The Best Houseboat Rentals Near Siesta Key

44ft Luxury Yacht - Levels on Levels of Space - Dolphin Watching

Our experience with Jason couldn’t have been better!! He was extremely friendly right off the bat and made everyone feel comfortable. We were also delighted by surprise guest, Ghost (the sweetest husky pup) who loved getting pets and was down to take photos with us. We were able to play our own music, were provided with a big float to use in the water, and Jason even pointed out every dolphin sighting (admittedly what I was most excited for). We always felt safe and had such a fun time, even with some rainy weather. I would recommend a trip with Captain Jason any day, and we will definitely use him again for any future bookings!!

Luxurious 52ft Sea Ray Flybridge Yacht!

Cesar and his team are amazing. They really make you feel comfortable and can be yourself on the boat. He was very communicative and responsive. They made my bachelorette a great experience and so grateful they were willing to deal with our shenanigans lol

Yacht Rental (Captain and fuel included)

We had an absolutely fantastic three-hour charter on this yacht! From the moment we stepped on board, everything was top notch. The captain and the assistant did an incredible job making sure we were safe, comfortable, and having a great time throughout the entire trip. They were professional, attentive, and delivered a great experience. I would 10/10 recommend this crew and experience to anyone looking for a perfect day on the water. We will absolutely be booking with them again!

44ft Luxury Yacht - Levels on Levels of Space - Dolphin Watching

We had the best time with Captain Jason this weekend celebrating my 34th birthday! I booked the yacht for myself and 12 friends, and everything was exactly as described. The whole experience was super chill, easy, and fun from start to finish. Captain Jason was cool, welcoming, and made sure everyone had a great time. One of my favorite parts was that he had his dog on board, which made the trip even more memorable. The boat was great, the vibe was perfect, and our whole group left saying what an amazing day it was. I would absolutely recommend booking with Captain Jason. We had the best time!

Luxurious 52ft Sea Ray Flybridge Yacht!

Great time! Fantastic crew with Cesar and Rory! They were awesome. Family really enjoyed the day!

42ft Sea Line F37 Flybridge Yacht

Perfect boat day with Cesar! Super easy to book and great communication. Definitely recommend and would book again!