Day charters from Key West

Get out on the water easily with a day sail in the Florida Keys! Experience vibrant sunsets overlooking downtown Key West, explore Wisteria Island, sail Fleming Key or snorkel Looe Key National Park. Or, leave early on a power catamaran and discover the wonderful Bahia Honda State Park. Where will you sail?

What you need to know

  • Sail bareboat or with a skipper for your day sail
  • Relax on our catamarans, monohulls or power catamarans (perfect for longer distances)
  • Day sails are available on week days – weekends and national holidays are excluded
  • Your fuel is included in the price
  • Read our Key West cruising guide

How to book your day sail!

  • Choose your yacht. Add to cart
  • Choose your date. To sail more than one day, select each day individually and add to cart
  • View cart. Check your yacht and dates
  • Add extras. Skipper, hull damage waiver and cleaning
  • Checkout. FL tax will be added on checkout – 6% of charter cost
  • Confirmation. Our team will be in touch to confirm your charter

Sail for longer – select multiple days!

What our customers say

“Outstanding service and excellent base manager. Professional and great attitudes.”

Lynn, Key West charter, 2021

“Team was awesome. Very helpful and thorough. Thank you!”

Mike, Key West charter, 2021

DYC 64 copy
Sailing Key West
DYC 23 copy