Home 2018-02-10T00:59:59+00:00

Cruise the tranquil intercoastal waterway aboard the Sir Winston

Cruising all year long from Madeira Beach Florida: sightseeing, dining and dancing.

Available Cruises

Events Aboard the Sir Winston

Nothing on the street compares to a private yacht event

Inquire Private Charter

Now available for your wedding venue.

Come join us on the Sir Winston Luxury Yacht for food, entertainment, and incredible panoramic views of the intercoastal waterway. Whether you’re a native to the Tampa Bay area, a snowbird, or visiting us for the first time, Sir Winston Cruise Lines give you the opportunity to relax, dine on amazing food, dance the night away, and take in the amazing views that Madeira Beach has to offer.  It is the perfect venue for a romantic wedding, corporate event, or party on the breath-taking sparkling waters.

We Offer:

  • Five Decks complete with air-conditioned indoor spaces, Three bars, and a rooftop lounge
  • A 360 Degree Panoramic display of the Beautiful Intercoastal Waterways
  • Air conditioned interior decks
  • Upscale buffet-style meals
  • DJ, Dance and your favorite cocktails

Ship Photos >