Sir Winston Luxury Yacht Charters

Sir Winston Luxury Yacht Charters The Sir Winston, formerly known as the Grand Princess and the Grand Floridian, is customized to be the best in the charter industry! They both are U.S.C.G.

Contact us for your private yacht charter. WINSTON KNAUSS, designer, builder, owner and captain of the most unique charter yachts in the world was a highly successful businessman and entrepreneur in Indianapolis, Indiana. He founded and owned Winston Development Corp., AAA Wrecking Co. - a demolition contracting business, owned and operated the Winston Yacht and Country Club, and a number of hotel

s, and was also a land developer. As a child, in Indiana, Winston dreamed of building boats.​ In his back yard as a child, he resurected many boats and later as an adult, he built boats that would eventually become world known. Winston built his first boat in his back yard along the White River in Indianapolis, Indiana in the 1970’s out of salvage from his demolition and building companies. In 1977, in Florida, a yacht broker asked him if he would be interested in chartering his 62-foot luxury craft, Winston agreed, and he has been in the yacht chartering business ever since. In the beginning, his charters did not include any catered food aboard the yacht, but that all changed one day when show business luminary Liza Minelli chartered his yacht and insisted on serving stone crabs, shrimp, oysters and a seafood buffet. Winston is an inventor and applied for his 1st patent at the age of 22. In his demolition business, he spent many years destroying buildings, manufacturing plants, smoke stacks, water towers, and bridges, so it is especially satisfying to be able to create something as lovely as these yachts and be able to stand back and just admire the beauty they bring to this world. "It gives me great pleasure to bring such joy and happiness to the people who have the time of their lives aboard my yachts." ​

Captain Winston and his wife Captain Diane have enjoyed the planning that goes into building these well thought out charter boats. licensed captains and have played a dominant part in every charter onboard the SIR WINSTON to insure a perfect event every time. Captain Winston and Captain Diane are now residing on their farm in Alva, Florida on the Caloosahatchee River. The Sir Winston, formerly known as Grand Princess and The Grand Floridian has panoramic views and elegant decor in soothing colors that adorn the yacht. You can expect the same excellent service as with Grand Princess and The Grand Floridian, and have the best service and event planner to assist you with her expertise! Our team will ensure your private yacht charter is a most memorable experience.

When you choose our in-house DJ, you also get this gorgeous complementary up-lighting.
02/09/2025

When you choose our in-house DJ, you also get this gorgeous complementary up-lighting.

A real nail biter!!!!
01/27/2025

A real nail biter!!!!

If you plan on going to Tampa, St Petersburg area, Starlight Cruises in Clearwater, FL is the place to go have a nice me...
01/19/2025

If you plan on going to Tampa, St Petersburg area, Starlight Cruises in Clearwater, FL is the place to go have a nice meal and cruise the Bay. https://www.starlitecruises.com/
WE HAVE A CRUISE FOR YOU!

I had my 75th birthday celebration onboard the SIR WINSTON 1 and had the most amazing experience. Never have I ever had...
01/17/2025

I had my 75th birthday celebration onboard the SIR WINSTON 1 and had the most amazing experience. Never have I ever had champagne served to me and my guests way up on the 4th deck of the boat!!!

01/17/2025
The 4th of July was a great time for many aboard the SIR WINSTON 1 in Miami. The beautiful skyline and fireworks display...
01/03/2025

The 4th of July was a great time for many aboard the SIR WINSTON 1 in Miami. The beautiful skyline and fireworks display were spectacular!

Guests onboard the SIR WINSTON 1 for NYE celebration in Miami, VIP Nightlife, for a beautiful evening under the stars wi...
01/02/2025

Guests onboard the SIR WINSTON 1 for NYE celebration in Miami, VIP Nightlife, for a beautiful evening under the stars with sparkling champagne and fireworks!

HAPPY NEW YEAR 2025!!! In Miami VIP Nightlife
01/01/2025

HAPPY NEW YEAR 2025!!! In Miami VIP Nightlife

Wishing everyone a joyous Christmas and a prosperous New Year!
12/22/2024

Wishing everyone a joyous Christmas and a prosperous New Year!

A little Sir Winston nostalgia
12/19/2024

A little Sir Winston nostalgia

12/05/2024

Just watch! We are working on a 149 passenger vessel to introduce to you next year. We will update as we go. So excited!!!

A new something that I will just have one can or bottle. My red wine was just too good. CHEERS 🍻
11/30/2024

A new something that I will just have one can or bottle. My red wine was just too good. CHEERS 🍻

Winston Knauss is the owner of Sir Winston Luxury Yacht Charters. When he was a young man of 32 years of age he was fea...
11/29/2024

Winston Knauss is the owner of Sir Winston Luxury Yacht Charters. When he was a young man of 32 years of age he was featured in this video of His company, AAA Wrecking, bringing down the Lincoln Hotel in Indianapolis, IN. AAA Wrecking demolished many smoke stacks, bridges, water towers, buildings in the Midwest and east coast of the USA.
Winston is wearing the brown leather jacket.

Featured in this film is the demolition of the Hotel Lincoln in Indianapolis, which was located on the south side of Washington Street where it intersected w...

11/29/2024

We would like to thank you for chartering our majestic SIR WINSTON yacht for your special event.

Address

5398 North Ocean Drive
Hollywood, FL
33019

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm
Saturday 9am - 12pm
Sunday 9am - 12pm

Telephone

+19549989691

Website

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As your guests arrive, they will be greeted with a beautiful array of delicious collections of cheeses, seasonal fruits and vegetables and more.

Start planning your fall and holiday events! Take your event to the next level on The Sir Winston. We offer a spacious venue, unforgettable views, impeccable dishes, and other fun event necessities! #yacht #charteryacht #florida #yachtparty #luxuryyacht #yachtlife #miami #fortlauderdale #eventvenue #venue #southflorida

Our website will be down for a few days for maintenance and remodeling. You can still reach us at 954-998-9691 for any questions or inquiries for the Sir Winston!

Navy Fleet Week in Port of Miami this week

Merry Christmas from Sir Winston Luxury Yacht Charters
Merry Christmas from Sir Winston Luxury Yacht Charters

Wishing you a holiday season filled with joy, laughter, and the warmth of loved ones. Merry Christmas from our family to yours!

Here's your reminder that being on the water is your happy place! 🌊 Book a celebration for your next happy occasion with Sir Winson Luxury Yacht.

Celebrate Your Birthday with Sir Winston!
Celebrate Your Birthday with Sir Winston!

Whether you’re celebrating a Sweet 16 or 80 years on this earth, a luxury yacht charter is the perfect place for your birthday bash. A luxury yacht charter will have DJs, full catering, chocolate fountains, and anything else you can think of to have a good time.

Host Your Corporate Event with Sir Winston!
Host Your Corporate Event with Sir Winston!

When you’re hosting a corporate event, you need something grand enough to satisfy everyone. Luxury yacht charters are perfect for team building, employee appreciation nights, and everything in between. Luxury yachts can set sail at any time of the day, ensuring you have the perfect scenery for your corporate event.

Sail away with Sir Winston!
Sail away with Sir Winston!

Who’s ready to feel those waves? 🌊 If you’re someone who loves being out on the water, consider hosting your next big event with Sir Winston! Explore the most beautiful waterways in South Florida while you celebrate with your closest family and friends.

Luncheon Event in Miami today with pick up at James L. Knight Center.

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SIR WINSTON Luxury Yacht Charters is your premier event venue for your corporate event and private event needs. We will work to make sure your guests have a great time and leave your event with memories to last a lifetime. Book your event with us today before your date fills up!