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Naples Cruises, Sailing & Water Tours

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Naples Tours

Attractions

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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
Marco Island Mangrove Tunnel and Maze Adventure Small group size

Our industry leading small group tours have only 8 people max verses 15 people for your safety and enjoyment. Our kayaks are very stable, have …More

Likely to Sell Out
Likely to Sell Out
5.0 (9)

Marco Island Mangrove Tunnel and Maze Adventure Small group size

Our industry leading small group tours have only 8 people max verses 15 people for your safety and enjoyment. Our kayaks are very stable, have...

2 hours • Free Cancellation
5.0 (9)
from
$53
Marco Island and 10,000 Islands Sightseeing with Dolphin Tour

With our 2 hour tour, experience a complete boat ride through Marco Island and the surrounding 10,000 Islands Wildlife Refuge with a small group. This …More

5.0 (9)

Marco Island and 10,000 Islands Sightseeing with Dolphin Tour

With our 2 hour tour, experience a complete boat ride through Marco Island and the surrounding 10,000 Islands Wildlife Refuge with a small group. This...

2 hours • Free Cancellation
5.0 (9)
from
$99
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
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 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
Tiki Boat Bachelorette and Birthday Celebrations Tours in Naples

Discover Naples from the water with our vibrant tiki boat tours, perfect for special celebrations or simply unwinding in the sun. Enjoy custom experiences, from …More

5.0 (5)

Tiki Boat Bachelorette and Birthday Celebrations Tours in Naples

Discover Naples from the water with our vibrant tiki boat tours, perfect for special celebrations or simply unwinding in the sun. Enjoy custom experiences, from...

2 to 4 hours • Free Cancellation
5.0 (5)
from
$1,095
Private 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)

Private 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
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
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
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
Private Naples Deep Sea Fishing Charters

Experience a true Naples Offshore Deep Sea Charter, this charter goes at least 10+ miles offshore into federal waters where the big fish live. We …More

5.0 (3)

Private Naples Deep Sea Fishing Charters

Experience a true Naples Offshore Deep Sea Charter, this charter goes at least 10+ miles offshore into federal waters where the big fish live. We...

4 to 6 hours • Free Cancellation
5.0 (3)
from
$217
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 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
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 Holiday Light Cruise Tour and Sunset Port Royal Naples

We start the evening with the glamorous sunsets of SW Florida on the Gulf of Mexico and Naples. We see the city in a way …More

5.0 (1)

Private Holiday Light Cruise Tour and Sunset Port Royal Naples

We start the evening with the glamorous sunsets of SW Florida on the Gulf of Mexico and Naples. We see the city in a way...

2 hours 30 minutes • Free Cancellation
5.0 (1)
from
$750
Manatee Sightseeing and Wildlife Boat Tour

See manatees, alligators, bull sharks, birds and more on an Everglades boat tour! Polarized sunglasses and camera lenses provided for viewing and photos. No waves …More

Likely to Sell Out
Likely to Sell Out
4.7 (2,621)

Manatee Sightseeing and Wildlife Boat Tour

See manatees, alligators, bull sharks, birds and more on an Everglades boat tour! Polarized sunglasses and camera lenses provided for viewing and photos. No waves...

1 hour 30 minutes • Free Cancellation
4.7 (2,621)
from
$70
Naples Sightseeing Boat Tour

Experience the beauty of Naples, Florida while cruising on the iconic Double Sunshine. This 90-minute sightseeing cruise takes you from historic Tin City Shops out …More

Likely to Sell Out
Likely to Sell Out
4.7 (1,149)

Naples Sightseeing Boat Tour

Experience the beauty of Naples, Florida while cruising on the iconic Double Sunshine. This 90-minute sightseeing cruise takes you from historic Tin City Shops out...

1 hour 30 minutes
4.7 (1,149)
from
$67
Everglades National Park Boat Tour

Experience the wonder of Everglades National Park's Ten Thousand Islands from our exclusive pontoon boat tour authorized by the National Park Service. Visit us in …More

Likely to Sell Out
Likely to Sell Out
4.7 (176)

Everglades National Park Boat Tour

Experience the wonder of Everglades National Park's Ten Thousand Islands from our exclusive pontoon boat tour authorized by the National Park Service. Visit us in...

1 hour 30 minutes • Free Cancellation
4.7 (176)
from
$60

Frequently Asked Questions

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

Recent tour reviews
Perfect Day
New York City
Naples Sightseeing Boat Tour
Stacey_C, Sep 2026
Perfect Day
Went to celebrate Mothers Day. It was the perfect activity for a Sunday afternoon. Rode was smooth, narration and music were enjoyable. Look forward to doing this again.
Read more
10/10 for quick tour with family or friends!
New York City
Naples Sightseeing Boat Tour
Calista_P, Sep 2026
10/10 for quick tour with family or friends!
Fantastic tour! Special shout out to Captain Josh, and First mates Brax and Michaela! They were so knowledgeable and funny. We saw so many dolphins too which was a plus.Side note: I think we did the same tour a few years ago and they went on a different route — both were good but it was fun to go through the channels more and see the houses.
Read more
Marco Island Dolphin Tour
New York City
Marco Island and 10,000 Islands Sightseeing with Dolphin Tour
LoveTravel755135, Sep 2026
Marco Island Dolphin Tour
We had a fabulous time on the boat. The captain of the boat was so nice and answered all our questions. He got the dolphins to interact with us which definitely was the highlight of the tour.
Read more
Perfect
New York City
Everglades National Park Boat Tour
Journey22975159670, Aug 2026
Perfect
Excellent, very informative excursion
Read more
Captain Joe is the best
New York City
Manatee Sightseeing and Wildlife Boat Tour
Anne_R, Aug 2026
Captain Joe is the best
Captain Joe was terrific. He provided us with lots of interesting information. More importantly, he was patient and found us a manatee. We were so pleased
Read more
Great experience. First...
New York City
Everglades National Park Boat Tour
Christine_K, Aug 2026
Great experience. First...
Great experience. First time in the everglades and this excursion did not disappoint. Captain was very knowledgeable and gave alot of information on the everglades.
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
Best Day Ever!!!
New York City
Tiki Boat Bachelorette and Birthday Celebrations Tours in Naples
G5115DXstaceyb, Jul 2026
Best Day Ever!!!
Captain Evan and Varonnica were first rate from the minute we arrived. They made the trip fun, were ready to accommodate anybody our requests. I would highly recommend them!!!
Read more
Peaceful, relaxing and surprising
New York City
Manatee Sightseeing and Wildlife Boat Tour
42daniellez, Jul 2026
Peaceful, relaxing and surprising
We had a great tour with Becky! She knew the spots to see manatees and dolphins! She was very experienced and knowledgeable about the local marine life. Our family loved it!
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
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
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
We had an amazing time...
New York City
Private Naples Dolphin & Sunset Cruise with Charcuterie and Wine
Carol_M, Jul 2026
We had an amazing time...
We had an amazing time with Captain Joe. They provided for everything. The views and sunset were amazing!
Read more
Generous & Flexible
New York City
Tiki Boat Bachelorette and Birthday Celebrations Tours in Naples
avamarieg98, Jun 2026
Generous & Flexible
Captain Paul and Evan were beyond accommodating. They were thoughtful and flexible when the bachelorette group decided to add an extra hour. They were generous enough to bring beverages to the beach for us when we stopped off at the island.
Read more
Tubing close to the dolphins!
New York City
Marco Island Dolphin Watching & Tubing Adventure
Carla_S, Jun 2026
Tubing close to the dolphins!
We had the best time! The four 18 year olds tubed for a long time and even had dolphins join us in our wake! Captain was fabulous and very knowledgeable! Would highly recommend!!
Read more
10k Islands Private Tour!
New York City
Private 4 Hour Shelling Adventure 10,000 Islands and Marco Island
Laura_D, May 2026
10k Islands Private Tour!
Great private shelling transport! Visited 3 islands and Jason was a great captain! Thank you for the fun excursion!
Read more
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