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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 Bradley

On Deck

Bradley

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

This was just the other day after our evening kayaking/snorkel day sail🤿The dolphins we have down here are curious and most of the time always come say hello!🐬✨🏝️🌸

#dangercharters #snorkeling #kayaking 
#ocean #kayak #mangrove #dangercharters #dangercharterskeywest #keywest #keywesttours #keywestkayaking #keywestlife #florida #marinelife #sailingexperiences #ecosystems #sunshinecoast #islandlife
Celebrate Manatee Appreciation Month with us! 🐮These gentle sea cows are a vital part of our waters, and we’re proud to share the seas with them. Remember to boat responsibly, observe no-wake zones, and give manatees the space they deserve. Let’s protect what makes our waters special! 💙 #ManateeAppreciationMonth #dangercharters
Yesterday was an unforgettable day on the water! The wildlife was breathtaking, and the sun was shining brightly. Don’t miss out—come experience days like this with us!🐬🌸🌅✨🏝️⛵️

#dangercharters #snorkeling #kayaking 
#ocean #kayak #mangrove #dangercharters #dangercharterskeywest #keywest #keywesttours #keywestkayaking #keywestlife #florida #marinelife #sailingexperiences #ecosystems #sunshinecoast #islandlife
Struggling to choose your next vacation destination? Visit Key West and book with Danger Charters! With options like sailing, kayaking, snorkeling, lunch, and wine tastings, it’s hard to resist joining us. Book today!🌸🌅🏝️🍷⛵️

#keywest #dangercharters #florida #kayaking #snorkeling #ocean #sunset #sun #danger #keywestflorida #keywesttours
🎁🎄𝗗𝗶𝘁𝗰𝗵 𝘁𝗵𝗲 𝗼𝗿𝗱𝗶𝗻𝗮𝗿𝘆 𝗮𝗻𝗱 𝗴𝗶𝘃𝗲 𝘆𝗼𝘂𝗿 𝘁𝗲𝗮𝗺 𝗮 𝗵𝗼𝗹𝗶𝗱𝗮𝘆 𝗽𝗮𝗿𝘁𝘆 𝘁𝗵𝗲𝘆’𝗹𝗹 𝗹𝗼𝘃𝗲 𝘄𝗶𝘁𝗵 𝗗𝗮𝗻𝗴𝗲𝗿 𝗖𝗵𝗮𝗿𝘁𝗲𝗿𝘀! Set sail on a private 2-hour Wind & Wine Sunset Sail and treat your crew to:

🥂 8-course wine tasting
🍻 Unlimited wine, beer, and soda
🧀 Passed appetizers
⛵️ Space for up to 30 guests
🌅 A beautiful Key West sunset!

Take advantage of our 𝘀𝗽𝗲𝗰𝗶𝗮𝗹 𝗹𝗼𝗰𝗮𝗹 𝗵𝗼𝗹𝗶𝗱𝗮𝘆 𝗿𝗮𝘁𝗲 𝗼𝗳 $𝟮,𝟱𝟬𝟬, which includes all taxes, fees, & gratuity. This exclusive offer is available from now through January [excluding the dates 12/24/24 - 01/05/25]. To book, email reservations@dangercharters.com or call 305-304-7999!
Experience the perfect sunset with Danger Charters! With a glass of wine in hand and an incredible crew to take care of you, there’s no better way to enjoy Key West on the water. Join us and watch the sunset in style! ⛵️🌅🍷
Fav activity? Definitely kayaking😁#dangercharters ❤️⛵️🌸🏝️

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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.