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Sunset Sail Key West

FAQ

Frequently asked questions

Don’t see yours? Call us at (305) 587-4488.

Where do we board?

It depends on the boat. High Tide and When and If’s downtown sails leave from the Historic Seaport, 202 William St. Malabar X sails from the Perry Marina on Stock Island, 7011 Shrimp Rd. Every sail on this site says which dock, and so does your confirmation.

Please be on the dock 15 minutes before you sail.

How do we book?

Pick a sail and a date and book online; your confirmation comes by email right away. You can always call us at (305) 587-4488 instead.

Can we bring drinks?

On High Tide, yes. Bring any drinks and snacks you like, and the coolers are stocked with ice. The schooners serve their own wine and beer (included on shared sails), so please don’t bring your own aboard When and If or Malabar X.

Can I sail the boat?

Weather and traffic permitting, everyone who wants to gets a turn at the helm and a chance to help raise sail.

Are children welcome?

Yes. Children must be supervised by an adult for the whole trip, and children 6 and under wear a life jacket on board, which we provide. On shared sails, ages 3 to 12 pay a child’s fare and under 3s sail free.

What about the weather?

The captain decides. We don’t sail in heavy rain, thick fog, high winds or electrical storms, but we do sail through sprinkles, overcast skies and light fog.

If the captain cancels for weather, we’ll try to reschedule you, or you get a full refund.

What’s your cancellation policy?

Cancel 48 hours or more ahead for a full refund, less a 10% processing fee. Inside 48 hours, we charge from 20% up to the full price, depending on the circumstances.

What should we wear?

Flat shoes, sun protection and a layer. It’s usually about 10 degrees cooler on the water, and it can be chilly after sunset in winter. Polarized sunglasses cut the glare off the water.

Will I get seasick?

We do our best to keep the boats sailing smoothly. If you get carsick, you may want to take an over-the-counter remedy at least 45 minutes before you sail; some people find wristbands help too.

Do we tip the crew?

Gratuity isn’t included in the price. It’s customary, and very much appreciated if you think they did a good job.

Real. Classic. Sailing.

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