: Chesapeake Bay von Norfolk bis Baltimore

Wir segeln die Chesapeake Bay hinauf und erleben die Schönheit dieses Segelreviers mit vielen verschlafenen Creeks und Ankerplätzen. Über Hampton, Deltaville und Reedville fahren wir nach St. Michaels. Die Stadt ist sehr sehenswert und ein beliebtes Ziel nicht nur für Segler. Danach segeln wir nach ...
ALUMINUM SAILBOAT Pt 20 – Build Update & Annapolis Sailboat Show
Distant Shores TV

ALUMINUM SAILBOAT Pt 20 – Build Update & Annapolis Sailboat Show

Go to to get a FREE 1-year supply of Vitamin D3+K2 and 5 AG1 travel packs with your first purchase. Thanks to AG1 for sponsoring today's video! Join us as we make the trip to the 2023 Annapolis Sailboat Show where we learn more about hybrid electric power for sailboats, check out interest...
Sailing Vlog 16 FOUR Things we LOVE about Annapolis – Close Reaching in Chesapeake Bay
The Foster Journey

Sailing Vlog 16 FOUR Things we LOVE about Annapolis – Close Reaching in Chesapeake Bay

Join us for this gentle close reach as we cruise the Chesapeake Bay in the Fall and reflect on what we love about Annapolis. Thanks for watching.
Jeanneau 55
Bad Kitty Sailing (formerly Sailing CAVU)

Jeanneau 55

While attending the 2023 Annapolis Sailboat Show we got to tour the new Jeanneau 55 Yacht. This innovative design features a revolutionary deck layout featuring a dual cockpit design not seen on other boats.Two private guest cabins with their own companionways allows you to entertain guest and still...
Our little SAILING ADVENTURE is about to EXPLODE! | Annapolis Boat Show 2023 [Ep100 RED SEAS]
Sailing Red Seas

Our little SAILING ADVENTURE is about to EXPLODE! | Annapolis Boat Show 2023 [Ep100 RED SEAS]

We’re jumping forward in our timeline for a second and flying you from French Polynesia to the Annapolis Boat Show 2023! It was our first time at the show and we had an absolutely wild week, meeting other YouTube channels, chatting with lots of our subscribers and patrons and then attending the Inte...
Sailing Vlog 11 – Kicked Out and Heading North to Annapolis
The Foster Journey

Sailing Vlog 11 – Kicked Out and Heading North to Annapolis

Yep, sometimes it's time to go and sometimes situations just kick you out. And this time, we heard Mother Nature's soft whisper and followed her command. A two-day relief from north wind kicked us into gear and set our sails to Annapolis. We'd love to share a beer with you...Want to ...
Teenager does first Tattoo and Meeting other Sailing YouTubers | Sailing Catalpa
Sailing Catalpa

Teenager does first Tattoo and Meeting other Sailing YouTubers | Sailing Catalpa

This is our experience of our first time at the Annapolis Boat Show. Cheers everyone for watching!! To see more of our videos and subscribe To SUPPORT us and our productions become a Patron this helps us fund the making of our videos so if you love our adventures. Please check out our Patreon P...
Boat Tour Jeanneau 380   4K
Bad Kitty Sailing (formerly Sailing CAVU)

Boat Tour Jeanneau 380 4K

Patrica gives a tour of the newest Jeanneau Walk Around series boat, the Jeanneau 380. LENGTH OVERALL. 11.22 M / 36'10" HULL LENGTH. 10.77 M / 35'4" FUEL CAPACITY. 130 L / 34 US GAL CABINS. 2/3 AVAILABLE ENGINES •STANDARD (SHAFT DRIVE): YANMAR 29HP •OPTION (SHAFT DRIVE): Y...
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