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

Before You Come Aboard

Frequently Asked Questions

Let’s Get You Ready to Sail!


Have questions about your charter? We’ve got answers. Browse below or get in touch — we’re always happy to help!

  • Will I get a sunburn?

    The sun reflects off the water and is often brighter than on land. We highly recommend sunscreen—30 SPF or higher—and protective clothing if you're prone to burning. Polarized sunglasses also help reduce glare.

  • What wildlife will I see?

    Every trip is unique! You may spot dolphins, manatees, tarpon, sharks, turtles, barracuda, and tropical birds. Reefs are home to vibrant fish and corals. While we can’t guarantee sightings, our crew will help you spot anything special—have your camera ready!

  • Are children welcome?

    Yes! We love having families aboard. Children must be supervised by an adult, and kids 6 and under are required to wear a provided lifejacket at all times while onboard.

  • Can I sail the boat?

    If the weather and conditions allow, you're welcome to man the helm and experience the thrill of sailing firsthand!

  • What about weather?

    Our captain always checks the forecast. If it’s unsafe to sail, we’ll reschedule or offer a refund. Expect occasional rain in the summer, cooler winds in the winter, and smooth sailing in spring and fall. A light jacket is smart for cooler days.

  • What about hurricanes?

    Hurricanes are rare, and we always get advance warning. In the unlikely event of a storm threat, we’ll follow safety protocols and notify you right away.

  • Will I get seasick?

    If you're prone to motion sickness, we recommend taking medication 45 minutes before sailing. We do our best to keep the ride smooth. Some guests also like using motion sickness wristbands.

  • Can we bring alcohol on board?

    Yes! Feel free to bring adult beverages. We’ll have coolers stocked with ice to keep everything cold.

  • Is there cell phone signal while we are out on the water?

    Usually, yes—if you can still see Key West, you’ll likely have signal. On longer overnight trips, you may lose service, but we’ll always be within VHF radio range for emergencies.

Adventure Awaits

Golden Hour

Set Sail

Evening Views

Happily Ever After Starts Here