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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 Haig

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

Looking to rock the same style as the Danger crew? 😎 Get your hands on our exclusive Danger SPF protection shirts, available now on our website! Don't miss out on these and other trendy clothing items. Click the link in bio for more details!

#sailinglovers #sailing #chartersailing #thefloridakeys #visitkeywest #keywest #visitflorida #dangercharters #boatlife #boatcharter
⛵️🎉 Sail-brate with us! Danger Charters has been awarded TripAdvisor's 𝐓𝐫𝐚𝐯𝐞𝐥𝐞𝐫𝐬' 𝐂𝐡𝐨𝐢𝐜𝐞 𝐀𝐰𝐚𝐫𝐝 𝐟𝐨𝐫 𝟐𝟎𝟐𝟒, placing us in the top 10% of things to do worldwide!

A HUGE thank you to all of our incredible guests for your wonderful reviews and recommendations - you sure know how to keep the wind in our sails!

We also want to give a massive shoutout to our captains + crew who make Danger Charters so special! Their passion for and dedication to creating unforgettable experiences is truly what sets us apart, and we could not do what we do without them! 💙

If you’ve had a great time with us, give this post a like and help us celebrate! 🥳
🇺🇸✨Join Danger Charters this 4th of July for two spectacular light shows in one! We'll set sail for a breathtaking Key West sunset and cap off the night with a dazzling 4th of July fireworks display over the water!

We only have a few seats left! Secure your spot now by clicking the link in our bio or calling 305-304-7999.
And man do they enjoy it! Shoutout to our girl Morgan! She’s definitely the life of the party 💃🥳 

#boatlife #keywest #visitflorida #visitkeywest #thingstodoinkeywest
Peace 🫶🏻 Danger! 
#sailinglovers #sailing #chartersailing #thefloridakeys #visitkeywest #keywest #visitflorida #dangercharters #boatlife #boatcharter
¯\ _(ツ)_/¯ 

#keywest #keywestflorida #boatlife #islandlife #visitflorida #oceanlife #sailing #charterboat

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Man in board shorts does a summersault off a schooner in Key West
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.