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The Keys Are Calling & We Must Go

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Key West Sailing Charters

What Makes Us Different?

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

Our Playground

Danger Charters crew member Luke

On Deck


Meet the Crew

Our Fleet

Historic Key West Schooners

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


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


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 BejeranoGoogle

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 CastilloGoogle

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 WilliamsGoogle

Make Memories To Last A Lifetime

Smiles & Sunsets 🌅 


#sailinglife #sailing #sunsetsail #visitkeywest #unlockthekeys #keywestsunset #lovefl #keywest #visitflorida #keywestlife #dangercharters
Key West Sunsets>> 😮‍💨


#keywest #keywestsunset #boatlife #charterboat #sailing #sunsetsailing #visitflorida #sunset
Danger’s Pearl enjoying the windy season 💨 


#sailinglife #sailing #sunsetsail #visitkeywest #unlockthekeys #keywestsunset #lovefl #keywest #visitflorida #keywestlife #dangercharters
Don’t have plans for Valentine’s Day yet? Come spend the evening with us! 🥳🍾

Our Valentine’s trip consists of an 8 course wine tasting, hors d’oeuvres, desserts, and roses ;) All while sunset sailing off of Key West! 🌅⛵️


#keywest #datenightideas #keywestdatenight #thingstodoinkeywest #boatlife #keywestsunset #sailing
One of the many highlights of working on sailboats in paradise! 😇 big congrats to these newlyweds 🎉🍾🤍 


#sailboat #keywest #keywestwedding #visitflorida #dangercharters #keywestsunset #keywestproposal
Hors d’oeuvres anyone?! Served by our lovely mate, Sean! 


#sailinglovers #sailing #chartersailing #thefloridakeys #visitkeywest #keywest #visitflorida #dangercharters #boatlife #boatcharter
Blue skies and blue waters 🌀


#sandbar #boatlife #thingstodoinkeywest #visitkeywest #keywest #dangercharters

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Man in board shorts does a summersault off a schooner in Key West
Friends enjoy a glass of white wine while on a sailing charter with Danger Charters in Key West, FL
February Special
Save 15% off of all Day sails (AM, PM, and Premium) with code LOVESAIL15. Save 10% off the Wind & Wine sails with code HEART10. Not valid on private charters.