The Best Sailboat Rentals Near Cutler Bay

Sail Miami! Beautiful Beneteau 43 Cruising Monohull

I recently rented a 43 ft sailboat for a romantic sunset proposal, and the entire experience was nothing short of magical. From the moment we arrived, Captains Christopher and Alain went above and beyond to make the evening truly unforgettable. They were extremely polite, professional, and genuinely invested in helping create a special moment for us. The sailboat itself was spotless—clean, well-maintained, and perfectly set up for a romantic evening on the water. As we sailed into the golden hour, Christopher and Alain played a beautiful mix of romantic songs and tasteful Bossa Nova music that set the perfect mood. The location of the marina was also incredibly convenient, which made getting there and back stress-free. Everything came together seamlessly, and I couldn’t have asked for a better setting for such an important occasion. Highly recommend this experience to anyone looking to create a memorable and intimate evening at sea!

''Escape Exclusivo, Aventura ilimitada en nuestro Yate''

This was the best experience ever. The boat is even better in person. The crew is so amazing and really made sure we were taken care of. I would highly recommend booking this and will definitely use them next time I’m in town. They communicate very quickly and the experience was seamless. It was such a special moment for the bachelorette party we were on. I can’t say enough good things honestly. It was fantastic!!

50ft Catamaran Charter with Water Toys -Boca Raton, FL

Kristal & Jamie were the BEST! Made our family feel like their family. They were attentive and helpful. We (all 10 of us) feel they went over and above to make sure we had agood time. The boat was really clean and nice. It was it was a perfect day. Would definintely Sail with them again!!!!! The Captain had some real skill moving that wonderful Catamaran around!!

38’ Lagoon Catamaran Charter In Miami, Florida

Captain Ed was so kind and an amazing captain. Made us feel so comfortable and safe! Would 100% recommend and do this trip again.

38’ Lagoon Catamaran Charter In Miami, Florida

Ed was a wonderful host and captain for our group! He picked a great swimming location and was extremely knowledgeable and helpful throughout the entire process.

21ft Sun Tracker 20 Party Barge {Catch a Vibe}

Our group of 6 had the BEST time with Captain Porshia! The communication was phenomenal, she called the day before to discuss our desired itinerary, meet location, and any needs we may have. We had a prompt departure, and Porshia was very knowledgeable of boating and the area. Porshia was not only friendly but also very helpful and made sure all of our needs were taking care of. 10/10… HIGHLY RECOMMEND!!! We will definitely be back.