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 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

Did you know that mangroves can store up to four times more carbon than tropical rainforests?! 🌿🌴

Join Danger Charters on one of our three day sails, and our crew will lead you through the lush, green labyrinth of mangrove channels on a guided kayak tour. As you paddle, they’ll share their expertise and insights into the unique ecosystem of the Florida Keys, offering a perfect blend of information and relaxation!

Click the link in our bio or shoot us a message to learn more about our Sail, Snorkel, and Kayak trips ⛵️🤿🛶
When your vacation looks like this, you're doing something right! ⛵️☀️

Ready to jump in? Danger's shallow-draft schooners will take you right up to the breathtaking Key West National Wildlife Refuge, making snorkeling a breeze. Never snorkeled before? No worries! Our experienced (and very patient!) Danger Charters crew will guide you every step of the way 🙌🏼
Danger crew members Rose, Mary, + Anna popping up on your feed to let you know 𝐲𝐨𝐮 𝐬𝐡𝐨𝐮𝐥𝐝 𝐛𝐞 𝐡𝐞𝐫𝐞! ☀️⛵️ With perfect weather on the way, it’s the ideal time for sailing, exploring, and sandbar chilling. Come explore this beautiful place with Danger Charters!
Is there any better feeling?! Join Danger Charters and let our passionate captains + crew show you why the 𝐁𝐄𝐒𝐓 𝐃𝐀𝐘𝐒 are spent on the water 🌊💙

Use promo code INSTA10 at booking for 10% off your sail!
The 𝐁𝐄𝐒𝐓 days in Key West are spent on the water! Our Premium Day trip packs all the adventure: sailing (duh!), snorkeling, kayaking, and sandbar chilling! 🤿☀️🌊

Click the link in our bio to plan your trip with Danger Charters!
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! 🥳

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.