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The Keys Are Calling & We Must Go

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Explore Our Tours

See the Real Keys

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Tour Schedule

We sail every day.
A young couple takes a selfie while enjoying a private sailing charter in Key West with Danger Charters

Prices & Rates

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Two women in an orange kayak paddle in calm waters near Key West, FL

Seasick? Not Likely.

We love calm water.

Key West Sailing Charters

What Makes Us Different?

Locally owned and operated for more than 30 years, Danger Charters is all about the Key West sailing experience – wind in the sails, sun on our face, the sound of the waves lapping against the hull.

Our shallow-draft schooners allow us to go where others can’t … and we choose to go where others don’t. We seek calm, crystal-clear water so that you can enjoy the very best of the beautiful Florida Keys. We can’t wait to host you for an unforgettable day of sailing in Key West.

We treat you to the Key West that’s inspired countless paintings and poetry, and show you why locals choose Danger Charters too. Kick back, relax, and be one with the wind and waves … we’ll take care of the rest.   

A Danger Charters crew member unties a rope
The bow of a Danger Charters schooner sailing in calm waters in Key West
A young couple drinks champagne and enjoys a sailboat wedding with friends in Key West

What We Provide

  • Calm water for smooth sailing
  • Excellent food and beverage
  • No crowds so you can lounge
  • Experienced captains
  • Knowledgeable crew
  • Eco-education opportunities
  • Top-quality snorkeling gear
  • Easy to use kayaks

Our Playground

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Danger Charters crew member Mary

On Deck

Mary

Mary knows the waterways of the Keys like the back of her hand and is super knowledgeable about (and still super excited by) our area’s marine life. One of her favorite memories on the water is from New Year’s Day a few years ago when three manatees swam right up to the boat!

Meet the Crew

Our Fleet

Historic Key West Schooners

Schematic of Danger one of the schooners in Danger Charters' Key West fleet

Danger

Boat Type: 48’ Skipjack
An elegant, custom-built Skipjack replica, Danger perfectly navigates the shallows surrounding the prettiest parts of the Keys.
Schematic of Sarah one of the schooners in Danger Charters' Key West fleet

Sarah

Boat Type: 52’ Exuma
Sarah is an exceptional vessel. She was built for exploring the Keys, Gulf, and Caribbean, and was the first ever Exuma 52!
Schematic of Danger's Prize one of the schooners in Danger Charters' Key West fleet

Danger’s Prize

Boat Type: 52’ Exuma
Commissioned by Danger Charters, Danger’s Prize is spacious, swift, smooth and seamlessly sails in our shallow waters.
Schematic of Pearl one of the schooners in Danger Charters' Key West fleet

Danger’s Pearl

Boat Type: 57’ Rover
Danger’s Pearl is a mini tall ship with romantic-red sails. Her on-deck amenities make her a dream-come-true diving boat.

Learn About Our Boats

Spent my birthday eve sunset sailing with my husband and it was unforgettable! Could not recommend it enough. Such a beautiful time! I would definitely do it again next time we go to Key West. Thank you all for such a wonderful and memorable experience!

Katherine Bejerano — Google

4,500+ Reviews
900+ Reviews
6,600+ Reviews

Make Memories To Last A Lifetime

Water this clear is what our crew dreams of!💙 We...

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One of our crew Micah helping out an absolutely...

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There’s nothing like watching the Blue Angels from...

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Even with questionable weather Danger always tries...

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Dangers “Danger” looking gorgeous with full...

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Escape the crowds and experience the ocean your...

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Just a quick reminder that in addition to our...

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𝘊𝘩𝘳𝘪𝘴𝘵𝘮𝘢𝘴 𝘤𝘢𝘮𝘦 𝘦𝘢𝘳𝘭𝘺! You’ve got...

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Ready to Start Your Adventure?

  • Save 10% off of our Wind & Wine Sunset Sail with code SPRINGWW10. Not valid on private charters.
  • Save 15% off of our AM, PM, and Premium Day Sails with code APRILECO15. Not valid on private charters.
  • Book a Day Sail and get up to 25% off a Wind & Wine Sunset Sail!The discount applies when both sails are booked together. Add a Day Sail to your cart, and you’ll be prompted to add the Wind & Wine Sunset Sail at the reduced price. No promo code needed. Please note: the Day Sail must be added to your cart first.

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A group of young women pose for a photo while on a sailing charter with Danger Charters in Key West, FL
Book a Day Sail and get up to 25% off a Wind & Wine Sunset Sail!
The discount applies when both sails are booked together. Add a Day Sail to your cart, and you'll be prompted to add the Wind & Wine Sunset Sail at the reduced price. No promo code needed.
Book Now!