Skip to Content

SAIL AWAY

The Keys Are Calling & We Must Go

Book Now

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-island-map
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

Did you see him?🦎 Kayaking has been out of this world lately! Come join Danger Charters and experience the Florida Keys mangroves on your next vacation!🐬🌸⛵️ #dangercharters

#dangercharters #snorkeling #kayaking 
#ocean #kayak #mangrove #dangercharters #dangercharterskeywest #keywest #keywesttours #keywestkayaking #keywestlife #florida #marinelife #sailingexperiences #ecosystems #sunshinecoast #islandlife
We saw so many southern stingrays yesterday! Kayaking at Archer Key was incredible, and these magnificent creatures came to greet us! 🌊🦈 Come join us—looks like they’ll be hanging around for a while! 💙✨
Join Danger Charters for an unforgettable day on the water, watching the power boat races🚤 from the best spot possible! We’ll set out at 8:30 am to claim our prime viewing spot, serving fresh mimosas and a delicious lunch between races🍹🥪. From 8:30 am to 3:30 pm, our crew will ensure you have an incredible race day experience. Book your adventure for November 6th, 8th, or 10th to secure your front-row seat! Check the link in our bio for more details🐬✨ 

#powerboating #race #dangercharters #powerboatracing #powerboat #sailing
Passing by Danger on the way home from the full day and got to see some dolphins ! ⛵️🌸🐬 We love passing by other trips to say hey!#dangercharters

#MangroveMagic #NatureWonders #dangercharters #keywest #florida #floridalife #mangroves #kayak #snorkel #sail #sailing #ocean #marinelife
Exploring the hidden beauty of the mangroves—nature’s serene maze 🌿💧 Book your next adventure  with Danger Charters to come kayak, snorkel, and sail with our experienced guides🌸 You’ll leave not only satisfied, but with unforgettable memories from this vacation!💙🐬

#MangroveMagic #NatureWonders #dangercharters #keywest #florida #floridalife #mangroves #kayak #snorkel #sail #sailing #ocean #marinelife
Appreciating the wildlife we are so blessed to see everyday!🦀🐬🪸🏝️🐬🐠 #dangercharters

#ocean #kayak #mangrove #dangercharters #dangercharterskeywest #keywest #keywesttours #keywestkayaking #keywestlife #florida #marinelife #sailingexperiences #ecosystems #sunshinecoast #islandlife
Experience the magic of a Key West sunset with Danger Charters! 🌅✨ Join us for an unforgettable sunset sail, complete with fine wine and stunning ocean views. Watch the sky come alive as you sip and sail into the evening. Book your spot now and make memories on the water! #DangerCharters #SunsetSail #WineOnTheWater #KeyWestSunsets

Follow Us

Ready to Start Your Adventure?

Book Now

Stay in Touch!

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