Private Charter Sailing In Key West

Private Charter Sailing In Key West

Things To Know Before You Go:

Day Sails

Included:

  • On When And If and Malabar X, complimentary iced bottled water and seltzer water, boutique wines and select beers are available on board.
  • On High Tide, our cooler is stocked with ice, bottled water and soda with room for your own adult beverages.
  • On snorkel trips, we provide snorkel gear and a fresh fruit platter.

What to bring:

  • When And If and Malabar X: Please bring appropriate weatherwear and sunscreen for the day.
  • High Tide: Appropriate weatherwear plus towels and bathing suits if you have booked a snorkel or lilypad sail. BYOB.

Departure Details:

  • When and If and Malabar X depart from The Perry Marina.
  • High Tide is docked right in Downtown Key West at Schooner Wharf Bar.

Sunset Sails

Options:

  • Celebrate that special occasion on the water with a custom sailing trip to mark your birthday, engagement, proposal, wedding, anniversary…whatever the event!
  • Let us help you create the perfect moment that will last a lifetime.
  • With options for a photographer, music, or your favorite champagne, our the sky’s the limit on our custom charters. We’re here to make your dream sail come true.

Included:

  • On When And If and Malabar X, complimentary iced bottled water and seltzer water, boutique wines and select beers are available on board.
  • On High Tide, our cooler is stocked with ice, bottled water and soda with room for your own adult beverages.
  • On snorkel trips, we provide snorkel gear and a fresh fruit platter.

What to bring:

  • When And If and Malabar X: Please bring appropriate weatherwear and sunscreen for the day.
  • High Tide: Appropriate weatherwear plus towels and bathing suits if you have booked a snorkel or lilypad sail. BYOB.

Departure Details:

  • When And If and Malabar X depart from The Perry Marina.
  • High Tide is docked right in Downtown Key West at Schooner Wharf Bar.

About Us

Private Charter Sailing In Key West

Private Sunset Sails, Private Daysails, Private Snorkel Trips. Do you dream of the wind in your hair, the sky above, and the sea below? We get it. And we’ve got you.

Frequently Asked Questions

Helpful information before you sail.

Can I sail the boat?

Weather and traffic permitting, everyone who wants to will get a chance to man the helm and get a taste of what it’s like to sail.

As it reflects off the water, the sun out on the water is brighter than on land. We highly recommend using some sunscreen– a minimum of 30 SPF or higher. Also, if you are prone to sunburn, you may want to wear protective clothing. And nothing reduces the glare off the water as well as polarized sunglasses.

Ocean wildlife, like wildlife everywhere, is diverse and unpredictable. Every trip will offer different species. Key West is filled with dolphins, manatees, tarpon, sharks, barracuda, turtles, and many species of birds. The reefs are brimming with exotic tropical fish and corals. Of course, we can not predict nor guarantee what you will see, our experienced crew will do their best to point out any interesting wildlife that you may encounter during your charter. Keep a camera handy.

Yes. Sunset Sail Key West is kid-friendly. However, all children must be supervised by an adult for the duration of the trip. Children 6 and under will be provided with a lifejacket they are required to wear on-board.