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The Keys Are Calling & We Must Go

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Explore Our Tours

See the Real Keys

Danger Charters schooner with the Key West sunset in the background.

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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2 women in bikinis sit in the clear water near key west florida

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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The sunset view near Key West Florida on one of Danger Charters' sunset cruises

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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Adventure Awaits

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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 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

🌊 I don’t wanna touch grass, I wanna touch the ocean!☀️
Join us out on the water with Danger Charters and trade solid ground for sea breeze and endless adventure! From snorkeling and kayaking to sailing Key West’s waters, this is where you really want to be. ⚓️

#DangerCharters #KeyWest #SailKeyWest #KeyWestAdventures #OnTheWater #SnorkelKeyWest #KayakKeyWest #GetOnTheWater
We got to experience hanging out with dolphins on our Sunset Sail the other day and it was amazing! 🐬🌅⛵️🍷 #dangercharters #keywest #dolphins #floridakeys
🚤 Watch the Races with Danger Charters! 🌊
Join us on the water for an unforgettable Race Week experience! We’ll leave the dock at 8:30 AM and head straight to the start line for the best seats in Key West. 🏁

Limited spots remain for Nov 7th & 9th — don’t miss out! Enjoy breakfast, lunch, and drinks served onboard while you take in all the action. ☀️🍹

#DangerCharters #KeyWestRaceWeek #OnTheWater #BoatDay #KeyWest #FloridaKeys #SailWithDanger #RacesInParadise #powerboat #race
Front-row seats to @raceworldoffshore Race Week - without the crowds 🏁 

Join the Danger Charters crew for a Powerboat Race Viewing Sail! Spend the day out on the water with a mimosa in hand, your friends by your side, and the races flying past the bow 🚤💨

The sail includes:

🥂 Morning mimosas & pastries 
🥪 Catered lunch & snacks 
🍻 Unlimited beer, wine & soft drinks
⛵️ Small group trip with a max of 24 guests!

Trips run on all three race days: Wednesday, 11/5; Friday, 11/7; & Sunday, 11/9 from 8:30AM–3:30PM. Tap the link in our bio to grab your spot!
Make the holidays extra special this year — celebrate on the water with Danger Charters 🌅✨ From Christmas to Valentine’s Day (and everything in between), we’ll help you plan the perfect day at sea. ⚓️ #KeyWest #dangercharters 
Call today to book your special day!🎉
Danger is coming out of the boat yard! Brand new paint job and she looks great! ✨⛵️ #boatyard #dangercharters
Join Danger Charters for an unforgettable day on the water watching the powerboat races from the best seat in the house! ⛵️ We’ll set sail at 8:30am to snag a prime viewing spot, with fresh mimosas and a delicious lunch served between races. From 8:30am to 3:30pm, our crew will make sure your Race Week experience is one to remember! 🥂🏁

Book your spot for November 5, 7, or 9 to lock in your front-row view. Check the link in our bio for details ✨

#powerboating #raceweek #dangercharters #powerboatracing #keywest #sailing
But…. YOU SHOULD!!!! Come on down to Key West and book your next trip with Danger Charters to experience the keys like a local! 🌊🐠🐬🥂🐡 #dangercharters 

#keywest #florida #ocean #keywesttours #keywestlife #dangercharters #marinelife #sunset #locals #bookthattrip #fantasyfest

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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.