Fun in Key West Sailing Adventures
Key West hosts amazing sailing year round. From day sails, snorkeling trips & sunset sails, we have have a sailing adventure waiting for you. 
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What’s Cool About It?
Knowledgeable captains navigate the gorgeous waters surrounding Key West
- Choose from Harbor Day Sails or all day Snorkel & Sail trips
- Sail & Snorkel adventures: From sunbathing above deck to snorkeling beneath the waves, a private day sail is the perfect way to explore Key West
- Sunset Sails are a BUCKET LIST to-do
- Combined a day trips with a sunset and enjoy the most of your Key West vacation experience
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What's Included?
- Small or Large Groups welcome
- Private Sailing Trips or Budget Friendly options available
- Learn more about sailing: raise the sails and even man-the-helm for a bit
- All equipment & instruction included
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What to Bring?
- Sun Protective clothing: hat, shirt, reef-safe sunscreen
- BYOB and enjoy a perfect day on the water
- Camera
- Bathing Suit & Towel
Book a Private or Budget Friendly Option Today
OurKeyWest has been on the Island since 1974. Our Portfolio of Premium Guest Activities presents the highest quality experiences in Key West. The best activities have limited availability, so make sure to book your fun well in advance. You can book with confidence knowing OurKeyWest is local and available to assist you every day from 8am-8pm, or by visiting our Welcome Lounge in Old Town Key West.
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Lexi Roberts
Lexi Roberts
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About Us
Local since 1974, we facilitate authentic and compelling guest experiences emphasizing the natural world, art, music, food, history, and local characters. We provide premium concierge services, and serve as market-maker for a select pre-screened portfolio of the island’s best guest activity providers. We have a commitment to quality and manage a full-service local concierge call center providing personal guest support from 8am to 8pm every day.
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