(800) 814 COOL Questions? Call Us Now!

Naples Outdoor Activities

72 Results
Sort by:
Featured
Filter
Languages Clear
Time of Day Clear
66
55
14
Duration Clear
0
64
21
0
1
Price Clear
$0 $500+
Rating Clear
62
72
72
Specials Clear
66
27
0
26
0
Features Clear
1
34
59
16
29
0
Accessibility Clear
11
35
54
Families Clear
35
23
4

Naples Tours

Attractions

Guides

Calendar

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
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 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
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
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
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
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
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
1/2 Day Morning Charter Fishing Naples Marco Everglades Sanibel

I am a U.S.C.G.-certified captain with more than 30 years’ experience fishing SW Florida. Join me as we target the inshore species that make SW …More

4.8 (12)

1/2 Day Morning Charter Fishing Naples Marco Everglades Sanibel

I am a U.S.C.G.-certified captain with more than 30 years’ experience fishing SW Florida. Join me as we target the inshore species that make SW...

4 hours • Free Cancellation
4.8 (12)
from
$550
Naples 6 hour Split Charter

Our company is the best option for deep sea fishing. We provide a full service experience for our guests! Our crew will assist catching, baiting …More

Likely to Sell Out
Likely to Sell Out
4.0 (2)

Naples 6 hour Split Charter

Our company is the best option for deep sea fishing. We provide a full service experience for our guests! Our crew will assist catching, baiting...

6 hours 30 minutes
4.0 (2)
from
$287
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
Heart of Rookery Bay Kayak Tour

Join SWFL's only active local biologist guides for an adventure through the Rookery Bay Reserve at the start of the 10,000 islands on the #1 …More

5.0 (15)

Heart of Rookery Bay Kayak Tour

Join SWFL's only active local biologist guides for an adventure through the Rookery Bay Reserve at the start of the 10,000 islands on the #1...

2 hours 30 minutes • Free Cancellation
5.0 (15)
from
$70
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
Private Lake Trafford Fishing Charter Near Naples

Just minutes from Naples, Lake Trafford offers one of Southwest Florida's premier freshwater fishing experiences and a refreshing escape from the busy coastline. This natural …More

4.8 (17)

Private Lake Trafford Fishing Charter Near Naples

Just minutes from Naples, Lake Trafford offers one of Southwest Florida's premier freshwater fishing experiences and a refreshing escape from the busy coastline. This natural...

4 to 8 hours • Free Cancellation
4.8 (17)
from
$163
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 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
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
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
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

Frequently Asked Questions

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

Recent tour reviews
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
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
Pleasant trip for all
New York City
Private Lake Trafford Fishing Charter Near Naples
dominichX6103LA, Aug 2026
Pleasant trip for all
4hour Largemouth bass trip around Lake Trafford, Mark knows his clint and where the fish are. we caught lots of bass, some big bass. Good value for money; highly recommend.
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
My dad's birthday Fishing Trip
New York City
Private Lake Trafford Fishing Charter Near Naples
risksd, Aug 2026
My dad's birthday Fishing Trip
Wanted to get a fishing trip booked for my dad's 70th birthday. I know Lake Trafford pretty well for adventure, but I didn't know the best way to go about finding the best charter. Googled and came upon Bass Online Charters; saw they were also on Cool SWFL, so came to look here too. So many positive reviews made my mind up, and I booked with captain Mark. Today was the day, and we were not disappointed; in fact, we were hugely impressed with Mark. Cool and professional, plus he managed to catch 20-plus largemouth bass, some 6 lbs. Loved the trip and would highly recommend this as a good way to spend a couple of hours and fantastic value for money, and my dad really enjoyed it. Thanks, Mark.
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
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 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
Great 1/2 day shelling adventure
New York City
Half-Day Super Shelling Tour
jayweso, Jun 2026
Great 1/2 day shelling adventure
Amazing day on the water with captain Nate and his pup. We visited 3 stops and found everything we were looking for and learned about the islands as we cruised around
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
Naples Tours
Attractions
Guides
Calendar
View more
View more