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SAIL AWAY

The Keys Are Calling & We Must Go

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Explore Our Tours

See the Real Keys

Wind & Wine Sunset Sail

Sail into the world-famous Key West sunset on a historic, shallow-draft schooner! This tour is equal parts romance and fun, complete with fine wine and gourmet appetizers.
Ages 13+ 2 Hours

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Two women snorkeling in Key West

Sail, Snorkel & Kayak

Experience the unspoiled marine wilderness of the Key West National Wildlife Refuge. Kayak through the mangroves, snorkel over living corals, and enjoy the incredible scenery.
All Ages 4.5 Hours / 6.5 Hours

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A couple walks in clear blue waters while holding hands in Key West

Private Charters

Custom-create your own Key West adventure! Milestone birthday or anniversary celebration, bachelor/ette party, corporate event - we do it all! The boat is yours…
All Ages Up to 30 Guests

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4th of July fireworks at night over the water near Key West

Special Cruises

Ride the tide with Danger Charters! From the powerboat races and annual light parade, to special St. Patty’s Day and July Fourth cruises - catch the Key West vibe with us.
All Ages Up to 25 Guests

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Powerboat Day Trip

Embark on the ultimate Key West adventure with a private, customizable trip featuring sandbar visits, dolphin cruising, and snorkeling in vibrant coral reefs. Lounge on a Lily Pad Floating Mat, enjoy sandbar games, and set the perfect vibe with your playlist.
4 hours All Ages

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Powerboat Sunset Cruise

Cruise Key West's serene waters as the sunset paints the sky, creating the perfect setting for a romantic evening or quality time with loved ones. With a professional captain, BYOB options, and Bluetooth speakers, this private sunset cruise promises an unforgettable experience.
2 Hours All Ages

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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

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Danger Charters crew member Haig

On Deck

Haig

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

🌅 Sail into the Sunset with Danger Charters! 🌊🍷
Whether you’re looking for a romantic escape or a laid-back adventure with friends, our intimate sailing experience is the perfect way to end your day in paradise. Book your Sunset Sail today and see why Key West sunsets are truly legendary! 🌞⚓ #DangerCharters #SunsetSail #KeyWestSunsets #SailAway #florida #dangercharters #keywesttours
On our kayak tours with Danger Charters, double-crested cormorants are a common sight!🪺These sleek, black waterbirds are often seen perched on mangrove branches or docks, spreading their wings to dry after diving for fish. Sometimes, they’ll swim right alongside the kayaks, popping up unexpectedly after a dive. It’s always fun to watch them in action!✨ #kayak #dangercharters #floridakeys #keywest #ocean #keywestlife #keywesttours #dangercharterskeywest #marinelife
We’re feeling a mix of emotions as we said farewell to our dear friend/ mate Brianna! A true nature lover and one of the hardest workers around, her passion for her job shines through in everything she does. We’re already missing you, Brianna! Hawaii is in for a treat with you there! Wishing you all the best—Danger loves you! 🌺💖
Beautiful picture from one of our guest that came out yesterday ✨🌅⛵️#sailingintothesunset
Want to make your evening extra special? Book with Danger Charters for a Valentine’s Day you’ll never forget!🌹 #dangercharters #sunset #winetasting 
Click the Link-Tree in our bio for a direct booking link or call!✨

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