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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 Mary

On Deck

Mary

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

Water this clear is what our crew dreams of!💙 We are so excited for the summertime⛵️ #dangercharters #keywest #florida #ocean #keywesttours #keywestlife #dangercharterskeywest #sunshinecoast #keywestlife #marinelife
One of our crew Micah helping out an absolutely exhausted Iguana 🦎 back to the mangroves! This guy was swimming for a longgg time and needed a lift! Goooo Micah!⛵️ #iguana #dangercharters #animallovers
There’s nothing like watching the Blue Angels from the water! ✈️💙 Out on Danger’s watch boat, we had the best seats in the house! Watching the show from the water takes it to a whole new level! 🇺🇸🌊⛵️ #BlueAngels #KeyWest #FrontRowViews #DangerCharters #keywesttours #keywestlife
Even with questionable weather Danger always tries to make sure you’re having a good time! ❤️⛵️ #dangercharters #ocean #keywesttours #keywestlife #florida #keywest
Dangers “Danger” looking gorgeous with full sail⛵️❤️ #sailaway #dangercharter #keywest #keywesttours
Escape the crowds and experience the ocean your way! ☀️🏝️ Our private powerboat charters are all about speed, adventure, and total freedom. Snorkel, island-hop, or just relax—it’s your day, your way! 🌊⚡️ Book your exclusive adventure with Danger Charters today! Click the Link-Tree in our bio for a direct booking page⛵️ #PrivateCharter #dangercharters #keywest #florida #ocean #keywesttours #keywestlife #dangercharterskeywest #sunshinecoast
Just a quick reminder that in addition to our in-store merch, we also have an online Danger Charters⛵️apparel shop!☠️ From hats and hoodies to SPFs, Danger branded Gifts, and more, we’ve got everything you need to style your summer the Danger way! 🏝️ click the Link-Tree in our bio for a direct link to our storefront! ✨#dangercharters #summerstyle #florida #keywest
𝘊𝘩𝘳𝘪𝘴𝘵𝘮𝘢𝘴 𝘤𝘢𝘮𝘦 𝘦𝘢𝘳𝘭𝘺! 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!

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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.