New Crew & Season - S6:01

Welcome new crewmember Aly! IG @harborHotness
we also get a brand new dinghy from Highfield. It really is a beast!
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  • Jeff Lynne's ELO 2022 Tour
    Jeff Lynne's ELO 2022 Tour13 orë më parë

    I am in love with ALY!

  • Andrew Thacker
    Andrew ThackerDitë më parë

    Good clip thanks

  • Marcus Russell
    Marcus Russell2 ditë më parë

    Great dingy, having 8 boats the under 20 foot ones always go bow up for the first 40 feet, my 32 ft did not. It just broke weekly. I gave that one away.

  • Joe Lanning
    Joe Lanning2 ditë më parë

    Rather have Taylor.

  • Steve Adams
    Steve Adams6 ditë më parë

    Aly, I also race but in Handicap races however, I do need an able-body sailor for the boat. If we do the small boat like sonars we have two handicapped sailors and one AB. For the larger boat, it's a three/one ratio basically.

  • Steve Adams
    Steve Adams6 ditë më parë

    Bobby the Highfield is almost as sweet as a Williams.

  • Will Stevens
    Will Stevens7 ditë më parë

    haha haulin az$, your new career. We all thank you. Especially also flying doodles, tangentially, that led to some pretty ffing cool things too.

  • Dale Fearnley
    Dale Fearnley12 ditë më parë

    Be wonderful if you could connect it to your charging system to keep that battery topped off and ready for use.

  • GetErDone
    GetErDone13 ditë më parë

    nothing like a new toy to make a guy smile.

  • james sutton
    james sutton13 ditë më parë

    Bobby , goggle permatrim for the outboard ....well worth it .

  • Proper Pythons
    Proper Pythons13 ditë më parë

    That dinghy costs more than some sailboats!! NOOOOOT a big deal. :)

  • Ian Gibson
    Ian Gibson16 ditë më parë

    the USS nonce daddy takes me downstairs

  • Menta Rilang
    Menta Rilang16 ditë më parë

    How too i order keeps bud

  • Jet Taca
    Jet Taca16 ditë më parë

    Racing sailor, Yep😅 Cheers to harbour hotness😂

  • road glider
    road glider18 ditë më parë


  • The Punisher
    The Punisher19 ditë më parë

    Where do you get such companions

  • K Brickell
    K Brickell20 ditë më parë

    That is an inflatable boat or tender and dinghy has 1 sail

  • Dawn Marlin’s Sugar Shack
    Dawn Marlin’s Sugar Shack20 ditë më parë

    Quit playing with your dinghy!

  • Mercury Rising
    Mercury Rising21 ditë më parë

    Okay, can someone please explain to me what I am watching? Are these people swingers?

  • Lolindir Surion
    Lolindir Surion22 ditë më parë

    Taylor lead me here. Nice channel, so a new sub :)

  • Richard Taylor
    Richard Taylor23 ditë më parë

    Ha Ha! Bobby is excited about his new dinghy? The rest of us are excited about Aly, what a BABE! And Megan returning too? This season is going to be unmissable!

  • Bryon Ensminger
    Bryon Ensminger23 ditë më parë

    I would bet you could wake board behind that little dingy

  • Bryon Ensminger
    Bryon Ensminger23 ditë më parë

    Dont sweat the break in period if your gonna break it do it when it's still under warranty 🚤🤣🤣🤣😂

  • okeanos467
    okeanos46727 ditë më parë

    After having Highfield 310 dinghy for bit over a year i wouldn't buy another. doesn't age so well as Caribe. handles were stripped in few months. velcro "holding" paddles was not holding since very beginning. it's powder coated. but paint starting to flake. and it's kinda expensive too. so for my next we're going to test cheaper, bigger, roll up pvc dinghy cover it with chaps and see how it goes in the tropics.

  • DavesWorld
    DavesWorld28 ditë më parë

    Wow! Aly is one of the hottest women ever and seems like a real pro about sailing.

  • Ontario Andrews
    Ontario Andrews29 ditë më parë

    No disrespect to Aly, but .....starting off slowly and then building momentum .....Taylor, Taylor, Taylor, TAylor, TAylor, TAYLOR, TAYLOR, TAYLOR .......!!!!!!!!!! :)

  • Me Now
    Me Now29 ditë më parë

    She does "racing" around the world? Well, that is pretty vague.

  • Handsome Dan Bodamer
    Handsome Dan BodamerMuaj më parë

    About time, Now that’s what I call “crew”, smart, beautiful, expert sailor and did I say smart, the best of both worlds.

  • Horton Farms
    Horton FarmsMuaj më parë

    I'm from Annapolis. Brings back great memories. Have fun and stay safe.

  • Villo Devillain
    Villo DevillainMuaj më parë

    You cheeky bastard 😂 i guess I will do the same having different woman sailing around american/world with ..

  • Philip Wilson
    Philip WilsonMuaj më parë

    Another thought on the dingy winch.. I told you about what Rick Moore SSL did for his davit winch. Then I realize I have on my wildcat sport side by side a wren winch that would be perfect for your use. The cost was $350. It’s a 3000 pound pull with dineama rope. It’s very small and you can get a wireless remote for it.. check it out it will save you a ton of work..

  • Jessica Crawford
    Jessica CrawfordMuaj më parë

    I'm going to take a guess that the majority of his followers are men so he needs to make sure there is "eye candy"...

  • luvanotafighta
    luvanotafightaMuaj më parë

    I wonder what Bobby’s crew adverts are like..... Hot babe wanted for sailing and Vlog appearances, must have a good rack and be willing to pose in a bikini or skimpy outfit for click bait thumbnails?

  • David Hageage
    David HageageMuaj më parë

    Is there an alternator, or do u have to charge the battery. A small solar would rock

  • David Hageage
    David HageageMuaj më parë

    Where have I seen Ally from, another sailing show? She looks familiar. Anyways, nice picks for crew, thank you, you rock buddy

  • Mfanawemkosi Fakudze
    Mfanawemkosi FakudzeMuaj më parë

    Welcome aboard Aly. Maybe you can teach Bobby a few sailing tricks from the racing world. People may forget that when he started Sailing Doodles he was a newbie. He's done well but I am sure there is still room teach an old dog new tricks.

  • Navigating El
    Navigating ElMuaj më parë

    Bobby does the best gear rundowns online. Should be his SELLING POINT. Does he get free sailing merch from companies and all that?

  • Mark Girven
    Mark GirvenMuaj më parë

    With all your experience in boats I am amazed that you haven’t got a kill chord attached whilst driving the highfield.

  • قناة خالد بن سفران الغامدي
    قناة خالد بن سفران الغامديMuaj më parë

    Beware, this type of boat needs a seat belt, because it has high speeds and you may hit a wave that makes you fly off the boat. 😁🌹

  • Mark Girven

    Mark Girven

    Muaj më parë

    Kill chord

  • David Hardesty
    David HardestyMuaj më parë

    She races and knows what trim tabs are for. Oh yeah! You won the crew lotto for this cruise.

  • Mark Crawford
    Mark CrawfordMuaj më parë

    Bobby! Please wear a real mask- a neck gaiter doesn't protect you or others well enough!

  • 1william B
    1william BMuaj më parë

    Well much was it dude

  • WR ZL1
    WR ZL1Muaj më parë

    Aluminum definitely has its pros but it has two very bad cons 1 if it’s a riveted hull it will leak eventually 2 salt water rapidly corrodes aluminum so don’t ever beach that dingy OR anode that hull ( salt water prep it).

  • Michael DeNicola
    Michael DeNicolaMuaj më parë

    Good luck with the new toy I can tell you they are worth the money. lI love mine. and Congratulations on a new crew member. Thanks for sharing and safe sailing

  • DJ
    DJMuaj më parë

    I've lived within an hour from Annapolis all my life and I've never been able to explore what it has to offer. I'd love to learn sailing and do this. Bobby is living the dream. And I'm looking forward to getting to know Aly in future adventures on this channel.

  • wuthering1234
    wuthering1234Muaj më parë

    Dinghy for sale, properly broken in.

  • Chingy not dead
    Chingy not deadMuaj më parë

    how did i get here. bad luck for man to need a dingee - medical mirical - couldn't watch

  • Slcm02
    Slcm02Muaj më parë

    Bobby you are the best. A hot blonde chewing gum and sails. Get her into the uniform of the day. Thong bikini I hope. Be safe

  • Dirty Birdy Adventuring
    Dirty Birdy AdventuringMuaj më parë

    Where do these women come from? Why do they bunk with this Gerbil looking dude? Lol. How does this work? Do these women just want more Instagram followers??

  • Steph Liveright
    Steph LiverightMuaj më parë

    Tell your guests to TAKE OFF THE MASKS. No one watching this is going to catch anything through the internet... Mask hysteria has gone nuts in this country.

  • Snarkapotamus
    SnarkapotamusMuaj më parë

    The boy has a type -- doesn't he...

  • daveamtwo
    daveamtwoMuaj më parë

    Question. When you put a add out for new BOAT HO'S, is one of the Requirements >> Must have BIG FLOATAION DEVICE"S ??????

  • irgski
    irgskiMuaj më parë

    I can tell that girl likes to go fast!

  • Keith Conville
    Keith ConvilleMuaj më parë

    I know it doesn't make for good video, but watching you drive the dinghys around with no kill switch attached or at least a hydrostatic low profile life preserver on makes me nervous for you guys, especially when you stand up. The odds of mishap may be slim, but it only takes one running those speeds to end badly for you or the crew. I know I'm being that guy, but I enjoy the channel too much to see it end with something that could have been prevented.

  • Lucky Travel Team
    Lucky Travel TeamMuaj më parë

    hahaha great video

  • laxmannate07
    laxmannate07Muaj më parë

    Is this a weird sex cult thing?

  • Ashton Pierre
    Ashton PierreMuaj më parë

    Nice Dingy! I’d like to buy a shirt with your logo on the back and a pocket on the front left side if you got em!

  • Chad
    ChadMuaj më parë

    "Crew member", huh? Thats what they are calling them these days?

  • Jon Morrison
    Jon MorrisonMuaj më parë


  • Rob Banks
    Rob BanksMuaj më parë

    your dingy is nicer than your sailing boat.

  • Robert Maheu
    Robert MaheuMuaj më parë

    and the porn starts later?

  • Chris Maxwell
    Chris MaxwellMuaj më parë

    Have you slept with her yet?

  • Sudz
    SudzMuaj më parë

    New? or... Megan! Wooo!

  • Fred Kaminski
    Fred KaminskiMuaj më parë

    Looks like the dingy is a little small.

  • S Mash
    S MashMuaj më parë

    New Meat

  • Bert Kelly
    Bert KellyMuaj më parë

    They say to break it in like you stole it, : )

  • Jason H
    Jason HMuaj më parë

    Wow. Great content. Sounds like Taylor is your meal ticket.

  • Harpoon_Bakery


    Muaj më parë

    Taylor is gone

  • Rick Bourne
    Rick BourneMuaj më parë

    how many hph did it go?

  • joel stevens
    joel stevensMuaj më parë

    Looks looks like the new dinghy is doing it's level best to flinghy your ass out of it!!!

  • Mark Girven

    Mark Girven

    Muaj më parë

    That’s why he should be wearing a kill chord, to kill the engine if he gets thrown out.

  • blinddogroofer
    blinddogrooferMuaj më parë

    The Music at 7:01. Catchy, I probably missed it in the credits someplace. Who/what is it?

  • Jimmie USAF-POL
    Jimmie USAF-POLMuaj më parë

    These comments/questions are totally rhetorical..."yes, you too"!lol Does no one else realize this is an online entertainment business, that thrives from funds directly related to content, and Bobby understands this very, very well? :o) And, these are real people, who have families that possibly read through the comments, it is not always fun and games, and none of these beautiful and intelligent ladies have ever come to the boat screaming and kicking? Work hard/smart, play hard/smart...learn it, live it, and love it! :o) Taylor has such a sweet heart...and her own channel now...check it out! Tears are raindrops from our emotional clouds, when our clouds are to full to hold back overwhelming emotion! :o)

  • Jimmie USAF-POL

    Jimmie USAF-POL

    Muaj më parë

    Amnata Pundit , very interesting view point, and I'd say sure point the con out if there is one, though I don't believe there is a con going on and the ladies know exactly what is going on, before they ever get on "this" boat. My comment was to those who assume Bobby and ALL the ladies automatically hook up...which I don't think always happens, since it is and always has been 100% up to females for that to happen, unless a pig dog decides to try/take something not veritably being offered. I re-watched the video since I was here, and have to agree with many, Aly is very attractive and will/should be entertaining to watch this season. :o)

  • Amnata Pundit

    Amnata Pundit

    Muaj më parë

    Jimmy USAF Pol, youre right, but do you believe that those who can see the con have no right to point it out? Absence of kicking and screaming is not absence of con..

  • Dr. Hook
    Dr. HookMuaj më parë

    Bobby changes women more often then he changes his socks.

  • Harpoon_Bakery


    Muaj më parë

    Austin Powers - man of mystery

  • Patrick
    PatrickMuaj më parë

    How long will it take until only 1 stateroom being used?

  • Pistol Pete
    Pistol PeteMuaj më parë

    So how long will this lady stay, before she dumps you.

  • fastdude2002


    Muaj më parë

    Pistol Pee I doubt he worries about her dumping him, he is always getting a fresh face to sail with.

  • Les Bentley
    Les BentleyMuaj më parë

    Nice dingy Mr Bobby. I followed Miss Harborhotness for a while and was surprised and happy she's the new deck hand. She's a legit sailor.

  • Anthony T.
    Anthony T.Muaj më parë

    So after seeing only two videos, its pretty easy to gather that an average looking dude gets a sail and uses it to lure in chicks to smash under the guise of "traveling" the world. Welp, cant hate the player..

  • Amphictyon1
    Amphictyon1Muaj më parë

    Amazing how one ugly guy goes through so many hot, beautiful women. No accounting for stupidity, I suppose; the blonde jokes must be true!

  • Skip Rope
    Skip RopeMuaj më parë

    Hugh Heff is da man. Way to go Bobby! Your new shipmate is named Dingy? Now that is funny. So do tell us. Where do you hold these castings for the shipmates? In the starboard quarters or on top deck? Regardless you provide much entertainment and education on sailing. For that I thank you. Good Ruck man be safe. Same to your new shipmate!

  • Luc Armyfool
    Luc ArmyfoolMuaj më parë

    These white sunglasses, soooo gay !!!

  • Light Mechanic
    Light MechanicMuaj më parë

    I own a Highfield. Got a whale tail on the motor. Boat is a bit squirrely without it. Fixes stability and excessive bow rise. Hi Allie!

  • Mera bharat Mahan
    Mera bharat MahanMuaj më parë

    no new women crew

  • James Tanner
    James TannerMuaj më parë

    Looks like he is going to ride that dinghy hard.

  • Dartmoor Dave
    Dartmoor DaveMuaj më parë

    At least with the new tender, Bobby, you could tow the yacht to a mooring in calm seas.

  • Jim Bendtsen
    Jim BendtsenMuaj më parë

    You got a haircut and shaved the beard. Looks better.

  • my surly trucker
    my surly truckerMuaj më parë

    Thats a really nice dinghy, when am in the market thats the type I will get for sure .

  • Lisa Fike
    Lisa FikeMuaj më parë

    What's with the fuckin masks?

  • Lucky C
    Lucky CMuaj më parë


  • Stephen Hunt
    Stephen HuntMuaj më parë

    Wondering can you trade in the old dingy? Nice ride! 👍

  • Tony Kurzendoerfer
    Tony KurzendoerferMuaj më parë

    Wow, she said, needs trim tabs! I'm impressed already! That has to be why Bobby invited her to travel with him. She is so knowledgeable!

  • hadd13
    hadd13Muaj më parë

    Screw the Dingy show the Hottie

  • Archimedes
    ArchimedesMuaj më parë

    Bobby, you are a man of taste. Your new guest is a beauty!

  • Robert Lee
    Robert LeeMuaj më parë

    That motor is sooooo heavy. That’s not a dinghy. It’s a damned speed boat! You’ll never drive it as fast as it can go because the bottom isn’t designed for it. I think you’ll regret it.

  • Dominic
    DominicMuaj më parë

    Grow your beard back so you don't look so damn creepy

  • johny z
    johny zMuaj më parë

    and today, bobby shows us his upgrades!

  • Timothy a
    Timothy aMuaj më parë

    I cant believe you videoed her chewing gum. Not becoming.

  • david kettell
    david kettellMuaj më parë

    yummy i can see a lot of bikini makers checking out your channel now.

  • Anthony Siegel
    Anthony SiegelMuaj më parë

    Wow dude, sailing and hot women,champagne.. what a live..

  • Vicki White
    Vicki WhiteMuaj më parë

    Ali is not only gorgeous, she speaks "sailboat!!"

  • Solocanoe
    SolocanoeMuaj më parë

    Huh. She's not my cup of tea build wise...I like lean, but hey, I'll check back next year.

  • Greg
    GregMuaj më parë

    Something tells me that boat will be rocking quite a bit this sailing season.

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