Private Key West sunset sail with your music and a flexible start time
Three Hours
Up to 6 people
Sail from Key West on a private sunset cruise for up to 6 guests. Choose your start time, play your music, and relax as you head to the crew’s favorite sunset spot.
Dress for the weather and expect to get wet on the sea. Follow the captain and crew’s safety instructions. If you plan to scuba dive or snorkel, bring your certification card.
Fully paid reservations are refundable, less 30%, when you cancel at least 6 months prior to your scheduled trip. All other refund requests are subject to management approval. When approved, refunds are issued usually within 4 business days.
Bring up to 6 guests.
Dress for the weather and wear clothes you do not mind getting wet. Bring sunscreen, a floppy hat, boat shoes, and a swimsuit if you want. Bring any refreshments you’d like to enjoy onboard.
Yes. Follow the captain and crew’s instructions for everyone’s safety.
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