About Sunset Sail Key West

Sunset Sail Key West is more than a charter — it’s the result of a lifetime spent on the water, sharing the magic of sailing and the beauty of Key West with every guest.

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(305) 587-4488

Private Key West Harbor Day Sail

A perfect daysailing taster - the perfect introduction to a day on the water. Enjoy the scenic beauty of the harbor, with personalized attention and a relaxing atmosphere, making it an ideal taster for your next nautical adventure.

Trip Includes

  • Your own private boat with a captain and mate
  • Coolers stocked with ice
  • Soft drinks
  • Bottled water
  • You are welcome to bring any adult beverages of your choice.


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Private Key West Harbor Day Sail

KEY WEST, FL

Catch that warm keys breeze with Sunset Sail Key West as you head for a sun-soaked daysail out of Downtown Key West.


Your Sunset Sail Key West captain and crew will raise sail and shut off the engine so you can relax and enjoy the serenity of life under sail.


Take a turn at the helm, help raise sail, or take in the the view from the aqua water as you pick out the city's most famous landmarks while sailing around the harbor islands with Sunset Sail Key West before returning to the dock 1.5 hours later.

Your Experience at a Glance


1.5 Hours

All Ages Welcome

USCG Certified up to 12 Guests

From $395

Private Charter

Authentic Sailing Experience

What to Bring

  • Any necessary sun protection
  • Appropriate weatherwear for the day
  • Any adult beverages or snacks you would like to enjoy on your trip

Important Info

  • Listed price for up to 6 guests. For every additional guest, there is a $75 surcharge up to a maximum of 12 guests total.
  • All Ages welcome
  • Children under 12 must be accompanied by an adult
  • All our trips are customisable - if you'd like to add an extra hour or find a different time slot please don't hesitate to call or email and we'll do what we can for you!
  • Gratuity for the crew customary and very much appreciated! It is not included in the fee for your trip, so if you think they did a good job, please do remember them at the end of your sail.