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Naples Outdoor Activities

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Naples Tours

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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)

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
1/2 Day Afternoon Charter Fishing Naples Marco Island Sanibel

The warm winter afternoon sun, spectacular sunsets, and outstanding fishing can provide you with memories to last a lifetime. …More

5.0 (1)

1/2 Day Afternoon Charter Fishing Naples Marco Island Sanibel

The warm winter afternoon sun, spectacular sunsets, and outstanding fishing can provide you with memories to last a lifetime....

4 hours • Free Cancellation
5.0 (1)
from
$550
Full Day Fishing Charter Naples Marco Island 10,000 Islands Everglades Sanibel

I am here to invite you to to fish explore and enjoy the amazing fishery stretching from the Everglades National Park, Ten Thousand Islands north …More

5.0 (1)

Full Day Fishing Charter Naples Marco Island 10,000 Islands Everglades Sanibel

I am here to invite you to to fish explore and enjoy the amazing fishery stretching from the Everglades National Park, Ten Thousand Islands north...

8 hours • Free Cancellation
5.0 (1)
from
$900
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
Guided Trike and Moped Tour in Downtown Naples

Experience the charm of Downtown Beautiful Naples like never before! Join us for an unforgettable guided tour where you get to pick your ride when …More

5.0 (1)

Guided Trike and Moped Tour in Downtown Naples

Experience the charm of Downtown Beautiful Naples like never before! Join us for an unforgettable guided tour where you get to pick your ride when...

1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$50
Guided Bicycle Tour of Downtown Naples Florida

Embark on an unforgettable adventure through the stunning streets of Downtown Naples, Florida, with our exquisite guided bicycle tour. Led by knowledgeable local guides, glide …More

4.5 (4)

Guided Bicycle Tour of Downtown Naples Florida

Embark on an unforgettable adventure through the stunning streets of Downtown Naples, Florida, with our exquisite guided bicycle tour. Led by knowledgeable local guides, glide...

1 hour 30 minutes • Free Cancellation
4.5 (4)
from
$50
Half-Day Backwater Fishing in Naples, Florida

Let's glide through the mesmerizing mangrove habitat and delve into the secluded backwater areas of Naples for an authentic Florida fishing experience. Prepare for an …More

5.0 (1)

Half-Day Backwater Fishing in Naples, Florida

Let's glide through the mesmerizing mangrove habitat and delve into the secluded backwater areas of Naples for an authentic Florida fishing experience. Prepare for an...

4 hours • Free Cancellation
5.0 (1)
from
$700
Private 4 Hour Marco Island Fishing Charter

Dive into the thrill of a four hour inshore fishing in Marco Island, Florida – where every cast is a promise of adventure! Picture yourself …More

5.0 (1)

Private 4 Hour Marco Island Fishing Charter

Dive into the thrill of a four hour inshore fishing in Marco Island, Florida – where every cast is a promise of adventure! Picture yourself...

4 hours • Free Cancellation
5.0 (1)
from
$700
Private 2 Hour Inshore Fishing Adventure in Marco Island

Discover the serene waters of Marco Island on an inshore and backwater fishing trip that caters to all skill levels. Engage with the local fish …More

5.0 (1)

Private 2 Hour Inshore Fishing Adventure in Marco Island

Discover the serene waters of Marco Island on an inshore and backwater fishing trip that caters to all skill levels. Engage with the local fish...

2 hours • Free Cancellation
5.0 (1)
from
$500

Frequently Asked Questions

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

Recent tour reviews
Best Guide Ever
New York City
Half-Day Backwater Fishing in Naples, Florida
Todd E, Mar 2026
Best Guide Ever
Captain Pat was great. In fact we do fishing with guides on nearly every vacation and Captain Pat was the best of all the guides we’ve used. Really fun personality while also being a great guide that put us on the fish and helped give us tips based on the type of fish that were biting. We highly recommend him!
Read more
Great tour guide!
New York City
Guided Bicycle Tour of Downtown Naples Florida
NHNancy_S, Feb 2026
Great tour guide!
If you book with Cool SWFL, the bike tour operator will charge you a ‘$5.00 tax per person for going through Cool SWFL’, which is where I learned of the tour. Unfortunate that I did not see that when booking through Cool SWFL. .
Read more
Great trip in my life
New York City
Marco Island Inshore Fishing Charters
maintonj, Jan 2026
Great trip in my life
This was an amazing trip booked on the day because of the beautiful weather. We are so pleased that we did, as it was amazing. The captain, Santiago, was welcoming and very knowledgeable about the area and the tarpon fish. The boat itself, in my humble opinion, was the nicest of those available that day. A great experience and well worth the money! If you don't own a boat, I thoroughly recommend this trip!!
Read more
First fishing trip
New York City
Private 2 Hour Inshore Fishing Adventure in Marco Island
cathybR5618MK, Nov 2025
First fishing trip
He was very nice and helpful. It was my grandsons first fishing trip and he had a wonderful experience. My Grandson wants to go back.
Read more
Excellent trip...
New York City
Marco Island Inshore Fishing Charters
mertis0, Nov 2025
Excellent trip...
Really good day of fishing. The captain, Chris, was helpful, knowledgeable, and attentive throughout our trip. He was really helpful in showing what rigs to use and what bait. The boat is kept in top-notch condition and clean. We caught plenty of yellowtail and also spotted seatrout. I would highly recommend it for a day's fishing, whether you are a novice or seasoned angler. It caters to everyone.
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
Biking tour of Naples and Port Royal
New York City
Guided Bicycle Tour of Downtown Naples Florida
Kristen_E, Mar 2025
Biking tour of Naples and Port Royal
Jay took us around Naples for 1.5 hours, including both the dock and the pier (or what's left of it), some of the streets with shops, and many residential streets to look at the houses. We got a work-out on our bicycles, learned a lot, and always felt safe. Then rewarded ourselves with dinner at one of the Tin City restaurants!
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
Amazing trip and captain
New York City
Private 4 Hour Marco Island Fishing Charter
I8805YQkenw, May 2024
Amazing trip and captain
What an amazing trip. So many varieties of fish and oh did I mention we got them cleaned right on the dock. Jamie is a wonderful captain who cares about his clients. He is very patient and makes sure your trip is one to remember.
Read more
Family Activity Everyone Enjoyed! Great Experience with Trike Tours USA
New York City
Guided Trike and Moped Tour in Downtown Naples
G7007GHstevenr, Apr 2024
Family Activity Everyone Enjoyed! Great Experience with Trike Tours USA
This was such a fun activity! So happy we did it! First time visiting Naples Florida and we were looking online at different activites to do with our kids. This was great because us as parents we used the mopeds and our little ones used the trikes which were more stable. Our guide was excellent with us and the kids, Our guide he explained the area well and enjoyed what he was doing. I highly reccomend booking with Trike Tours USA great experience! We all had a alot of fun riding around naples on the scooters it was so much fun!
Read more
Baby
New York City
Full Day Fishing Charter Naples Marco Island 10,000 Islands Everglades Sanibel
austincJ8501ND, May 2023
Baby
Yes good, I took my newborn baby out fishing (because it says 0-120) and he drowned, I told him to swim but he didn't, dumb baby
Read more
Great and Successful afternoon on the water
New York City
1/2 Day Afternoon Charter Fishing Naples Marco Island Sanibel
P5642UWsheilam, Mar 2020
Great and Successful afternoon on the water
I would give more stars if I could. My daughter and I went out w Captain Tim for an afternoon charter. We would be considered novice fishermen at best. Thanks to Captain Tim we had a fun and very successful afternoon. We caught several Snook. One amazing keeper and others we let go. He is very knowledgeable and patient w newbies like ourselves. He knows all the secret spots. Can’t wait for our next top notch Florida fishing experience w Southern Gentleman Fishing!
Read more
Amazing Night!!
New York City
Dark Sky’s in the Florida Everglades
G7447SMmikeh, May 2024
Amazing Night!!
Amazing trip we had with Patricia! We saw lots of wildlife, learned a lot about the Glades, and caught a really nice 9 foot Python to boot. Great tour guide and wonderful person!
Read more
Fun local tour near the beach
New York City
Guided Bicycle Tour of Downtown Naples Florida
Adrian_K, Mar 2024
Fun local tour near the beach
A fun and easy tour of the fifth Avenue, tin city and third Street area.A great opportunity to see the older Naples styles condos as well as the multi million dollar new houses along the beach.Easy tour by trike.
Read more
What are unique experience?
New York City
Dark Sky’s in the Florida Everglades
G2897ZLbettyc, Jan 2024
What are unique experience?
This is one of the most amazing trips I’ve ever taken at night no lights from Miami Naples or surrounding areas. I seen every star in the sky. It was just absolutely beautiful and I am a local and this amazed me this is a this is a must tour when you visit the Everglades if you want something unique and different. This is it.
Read more
Captain Rick
New York City
Marco Island Inshore Fishing Charters
Stephen_G, Jun 2019
Captain Rick
Knowledgeable, helpful, courteous describes Captain Rick. We highly recommend this excursion with this Captain. We caught Red Fish, Spanish Mackerel, and Mangrove Snapper, among others. He cleaned them for us and we cooked and ate them that very night.
Read more
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