SAIL AWAY
The Keys Are Calling & We Must Go
Explore Our Tours
See the Real Keys
Wind & Wine Sunset Sail
Sail, Snorkel & Kayak
Private Charters
Special Cruises
Powerboat Day Trip
Powerboat Sunset Cruise
Adventure Awaits
Gift Cards For Sails In Paradise
Share the beauty of Key West from the best seat in town — the deck of a Danger Charters sailboat. Treat someone special to an unforgettable experience on the water. Danger Charters gift cards can be used toward any of our excursions — from snorkeling and kayaking adventures to our famous sunset sails. Available in denominations of $50, $100, $200, or a custom amount.
Tour Schedule
We sail every day.
Prices & Rates
Reserve your spot.
Seasick? Not Likely.
We love calm water.
Key West Sailing Charters
What Makes Us Different?
Locally owned and operated for more than 30 years, Danger Charters is all about the Key West sailing experience – wind in the sails, sun on our face, the sound of the waves lapping against the hull.
Our shallow-draft schooners allow us to go where others can’t … and we choose to go where others don’t. We seek calm, crystal-clear water so that you can enjoy the very best of the beautiful Florida Keys. We can’t wait to host you for an unforgettable day of sailing in Key West.
We treat you to the Key West that’s inspired countless paintings and poetry, and show you why locals choose Danger Charters too. Kick back, relax, and be one with the wind and waves … we’ll take care of the rest.
What We Provide
- Calm water for smooth sailing
- Excellent food and beverage
- No crowds so you can lounge
- Experienced captains
- Knowledgeable crew
- Eco-education opportunities
- Top-quality snorkeling gear
- Easy to use kayaks
Our Fleet
Historic Key West Schooners
Danger
Sarah
Danger’s Prize
Danger’s Pearl
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 Bejerano — Google
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 Castillo — Google
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 Williams — Google
Make Memories To Last A Lifetime
Sunsets with Danger😍 🌅 #dangercharters
#keywest #ocean #sunset #florida
How can you not love life in Key West, FL? 🏝️🐠🐬⛵️ #dangercharters
#keywest #keywesttours #keywestlife #ocean
You’ve got the chance to work with the BEST crew on the island 🫶🏼🫶🏼
We’re looking for one or two 𝐟𝐮𝐥𝐥-𝐭𝐢𝐦𝐞 𝐦𝐚𝐭𝐞𝐬 to start as soon as possible! Experience working on sailboats is a plus, but we’re willing to train the right person. The position offers base pay plus tips, and full-time availability is preferred, but part-time availability may be possible. Daily trips include Eco Tours with snorkeling and kayaking, as well as the Wind & Wine Sunset Sail ☀️⛵️
To apply, send an email with your resume and/or experience to Haig@DangerCharters.com. 𝐇𝐞𝐥𝐩 𝐮𝐬 𝐬𝐩𝐫𝐞𝐚𝐝 𝐭𝐡𝐞 𝐰𝐨𝐫𝐝!
Mary and Dani taking on the Sunset Regatta! Thank you @kwsailingcenter for having us and hosting this fun event! Can’t wait for next year! ⛵️#sailingrace
#dangercharters #keywest #sailing #florida
We’ll be here waiting for ya! 🌴 Book your next adventure with Danger Charters! Snorkel, kayak, or soak up a sunset with our top-notch crew🤿🐠🐬 #dangercharters
#keywest #keywesttours #ocean #vacations
When @travelandleisure talks about the perfect Florida Keys road trip, it doesn’t stop at Mile Marker Zero. It ends on the water at sunset… specifically with Danger Charters! 🧡
Our Wind & Wine Sunset Sail made the list for a reason: golden hour on a historic schooner, 8 varieties of wine from around the world, gourmet appetizers, and an unobstructed view of that famous Key West sunset.
Sunset plans = handled. Link in bio! ⛵️
Come warm up with us in Key West😌! We’ll be out here soaking up the sun 🌞 Book your next trip with Danger Charters and experience the keys like a local! We’re waiting for ya!☀️🌻🌊🐠🐬 #dangercharters
#florida #coldweather #ocean #keywestlife
Looking for a true and authentic Florida winter? Come out with Danger! Water may be chilly but the vibes are high!❄️🐠🐙🐬⛵️
#dangercharters #floridawinter #keywestlife #keywest #charter
Ready to Start Your Adventure?
- Save 10% on our Morning Half-day Sail, Snorkel, and Kayak trip with code AMSAIL2026. Not valid on private charters.
- 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. Please note: the Day Sail must be added to your cart first.
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