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We sail every day.

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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.



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 Fleet
Historic Key West Schooners

Danger

Sarah

Danger’s Prize

Danger’s Pearl
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
I can’t get over how personal this experience was!!! The group was small which made the experience that much better. Myself, my sister, and my two daughters had the best time! Everyone was so kind and personable! Thank you for a wonderful time! Danger Charters is definitely a must if you are looking for a sail, snorkel, kayak experience for the first time!
Carlota Castillo — Google
We did a full day sail and snorkel trip with about 27 of us and it was perfect! The crew Bryan, Logan, and Alex were informative, attentive, down to Earth, and make a mean pasta salad! They even provided the snorkeling gear and tips on where to look at the reef! Hands down the best trip during Key West! Will definitely book again in the future! Thanks guys!
Michelle Williams — Google
Make Memories To Last A Lifetime
Captain Brian enjoying his throne 👑
Have you ever sailed with Brian before? ⛵️
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#sandbar #boatlife #thingstodoinkeywest #visitkeywest #keywest #dangercharters

Pearl is in the boat yard- which means so is the Danger crew!
Happy Fri-yay everyone! ☀️
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#keywest #boatlife #boatcharter #keywestflorida #islandlife #southflorida #boatyard

Sunset crusin’ 🌅🥂
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#sailinglife #sailing #sunsetsail #visitkeywest #unlockthekeys #keywestsunset #lovefl #keywest #visitflorida #keywestlife #dangercharters

I spy a turtle 🐢
Definitely one of the most amazing creatures we encounter. We are so fortunate to share an ecosystem with these beautiful water babies!
#sandbar #boatlife #thingstodoinkeywest #visitkeywest #keywest #dangercharters #seaturtle

The power boat races are coming up! 🚤 💨
We are offering front row seats from the water along with a lunch and all you can drink 🥂 come out and enjoy the show!
Dates - November 5-12th

Congrats to the newly weds Cody and Jackie 🥂🎉
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#sailinglife #sailing #sunsetsail #visitkeywest #unlockthekeys #keywestsunset #lovefl #keywest #visitflorida #keywestlife #dangercharters #weddingvenue #weddingideas #married

Underwater wonderland ✨
• 📸- @skylarellle
#sandbar #boatlife #thingstodoinkeywest #visitkeywest #keywest #dangercharters #oceanlover

Over this past weekend Danger Charters was fortunate enough to contribute to Costal Clean Up Day! A big thanks to Reef Relief for organizing this and to all of the volunteers that came to help out!
We did a mangrove clean up of Mule Key (one of our most popular kayak spots) and ended up collecting 226.44 lbs of debris! Good job everyone and thanks again. The backcountry and all of the wildlife thanks you 💙

Ready to Start Your Adventure?
September Special – Save 15% off any booking in September when you book online with code KWSAIL. Not valid on private charters.