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Special Cruises

High Tide & Good Vibes

No Better Way To Celebrate

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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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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New Year's Eve Sunset Sail

Embark on a New Year's Eve voyage like no other! As the sun sets on the final day of 2023, join us for a special sail that pairs the breathtaking beauty of the Key West waters with a special champagne toast to celebrate the occasion. Revel in the magic of the moment, celebrating the close of the year and the dawn of a new one against the stunning backdrop of the Florida Keys!
2 Hours | Ages 13+

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Danger Charters passengers enjoying culinary delights

Valentine's Day Sail

Romance on the water! Our Valentine's Day cruise features chocolate-covered strawberries, red roses, and the serene beauty of Key West—a perfect recipe for a romantic evening with your special someone!
2 Hours I Ages 13+

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Celebrate With Us!

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Friends enjoy a glass of white wine while on a sailing charter with Danger Charters in Key West, FL
February Special
Save 15% off of all Day sails (AM, PM, and Premium) with code LOVESAIL15. Save 10% off the Wind & Wine sails with code HEART10. Not valid on private charters.