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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 Bradley

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

Best crew around 🙌🏻 
Come join us for a fun day on the water 🌊 ⛵️ 

#boatlife #keywest #keywestflorida #thingstodoinkeywest #fllife #sailing #yachtlife
It’s timeee for the annual Lighted Boat Parade!! 🎅🎄On 9/12 Schooner Warf hosts this event where people/companies decorate their boats and every boat has a theme! It’s so fun to see what everyone has come up with! This was one of Danger’s boats last year! 

We are going to have a show boat and a viewing boat! Both will have an 8 course wine tasting, hors d’oeuvres, and desert platter! Come out and join the festive fun! 🎉 

#keywestchristmas #keywest #dangercharters #boatlife #florida #christmastime #lightedboatparade
This Cyber Monday, unlock 20% off on both our Morning Sail, Snorkel, and Kayak Excursion AND our Premium Day Sail, Snorkel and Kayak with Lunch - the perfect opportunity to immerse yourself in nature's wonders and embark on an unforgettable adventure
with Danger Charters! ☀️ 


#sandbar #boatlife #thingstodoinkeywest #visitkeywest #keywest #dangercharters
We have definitely entered the windy season and our boats are loving it! Come check it out on our sunset sail 🌅⛵️ 


#sailinglife #sailing #sunsetsail #visitkeywest #unlockthekeys #keywestsunset #lovefl #keywest #visitflorida #keywestlife #dangercharters
Black Fri-YAY is here! We are offering 30% of all ticket prices that are purchased today! You can book your tickets for any day or time, they just must be purchased today!  Put the promo code “SAIL30” in when checking out. Happy holidays and happy shopping! 


#sailinglovers #sailing #chartersailing #thefloridakeys #visitkeywest #keywest #visitflorida #dangercharters #boatlife #boatcharter
A few of the things we are thankful for this Thanksgiving! 
Grateful for our fantastic Danger family, our awesome guests, and being able to spend our days in the Key West backcountry 💙 ⛵️ 🦃 
Happy Thanksgiving to all! 


#sailinglovers #sailing #chartersailing #thefloridakeys #visitkeywest #keywest #visitflorida #dangercharters #boatlife #boatcharter
Can you spot sailing vessel danger on this glassy beautiful day?! ⛵️ 


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

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Friends enjoy a glass of white wine while on a sailing charter with Danger Charters in Key West, FL
November Special
Save 15% off all trips when you book online with code GIVE15. Not valid on private charters.