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Naples Cruises, Sailing & Water Tours

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Naples Tours

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Beach Island Shelling Cruise to Keewaydin Island Tour

Enjoy a family favorite cruise aboard the Sweet Liberty, a 53' sailing catamaran, that can accommodate up to 44 passengers. Cruise along the Gordon River …More

Likely to Sell Out
Likely to Sell Out
5.0 (91)

Beach Island Shelling Cruise to Keewaydin Island Tour

Enjoy a family favorite cruise aboard the Sweet Liberty, a 53' sailing catamaran, that can accommodate up to 44 passengers. Cruise along the Gordon River...

3 hours • Free Cancellation
5.0 (91)
from
$56
Small Group Motorboat Eco Tour of the Everglades

You will have the opportunity to see: bottlenose dolphin, five of the worlds seven different species of sea turtles, along with manatee, sting ray, and …More

5.0 (429)

Small Group Motorboat Eco Tour of the Everglades

You will have the opportunity to see: bottlenose dolphin, five of the worlds seven different species of sea turtles, along with manatee, sting ray, and...

3 hours • Free Cancellation
5.0 (429)
from
$149
CLEAR Kayak Sunset & Light Tour - Bonita Springs / Ft Myers Beach

Contact us if the date you want is not available as we can often make it happen! We commit to providing you an awesome experience, …More

Likely to Sell Out
Likely to Sell Out
5.0 (69)

CLEAR Kayak Sunset & Light Tour - Bonita Springs / Ft Myers Beach

Contact us if the date you want is not available as we can often make it happen! We commit to providing you an awesome experience,...

2 hours • Free Cancellation
5.0 (69)
from
$79
Western Everglades Adventure Tour

Enjoy a fun, educational adventure that’s perfect for the whole family on this half-day Everglades tour from the Greater Fort Myers/Naples area. Stroll through a …More

4.8 (161)

Western Everglades Adventure Tour

Enjoy a fun, educational adventure that’s perfect for the whole family on this half-day Everglades tour from the Greater Fort Myers/Naples area. Stroll through a...

4 hours • Free Cancellation
4.8 (161)
from
$100
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
Manatee, Dolphin and 10,000 Islands Sunset Cruise!

We are the only sunset cruise in Southwest Florida that sees manatees! Enjoy this romantic tour with max 6 passengers per boat (call for private …More

Likely to Sell Out
Likely to Sell Out
4.7 (71)

Manatee, Dolphin and 10,000 Islands Sunset Cruise!

We are the only sunset cruise in Southwest Florida that sees manatees! Enjoy this romantic tour with max 6 passengers per boat (call for private...

3 hours • Free Cancellation
4.7 (71)
from
$130
Barrier Island Shelling Tour

Barrier Island Shelling Tour The Barrier Island Shelling Tour is the ultimate shelling adventure for those looking to discover rare and beautiful seashells in untouched, …More

Likely to Sell Out
Likely to Sell Out
4.9 (47)

Barrier Island Shelling Tour

Barrier Island Shelling Tour The Barrier Island Shelling Tour is the ultimate shelling adventure for those looking to discover rare and beautiful seashells in untouched,...

2 hours 30 minutes • Free Cancellation
4.9 (47)
from
$129
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
Sunset Eco Tour of Marco Island & 10,000 Islands

Our Sunset Tour is the perfect way to end your day in paradise, offering a front-row seat to one of Marco Island’s most breathtaking sunsets. …More

Likely to Sell Out
Likely to Sell Out
5.0 (38)

Sunset Eco Tour of Marco Island & 10,000 Islands

Our Sunset Tour is the perfect way to end your day in paradise, offering a front-row seat to one of Marco Island’s most breathtaking sunsets....

2 hours 30 minutes • Free Cancellation
5.0 (38)
from
$125
Private Naples Bay and Port Royal Sunset Cruise

This amazing tour views the Port Royal houses and Mansions with either a guided tour or relax on your own with a captained excursion. The …More

Likely to Sell Out
Likely to Sell Out
5.0 (18)

Private Naples Bay and Port Royal Sunset Cruise

This amazing tour views the Port Royal houses and Mansions with either a guided tour or relax on your own with a captained excursion. The...

2 hours 30 minutes • Free Cancellation
5.0 (18)
from
$750
Private 4 Hour Shelling, Fishing and Eco Tour Marco Island FL

Cruise the beautiful waters of Marco Island while taking in the wildlife and making a stop at a remote island for some shelling and beach …More

5.0 (42)

Private 4 Hour Shelling, Fishing and Eco Tour Marco Island FL

Cruise the beautiful waters of Marco Island while taking in the wildlife and making a stop at a remote island for some shelling and beach...

4 hours • Free Cancellation
5.0 (42)
from
$725
Guided Glow LED Kayak Sunset Activity in Bonita Springs

Join owner and guide Mike on a LED HOBIE GLOW ADVENTURE!!! Our Hobie Pedal Mirage Drives and their powerful LED lighting make our sunset kayak …More

5.0 (74)

Guided Glow LED Kayak Sunset Activity in Bonita Springs

Join owner and guide Mike on a LED HOBIE GLOW ADVENTURE!!! Our Hobie Pedal Mirage Drives and their powerful LED lighting make our sunset kayak...

2 hours 30 minutes • Free Cancellation
5.0 (74)
from
$95
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 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 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
Marco Island: 2-Hour Dolphin, Birding, and Shelling Tour

In comfortable captain's style seating an, you will be safely brought deep into the 10,000 Islands Wildlife Refuge for a two-hour interpretive tour of the …More

4.6 (25)

Marco Island: 2-Hour Dolphin, Birding, and Shelling Tour

In comfortable captain's style seating an, you will be safely brought deep into the 10,000 Islands Wildlife Refuge for a two-hour interpretive tour of the...

2 hours • Free Cancellation
4.6 (25)
from
$89
Afternoon Sightseeing and Sailing Tour

Kick back and relax on this beautiful 53' sailing catamaran that can accommodate up to 44 passengers. Cruise through the prestigious Port Royal neighborhood in …More

4.9 (34)

Afternoon Sightseeing and Sailing Tour

Kick back and relax on this beautiful 53' sailing catamaran that can accommodate up to 44 passengers. Cruise through the prestigious Port Royal neighborhood in...

2 hours • Free Cancellation
4.9 (34)
from
$41
Half-Day Super Shelling Tour

What You’ll Find Expect sand dollars, lightning whelks, alphabet cones, tulip shells, and—on lucky days—the elusive Junonia. Captains share quick tips on reading bars, seams, …More

Likely to Sell Out
Likely to Sell Out
5.0 (13)

Half-Day Super Shelling Tour

What You’ll Find Expect sand dollars, lightning whelks, alphabet cones, tulip shells, and—on lucky days—the elusive Junonia. Captains share quick tips on reading bars, seams,...

4 hours • Free Cancellation
5.0 (13)
from
$199
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 Guided Kayak Tour on Big Hickory Pass

Enjoy paddling through the mangrove tunnels on Estero bay. Our kayak tours are available for all ages. If anyone wants to bring their own SUP …More

5.0 (37)

Private Guided Kayak Tour on Big Hickory Pass

Enjoy paddling through the mangrove tunnels on Estero bay. Our kayak tours are available for all ages. If anyone wants to bring their own SUP...

2 hours 30 minutes • Free Cancellation
5.0 (37)
from
$135
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

Frequently Asked Questions

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

Recent tour reviews
Pretty Cool, our first time doing this kind of Adventure
New York City
CLEAR Kayak Sunset & Light Tour – Bonita Springs / Ft Myers Beach
jessicabB8787AM, Sep 2026
Pretty Cool, our first time doing this kind of Adventure
Starfish I held, tour guide took around to everyone to hold if they wanted too. Easy to communicate during trip with everyone. Water wasn’t pretty but you can’t control that. Great time at the beach, shelling and looking for sea creatures. Found beautiful shells and live star fish, clams, and many crabs living in shells.
Read more
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
Wonderful boat tour of the mangrove area
New York City
Marco Island: 2-Hour Dolphin, Birding, and Shelling Tour
monicamP7358EZ, Sep 2026
Wonderful boat tour of the mangrove area
Great captain. Beautiful scenery, Saw dolphins, birds. Shelling
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
A Guide A Tour A Friend
New York City
Private Guided Kayak Tour on Big Hickory Pass
cassieq860, Aug 2026
A Guide A Tour A Friend
Joey was a fantastic guide, knowledgeable, patient, timely, and fun. Well worth the money and time. We actually left feeling like we made a friend, which is worth more than the great service we received. We will be back & thanks to Joey we are trained on where the good spots are.
Read more
Sweet Liberty
New York City
Beach Island Shelling Cruise to Keewaydin Island Tour
Leondra_L, Aug 2026
Sweet Liberty
Fran and Graham were very personable, informative and accommodating. The price was good also. Perfect amount of time.
Read more
The trip was fun, and the...
New York City
Beach Island Shelling Cruise to Keewaydin Island Tour
Adrian_D, Aug 2026
The trip was fun, and the...
The trip was fun, and the crew was polite and great; we were informed there would be weather-related delays, but it was worth the wait in the end. Overall, it was a great experience. My only complaint is that it was too short for my liking.
Read more
Perfect kayak experience
New York City
Private Guided Kayak Tour on Big Hickory Pass
kaylakG7709CN, Aug 2026
Perfect kayak experience
Super worth it! Great guides and great service! They helped greatly with the kayak boarding. There were so many manatees! Weather was beautiful and perfect amount of time💛
Read more
Awesome glow/sunset experience!
New York City
Guided Glow LED Kayak Sunset Activity in Bonita Springs
bwell86, Aug 2026
Awesome glow/sunset experience!
What an awesome experience! We did tandem evening/glow kayaks with a group of 6. Audrey was great, fun, and knowledgeable. We were able to learn and see so many things that we simply would not have if it wasn’t for this excursion. Two of our group lives in north east Florida and even they learned some things! Communication from Mike was clear and easy to follow. Highly recommend!
Read more
Phantastic Tour!
New York City
Small Group Motorboat Eco Tour of the Everglades
dolfs768, Aug 2026
Phantastic Tour!
We had a fantastic private tour with our four children! From the very beginning it felt personal rather than touristy. Our guide took plenty of time, adapted the tour to our family, and shared an impressive amount of knowledge about the local wildlife and nature.We were lucky enough to see dolphins during the tour, along with lots of other amazing wildlife. Nothing felt rushed, and the whole experience was relaxed, enjoyable, and very informative.If you’re looking for an authentic and personal experience instead of a standard tourist tour, this is the perfect choice. Highly recommended for families with children!
Read more
You will have a blast
New York City
Small Group Motorboat Eco Tour of the Everglades
Ramona G, Jul 2026
You will have a blast
An amazing trip with lots to see and new things to learn. Josh is a local, growing up in the Everglades. We enjoyed how he explained everything and answered all our questions. We all had a blast. We saw lots of bottlenose dolphins and birds. Went on an🏝️ and on top - the kids got to experience to be captain of the boat. Will recommend this small group trip to everyone., family and friend sand will definitely come back for another trip. Thank you so much Josh to share your knowledge.
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
Easy to do business with
New York City
Marco Island: 2-Hour Dolphin, Birding, and Shelling Tour
Deborah_P, Jul 2026
Easy to do business with
Cool SWFL was easy to book with. Unfortunately, halfway through our excursion bad weather was happening in South Florida, and we had to turn back, not completing the tour. They were very happy to help me get a partial refund and I am grateful I am looking forward to taking the same tour the next time I am in South Florida and will be booking with Cool SWFL. I was expecting a problem getting my refund and they just made it so easy to do business with.
Read more
Wonderful
New York City
Guided Glow LED Kayak Sunset Activity in Bonita Springs
cynthiahE7330BT, Jul 2026
Wonderful
Audrey was our guide for an evening kayaking excursion, which include LED lighting. We had a great time! We enjoyed the wildlife, fish, up out of the water, rainbow, and dolphins! I would definitely book again!
Read more
We had a great time with...
New York City
Western Everglades Adventure Tour
Stacey_F, Jul 2026
We had a great time with...
We had a great time with Rhett as our guide. The nature walk was fun and informative. The kids loved holding the snakes and baby alligator. The rainy season is behind right now so some of the airboat ride was not accessible but we still saw many gators on the lake and the kids really enjoyed it.
Read more
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