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Naples Outdoor Activities

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Naples Tours

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Guided Fishing Charters in Marco Island

Uncover the fishing paradise of the 10,000 Islands with a guided charter that offers both adventure and relaxation. Navigate through the serene mangroves and catch …More

5.0 (9)

Guided Fishing Charters in Marco Island

Uncover the fishing paradise of the 10,000 Islands with a guided charter that offers both adventure and relaxation. Navigate through the serene mangroves and catch...

4 hours • Free Cancellation
5.0 (9)
from
$650
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
Naples Deep Sea 8 Hour Fishing

Our 8 Hour Offshore Fishing Trip offers more time on the water and access to fishing grounds up to 45 miles offshore aboard the M/V …More

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

Naples Deep Sea 8 Hour Fishing

Our 8 Hour Offshore Fishing Trip offers more time on the water and access to fishing grounds up to 45 miles offshore aboard the M/V...

8 hours
5.0 (6)
from
$319
Marco Island Private 3 Hour Watersports Adventure

Looking for the ultimate watersports experience in Marco Island? This private, three-hour adventure is tailored to your group, offering wakeboarding, waterskiing, and tubing in the …More

5.0 (5)

Marco Island Private 3 Hour Watersports Adventure

Looking for the ultimate watersports experience in Marco Island? This private, three-hour adventure is tailored to your group, offering wakeboarding, waterskiing, and tubing in the...

3 hours • Free Cancellation
5.0 (5)
from
$695
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
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)

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...

6 to 10 hours • Free Cancellation
5.0 (3)
from
$1,399
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
Guided Safari-Style Jeep Tour

Experienced Guides: Your tour boasts knowledgeable and passionate guides who bring the wilderness to life. Their expertise in local flora, fauna, and conservation efforts ensures …More

5.0 (2)

Guided Safari-Style Jeep Tour

Experienced Guides: Your tour boasts knowledgeable and passionate guides who bring the wilderness to life. Their expertise in local flora, fauna, and conservation efforts ensures...

2 hours • Free Cancellation
5.0 (2)
from
$100
Your Ride Your Adventure Trikes Mopeds Segways and Bike Tour

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

5.0 (2)

Your Ride Your Adventure Trikes Mopeds Segways and Bike Tour

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

1 hour 30 minutes • Free Cancellation
5.0 (2)
from
$50
Naples 4 Hour Nearshore Fishing (3-9mi)

Expert crew offering friendly guidance from start to finish Full-service experience with rods, reels, and bait included A chance to reel in a variety of …More

5.0 (1)

Naples 4 Hour Nearshore Fishing (3-9mi)

Expert crew offering friendly guidance from start to finish Full-service experience with rods, reels, and bait included A chance to reel in a variety of...

4 hours
5.0 (1)
from
$173
Manatees, Grasslands and Mangroves kayak Tour (Small Group Tour)

If you are looking to see a manatee in a kayak this is best location and the best chance to see the elusive manatee in …More

Likely to Sell Out
Likely to Sell Out
5.0 (1)

Manatees, Grasslands and Mangroves kayak Tour (Small Group Tour)

If you are looking to see a manatee in a kayak this is best location and the best chance to see the elusive manatee in...

3 hours • Free Cancellation
5.0 (1)
from
$85
Florida Audio Tour Bundle 3 Self-Guided Sightseeing Tours

Embark on an unforgettable journey through Florida's diverse landscapes with our Florida Self-Guided Audio Tour Bundle! Cruise the iconic Overseas Highway to Key West, uncovering …More

5.0 (1)

Florida Audio Tour Bundle 3 Self-Guided Sightseeing Tours

Embark on an unforgettable journey through Florida's diverse landscapes with our Florida Self-Guided Audio Tour Bundle! Cruise the iconic Overseas Highway to Key West, uncovering...

4 days • Free Cancellation
5.0 (1)
from
$36
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
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
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
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

Frequently Asked Questions

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

Recent tour reviews
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
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
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
Fishing with Captain Kyle
New York City
Guided Fishing Charters in Marco Island
791wyattp, Jul 2026
Fishing with Captain Kyle
We had another great experience with Native Guided Fishing! This was our second trip with Captain Kyle because we had such a great time the first time around. Even though we didn’t catch any keepers this trip, we still had an awesome time out on the water. Captain Kyle was knowledgeable, friendly, and made the trip enjoyable from start to finish. Fishing isn’t always about filling the cooler, it’s about the experience, and he delivered. We would absolutely recommend Native Guided Fishing to anyone looking for a fun and memorable day on the water. We’ll definitely be back!
Read more
Great time for whole family
New York City
Marco Island Private 3 Hour Watersports Adventure
Melissa_W, Jul 2026
Great time for whole family
Captain Clay went above and beyond to ensure our whole family had a great time (2 parents and 4 kids ages 11-15). From tubing, to wakeboarding, shelling and spotting dolphins and manatees-it was definitely our vacation highlight! 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
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
Naples shelling trip.
New York City
Private Luxury Keewaydin Island Beach & Dolphin Excursion
chriseP738OW, May 2026
Naples shelling trip.
This was a great shelling tour. The boat trip was smooth and extremely comfortable. It’s a beautiful boat. The captain was very helpful in pointing out how to shell as this was our first time. He showed us where to look and helped identify what we were finding. I would recommend this trip to anyone.
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
Tubing trip
New York City
Marco Island Private 3 Hour Watersports Adventure
Kevin H, Apr 2026
Tubing trip
The trip was great. Clay was fun, insightful, and made sure everyone had a blast. Recommend this trip many times over
Read more
Great time in the Gulf
New York City
Naples 4 Hour Nearshore Fishing (3-9mi)
richardsN7934EM, Apr 2026
Great time in the Gulf
Great time … the grandson landed 5 fish and couldn’t have been happier… the captain and first mate very professional and helpful…booking the same trip next year!!
Read more
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
Amazing morning
New York City
Guided Fishing Charters in Marco Island
727darlenes, Mar 2026
Amazing morning
5 out of 5We had a great time and caught plenty of fish. Unfortunately non of the fish we caught were edible but man are our shoulders sore from the amount of fish we reeled in . We caught a sting ray-that took all three of us to bring in. Landed a bonnet shark ,lots of white and lady fish. One sheep head and a bunch of catfish. Would book again with this company (especially Sterling, who was our guide, and did a wonderful job of finding us areas to fish and was very friendly and knowledgeable).
Read more
Incredible Fishing and Great Crew!
New York City
Naples Deep Sea 8 Hour Fishing
615reaganc, Mar 2026
Incredible Fishing and Great Crew!
Amazing experience all around. Captain Patrick is the best! We have taken our boys and our nephews out with Pure Florida several times and they never disappoint. Captain Thomas, Captain Alec and all the mates, especially Fletch, always put us on great fish and are incredibly patient with the kids. Do not hesitate to book!
Read more
Great fishing experience
New York City
Naples Deep Sea 8 Hour Fishing
philkI5177DL, Mar 2026
Great fishing experience
When I signed up it said it was a limit of 12 on the boat, but there was really 17! Good shade so limited sun exposure. Wonderful grouper for dinner.
Read more
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