The Best Houseboat Rentals Near Cudjoe Key

Rent this Beautiful 32' Monterey yatch.

This was such a wonderful experience. I’ve been to Miami numerous times to visit but this water experience made the trip stand out the most. Please book, great vibe great communication!

2017 Robertson and Caine Leopard 40 - Luxury Catamaran

Bailey's luxury catamaran was gorgeous and the sunset cruise we took for my husband's 40th birthday with family was a very special experience. Captain Dave and Emma were so nice and accommodating for our group of 12. They provided us with ice and beverages as well as utensils and napkins for the catered platters we brought. We were also able to connect to the sound system to play our music for the entire trip. We had perfect weather and got to see dolphins frolicking prior to heading out into the Gulf for a gorgeous sail and stunning sunset!

Stunning 65' Luxury Azimut for any Occasion

Book this trip immediately! This was my first time booking on this site and I could not be more thrilled with my experience. This team took great care of my group of 13 and helped to make our outing the trip of a lifetime. The team communicated well from the moment I sent my inquiry, and they were punctual and attentive. Our captain was amazing and took us to see some amazing parts of DR. The team also helped us with barbecuing and kept our beverages flowing. Hoping to make my way back to DR and I will absolutely book with this team again!

Enjoy This Beautiful 60” Searay! with FREE HOUR

Amazing experience! Listing was accurate and the host showed great flexibility. Ensured that I was accommodated. Thoroughly enjoyed my time. My captain and deck hand were exceptional. Captain Paulo and Sway were incredible! Thank you for being so flexible and easy going. It was a last minute booking like within 90 min and they made it Happen. I will be back.

Rent this Beautiful 32' Monterey yatch.

THE BEST RIDE EVER! Had so much for for my birthday, real chill guy and very knowledgeable. If you have a bad experience it’s probably because you weren’t having FUN! Can’t wait to book again 🌸

Limited time discount! 25% off for May and June 2025

Kenneth and Monica were so warm and helpful, and they truly wanted to make sure that we had an excellent experience. As an example, we were interested in snorkeling, so Kenny swam over to different snorkeling destinations and snorkeled himself to preview the best area for us to see the most fish. Great people!