Seeing Key West’s spectacular sunset while on a boat is an island tradition. Here are your choices

Sunset sailing boat returning to Key West harbor
Key West sailing during sunset – a celebration every day.

Many visitors agree that the most beautiful way to observe our famous sunset is from the water, enjoying some Key West sailing down to the Southernmost Point, and toasting the end of another magical day.

It is a popular activity.  While you are sailing you will be see a fleet of Key West sailboats on the water – each admiring the view of the variety of boats, the on-board music, and the deeply hued setting sun.

You may choose from a sleek modern catamaran, an historic tall sail schooner, a glass-bottom boat, or your very own privately chartered boat. Whichever fits your mood or budget, they generally will all provide unlimited beer, wine, sodas and, of course, champagne for the duration of the two hour trips.

Sunset Booze Cruise Concert

  Trop-rock into the sunset on a sailboat! Includes free-flowing beer, wine, margaritas, and snacks

Sunset Sail – Booze Cruise

  Boat trip to see the Key West sunset  – with beverages and an island

Sunset Sails – Schooners & Tall Ships

  Hoist the sails – if you’d like to lend a hand – aboard the

Sunset Sail – Wind & Wine

  An upscale sunset cruise aboard a traditional working schooner – serving premium wine, beer,

Sunset Cruise – Glass Bottom Boat

  A great view – above and below deck. Air-conditioned comfort on this Key West

Private Sunset Charters

  Wouldn’t it be nice to have your own boat in Key West? Well you