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Paradise Is Calling

Next Level Vacation

Wind & Wine Sunset Sail

Sail, Snorkel & Kayak

Special Cruises

The bow of a schooner sailing near Key West

St. Patrick’s Day Happy Hour Sail

Circumnavigate the beautiful island of Key West! You’ll sail in the Atlantic Ocean and the Gulf Mexico, of course rounding the Southernmost part of the Continental USA as you go. Enjoy festive beverages and healthy snacks as the sun sets – a great way to cap off a gorgeous day, or get primed for a night out on the town.
1.5 Hours | All Ages

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Blue Angels jets in formation in the sky

Blue Angels Snorkel & Viewing

The Blue Angels fly over Key West only every few years - don't miss it! Sail, snorkel, and enjoy an incredible airshow from on deck of a Danger Charters schooner. Full lunch and variety of beverages provided. Bring your vacation-day essentials and we’ll take care of the rest!
6.5 Hours | All Ages

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Two crew members lounge on the mast of a schooner in Key West

Easter Weekend Hoppy Hour Sail

April showers blow through a lot of places - but not Key West! Easter is typically a fantastic time to sail in the Keys, which is why we do our Hoppy Hour Sail on Easter Saturday and Sunday. Join us for wine, beer, soft drinks and snacks as we sail around this breathtakingly beautiful island we’re so lucky to call home.
1.5 Hours | All Ages

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Colorful painting of a Dia de los Muertos Catrina on a wall

Cinco de Mayo Sail

On Cinco do Mayo, we sail. The weather is ideal - the chill of Spring is gone and the heat of Summer hasn’t yet settled in. “Seas the day” before you party into the Key West night! Relax on deck with a snack and something cold – a margarita, perhaps – as we spend the afternoon going wherever the wind blows us.
1.5 Hours | All Ages

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Fireworks at night over the waters near Key West

Fourth Of July Sail, Snorkel & Fireworks

Embark on a holiday snorkeling special with Danger Charters! We’ll sail out to a secluded spot for a glorious hour of top-notch snorkeling, and then head to the perfect place to anchor ahead of the fireworks. On the way, we’ll serve delicious appetizers and party-time drinks.
5 Hours | All Ages

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

Fourth Of July Sunset Sail & Fireworks

Two spectacular light shows in one! First experience an out-of-this-world Key West sunset and then a fabulous fireworks display over the water - all with the fine wines, premium beers, and gourmet appetizers featured on our Wind & Wine Sunset Sail. Happy Fourth, indeed!
3.5 Hours | All Ages

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Fireworks over Key West, FL

Fourth of July Fireworks

Come enjoy watching the Fireworks from one of our 65ft schooners while tasting wines from around the world and a variety of beers (import and domestic) along with hors-d'oeuvres throughout the trip. A trip to remember as the sky lights up with color.
2 Hours | All Ages

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Powerboats preparing to race in Key West

Powerboat Races

Key West’s annual Powerboat Races are a big deal – and we don’t miss a minute of the action! We set sail in the morning for the best viewing spot, and don’t come home til it’s over! Mimosas and breakfast pastries served first thing. Beer, wine, non-alcoholic beverages, and snacks served all day; fully-catered lunch mid-trip.
6.5 Hours | All Ages

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A boat illuminated by Christmas lights at night during the Key West holiday boat parade

Holiday Boat Parade, Parade Boat

Deck the hull and bow with holly, fa-la-la-la-la-la-la!! Come aboard and be part of Danger Charters’ sparkling addition to our island’s exciting festival of lights. We’ll join the parade in Key West Bight, eating, drinking and being very merry as we go!
2 Hours | All Ages

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A boat illuminated by Christmas lights at night during the Key West holiday boat parade

Holiday Boat Parade, Viewing Vessel

Boats of all sizes, from kayaks and dinghies to schooners, decked out with lights from bow to stern! We’ll set sail at 7:30 in time to catch the first boat to launch at 8 pm. Enjoy festive nibbles and sips during this special, one-night-only event!
2 Hours | All Ages

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Private Charters

A Danger Charters guide leads an eco kayaking tour in Key West near mangroves

Private Sail, Snorkel & Kayak

$2,250 | Tax & Gratuity Included | All Ages
Set sail on a phenomenal day in paradise - just for you and your crew!
Up to 20 Guests 4.5 Hours

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A group of young friends relax and drink wine while on a sailing charter with Danger Charters in Key West, FL

Private Wind & Wine Sunset Sail

Departure locations vary
Charter one of our majestic schooners! Treat your guests to an exclusive sailing adventure that will take their breath away and leave them with lifelong memories.
$3,200 | Tax & Gratuity Included All Ages Up to 30 Guests 2 Hours

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Group aboard a schooner enjoying a sailing charter in Key West with Danger Charters

Private Harbor Cruise Day Sail

$1,600 | Gratuity Included | All Ages
This 2-hour, customizable day sail allows you to experience the pristine Florida Keys water upon one of our historic schooners. A selection of sodas, beer, and wine are included. We will also provide fresh fruit, chips, salsa, and hummus, though numerous other options are available for additional catering. Birthdays, reunions, graduations, engagements, company outings, or any other special occasion is sure to be memorable on this day sail!
All Ages Up to 26 Guests Per Vessel 2 Hours

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Private Sail & Snorkel

$1,900 | Gratuity Included | All Ages
Sail, snorkel, and explore the unique Florida's Reef on one of our historic 65-foot schooners! On the scenic sail out to the reef, the crew will serve you fresh fruit whilst teaching you about the history and ecology of Key West. Top grade snorkeling gear and instruction are given before the snorkel session. Afterwards, enjoy a happy hour of beer, wine, and soda on the way home, accompanied by chips, hummus and salsa.
All Ages Up to 24 guests 3 Hours

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Current Specials

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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.