SAIL AWAY
The Keys Are Calling & We Must Go
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See the Real Keys
Wind & Wine Sunset Sail
Sail, Snorkel & Kayak
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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
Looking to get out on the water in Key West? 🌊
From sailing trips and our Wind & Wine sunset cruise 🍷 to private adventures on our 6-pack center console, there’s no better way to experience the island. You might even spot some local wildlife along the way.
Get out on the water with Danger Charters ☀️
#Floridakeys #keywest #sailingcharters #vacations #privatecharters
Summer sunsets are approaching! ☀️
Looking for the best way to watch the sunset? Do it on the water.
Join us on our Wind & Wine Sunset Sail with Danger Charters—relax, sip wine, and beat the crowds while taking in one of Key West’s most beautiful views. 🌅🍷
Book your sunset cruise today!
#sunset #dangercharters #sunsetsail #keywest #flkeys
It’s wedding season in the Florida Keys 💍✨ Whether you want to customize every detail of your dream day or simply step aboard and let us handle the rest, book with Danger Charters for a romantic celebration you’ll never forget.
📷: @meanderingmedia
Summer is getting close☀️! Book your next adventure with Danger charters for a vacation you’ll never forget! ⛵️🐬 #dangercharters #keywest #vacations #florida #ocean
One of the best parts of being out here? The dolphins! 🐬 It’s not rare for them to cruise right up to the boat and spend some time with us. Pure Key West magic!🏝️
#dangercharters #dolphins #florida #ocean #keywesttours
Fav color? The Ocean! Summer days are approaching fast!🐬🪸 Book with Danger Charters to experience the keys to the fullest!⛵️ #dangercharters #keywest #florida #keywesttours #ocean
There’s something unforgettable about saying “I do” on the water 🤍🌊
With Danger Charters, your wedding day is completely customized to you — from intimate sunset elopements to celebrating with your closest friends surrounded by the turquoise waters of Key West. Private, romantic, and effortlessly beautiful.
Let the ocean be your backdrop and the sunset seal the moment.
Now booking private wedding charters.
Inquire to reserve your date. 💍✨
⬇️Click the Link below⬇️
https://www.dangercharters.com/weddings/
#KeyWestWedding #WeddingAtSea #DestinationWedding #SayIDoOnTheWater DangerCharters
Go Caroline & Micah!! 🙌🔥
They came out to represent Danger Charters at the Pickleball Tournament/Fundraiser benefiting the Boys & Girls Club of the Keys — and they crushed it! 💪🏽🏓
We’re so proud of our crew for showing up, competing, and supporting such an amazing cause that makes a difference for local kids here in Key West.
A huge THANK YOU to the Key West Attractions Association @keywestattractionsassociation for all their hard work putting together such a fun and meaningful event! 👏
Community always comes first 💙
https://bgckeywest.org
#DangerCharters #KeyWest #SupportLocal #BoysAndGirlsClub #pickleball
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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