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Naples Cruises, Sailing & Water Tours

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Naples Tours

Attractions

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Private Marco Island Inshore Fishing Charters

Explore the wild waters surrounding Marco Island on a private inshore fishing charter through the legendary Ten Thousand Islands. This remarkable Southwest Florida ecosystem is …More

4.7 (6)

Private Marco Island Inshore Fishing Charters

Explore the wild waters surrounding Marco Island on a private inshore fishing charter through the legendary Ten Thousand Islands. This remarkable Southwest Florida ecosystem is...

4 to 6 hours • Free Cancellation
4.7 (6)
from
$238
Pontoon Sightseeing and Shelling Excursion to Keeywaydin Island

Explore Ten Thousand Islands, Keewaydin Island and more aboard our luxury pontoon. Private 2 ½ hour luxury pontoon tour Accommodates up to 6 guests Eco/Nature …More

5.0 (138)

Pontoon Sightseeing and Shelling Excursion to Keeywaydin Island

Explore Ten Thousand Islands, Keewaydin Island and more aboard our luxury pontoon. Private 2 ½ hour luxury pontoon tour Accommodates up to 6 guests Eco/Nature...

2 hours 30 minutes • Free Cancellation
5.0 (138)
from
$325
Tiki Boat Cruise Private Charter Tour

You and your friends and family (up to 6 people) will love this memorable, fun, and laid-back boat cruise around the waterways of Naples on …More

5.0 (2)

Tiki Boat Cruise Private Charter Tour

You and your friends and family (up to 6 people) will love this memorable, fun, and laid-back boat cruise around the waterways of Naples on...

2 hours • Free Cancellation
5.0 (2)
from
$345
PRIVATE Sunset & Sightseeing Boat Trip of Naples Bay and the Gulf

Price, as shown, is for the boat trip (group price) and not per adult! Maximum are 5 guests regardless of age. If your group is …More

4.9 (34)

PRIVATE Sunset & Sightseeing Boat Trip of Naples Bay and the Gulf

Price, as shown, is for the boat trip (group price) and not per adult! Maximum are 5 guests regardless of age. If your group is...

2 hours 20 minutes • Free Cancellation
4.9 (34)
from
$385
PRIVATE Eco Boat Trip out of Naples Bay, FL, island stop incl.

(Price shown is a group price and not per adult - absolutely no extra/hidden fees.) Enjoy a private 2h45min long Sightseeing/ Eco Tour on the …More

4.9 (37)

PRIVATE Eco Boat Trip out of Naples Bay, FL, island stop incl.

(Price shown is a group price and not per adult - absolutely no extra/hidden fees.) Enjoy a private 2h45min long Sightseeing/ Eco Tour on the...

2 hours 45 minutes • Free Cancellation
4.9 (37)
from
$395
Private Sailing Tour through the Ten Thousands Islands

If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos where built in the early 80s …More

Likely to Sell Out
Likely to Sell Out
5.0 (154)

Private Sailing Tour through the Ten Thousands Islands

If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos where built in the early 80s...

2 hours
5.0 (154)
from
$400
Marco Island Dolphin & Eco Tour – Private 2 Hour Wildlife Cruise

Experience the natural wonders of Southwest Florida on a private 2-hour dolphin and eco tour through the Ten Thousand Islands. Cruise aboard a comfortable boat …More

5.0 (38)

Marco Island Dolphin & Eco Tour – Private 2 Hour Wildlife Cruise

Experience the natural wonders of Southwest Florida on a private 2-hour dolphin and eco tour through the Ten Thousand Islands. Cruise aboard a comfortable boat...

2 hours • Free Cancellation
5.0 (38)
from
$425
Private Marco Island / 10,000 Islands Sightseeing & Dolphin Tour

Our private excursion allows you to enjoy the beautiful waters of The 10,000 Islands without the crowds of tourists at a comparable price. Guest enjoy …More

5.0 (24)

Private Marco Island / 10,000 Islands Sightseeing & Dolphin Tour

Our private excursion allows you to enjoy the beautiful waters of The 10,000 Islands without the crowds of tourists at a comparable price. Guest enjoy...

2 hours • Free Cancellation
5.0 (24)
from
$445
Private Shelling and Dolphin Excursion

Our private excursion allows you to enjoy the beautiful waters of The 10,000 Islands without the crowds of tourists at a comparable price. Guest enjoy …More

Likely to Sell Out
Likely to Sell Out
5.0 (377)

Private Shelling and Dolphin Excursion

Our private excursion allows you to enjoy the beautiful waters of The 10,000 Islands without the crowds of tourists at a comparable price. Guest enjoy...

2 hours 30 minutes • Free Cancellation
5.0 (377)
from
$475
Marco Island Sunset Cruise- Private 2 Hour

Experience the magic of a Marco Island sunset cruise as you sail into the golden horizon over the Gulf of Mexico. This 2 to 2.5-hour …More

Likely to Sell Out
Likely to Sell Out
4.9 (40)

Marco Island Sunset Cruise- Private 2 Hour

Experience the magic of a Marco Island sunset cruise as you sail into the golden horizon over the Gulf of Mexico. This 2 to 2.5-hour...

2 hours • Free Cancellation
4.9 (40)
from
$475
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
Naples Private Dolphin Cruise with Breakfast & Port Royal

Begin your day with a peaceful private cruise through Naples Bay, where the calm morning waters create one of the most beautiful times to experience …More

Likely to Sell Out
Likely to Sell Out
5.0 (2)

Naples Private Dolphin Cruise with Breakfast & Port Royal

Begin your day with a peaceful private cruise through Naples Bay, where the calm morning waters create one of the most beautiful times to experience...

2 hours • Free Cancellation
5.0 (2)
from
$500
Private Naples Dolphin & Sunset Cruise with Charcuterie and Wine

- Entire boat reserved exclusively for your group - Your own captain and personalized experience - Search for wild dolphins and other local marine life …More

Likely to Sell Out
Likely to Sell Out
5.0 (6)

Private Naples Dolphin & Sunset Cruise with Charcuterie and Wine

- Entire boat reserved exclusively for your group - Your own captain and personalized experience - Search for wild dolphins and other local marine life...

2 hours • Free Cancellation
5.0 (6)
from
$550
Private Luxury Port Royal Real Estate Cruise

We aim to set the standard when it comes to experiencing Naples from the water. Enjoy a private and intimate experience on a luxury deck …More

Likely to Sell Out
Likely to Sell Out
5.0 (6)

Private Luxury Port Royal Real Estate Cruise

We aim to set the standard when it comes to experiencing Naples from the water. Enjoy a private and intimate experience on a luxury deck...

2 hours • Free Cancellation
5.0 (6)
from
$550
Marco Island Dolphin Watching & Tubing Adventure

This is the only tour of its kind around Marco Island! Experience the best of the 10,000 Islands on this exciting dolphin-watching and tubing adventure. …More

5.0 (8)

Marco Island Dolphin Watching & Tubing Adventure

This is the only tour of its kind around Marco Island! Experience the best of the 10,000 Islands on this exciting dolphin-watching and tubing adventure....

2 hours 30 minutes • Free Cancellation
5.0 (8)
from
$575
Private Luxury Keewaydin Island Beach & Dolphin Excursion

Discover the serene beauty of Keewaydin Island on a luxury boat tour to this hidden gem of Southwest Florida. Accessible only by boat, the island …More

Likely to Sell Out
Likely to Sell Out
5.0 (8)

Private Luxury Keewaydin Island Beach & Dolphin Excursion

Discover the serene beauty of Keewaydin Island on a luxury boat tour to this hidden gem of Southwest Florida. Accessible only by boat, the island...

3 hours • Free Cancellation
5.0 (8)
from
$595
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
Half Day Private Shelling Dolphin EcoTour in 10 000 Island Marco

As the top shelling company in all of Florida, we take pride in providing our guests with a truly unique and unforgettable experience. Our specially …More

4.9 (102)

Half Day Private Shelling Dolphin EcoTour in 10 000 Island Marco

As the top shelling company in all of Florida, we take pride in providing our guests with a truly unique and unforgettable experience. Our specially...

3 hours • Free Cancellation
4.9 (102)
from
$675
Private 4 Hour Shelling Adventure 10,000 Islands and Marco Island

*Have a Group Larger than 6? We can take groups up to 12. Reach out to customer service and they will assist you in booking* …More

5.0 (2)

Private 4 Hour Shelling Adventure 10,000 Islands and Marco Island

*Have a Group Larger than 6? We can take groups up to 12. Reach out to customer service and they will assist you in booking*...

4 hours • Free Cancellation
5.0 (2)
from
$675
Marco Island Private Tubing, Dolphin Watching and Shelling Tour

Explore Marco Island’s best-kept secrets on this exclusive three-hour adventure, combining wildlife encounters, island exploration, and tubing fun. Unlike larger tours, this small-group experience offers …More

5.0 (13)

Marco Island Private Tubing, Dolphin Watching and Shelling Tour

Explore Marco Island’s best-kept secrets on this exclusive three-hour adventure, combining wildlife encounters, island exploration, and tubing fun. Unlike larger tours, this small-group experience offers...

3 hours • Free Cancellation
5.0 (13)
from
$695

Frequently Asked Questions

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

Recent tour reviews
Great boat tour!
New York City
Half Day Private Shelling Dolphin EcoTour in 10 000 Island Marco
Destination678541, Sep 2026
Great boat tour!
Captain Kerrick gave us an excellent tour. Amazing day! Pristine beach and wonderful wildlife! Really fantastic!
Read more
Breathtaking experience!...
New York City
Marco Island Sunset Cruise- Private 2 Hour
kalee_l, Sep 2026
Breathtaking experience!...
Breathtaking experience! Excellent communication. We booked this for my birthday and Jason and his crew did not disappoint.
Read more
Amazing day.
New York City
Half Day Private Shelling Dolphin EcoTour in 10 000 Island Marco
550katd, Sep 2026
Amazing day.
This was an amazing day. Paul S was our guide. We felt comfortable right from the start. He was really knowledgeable about the boat, the waterways and the wildlife that we saw along the way.We were also able to see some dolphins playing… Paul was able to get us very close. He knew his stuff.It was a great three hour tour. Best I think I’ve been on. I would definitely book again when I return to Naples for another visit.
Read more
Always a blast!
New York City
Marco Island Private Tubing, Dolphin Watching and Shelling Tour
Trail756927, Aug 2026
Always a blast!
Captain Clay was awesome! Eco-endeavors is the company you want to go with. We have used them for this particular event multiple times, every trip is different but always so much fun. Thank you captain Clay for the alphabet cone, and an amazing time out on the water!
Read more
Fun for the whole family
New York City
Private Shelling and Dolphin Excursion
cynthiat236, Aug 2026
Fun for the whole family
Great experience. I have two 18 year olds and a 14 year old and everyone had a great time. Derek our Captain was also wonderful and really invested in ensuring fun was had by all.
Read more
Relaxing day on the Pontoon
New York City
Pontoon Sightseeing and Shelling Excursion to Keeywaydin Island
491gabriellae, Aug 2026
Relaxing day on the Pontoon
We took the Little Beans pontoon tour with our family, 2 adults, 2 seniors and 2 children ages 7 and 10. We had a great time!! Our captain was very knowledgeable and gave us a great tour around Marco and Keewaydin. It was such a nice relaxing day out on the water. Would highly recommend it was also a great value!!
Read more
Highlight of our trip to Marco!
New York City
Pontoon Sightseeing and Shelling Excursion to Keeywaydin Island
debbiehM2553NL, Aug 2026
Highlight of our trip to Marco!
The pontoon boat trip to a secluded beach was absolutely amazing with our guide Cedrick who was so very nice and knew so much about the island and its wildlife! Well worth the money and would do it again!
Read more
Accommodating, flexible and great customer support
New York City
Marco Island Sunset Cruise- Private 2 Hour
Silvia_Z, Jul 2026
Accommodating, flexible and great customer support
Captain Tom was so friendly and nice. I had to make several calls before the trip and the customer service was very good! I would go back and do another tour as they accommodate and go with the flow as to what your family wants to do! My son was even able to do some fishing and the sunset pictures we got were spectacular.
Read more
Shelling Adventure
New York City
Private Luxury Keewaydin Island Beach & Dolphin Excursion
Matthew_T, Jul 2026
Shelling Adventure
Great tour by Captain Matt. We had a beautiful day shelling. Captain was not only very knowledgeable, he was great with our family. Perfect weather and timing!
Read more
Wonderful Family Outing
New York City
Private Naples Dolphin & Sunset Cruise with Charcuterie and Wine
michaelmH590IG, Jul 2026
Wonderful Family Outing
The owner and his wife as well as their daughter were nothing but super professional and very accommodating. The boat captain was an US Army veteran and an excellent guide. Our entire family enjoyed the experience and we highly recommend this company.
Read more
Wonderful
New York City
Private Shelling and Dolphin Excursion
TRICIA_H, Jul 2026
Wonderful
Amazing experience. Our guide was wonderful. 10/10 would recommend. In a short period of time we got to see wildlife and the shelling was beyond what I imagined.
Read more
Great day out
New York City
Marco Island Dolphin & Eco Tour – Private 2 Hour Wildlife Cruise
josephlD3717RH, Jul 2026
Great day out
it was a beautiful day. boat and driver were awesome!
Read more
Great day with Captain Clay!
New York City
Marco Island Private Tubing, Dolphin Watching and Shelling Tour
Z5255DSmelissaw, Jul 2026
Great day with Captain Clay!
We had an incredible trip with Eco Endeavors! Captain Clay was fantastic, taking us out for high-energy wakeboarding and tubing. We also found great shells and spotted both dolphins and manatees. It was the perfect mix of water sports and wildlife. Highly recommend!
Read more
The captain called and...
New York City
Private 4 Hour Shelling Adventure 10,000 Islands and Marco Island
William_M, Jul 2026
The captain called and...
The captain called and suggested we change the time from morning to afternoon so we would have shelling at low tide.
Read more
Excellent day on the water
New York City
Marco Island Dolphin & Eco Tour – Private 2 Hour Wildlife Cruise
robertpH2049QF, Jul 2026
Excellent day on the water
Excellent Adventure, highly recommended
Read more
This rocked!
New York City
Marco Island Dolphin Watching & Tubing Adventure
Fearless566830, Jul 2026
This rocked!
Excellent! The kids loved tubing & we got to see dolphins & a whole family of manatees
Read more
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