Sail, snorkel, and explore Key West waters on your private catamaran
8 hrs
Up to 6 people
Snorkel gear, towels, guides
Spend the day sailing Key West waters aboard a private catamaran. Explore above and below the surface with guided activities tailored to your day.
Fully paid reservations are refundable less 30% with at least 6 months' notice. Other refund requests are subject to management approval.
Product ID: 3F9ZT7
No. A 15% gratuity is customary. If you do not provide gratuity in cash or by Venmo, a 15% gratuity will be assessed at the completion of your charter using the card on file.
Bring weather-appropriate clothes that can get wet, sunscreen, a floppy hat, boat shoes, and an optional swimsuit. Bring your scuba certification and gear if you plan to scuba dive.
Yes. You must select the number of children under 13 in your party when booking the sailing charter.
C Dock, 120 Margaret St., Key West, FL 33040
Captain Brad and Maddie are the real draw here, and it shows in nearly every review. Guests consistently rave about their warmth, humor, and genuine expertise on the water. Brad handles navigation and local knowledge while Maddie keeps guests comfortable with food, drinks, and dolphin spotting tips. The boat itself, a 60-foot catamaran called Zodiac, is described as spotless and well-appointed with thoughtful touches like beanbag loungers and Bluetooth speakers. What stands out most is how personalized each trip feels. Reviewers mention proposals, birthday celebrations, holiday fireworks, and even a Bahamas sailing week, suggesting Brad and Maddie are equally comfortable with quick day sails and longer adventures. The food and drinks receive consistent praise, and the crew's attention to safety comes up often without ever feeling rigid or overly formal. With a near-perfect rating across a strong volume of reviews, this is clearly a team that takes pride in the experience they deliver.
We had a phenomenal time! Captain Brad and Maddie were absolutely incredible. Brad is such a great captain—so fun, funny, and incredibly knowledgeable about Key West. He took us to a fantastic sandbar area where we did a lazy river and just hung out; we had an absolute blast. Maddie was fabulous and so pleasant, constantly serving us delicious drinks and lunch throughout the day. The boat itself is gorgeous. It’s brand new, beautiful, and had absolutely everything we needed. We honestly felt like celebrities on a private excursion! My friends and I have been talking about it ever since, and it was easily the highlight of our trip. Thank you for a 10/10 experience! 🛥️🌴🍹
Mark Rukavina
May 17, 2026
We had a phenomenal time! Captain Brad and Maddie were absolutely incredible. Brad is such a great captain—so fun, funny, and incredibly knowledgeable about Key West. He took us to a fantastic sandbar area where we did a lazy river and just hung out; we had an absolute blast. Maddie was fabulous and so pleasant, constantly serving us delicious drinks and lunch throughout the day. The boat itself is gorgeous. It’s brand new, beautiful, and had absolutely everything we needed. We honestly felt like celebrities on a private excursion! My friends and I have been talking about it ever since, and it was easily the highlight of our trip. Thank you for a 10/10 experience! 🛥️🌴🍹
Mark Rukavina
May 17, 2026
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