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USGG 100-Ton Master Captain Jeff Vegas

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ClassyCaptain

Sep 01 2025

Top Hat and Sails Video Testimonials

delivered her to San Diego in absolutely pristine condition

-Alan Levis

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very knowledgeable and ready to take on anything that you see

-Captain Israel

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he literally will bend over backwards to make you have the best day ever

-Rickyanalog

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we had a really lovely time on the water and I’d encourage anyone else thinking about it to take a ride with him.

-Kamal

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I can’t say enough about him.

-Patrick

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I’ve been on so many different sailboats, a lot of them ongoing, I’ve never had this combination of feeling completely safe, he’s very safety oriented, but he makes sure everybody has a lot of fun

-Anette

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Like what you’ve seen so far? Click here to contact Captain Jeff Vegas now!

It felt very safe. I learned things and I really had fun and my friends had fun so I would definitely recommend to go sailing with Jeff

-Elena

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Not only is he knowledgeable, and caring, but he’s also just a really good time to be around.

-Jaclynn

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we had a lot of fun,  but we also felt really safe.

-Kelly

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Good times for all. Safe and sane of course. Cant wait to go again.

-Tony

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Jeff is very knowledgeable, he knows his stuff, and very safety oriented.

-Angela

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We went out and saw the lights of downtown San Diego at nighttime. We went out to the open ocean, and yesterday we got some sunset pictures and then we hung out here in the harbor.

-Craig

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you can tell he’s experienced he’s extremely friendly and hospitable, you will have a great time. Quite frankly I can’t speak highly enough

-AEllis

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We were super safe the whole time and I had a great day. If you ever get a chance, go with Jeff, and you won’t regret it. It will be a day you won’t forget.

-Jim

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I’ve had a fantastic few days on the boat with Jeff Vegas, and he made us feel safe, comfortable, he was fun, and adventurous

-Kristin

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I just got to spend one of the best days ever on the water with Captain Jeff.

-Taylor

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he’s got a great teacher’s mentality, and just really enjoyed working with him, highly recommend Captain ‘Vegas’

-Marc

Written by ClassyCaptain · Categorized: Captain's bLog, Uncategorized

Mar 31 2025

Why You Need an SLC to Bareboat Charter in the Mediterranean

So, you’re dreaming of a bareboat sailing charter in the Mediterranean—anchoring in secluded coves, sipping wine in picturesque harbors, and embracing the freedom of sailing a chartered vessel from one sun-drenched paradise to another. Picture yourself cruising along the Amalfi Coast, exploring the hidden gems of the Greek Islands, or dropping anchor in Croatia’s stunning Dalmatian archipelago. But before you hoist the mainsail and set off into the sunset, there’s one crucial thing you need to know: you’ll probably need an SLC (Sailing License and Credentials) to make it happen.

Sailing in Greece
Photo by Matthew Waring on Unsplash

Wait, What’s an SLC?

The SLC is a recognized sailing credential that meets the legal requirements for bareboat charters in many Mediterranean countries, including Croatia, Greece, Italy, and Spain. Essentially, it proves to charter companies (and the local authorities) that you actually know more than just port versus starboard and can safely handle a boat.

Why Can’t I Just Show My Experience?

Unlike some places (looking at you, Caribbean), the Mediterranean is a bit stricter about who they let loose on their waters. Many European countries require a formal license or certification, and your impressive tales of ocean crossings or regatta wins won’t necessarily cut it, and they won’t even accept a USCG Master license. The SLC serves as your golden ticket, verifying that you have the necessary knowledge and skills to skipper a boat without causing an international incident.

Sailing in SpainPhoto by Tanja Cotoaga on Unsplash

How Do You Get an SLC?

The process is pretty straightforward:

  1. Pass a Theory Exam – Brush up on your navigation, rules of the road, and safety knowledge.
  2. Log Your Sailing Experience – You’ll need to show that you’ve got some days/miles under your belt.
  3. Complete an On-the-Water Assessment – A practical, in-person evaluation to prove you can handle a boat like an old salt.

It’s not an insurmountable challenge, and if you’ve been sailing for a while, you’ll likely find it a great way to sharpen your skills and solidify your knowledge.

Is It Really Necessary?

Yes! While some countries may accept ASA or RYA certifications, others specifically require an official license. If you show up without the right paperwork, you might find yourself stuck at the dock, drowning your sorrows in a bottle of local wine instead of enjoying it on deck at anchor.

Anchoring your sailboat off the coast of Italy
Photo by Tanja Cotoaga on Unsplash

Final Thoughts

Getting your SLC isn’t just about satisfying regulations—it’s about ensuring that you’re fully prepared to handle whatever the Mediterranean throws at you. Whether you’re navigating the bustling harbors of Ibiza, weaving through the stunning Balearic Islands, or setting sail for the idyllic turquoise waters of Sardinia, having the right credentials (and the confidence that comes with them) will make your trip smoother and more enjoyable.

So, if the Mediterranean is calling your name, make sure your paperwork is in order. Trust me, it’ll be worth it when you’re gliding through crystal-clear waters, bound for your next unforgettable anchorage in Santorini, Portofino, or beyond. Now, who’s ready to set sail?

Fair Winds
Captain Jeff Vegas
Watch video testimonials for Captain Jeff Vegas by clicking this link

P.S. You can contact us now to schedule your SLC assessment

Written by ClassyCaptain · Categorized: Destinations

Jul 27 2024

Beryl be damned! An update from LTD Sailing: A Chance to Sail and Support Post-Hurricane Relief

Hello sailors! I’m excited to share some important news about Living The Dream Sailing (LTD), a fantastic sailing school I have the pleasure of working with as a freelance instructor. They’ve recently provided an update on their operations and recovery efforts following Hurricane Beryl, and there’s a great opportunity for you to get involved while enjoying a sailing adventure.

LTD Sailing: Back in Action

Despite the impact of Hurricane Beryl, LTD Sailing, located in the beautiful Grenadines, is fully operational and ready to welcome sailors. Thankfully, Grenada, where LTD Sailing is based, experienced only minor effects from the storm. The neighboring islands of Carriacou and Petite Martinique faced more significant challenges, but the local communities are showing incredible resilience and receiving substantial support from around the world.

Learning to sail in the Caribbean

Community Resilience and Recovery

The local spirit on Carriacou is truly inspiring. In the midst of the storm’s aftermath, residents were spotted maintaining their optimism and composure. As one local put it, “Can’t let that hurricane bring you down. You gotta keep your head up and stand tall. We are alive and looking good!”

Here’s a quick update on how our neighbors on Carriacou are faring:

  • Tim’s BBQ, known for its delicious lobster, is offering delivery services and is planning to reopen soon on Anse LaRoche beach. Efforts are underway to assist with the rebuild.
  • Paradise Beach Club Bar is standing strong and working on rebuilding its dining area. The bar is expected to reopen on September 1st, and owner Allison assures it will be “bigger and better than ever!”
  • The Slipway is open for business, and Alexis Foods, the main grocery store, was operational just days after the hurricane, with shelves stocked and ready.
  • Ferry services and the airport are back to normal schedules, ensuring travel and logistics are functioning smoothly.

Your Special Opportunity to Support Recovery

From now until August 12, LTD Sailing is donating 20% of all new bookings to the relief efforts in Carriacou and Petite Martinique. This donation applies to any bookings made for future dates, including 2025! By choosing to sail with LTD Sailing, you’re not only embarking on an unforgettable adventure but also contributing to a vital cause.

Proud parents watching their amazing son learn to sail

Supporting the Community Through Sailing

In addition to this generous donation, LTD Sailing is doubling their fresh food supplies and delivering extra provisions to Carriacou to support local residents. Every course booked helps in this community effort, reflecting the true spirit of sailing and solidarity.

Upcoming Courses

Here are some of the upcoming sailing courses offered by LTD Sailing (2025 is already booking too):

Catamaran Cruise & Learn ASA 103, 104, 114

July
28 – August 3
August
4 – 10
September
5 – 14 (10 days)
15 – 21
22 – 28
October
20 – 26
November
17 – 23 (Women Only)
December
1 – 7
5 – 14 (10 days)

Basic Cruise & Learn ASA 101, 103, 104

September
29 – October 5
October
6 – 12
20 – 26
November
3 – 9 (Women Only)
10 – 16
7 – 16 (10 days)
17 – 23
December
5 – 14 (10 days)

Sunset in the Caribbean after spending the day learning to sail

Join the Adventure

If you’re interested in sailing with LTD Sailing and supporting their recovery efforts, or if you have any questions, please contact them directly at info@ltdsailing.com. They’ll be happy to provide more details and assist with your booking. (Be sure to ask them to put you with Captain Vegas for your sailing lessons!)

This is a wonderful chance to experience the beauty of the Caribbean while making a positive impact on the local community. Set sail with me & LTD Sailing and be a part of this meaningful journey!

Fair Winds
Captain Jeff Vegas
Watch video testimonials for Captain Jeff Vegas by clicking this link

Written by ClassyCaptain · Categorized: Captain's bLog, Destinations · Tagged: ASA 101, ASA 103, ASA 104, beryl, Caribbean, learn to sail

May 10 2024

You Wanna Boat Solo? How Wrong Could it Go?

First, what’s the difference between someone very experienced and someone barely experienced? The more experienced person recovers faster when they make a mistake (and they will still make mistakes).

The last time I ventured out solo on my sailboat was many years ago. To be fair, I’ve gained significantly more experience since then. Maybe you’re even more seasoned than I was back then or more experienced than I am now. Regardless, this incident perfectly highlights why the “buddy system” is a smart move.

Image by (Joenomias) Menno de Jong from Pixabay

Back then, I co-owned the boat, and one of our partnership rules was to hand it over to the other partners with the waste tanks emptied. There were two options for this task. I could have called the local pump-out service, which cost around $40. They’d swing by and take pump it out. However, for reasons I can’t recall—maybe I was tight on cash or just being frugal—I opted not to spend on the mobile service.

So, I fired up the motor and sailed past rows of boats to reach the pump-out dock conveniently located near the marina entrance. As I approached, the outboard motor on my 28-foot Columbia, suddenly quit. Unfortunately, I focused more on restarting the motor than on my surroundings and, before I knew it, I was dangerously close to the rocks and then, stranded on them.

Quickly reaching for my cell phone, I dialed the tow company I had a membership to, and they dispatched a boat. In the V berth, below I found a couple of oars and attempted to use one to push myself off the rocks. Unfortunately, luck was not on my side—the tide was receding, and I was wedged in. The tow boat arrived pretty quickly, but realizing the risk of causing further damage, they refused to pull me off the rocks. So, a short trip to simply empty out the waste tanks turned into an unexpectedly crappy day (pun intended).

This is a real picture of my 28′ Columbia stuck on the rocks all those years ago.

Waiting for the tide to rise again to float the boat off the rocks became my only option. The boat sustained some damage, around two or four thousand dollars’ worth.

Anyway, had I just had another person aboard—someone not necessarily a skilled sailor but with some upper body strength—who could’ve followed my instructions while I wrestled with the motor, we could have easily avoided the rocky predicament.

In retrospect, that ill-fated solo trip stands out not just as a lesson in the intricacies of boat ownership but as a vivid reminder of the invaluable role a companion can play on the water. The mishap during a routine task underscored the significance of having an extra set of hands, eyes, and strength on board. As sailors, we are not just captains of our vessels but custodians of shared experiences. This misadventure, albeit inconvenient and costly, instilled a lasting appreciation for the communal nature of maritime pursuits. Whether novice or seasoned sailor, the story serves as a beacon, emphasizing the importance of camaraderie and teamwork in navigating the unpredictable tides of seafaring adventures.

I literally have not shoved off solo since that day, and I hope you won’t either.
Fair Winds
Captain Jeff Vegas
Watch video testimonials for Captain Jeff Vegas by clicking this link

Written by ClassyCaptain · Categorized: Captain's bLog, Safety

May 02 2024

Should You Sell Your House When You Go Live On Your Sailboat?

If you’re planning to cruise full-time at some point you’ll probably wonder if you should sell your personal residence or not. There are different thoughts on this, I’ll happily share mine.

Let’s start with an important distinction.

Real estate is an appreciating asset (yes I know what happened in 2007, but is the only time since they have been keeping real estate records that prices dropped so dramatically and for so long). A boat is a depreciating asset. In English, the value of your real estate will likely go up, up, up. The value of your boat will go down. So for that reason, you should strongly consider not selling your real estate.

Since 1941 the US housing market has decreased year over year only 6 times and it increased 76 times. I wouldn’t bet against the champ.

You say “But Captain, I have no desire to return to that house after cruising.” Maybe not, but once done cruising, you could sell that one and buy a house wherever you want to be, all the while it was (probably) increasing in value. Oh, wait, what’s that? You plan to cruise for the rest of your life? Awesome! What if you change your mind? I mean, I know you won’t, but what if you do? What if living on a boat eventually becomes something you no longer want? What if your health declines enough that living on a boat is no longer practical? It happens. If you own real estate, you have a “savings account”. Oh, you’re going to sell your boat and that is your savings account? (please see the previous paragraph).

If you don’t sell your house, what do you do with it?

With rare exceptions, you will be better off renting it out, (and please do not rent it to your family)*! How do you manage your rental while you are away? You won’t. You don’t want to try to manage the property from far away on your boat. It’s more complicated than you think it is. You’ll hire a competent property manager. How do you do that? Send me a message through this site and I will help you. Seriously. I have owned over 50 rental properties and I spent 15 years as a licensed real estate agent and I love helping cruisers almost as much as I love talking about real estate, so everyone will win!

Did your mortgage require you to live in the house?

Good news! Unless you have a reverse mortgage (we’ll talk more about that later) or down payment assistance, even if you got the kind of mortgage that requires you to live in the home, that requirement only lasts one year… after one year, you are allowed to turn the property into a rental property without changing your mortgage. You will want to change your homeowners insurance policy to a landlord policy, but that’s it.

Can you afford both the boat and the house?

If you have owned the house for a few years, and you start renting it out, most likely it will collect more rent than your expenses. Ideally, the amount of rent, will be at least 125% of any mortgage, taxes, insurance & HOA fees, so that you have enough to cover management fees, repairs, and maintenance.**

What is a reverse mortgage and what does that have to do with any of this?

A reverse mortgage is a special mortgage only available to people 62 or older. It does not require any monthly mortgage payments, and in some cases, it will even loan you money that you don’t have to pay back until you move out of the house (usually because you die). If you have a reverse mortgage today, you cannot move your of your house and onto your boat, without paying that mortgage off. If you do not have a way to refinance into a traditional mortgage or pay off the mortgage, then you may have to sell the house.

But here is the best part in my humble opinion. My wife and I are in our 50’s and currently plan to move onto a boat in the next 12-18 months and live the rest of our lives on the water. But what if we’re wrong? What if 10 years go by and we are no longer interested in living on a boat? Or what if our health won’t allow it? i.e. bad knees, bad hip, etc. We can call the company managing our property, and tell them not to renew the lease of the tenants currently living in the house we did not sell.*** Once the tenants are out and we move back in, (as long as we have reached 62 and have enough equity because the value continues to go up, up, up) then we can get a reverse mortgage and live in our home without a monthly mortgage payment. ****

If we do manage to live our last years on the water, our kids will inherit the house and they can decide whether they want to get a passive income from the rental or if they want to sell the property and cash out.

Image by Freddy from Pixabay

Now, however, there’s another potential issue: getting insurance on your boat.

Check with your insurance agent and ask if owning a house will make a difference in getting boat insurance. And ask if it has to be your primary home or if it can be a rental. Do not lie about whether the boat is your primary home. Lying on an insurance application can void insurance coverage – and will be something that the insurance company looks at if you ever make a claim. However, more and more people are discovering that they have an easier time finding insurance, or more at least more options, when they own residential real estate.

I’ve heard that some big insurance companies will not write boat policies if you do not also have a land residence. Underwriting rules constantly change and I am in no way an insurance broker or expert, so do your own research, but it’s one more thing to check into when deciding to go live on a boat.

Caution:

If you decide to sell, and can possibly afford it, please wait until you’ve been cruising at least a full year before you sell the house and everything in it. This will give you time to ensure that you’re really willing to live a cruising lifestyle. The first year will be a huge learning curve and knowing that you haven’t made an irreversible decision can really decrease the stress.

Also, if you decide to sell, and want my free handy guide to hiring the right real estate agent (remember, I have a significant real estate background) just contact me.

Also be sure to investigate boat insurance before making an offer. Every year, insurance underwriters get more and more strict. Do not assume you’ll be able to get insurance, even if you have tons of experience. I don’t want to dissuade you at all, I just want you to have your eyes wide open.

Fair Winds
Captain Jeff Vegas
Watch video testimonials for Captain Jeff Vegas by clicking this link

* – Unfortunately the most common tenant in the U.S. to stop paying the rent are people related to the landlord. I know, your family is different, right? You’re an adult. Make your own decision. Trust me it’s a bad idea.

** – Be careful to not try to charge more rent just so it will cover your costs. Tenants will pay whatever the market bears, but they will not pay more because you ‘need’ more. They will simply rent some other house. Let your professional property manager determine the rental rate.

*** – We cannot force the tenants to move out before the lease term ends, but we have no obligation to renew their lease.

**** – We will still have to pay property taxes, insurance, and HOA dues, and maintain the property, but we will have no principal or interest payments due for a mortgage.

Written by ClassyCaptain · Categorized: Tips and Tricks

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