Top Naples Cruises & Sailing - page 2
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What are people saying about Naples
Tony_P, Jul 2026
Great Day!
Our family had an amazing boat trip to Keewaydin Island, and it was the highlight of our vacation! Captain Alex was friendly, knowledgeable, and went above and beyond to make sure we had a great time. He made everyone feel comfortable and shared interesting information about the area along the way. We couldn’t have asked for a better experience and would absolutely book with Captain Alex again. Highly recommend!
Tammy_T, Jul 2026
Highly recommended shell hunting tour
The boat tour was fantastic, fun and insightful. The tourguide Dylan and captain was very friendly, funny and very good with their job. We felt safe and learned alot along the way. The shelling was awesome. Weather was perfect for our trip. We didn't fund huge shells but had alot! We highly recommend this tour. Hopefully w
You get the same guide & captain because they were great people.
Tony_R, Jun 2026
We had a wonderful...
We had a wonderful experience on our 2 hour sunset cruise with 4thStoryCharters! Captain Jason was incredibly friendly, welcoming, and accommodating throughout the entire trip. His communication leading up to our cruise was excellent, especially since the weather forecast was looking a little uncertain. He kept us informed and made the planning process easy. We were fortunate to have a truly beautiful evening on the water. Captain Jason helped create a relaxing and enjoyable atmosphere, and it was the perfect way to spend our last evening of vacation. We would absolutely book another tour with 4thStoryCharters and highly recommend them to anyone looking for a fun and memorable day on the water.
James_M, Jun 2026
Great day in Ten Thousand Islands
What a great tour!! Kevin U was the best captain! Very knowledgeable, courteous, and fun! We got to see things in the ten thousand islands first hand and the dolphins surfing with us was priceless. Five dolphins behind the boat surfing was amazing. The shelling was great! When we come back we are requesting Captain Kevin!
Bring mosquito spray for the wait in the parking lot!!
Edward_B, Mar 2026
Absolute adventure
This was an absolute blast! Didn’t originally feel like 2.5 hrs was going to be enough time. It was. We saw dolphins in a couple area and our guide was great at stopping and pointing them out. They don’t surface much and move pretty fast. The guide helping figure out the direction they moving helped seeing them more. By far the best is just out cruising the catarmaran’s. They are a blast to drive. Very comfortable seats. Not a lot of storage so pack accordingly. They provide a cooler with ice and water you can throw a couple bottle of pop in. Overall great experience and will definitely tour again with them!
Gillian_C, Feb 2026
Great time for kids and adults!
Great time with Captain Terry!
Went with my 3 kids and had a blast.
Cruised the mangroves, saw some cool birds learned a lot of cool information. Then stopped by the shell island and took a dip in the ocean. Tip: they do have ice cream and a food boat so bring money/apple pay.
We ended looking for dolphins and enjoying the boat. Memorable day for all!
John_M, Feb 2026
Just do it!
Wonderful excursion! Captain and first mate were extremely knowledgeable about the Eco system and Naples area in general. The island provided the most beautiful and plentiful seashells! Having iguanas great us with a photo opportunity was extra fun! We also had the opportunity to see a pair of dolphins swim alongside the boat!
Anne_W, Jan 2026
Great time and we learned a lot!
We had a wonderful time and learned so much. Captain Andrew was so knowledgeable and patient and an excellent driver. He made sure we saw lots of wildlife including manatees, alligators and birds. He also told lots of stories about the nearby real estate. All 6 of us loved it!
John_B, Jan 2026
Fantastic time!
The captain took us around the various bays including the exclusive Mt Royal area to see the fantastic houses. He brought out a wireless speaker so we could blast our favorite music. And then timed it perfectly to see the sunset. Kids (and adults) loved it.
Ellen_S, Dec 2025
Amazing trip
Our family loved this trip! Captain Glenn was charming and knowledgeable, and Michelle was lovely and helpful. We saw tons of birds and he knew exactly how to make sure we saw dolphins, too: We went to one shell beach and while there were other tourists there, we were there early (we booked the 830 am tour) and we were all so excited to find a lot of sand dollars. The scenery is gorgeous and the ride, relaxing. Highly recommend!
Kathy_K, Dec 2025
Great day on the water!
This 2 seat Cat Boat water tour was so much fun! Driving your own boat while seeing all of the beautiful mangroves, dolphins and unchartered areas of the 10000 Islands was fantastic! Our tour guide Austin was very personable, and did a great job of explaining how to drive the boats as well as some about the area. It was well worth it.
Tiffany_S, Nov 2025
Perfect Day out on the Water!!
These guys are awesome!! We loved Dan & Kyle…who took us out, and Linda and Dave were great too!! From start to finish..everything was organized, and everyone was super knowledgeable and friendly. By the end, we all felt like friends!! We will definitely be back..it was a perfect day on the water!! Highly recommend.
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Not seeing something you are looking for?
Exploring Florida’s southwest coast is a breeze when you hop aboard a boat. Feel the salt-kissed wind in your hair and the sun on your skin as you cruise around places like the Ten Thousand Islands, Everglades, and beyond. On cruises from Naples, you’ll have the chance to spot wildlife like manatees and dolphins, swim in clear waters, go shelling, cruise past impressive mansions, and lounge on Keewaydin Island. Whether you choose a large cruise, intimate sailing, or private pontoon, Naples cruises offer ways to see the Gulf from a whole new view.
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