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Naples Half-day Tours

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Naples Tours

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Recommendations

Private Fishing Boat Charters in Naples Bay and the Gulf

Price as shown is for the boat trip (it is a group price) and not per adult! The Private Fishing Charters are either 4, 3 or …More

4.9 (51)

Private Fishing Boat Charters in Naples Bay and the Gulf

Price as shown is for the boat trip (it is a group price) and not per adult! The Private Fishing Charters are either 4, 3 or...

3 to 4 hours • Free Cancellation
4.9 (51)
from
$495
Private Luxury Sunset Cruise in Naples Bay and Keewaydin

A serene escape awaits on a private luxury sunset cruise through the tranquil waters of Naples Bay. As you glide past elegant waterfront homes and …More

Likely to Sell Out
Likely to Sell Out
5.0 (3)

Private Luxury Sunset Cruise in Naples Bay and Keewaydin

A serene escape awaits on a private luxury sunset cruise through the tranquil waters of Naples Bay. As you glide past elegant waterfront homes and...

3 hours • Free Cancellation
5.0 (3)
from
$625
Bark on the Ark

This cruise is exclusively once a month with your pup. We cruise the beautiful Naples Bay passing by the gorgeous multi-million dollar homes on our …More

5.0 (10)

Bark on the Ark

This cruise is exclusively once a month with your pup. We cruise the beautiful Naples Bay passing by the gorgeous multi-million dollar homes on our...

3 hours 30 minutes
5.0 (10)
from
$89
Private Half-Day Charter Tour in Naples, Florida

Have the chance to choose the itinerary of your day here on the beautiful waters of Naples. We can cruise to Keewaydin Island for the …More

5.0 (24)

Private Half-Day Charter Tour in Naples, Florida

Have the chance to choose the itinerary of your day here on the beautiful waters of Naples. We can cruise to Keewaydin Island for the...

4 hours • Free Cancellation
5.0 (24)
from
$700
Naples Private Boat Charter with Keewaydin Beach Setup

Begin your private charter with a scenic cruise through Naples Bay and the waterways of Port Royal, home to some of Naples' most impressive waterfront …More

5.0 (3)

Naples Private Boat Charter with Keewaydin Beach Setup

Begin your private charter with a scenic cruise through Naples Bay and the waterways of Port Royal, home to some of Naples' most impressive waterfront...

4 hours • Free Cancellation
5.0 (3)
from
$850
Naples Inshore Fishing Charters

Explore the wild side of Southwest Florida on a private Naples inshore fishing charter through the legendary Ten Thousand Islands. This remarkable coastal ecosystem features …More

5.0 (5)

Naples Inshore Fishing Charters

Explore the wild side of Southwest Florida on a private Naples inshore fishing charter through the legendary Ten Thousand Islands. This remarkable coastal ecosystem features...

4 to 6 hours • Free Cancellation
5.0 (5)
from
$238
4 Hour Keewaydin Island Beach Tour

Ditch the concrete and crowds for an unparalleled escape to Keewaydin Island, a pristine slice of paradise only reachable by boat, making it a truly …More

5.0 (3)

4 Hour Keewaydin Island Beach Tour

Ditch the concrete and crowds for an unparalleled escape to Keewaydin Island, a pristine slice of paradise only reachable by boat, making it a truly...

4 hours • Free Cancellation
5.0 (3)
from
$172
Naples FL Walking Food Tour on 5th Ave South

Explore the best culinary highlights of downtown Naples on this guided tasting tour along the charming 5th Avenue South. You'll experience five carefully chosen restaurants, …More

4.5 (2)

Naples FL Walking Food Tour on 5th Ave South

Explore the best culinary highlights of downtown Naples on this guided tasting tour along the charming 5th Avenue South. You'll experience five carefully chosen restaurants,...

3 hours
4.5 (2)
from
$137
Dark Sky's in the Florida Everglades

Embark on an unforgettable journey with Everglades Jeep Tours. Our guided safaris offer day and night adventures, allowing you to delve deep into the heart …More

4.2 (6)

Dark Sky's in the Florida Everglades

Embark on an unforgettable journey with Everglades Jeep Tours. Our guided safaris offer day and night adventures, allowing you to delve deep into the heart...

4 hours • Hotel pickup offered • Free Cancellation
4.2 (6)
from
$150

Frequently Asked Questions

These answers are based on answers previously given to Cool Marco Island customers' questions.

Recent tour reviews
Great way to sample...
New York City
Naples FL Walking Food Tour on 5th Ave South
Christine_M, May 2026
Great way to sample...
Great way to sample delicious food on Fifth Avenue, Naples, Florida. Liz was fabulous and so were the restaurants!
Read more
Great evening
New York City
Private Luxury Sunset Cruise in Naples Bay and Keewaydin
robertgT7711JY, May 2026
Great evening
Amazing sunset and really nice boat. We thoroughly enjoyed our trip!
Read more
Highlight of our trip!
New York City
Private Luxury Sunset Cruise in Naples Bay and Keewaydin
sophiegU9443MH, May 2026
Highlight of our trip!
This private sunset boat tour was hands-down one of the best experiences of our trip to Naples. Our group of six had an amazing evening on the water — the captain was professional, friendly, and made the entire trip feel effortless and fun. Cruising toward Keewaydin Island during golden hour was absolutely stunning, and the sunset itself was unforgettable. The colors over the water were incredible, and the peaceful atmosphere made it such a relaxing experience. The highlight for all of us was seeing dolphins swimming right alongside the boat! It felt surreal and made the night even more special. The boat was clean, comfortable, and perfect for a private group outing. If you’re considering a sunset cruise in Naples, book this tour — you won’t regret it. Truly a five-star experience from start to finish!
Read more
Great captain and great experience!
New York City
Private Fishing Boat Charters in Naples Bay and the Gulf
LeeEllen_W, Apr 2026
Great captain and great experience!
We had an amazing day out on the water with our captain in the intercoastal waters of Naples. He was incredibly knowledgeable and shared helpful fishing tips throughout the trip, which made the experience even more enjoyable. In addition to learning a lot, we also had some great catches—including a stingray and a puffer fish—and even got to see dolphins, which was such a memorable highlight. It was the perfect mix of relaxation, fun, and excitement. Highly recommend for anyone looking for a great day on the water!
Read more
Bark on the Ark - a fun trip with your dog!
New York City
Bark on the Ark
robrA7166ZE, Apr 2026
Bark on the Ark - a fun trip with your dog!
We took our dog on a wonderful trip known as “Bark on the Ark” . Had a great trip with a boat full of dog lovers - all the dogs (and the people:) were well behaved… took us to a beach on the gulf where the dogs got to romp and play for about 1-1/2 hours. We’ve done this trip 4 times, and if you’re lucky you’ll see dolphins, manatees and other wildlife on the way to and from the beach!
Read more
Great day on the water
New York City
Private Fishing Boat Charters in Naples Bay and the Gulf
Ryan_S, Mar 2026
Great day on the water
We had a great day on the water. Captain Paul was great and our kids caught a lot of fish. We saw pod of dolphins playing in the bay which capped off the trip.
Read more
Excellent way to experience Naples
New York City
Naples Private Boat Charter with Keewaydin Beach Setup
TMcCarthy4, Feb 2026
Excellent way to experience Naples
This was such an awesome experience. Tyler was literally a dolphin whisperer and my daughters got to see so many! He was super knowledgeable about the area and between drinks snacks dolphin sightings and more, we truly had the best afternoon!
Read more
Experience of a lifetime!
New York City
4 Hour Keewaydin Island Beach Tour
Audra C, Feb 2026
Experience of a lifetime!
Wonderful experience of a lifetime! It was my husband, me & Captain Stephen on board. Captain Stephen was very knowledgeable and took the time to show us dolphin, osprey, pelicans and more and educate us on the special mangroves and the unique coastline of Florida. On Keewaydin we found amazing shells at every step! There were food trucks available. The boat was very clean and nice and even had a bathroom. From the boat, the captain and Keewaydin, I can’t imagine a better experience! My expectations were exceeded in every way! If I’m ever fortunate enough to visit Naples again, this tour & Captain Stephen will be a must!
Read more
A great day of fetch at the beach with my Aussie!
New York City
Bark on the Ark
Stacy_L, Dec 2025
A great day of fetch at the beach with my Aussie!
Was an amazing experience. Crew were great! Dogs were well-behaved. The beach to run and walk has tons of shells so make sure you have good shoes. They even have a doggy bag that has water, a bowl and a ball in case you forgot yours for fetch. We even saw dolphins in the mangroves area on the trip back and they were kind enough to stop for 5 minutes to watch since we were on time.
Read more
Keewaydan 4 hour tour
New York City
4 Hour Keewaydin Island Beach Tour
valeriebucci2018, Nov 2025
Keewaydan 4 hour tour
I was a little disappointed that we weren’t given any information about areas we were passing. I thought this would be more of a “tour”. No sighting of dolphins although I don’t think he was looking we were going so fast. Otherwise the trip was excellent!
Read more
Fantastic 'night out'!
New York City
Dark Sky’s in the Florida Everglades
bevbP8185GK, Mar 2025
Fantastic 'night out'!
My son and I had a fabulous time with Patricia and Matt. They were so knowledgeable about the area, wildlife and plants! So beautiful and an amazing experience to be out at night. We saw lots of wildlife and are looking forward to our next outing with them.
Read more
A fantastic boat trip
New York City
Naples Private Boat Charter with Keewaydin Beach Setup
Harribaz, Feb 2025
A fantastic boat trip
What a great trip-we toured all around the intra coastal looking at all the amazing houses and then went out into the gulf to view the shoreline. 2 Hours of our vacation really well spent and great value. Gabriella and Francesco-(the owners)- were there to meet us and see us on the boat and the captain-Kerrick-was fantastic. Knowledgable and considerate when navgating the waves from other boats. Cannot reccomend it high enough for other clients-thank you so much Mark and Jan
Read more
unforgettable day with capt Mark
New York City
Naples Inshore Fishing Charters
Trek65268350620, Jan 2025
unforgettable day with capt Mark
Our day with Capt Mark was unforgettable! He was so patient and guided us to some prime fishing spots. We left with great memories and an amazing catch!
Read more
Beautiful skies in the glades!
New York City
Dark Sky’s in the Florida Everglades
Kathryn_W, Dec 2024
Beautiful skies in the glades!
Patricia was very knowledgeable in the area with the types of plants and animals we encountered. She did great accommodating us not use to the Florida climate and was a joy to talk to about anything surrounding the ecological diversity of Florida and those environments surrounding.
Read more
Great outing. Would fish with Mark again.
New York City
Naples Inshore Fishing Charters
Q1398DIlena, Feb 2024
Great outing. Would fish with Mark again.
Captain Mark knows the water and the fish. If there is a bite, Mark will find it. He will put you where the fish are. Super willing to target the fish you are interested in catching.
Read more
Captain Buddy is the Best!!! 10/10 Recommend!
New York City
Private Half-Day Charter Tour in Naples, Florida
Elizabeth_L, Jul 2023
Captain Buddy is the Best!!! 10/10 Recommend!
Spent a Saturday on this charter during a girls weekend and it did not disappoint! We had the best day with Captain Buddy! He was very professional and fun! He let us decide what we wanted to do- and was extremely accommodating! Highly recommend!!
Read more
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