Private 90-Minute Harbor Sailing Charter in Key West

Take the wheel of a private sailboat or sit back while the captain handles the Florida Keys.

A private 90-minute sailing charter in Key West seats up to six passengers on a single boat with a captain and mate. You board at William Street dock, set sail around the Florida Keys, and can steer the boat yourself or relax while the crew navigates. Soft drinks and water are included. You're welcome to bring your own snacks and adult beverages.

Step-by-step itinerary

Private 90-minute harbor sailing

• Meet captain and mate at boat
• Board boat 15 minutes before departure
• Enjoy soft drinks and bring snacks
• Sail around Florida Keys
• Option to steer the boat
• Relax and enjoy the sail

The experience

The boat, a green sailboat named HIGH TIDE, departs from the floating dock in front of Schooner Wharf Bar at 202 William Street. You can board 15 minutes early and settle in while the captain and mate prepare for the sail. The 90-minute charter takes you out onto the water around the Florida Keys, where the city recedes and you get the view most visitors miss. Dolphins sometimes appear off the bow, though there's no guarantee. The whole thing is yours alone: no other groups, no schedule to sync with strangers, just your party and the crew.

You decide how hands-on to be. Ask the captain and you can take a turn at the wheel and actually sail the boat, no experience needed. Or sit back with a drink, watch the water, and let the crew handle everything. Soft drinks and water are on board. There's ample ice and cooler space if you bring your own food or beverages (alcohol is allowed for adults 21 and over). The pace is entirely yours: if you want to add time or stop for a swim, call ahead and the captain will work it out.

Finding the boat is straightforward. Walk down the dock in front of Schooner Wharf Bar and look for the sign marking the first floating dock. Walk that dock and you'll see HIGH TIDE. The captain and mate will be there to greet you.

What’s included

• Private sailboat charter for your group.
• Captain and mate.
• Soft drinks and bottled water.
• Ice and cooler space for your own food and beverages.

Options for this experience

3 options

10am DepartureGuide in English · 10:00, 12:00 and 14:00Private charter departing at 10 am

12pm DepartureGuide in English · 10:00, 12:00 and 14:00Private charter departing at 12 pm

2pm DepartureGuide in English · 10:00, 12:00 and 14:00Private charter departing at 2 pm

You'll see the exact price of each option when you check availability.See dates and prices

Information

Lasts 1h 30m, runs every day at 10:00, 12:00 and 14:00, from US$ 424.62 per group, with a live guide in English, as a private tour and with free cancellation up to 24 h before.

Days and timesEvery dayDepartures at 10:00, 12:00 and 14:00

GroupPrivate1 group tour ›

Live guideEnglish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

Book up toStart time

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather. If that happens, you're offered another date or a refund.

Prices and times updated today

Good to know

Low physical effortStroller-friendlyPets welcomePublic transport nearbyInfants must sit on laps

Operated by Sunset Sail Key West

Is this one for you?The private boat means you're not sharing the sail with other groups, and the captain's flexibility lets you add time or a swim stop if you call ahead. Pick the departure time that fits your day in Key West: morning, midday or afternoon all work the same way.

Traveler reviews

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Top questions

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

Can I actually steer the sailboat myself, or is it just the captain sailing?

You can take a turn at the wheel if you ask the captain. There's no sailing experience required. The captain will guide you through it. If you'd rather relax, the captain and mate handle everything.

What's included in the 90-minute charter, and what do I need to bring?

Soft drinks and water are included, plus ice and cooler space. You're welcome to bring your own snacks and adult beverages (minimum drinking age is 21). Gratuities are not included.

Where exactly do I meet the boat, and how do I find it?

The boat HIGH TIDE is docked at 202 William Street in Key West. Walk down the dock in front of Schooner Wharf Bar, find the sign for the first floating dock, and walk down it. You'll see the green sailboat at the end.

What time does the charter leave, and can I board early?

You can choose a 10am, 12pm, or 2pm departure when you book. You're welcome to board 15 minutes before your departure time to get settled.

Is there a chance to see dolphins on this sail?

Dolphins sometimes appear off the bow during the sail, but sightings are not guaranteed. The captain will keep an eye out and let you know if they spot any.

What's the maximum number of people who can go on the charter?

The boat holds a maximum of six people, so it's genuinely private: no other groups will be on board. Infants can ride along and must sit on an adult's lap.