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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

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Danger Charters crew member Mary

On Deck

Mary

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 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

Hi Micah and Brad!✨ Nothing beats sailing with wind like this⛵️especially when it means we can race the other Wind and Wine trips!🍷🌅#dangercharters #sailing
𝐂𝐲𝐛𝐞𝐫 𝐌𝐨𝐧𝐝𝐚𝐲 𝐢𝐬 𝐡𝐞𝐫𝐞, 𝐚𝐧𝐝 𝐚𝐝𝐯𝐞𝐧𝐭𝐮𝐫𝐞 𝐢𝐬 𝐜𝐚𝐥𝐥𝐢𝐧𝐠! 🌊⛵️ Book today and save 20% on all Danger Charters trips—use code 𝐂𝐘𝐁𝐄𝐑𝟐𝟎 at checkout. Plan your adventure now and sail anytime in the future (some blackout dates apply)!

Don’t wait—this exclusive offer is only available until midnight! Click the link in our bio to book.
Oh to be a baby nurse shark hanging out on a sea grass flat 💙🦈 We love seeing these little guys while kayaking✨#dangercharters
Keep an eye on Danger Charters social medias to get the best deal on our day/sunset sails✨🌸⛵️#blackfriday

#dangercharters #snorkeling #kayaking 
#ocean #kayak #mangrove #dangercharters #dangercharterskeywest #keywest #keywesttours #keywestkayaking #keywestlife #florida #marinelife #sailingexperiences #ecosystems #sunshinecoast #islandlife
Sunset sail appreciation post🌸⛵️🍷✨🌅☀️
#dangerdoesitbest

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