Private Sunset Sailing Charter in Key Largo

Five stars without hesitation. We booked a private sunset sail with Take Two to celebrate my wife’s birthday and our anniversary, and it turned into a truly magical evening we’ll remember for a long time. We’ve done private sailing charters on smaller sailboats before, but the catamaran completely changes the experience. There’s so much space that we could relax in comfortable chairs at the bow, open a bottle of wine, enjoy snacks, and simply take in the evening together. It felt private, spacious, and unhurried. Captain Butch and Robin were exceptional hosts - warm, welcoming, and attentive. They were great to talk with, but also knew exactly when to step back and let us enjoy the moment. Then came the dolphins. Not part of the plan, but they found a large pod and positioned the boat so we could watch them surfacing all around us for at least 20 minutes. They never rushed it, and we ended up returning about half an hour late - clear proof that they prioritize the guest experience. As if that weren’t enough, the sunset that followed was extraordinary. I’ve seen many beautiful sunsets, but nothing quite like this one. Sitting on the bow with wine and snacks after the dolphins, watching the sky change, was pure magic and the perfect way to celebrate both occasions. We were also impressed by how well equipped the boat is for daytime adventures, including swimming and getting out on the water. Before we even docked, we were already planning to return next year with our nephews for a daytime charter—they would absolutely love it. And for fellow animal lovers, the onboard crew includes some very special four-legged and tiny\! members - Captain Cruise, the sweetest ship’s dog, and their kitten as well. We would absolutely book with Take Two again the next time we’re in the Outer Banks. A beautiful boat, outstanding hosts, and an unforgettable experience. Thank you, Butch and Robin, for a celebration we’ll never forget.