Browse Boat Rentals on Anna Maria Island, Florida.

Anna Maria Island Reviews

1. EL

   Emma

   Pontoon: 2025 SPECIAL - Add-Ons Included! Starting at $350 for 4 hours!

   We had such an amazing time!! We went for my bachelorette and this was the highlight of our whole trip. They were super accommodating and took care of us and all our needs. We went out to a few different sandbars and they had plenty of floats for us to lay out on and even had snorkeling gear. I would highly recommend using Jeffrey!!

2. 

   Michael

   51' TOP FUN, Luxury BIG Yacht. Sunset-dolphin cruise, Parties and more!

   We had a great experience for my wife’s birthday: 8 hours, island beach, sand bar, touring, dolphin sightings. The weather wasn’t the best and the current was very strong, but Captain Isaac and First Mate Kayla made it great. The boat is big and can’t get as close to the beach as smaller boats, but the experience on the boat is better with a cabin, refrigerator, kitchen, and shower to freshen up on return. The big bow was great and fit everyone. I would definitely recommend it.

3. MA

   Marco

   Pontoon: 2025 SPECIAL - Add-Ons Included! Starting at $350 for 4 hours!

   I had an incredible experience renting a boat from Jeff! From start to finish, he made the process easy, stress-free, and fun. The boat was in excellent condition—clean, well-maintained, and ready to go when I arrived. Jeff was friendly, knowledgeable, and gave clear instructions so I felt confident on the water. He truly went above and beyond to make sure I had a great time. I can’t recommend him enough—if you’re thinking about renting a boat, Jeff is the person to go to!

4. NA

   Nicholas

   24' Tritoon Bennington with 175 Hp Suzuki Outboard for rent in Holmes Beach!

   An excellent pontoon for our group! A nice pontoon with all the space we needed. We explored Egmont Key and did some fishing. Highly recommend renting from Karrie and Mike and spending the day on the water.

5. AL

   Aaron

   Pontoon: 2025 SPECIAL - Add-Ons Included! Starting at $350 for 4 hours!

   Where to start? Jeff did an amazing job right from the start when I first messaged him with questions pertaining to his pontoon rental. Polite, courteous, and offered everything we could even want in a rental. He provided chairs, snorkel equipment, a floating mat, paid for the gas, and even asked if he could get anything else for us that wasn’t listed. Jeff even upgraded us to his newest boat and kept the same price we were quoted for his second less expensive boat when that boat booked up. Jeff showed up when we were kinda in a pickle out on the water and got us back straight. He kept us up to date with all the weather updates throughout the day so we didn’t have to do it ourselves. Hands down this was the best rental I’ve ever booked, and the hospitality and professionalism Jeff showed was out of this world!

6. CD

   Chanele

   51' TOP FUN, Luxury BIG Yacht. Sunset-dolphin cruise, Parties and more!

   I can’t recommend enough! We had such a great time. Our group may have been a handful at times. Isaac and his wife were great. They were so accommodating, nice, and got along so well with our group.