SAIL AWAY
The Keys Are Calling & We Must Go
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See the Real Keys
Wind & Wine Sunset Sail
Sail, Snorkel & Kayak
Sandbar, Snorkel & Sunset Sail
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
Can’t think of a better way to spend summer vacation!☀️ Everything you need is right here in one spot snorkeling, kayaking, sailing, and unforgettable sunsets. Come spend the day with Danger Charters 🌊⛵️
#summervacation #dangercharters #keywest #florida #summer
POV: you skipped the big wedding and got married with your favorite people on a sunset sail in Key West instead
Congratulations on your beautiful wedding, Veronica + Cooper! Wishing you both a lifetime of happiness and love 💍💙
⛵️ @danger_charters
📸 @vidalkeywest
🎥 @yourkeywestwedding
🌺 @petalsnvines
🍰 @key.west.cakes
Happy Mother’s Day from the crew at Danger Charters 🌸💙
Here’s to the moms who make every adventure even better. Wishing you a day full of sunshine, salty air, and love 🌊✨ #MothersDay #KeyWest #dangercharters
Yesterday the Danger Charters crew traded paddles for volleyballs 🏐🌊
We had an awesome time taking part in @reefrelief volleyball tournament fundraiser alongside so many amazing local organizations and community members who care deeply about protecting our reefs and oceans. Huge thank you to Reef Relief for putting together such a fun event for a great cause 💙
#DangerCharters #ReefRelief #KeyWest #ProtectOurReefs #volleyball
Looking for the best way to spend your evening in Key West? Book a sunset “Wind & Wine” sail with Danger Charters and experience golden skies, ocean breezes, wine in hand, and a sunset you’ll never forget 🌅⛵
#sunsetsail #floridasunset #dangercharters #keywest #sail
Be honest… how often are YOU thinking about the boat? 👀⛵️ Come out with Danger to experience Key West like a local!! #summervacation
#dangercharters #keywest #florida #ocean
𝗦𝘁𝗮𝗿𝘁𝗶𝗻𝗴 𝗠𝗮𝘆 𝟭𝘀𝘁, Danger Charters is now offering Sandbar🏝️/Snorkel🤿/ Sunset 🌅 Trips!!
Spend your day relaxing on the sandbar or exploring beneath the surface!🐠🐬
Call today to book your next adventure!
#KeyWestAdventures #SnorkelKeyWest #SandbarVibes #summervacation☀️ #dangercharters
May starts here 🤿🌊 Snorkel the reef, post up at the sandbar, and make the most of your weekend with us. Trips start this Friday, May 1st! Who’s in? 🐠🏝️⚓️
Book your spot now before they fill up!
#DangerCharters #KeyWest #KeyWestFlorida #Snorkeling #sandbar
Ready to Start Your Adventure?
- Save 10% on our Sandbar, Snorkel, & Sunset trip with code SANDBAR10 from now through 9/30. Not valid on private charters.
- 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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