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.

Moms, we at SIR WINSTON hope you are having a wonderful and relaxing day!
05/11/2025

Moms, we at SIR WINSTON hope you are having a wonderful and relaxing day!

The City of Hollywood has been home for Sir Winston1 for close to ten years!!!
04/08/2025

The City of Hollywood has been home for Sir Winston1 for close to ten years!!!

04/08/2025
04/07/2025

For your next event on the Sir Winston 1 think about your theme and how you would decorate the tables. How about a Masquerade theme?

HAPPY ST. PATRICK'S DAY from SIR WINSTON Team!!! ⚓️ 💚🍀As we celebrate St. Patrick's Day, let's honor the rich tradition...
03/17/2025

HAPPY ST. PATRICK'S DAY from SIR WINSTON Team!!! ⚓️ 💚🍀
As we celebrate St. Patrick's Day, let's honor the rich traditions and vibrant culture associated with this festive occasion. It’s a time to reflect on the values of community, luck, and togetherness that St. Patrick's Day embodies. We encourage everyone to take part in the celebrations and appreciate the history that has shaped this holiday. Happy St. Patrick's Day to all!

Happy St Patty's Day to you!!🍀🍻 CHEEERS from the SIR WINSTON Team
03/11/2025

Happy St Patty's Day to you!!🍀🍻 CHEEERS from the SIR WINSTON Team

Sir Winston 1 and crew are at West Palm Beach City dock for a charter for the West Palm Beach City Library today. They ...
03/02/2025

Sir Winston 1 and crew are at West Palm Beach City dock for a charter for the West Palm Beach City Library today. They will have a silent auction and plenty of food to keep the guests busy as they cruise the Intracoastal Waterway.

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.

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!!!

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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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!