Best Sailboats For Sale In Florida - Ep 276 - Lady K Sailing

In this episode, we dive deep into the world of sailboats for sale in Florida, focusing on finding the best options that cater to various preferences and budgets. From entry-level choices at $50,000 up to premium luxury models at $150,000, our aim is to help you find the perfect match for your sailing adventures in Florida.

Exploring Sailboats Under $50,000

The first price point we consider are sailboats under $50,000. Within this range, options such as the Hunter 340 stand out for those seeking a compact yet comfortable vessel suitable for lake sailing and coastal hopping in Florida’s Keys. With an ample aft cabin, functional galley, and decent performance, these boats offer an affordable entry into sailing. However, one should be aware of their aging ’90s to early 2000s build and lighter construction.

Moving Up To $100,000 Sailboats

For those willing to invest an additional $50,000, we highlight boats such as the Catalina 36 or its smaller sibling, the Mark I 34. These offer a similar level of comfort to the Hunter but also boast better sailing performance thanks to their traditional masthead rig. With newer production dates and a reputation for solid build quality, these models provide a strong alternative at this price point.

Luxury Sailboats in the $150,000 Range

In the upper echelons of sailboats for sale in Florida, we focus on the Caliber LRC 38 and Beneteau Oceanis 393 as top contenders. The Caliber offers a more durable construction, with notable features such as long-range cruising capabilities and a sturdy design. However, our discussion gravitates towards the Island Packet 42, given its well-earned reputation for luxury Caribbean sailing. These boats strike an impressive balance between performance and comfort, making them excellent options for Florida sail seekers looking to invest in quality.

What Makes These Sailboats Stand Out

The standout features among our selections include ample space, reliable performance, and the ability to comfortably accommodate a variety of sailing scenarios. We highlight each model’s unique qualities, such as their layout designs and construction materials, while also pointing out potential drawbacks like age or harder resale value in certain cases.

Investing in the Right Sailboat

In addition to detailing each sailboat option, we stress the importance of considering one’s personal sailing style and preferences when making a decision. Utility, especially concerning onboard electrical systems and dinghy accommodations, plays a crucial role in our discussions about selecting the perfect sailboat.

Support Lady K Sailing

We extend heartfelt thanks to all our patrons for their support, emphasizing that viewer contributions play a pivotal role in enabling our mission to promote and encourage more people to engage with sailing.

Wrapping Up

This episode concludes by inviting viewers to share their thoughts on the discussed sailboats and suggest their personal favorites within each price range. Additionally, we reiterate the ongoing contest for naming our new boating app, emphasizing that creative and nautical entries are highly encouraged.

Final Thoughts

In summary, this episode of Lady K Sailing presents a comprehensive guide to finding the best sailboats for sale in Florida. Whether you’re looking for an affordable entry point into sailing or seeking luxury options, our discussions cover the essential factors to consider when making your decision.

Explore Further and Join the Discussion

We encourage viewers to explore each option more thoroughly, take into account their personal preferences, and join in the ongoing conversation within our community. If you’re ready to embark on your own sailing adventure, these selections offer a strong starting point for your journey.

Ready for Your Next Adventure?

Embark on the voyage of a lifetime and choose one of these exceptional sailboats. May your journeys across Florida’s waters be filled with adventure, tranquility, and cherished memories. Happy sailing!

Looking to buy a sailboat in Florida? Wonder how to buy a sailboat or which sailboat to buy? How to shop for a sailboat in Florida? This week we look that thee sailboat prices and selected go boat shopping!

Need a consult? Click here to drop a message: https://ladyksailing.com/consults/

Want to help support Lady K Sailing? Click here to become a Patron: http://www.patreon.com/ladyksailing
Or here to make a one time donation: http://www.ladyksailing.com/team-k

Follow Lady K on Facebook: https://www.facebook.com/ladyksailing
Or Instagram: https://www.instagram.com/ladyksailing/

Note of Recognition for Lady K Sailing

At WeBoating.com, we profoundly acknowledge the unwavering dedication that Lady K Sailing and other creators invests in crafting each and every video. Their passion for delivering exceptional content shines through every frame, and it's a labor of love that deserves your attention.

We invite you to watch their captivating videos and actively engage with their content, including their social media links above. Liking, commenting, and sharing their work goes a long way in fueling their creative fire.

We're also inviting you to explore any sponsorships and partnerships highlighted in the video description of "Best Sailboats For Sale In Florida - Ep 276 - Lady K Sailing", or directly on YouTube. By considering their offerings or purchasing services and items, you not only support Lady K Sailing but also the brands and collaborators they're associated with.

If you have any feedback, corrections, or additional information about Lady K Sailing or their videos, please use the comment form below to share your thoughts with us.

Thank you for being a part of our community and supporting the creators we cherish. Your time and support truly matter!

Lady K Sailing Lastest Videos

Showing 1-24 of 387 results
Sailing Is Way Scarier Than You Think – Ep 353 #sailboatlife #shorts #ocean #viral
Lady K Sailing

Sailing Is Way Scarier Than You Think – Ep 353 #sailboatlife #shorts #ocean #viral

Sailing looks calm, romantic, and free — until it isn’t. In this video, we explore the real-life disasters and accidents that show just how fast things can go wrong at sea — from the 1979 Fastnet Race tragedy to the Cheeki Rafiki and Sydney to Hobart...
When Your Wife Won’t Go Sailing – How to Get Your Partner Onboard the Dream – 355 -Lady K Sailing
Lady K Sailing

When Your Wife Won’t Go Sailing – How to Get Your Partner Onboard the Dream – 355 -Lady K Sailing

So you’ve worked your whole life, ready to retire and sail off into the sunset — but your spouse just isn’t interested in sailing. You’re not alone. In this episode of Lady K Sailing, we talk about why one partner often resists the sailing lifestyl...
This $59,900 Sailboat Is READY to Sail Away Today! – Ep 359 – Lady K Sailing #boatlife #shorts
Lady K Sailing

This $59,900 Sailboat Is READY to Sail Away Today! – Ep 359 – Lady K Sailing #boatlife #shorts

Today we’re taking a deep dive into one of the best budget bluewater sailboats on the market: a 1984 Tayana 37 listed for $59,900. Yes… a real, offshore-ready, world-capable cruiser for under $60K — and you could quite literally buy it today and sail...
7 Sailboats You Should Never Buy (Unless You Know This) – Ep 357 – Lady K Sailing #sailing #shorts
Lady K Sailing

7 Sailboats You Should Never Buy (Unless You Know This) – Ep 357 – Lady K Sailing #sailing #shorts

Thinking about buying a sailboat? There are some amazing deals out there… and some very expensive mistakes waiting to happen. In this video, we’re breaking down a list of used sailboats that can be great boats if you understand their design quirks, con...
This Is Why Sailing Costs Less Than Rent (Seriously)  – Ep 356
Lady K Sailing
This $59,900 Sailboat Is READY to Sail Away Today! – Ep 359 – Lady K Sailing
Lady K Sailing

This $59,900 Sailboat Is READY to Sail Away Today! – Ep 359 – Lady K Sailing

Today we’re taking a deep dive into one of the best budget bluewater sailboats on the market: a 1984 Tayana 37 listed for $59,900. Yes… a real, offshore-ready, world-capable cruiser for under $60K — and you could quite literally buy it today and sail...
How Much Solar is Too Much on a Sailboat? ⚡️ (Sailboat Solar Power Explained) Ep 345
Lady K Sailing
Perfect $20,000 Sailboat (Catalina 30 Refit on a Budget) – Ep 358 – Lady K Sailing
Lady K Sailing

Perfect $20,000 Sailboat (Catalina 30 Refit on a Budget) – Ep 358 – Lady K Sailing

Could you really live on a sailboat for just $20,000? In this episode, we’re building the perfect budget cruiser — the legendary Catalina 30 — and transforming it into a self-sufficient liveaboard for under twenty grand. We’re adding 800 watts of ...
Perfect $20,000 Sailboat (Catalina 30 Refit on a Budget) – Ep 358 – Lady K Sailing
Lady K Sailing

Perfect $20,000 Sailboat (Catalina 30 Refit on a Budget) – Ep 358 – Lady K Sailing

Could you really live on a sailboat for just $20,000? In this episode, we’re building the perfect budget cruiser — the legendary Catalina 30 — and transforming it into a self-sufficient liveaboard for under twenty grand. We’re adding 800 watts of ...
Sailboat Secrets, 35ft boat for $9k! Lady K Sailing
Lady K Sailing

Sailboat Secrets, 35ft boat for $9k! Lady K Sailing

https://youtu.be/eBBfMDkHfBk?si=PLWkZ4ej6x4PSUUR How I bought a 35 foot sailboat for $9k Want to help support Lady K Sailing? Click here to become a Patron: http://www.patreon.com/ladyksailing Or here to make a one time donation: http://www.ladyksailing....
Sail Smarter! Lady K Sailing
Lady K Sailing

Sail Smarter! Lady K Sailing

Sail Smarter! Want to help support Lady K Sailing? Click here to become a Patron: http://www.patreon.com/ladyksailing Or here to make a one time donation: http://www.ladyksailing.com/team-k Follow Lady K on Facebook: https://www.facebook.com/ladyksailing...
7 Sailboats You Should Never Buy (Unless You Know This) – Ep 357 – Lady K Sailing
Lady K Sailing

7 Sailboats You Should Never Buy (Unless You Know This) – Ep 357 – Lady K Sailing

Thinking about buying a sailboat? There are some amazing deals out there… and some very expensive mistakes waiting to happen. In this video, we’re breaking down a list of used sailboats that can be great boats if you understand their design quirks, con...
This Is Why Sailing Costs Less Than Rent (Seriously)  – Ep 356 Lady K Sailing
Lady K Sailing
When Your Wife Won’t Go Sailing – How to Get Your Partner Onboard the Dream – 355 -Lady K Sailing
Lady K Sailing

When Your Wife Won’t Go Sailing – How to Get Your Partner Onboard the Dream – 355 -Lady K Sailing

So you’ve worked your whole life, ready to retire and sail off into the sunset — but your spouse just isn’t interested in sailing. You’re not alone. In this episode of Lady K Sailing, we talk about why one partner often resists the sailing lifestyl...
$10K to $100K Sailboats — Which One Would YOU Buy?
Lady K Sailing

$10K to $100K Sailboats — Which One Would YOU Buy?

If you’ve been watching the used sailboat market waiting for the perfect 2026 deal, this one’s for you. In this video, we break down five of the best budget sailboats you can buy — from a $10,000 weekend cruiser to a $100,000 liveaboard dream. We’...
Sailing Is Way Scarier Than You Think – Ep 353 – Lady K Sailing
Lady K Sailing

Sailing Is Way Scarier Than You Think – Ep 353 – Lady K Sailing

Sailing looks calm, romantic, and free — until it isn’t. In this video, we explore the real-life disasters and accidents that show just how fast things can go wrong at sea — from the 1979 Fastnet Race tragedy to the Cheeki Rafiki and Sydney to Hobart...
Valiant 40 Sailboat | The Legendary Bluewater Cruiser Changed Offshore Sailing Ep 352 Lady K Sailing
Lady K Sailing

Valiant 40 Sailboat | The Legendary Bluewater Cruiser Changed Offshore Sailing Ep 352 Lady K Sailing

The Valiant 40 sailboat is one of the most iconic offshore cruisers ever built. Designed by Bob Perry in the 1970s, this legendary 40-foot yacht combined speed, comfort, and safety in a way no production cruiser had before. In this video, we take a deep d...
Do NOT Buy – Prout 34 Bluewater Catamaran – Ep 351 – Lady K Sailing
Lady K Sailing

Do NOT Buy – Prout 34 Bluewater Catamaran – Ep 351 – Lady K Sailing

Looking for a proven bluewater catamaran that won’t break the bank? Meet the Prout 34 Catamaran, a legendary British cruising multihull designed for serious passagemaking. In this video, we take a closer look at the history, design, layout, and sailing p...
Westsail 32 Shipmaster Review | The Legendary Bluewater Cruiser Explained – ep 350 Lady K Sailing
Lady K Sailing

Westsail 32 Shipmaster Review | The Legendary Bluewater Cruiser Explained – ep 350 Lady K Sailing

Thinking about buying a Westsail 32 Shipmaster? In this video, we take a deep dive into one of the most iconic bluewater cruising sailboats ever built. The Westsail 32 earned its reputation as a rugged, heavy-displacement cutter that’s carried sailors sa...
Best 30ft Sailboat to Buy? Catalina 30 Walkthrough & Review – Ep 349 – Lady K Sailing
Lady K Sailing

Best 30ft Sailboat to Buy? Catalina 30 Walkthrough & Review – Ep 349 – Lady K Sailing

Thinking about buying a 30 foot sailboat? The Catalina 30 is one of the most popular and best-selling cruising sailboats of all time — and for good reason. In this video, we dive into why the Catalina 30 is considered the best 30 foot sailboat to buy and...
Lost at Sea: The Story of Sailor Jay Caunter & His Sabre 34 Venture – Ep 348 – Lady K Sailing
Lady K Sailing

Lost at Sea: The Story of Sailor Jay Caunter & His Sabre 34 Venture – Ep 348 – Lady K Sailing

This is the story of sailor Jay Caunter, a man who set out aboard his Sabre 34 sailboat Venture in search of freedom and the call of the sea. Sadly, Jay was lost at sea, leaving behind both mystery and memory. In this video, we honor his journey, explore h...
Fountaine Pajot 80 | The Ultimate Luxury Sailing Catamaran Superyacht – Ep 347 – Lady K Sailing
Lady K Sailing

Fountaine Pajot 80 | The Ultimate Luxury Sailing Catamaran Superyacht – Ep 347 – Lady K Sailing

The Fountaine Pajot 80 isn’t just a sailboat—it’s a floating luxury resort that can cross oceans in style. In this video, we dive into everything that makes the FP 80 one of the most impressive luxury sailing catamarans on the market today. From its ...
TOP 3 TINY Sailboats You Can Live On! – Ep 346 Lady K Sailing
Lady K Sailing

TOP 3 TINY Sailboats You Can Live On! – Ep 346 Lady K Sailing

Dreaming of living on a sailboat but don’t want (or need) a massive yacht? In this video, we explore the top three tiny sailboats you can actually live on. These compact cruisers prove that you don’t need a big boat to enjoy the freedom of life on the ...
How Much Solar is Too Much on a Sailboat? ⚡️ (Sailboat Solar Power Explained) Ep 345 Lady K Sailing
Lady K Sailing

How Much Solar is Too Much on a Sailboat? ⚡️ (Sailboat Solar Power Explained) Ep 345 Lady K Sailing

Thinking about adding more solar panels to your sailboat? At what point does it go from smart energy management… to a floating solar farm? In this video, we break down the truth about sailboat solar power: how much solar you really need, when it becomes ...
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