Naples Sailing Trips

Fran and Graham were very personable, informative and accommodating. The price was good also. Perfect amount of time.

The trip was fun, and the crew was polite and great; we were informed there would be weather-related delays, but it was worth the wait in the end. Overall, it was a great experience. My only complaint is that it was too short for my liking.

The perfect amount of time on the water, shelling, along with time to float in the ocean drinking wine. Service was great and captain was knowledgeable about the area. It was the highlight of our trip.

Was so much fun! We felt safe but also like we could let loose and have a good time. Saw dolphins, swam to the beach to go shelling & the Captain gave us suggestions on local hot spots/places we'd like. Would totally do again if we find ourselves back in this area!

Our entire family had an absolutely amazing experience with Easy Breezy Charters! From the moment we stepped aboard, we knew we were in for a special day. The boat was beautiful, incredibly comfortable, and perfect for our family.The wildlife sightings were incredible—we were thrilled to see dolphins up close, which was a highlight for both the kids and adults. Captain Nick was outstanding. His knowledge of the area, local wildlife, and waterways made the trip even more enjoyable, and he was friendly, professional, and great with our whole family.Everything about the experience exceeded our expectations. We had such a wonderful time that we’re already planning our next trip—and next time we’ll definitely book for a much longer excursion! If you’re considering a charter, Easy Breezy Charters is the way to go. Highly recommended!

The four of us had a wonderful sail with Captain Nick. He is well informed, interesting, and funny! He is a very easygoing and a nice person. Nick owns his boat, and his company, so you are guaranteed to get him as your captain. Which is a plus, as we wouldn't want anyone else. I was hoping to see turtles, and didn't, but we saw lots of dolphins, and it was their mating season. Hopefully next year I will see the turtles.

The crew was very knowledge about the area and provided us with a safe and memorable trip. Going to the island and shelling was definitely a highlight of our groups trip to Naples. Would highly recommend this cruise!!

The Katamaran crew was so thoughtful and accommodating with everyone. The boat was comfortable; easy to get on and off for all ages. The sight of dolphins playing and swimming in the water was magical. The island where we picked shells was turquoise clear water and was waist high with no waves just calm waters felt like heaven so peaceful. Definitely an amazing fun experience. Thx Frank, Molly and Graham.

I have been using cool beans for several years. When I was a child a couple decades ago, my grandmother would take me on the cool beans cruises. They are exceptional, affordable, and I’ve never had a negative experience.

Super fun time! The shells are gorgeous!

We have gone out twice with EasyBreezy Charters. Both times were awesome! The captain is super easy going and the boat well equipped and comfy! It's always nice to explore on the water and this catamaran is a perfect way to do it!

Captain Nick provided an awesome experience for my wife to celebrate her birthday with our family on a beautiful sunset sail. It was so nice to see the turtles and dolphins! We'll definitely do it again!

A pleasant, informative boat ride to Keewaydin Island. Graham took our photos with our phone on boat. The time on the island was enough to look for shells and to go for a swim. I would recommend this trip.

I definitely had a wonderful time. The staff is experienced and very friendly. Anyone who enjoys nature and water would enjoy the excursion.

Super nice staff, loved the fun facts captain was giving along the way. We had very nice and relaxing trip. Would highly

We had a great time. Beautiful boat and wonderful crew. Would do this again when we return to Naples.