Top Naples Cruises & Sailing
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What are people saying about Naples
Liz_P, Apr 2026
Whatever you’re looking for - this tour is it!
We booked this tour after scanning the multitude of options, and this tour became the highlight of our week in Marco Island.
• Excellent communication from booking through post-tour follow-up.
• Honored the time offered, even tho only 2 of us booked it, they just turned it into a private tour for 2!
• Good boat safety, comfort, and sailing etiquette.
• Listens to what customers are seeking and adapted the tour to give us what we had hoped for.
• Above and beyond service and kindness.
Our Trip - 11am (low tide) on a week day
Two customers (aunt and neice)
We wanted to see dolphins and birds, and were partial about the shelling. So Captain Kevin stopped at various bird sightings, and took us to where dolphins usually hang out at low tide. It ended up being phenomenal as a pod of dolphins were showing us ALL their antics. The dolphins do seem familiar with the captains and when he said “come on guys!” and started a wake in the water they were so excited to come play! They got super close before one of the pod who was further back, began breaching (jumping out of the water) and seemed to be calling the ones who had been porpoising behind the boat to go back. Captain Kevin kindly turned the boat around to lead them back to their family and then the pod seemed to set off for their lunch at a sandbar nearby. We went off to a barrier island and got to see Sandpipers and Black Skimmers and picked up a couple of stunning shells, but we wanted to see the dolphins again! Captain Kevin said he was pretty sure we could see them again, and set off back. Sure enough they had just left the sandbar and a couple other boats were enjoying seeing the pod. The three captains set about gently moving with the pod at respectful distances, as we watched a mama dolphin teaching its calf how to porpoise, while the older dolphins darted under and around, popping up very close to the boats to get the free ride on the wake. A pelican flew in to join the entourage, and it was just everything Florida promised to be!
Absolutely the highlight of our visit to South West Florida!
Becky_B, Mar 2026
Captain Joe was knowledgeable and fun!
We ended up seeing dolphins and lots of birds. Captain Joe even told us the names of all the shells we picked up on the local beach. His enthusiasm for the local ecosystem was palpable and I really appreciated his expertise. He also got us near some playful dolphins that chased our boat for a bit. Was very fun and relaxing!
Wren_A, Mar 2026
The perfect sunset cruise!
Captain Kevin was great! We had the best time! The scenery was gorgeous and we enjoyed learning about how the tiny islands were created and seeing wildlife! We were so blessed to be able to enjoy the sunset from a tiny private island! We hope to come back some day to fish with him!
mal5812, Mar 2026
We thoroughly enjoyed the...
We thoroughly enjoyed the intimate experience of the small group. Alex skillfully navigated the boat, avoiding the rain and creating a wake for the dolphins to frolic in. The sunset was breathtaking, the wine and treats were delicious, and the duration of the tour was perfectly timed. I highly recommend this experience.
Todd_W, Feb 2026
Awesome Birthday
Made a very memorable moment for my wife on her birthday. Captain Marco was knowledgeable and made the trip awesome. It’s amazing how there’s so many beautiful shells that you have to be picky and not like being on a public beach where you’re picking up every nice shell. We also found some rare shells. Highly recommend!
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.
AnnaKamila_B, Jan 2026
Unforgettable Sailing Adventure
Me and my Fiancé had a great time sailing on a beautiful catamaran with Captain Nick through the ten thousand islands till the sunset few days ago. His dog Kiko on board was an absolute best birthday gift.
Thank you again for bringing her. We loved having her sailing with us and we miss her !
Nick is very professional, knowledgeable and loves what he does. He made our evening very memorable. I highly recommend sailing with him. What a great adventure!
We will be back soon with more questions about ten thousand islands and maybe some sailing tips . All the best to you Captain Nick and Kiko in this new year!!!!
Thank you again for making our evening
very special.
cheneypeterson, Dec 2025
Truly, one of the best adventures we’ve ever done
This adventure combines speed, thrill, sea life wonders, and fun! After a few minutes of acclimating to the boat we were zipping across the water for the next hour and a half. We saw pods of dolphins 20 feet from us splashing in the water. We raced around islands at top speed. We got a little wet and had a lot of laughs. Don’t even think about it, just do 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!
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.
Bruce_P, Jul 2025
Go Cat Drive
It was a great expert and fun driving the Go Cat. The lake was beautiful and peaceful and so serene. We saw dolphins which came up near the boat. It was an awesome view. Dylan, our guide, was excellent. He was friendly and quite personal. He was more than willing to answer any questions and gave a very detailed history of the area to help you understand the area. Definitely would take another adventurer like this again.
Andrew_B, Jun 2025
Bliss by the Bay
This was a great adventure! Nice relaxing paddleboard or kayak option. Our tour guide Jacob was awesome! Very knowledgeable and informative about everything we seen or wanted to learn more about.
Ospreys, birds, fish, manatees, dolphins, the mangroves, water trends, local knowledge, you name it, Jacob was a well of experience and knowledge for our tour. He knew right where to go and what to look for.
I'm sure not every tour is guaranteed to see everything, afterall wildlife will be wildlife, however, were very fortunate to see 2 dolphins and 3 manatees! Even if we hadn't seen them, if you enjoy kayaking or paddleboarding, the tour itself is beautiful and relaxing. Book your own tour today!
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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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