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Naples Cruises, Sailing & Water Tours

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Naples Tours

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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
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
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
Marco Island and Naples Pedal or Paddle Kayak Tour

Discover the difference with Marco Ecotours Our tours are more than a business - they are our passion. We strive to ensure that every guest …More

Likely to Sell Out
Likely to Sell Out
5.0 (1,163)

Marco Island and Naples Pedal or Paddle Kayak Tour

Discover the difference with Marco Ecotours Our tours are more than a business - they are our passion. We strive to ensure that every guest...

2 hours • Free Cancellation
5.0 (1,163)
from
$58
Mangrove Tunnels Kayak Tour (Photographer Included)- Marco Island

Follow your entertaining biologist tour guide through the mangroves of south Naples & Marco Island on this 1.5 - 2 Hour adventure. Look for dolphins, …More

Likely to Sell Out
Likely to Sell Out
4.9 (121)

Mangrove Tunnels Kayak Tour (Photographer Included)- Marco Island

Follow your entertaining biologist tour guide through the mangroves of south Naples & Marco Island on this 1.5 - 2 Hour adventure. Look for dolphins,...

1 hour 50 minutes • Free Cancellation
4.9 (121)
from
$59
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
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
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
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 Luxury Sightseeing Cruises

Explore Naples Bay and the Gulf of Mexico aboard the Naples Princess, a luxurious yacht offering daily public cruises and private charters. Enjoy breathtaking views …More

Likely to Sell Out
Likely to Sell Out
3.0 (2)

Naples Luxury Sightseeing Cruises

Explore Naples Bay and the Gulf of Mexico aboard the Naples Princess, a luxurious yacht offering daily public cruises and private charters. Enjoy breathtaking views...

1 hour 30 minutes • Free Cancellation
3.0 (2)
from
$71
Gulf of Mexico Sunset Cruise from Naples

Experience the magical Naples sunset while cruising on the iconic Double Sunshine. This 90-minute sunset cruise takes you from historic Tin City Waterside Shops out to …More

Likely to Sell Out
Likely to Sell Out
4.8 (507)

Gulf of Mexico Sunset Cruise from Naples

Experience the magical Naples sunset while cruising on the iconic Double Sunshine. This 90-minute sunset cruise takes you from historic Tin City Waterside Shops out to...

1 hour 30 minutes
4.8 (507)
from
$73
Naples Sunset Cruise 40' Vessel

Experience the magical Naples sunset while cruising on our Edison Explorer. This 90-minute sunset cruise takes you from historic Tin City Waterside Shops out to …More

Likely to Sell Out
Likely to Sell Out
4.6 (21)

Naples Sunset Cruise 40' Vessel

Experience the magical Naples sunset while cruising on our Edison Explorer. This 90-minute sunset cruise takes you from historic Tin City Waterside Shops out to...

1 hour 30 minutes
4.6 (21)
from
$73
Mangrove Tunnels & Mudflats Kayak Tour - Local Biologist Guides

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 (827)

Mangrove Tunnels & Mudflats Kayak Tour - Local Biologist Guides

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 (827)
from
$75
Sightseeing and Sunset Catamaran Sailing Excursion

Set sail on this beautifully appointed Catamaran, "Cool Beans", and start making lasting memories! Cool Beans Cruises is the perfect way to see SW Florida, …More

4.9 (669)

Sightseeing and Sunset Catamaran Sailing Excursion

Set sail on this beautifully appointed Catamaran, "Cool Beans", and start making lasting memories! Cool Beans Cruises is the perfect way to see SW Florida,...

2 hours 30 minutes • Free Cancellation
4.9 (669)
from
$75
Rookery Bay Kayak Adventure – Mangroves, Wildlife & Photos

Join our Eco Kayak Tour led by our fun herpetologist guide who will keep you entertained during the entire tour! This tour is designed for …More

Likely to Sell Out
Likely to Sell Out
5.0 (351)

Rookery Bay Kayak Adventure – Mangroves, Wildlife & Photos

Join our Eco Kayak Tour led by our fun herpetologist guide who will keep you entertained during the entire tour! This tour is designed for...

2 hours • Free Cancellation
5.0 (351)
from
$75
Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans

Create memories that lasts a lifetime with a day on the Gulf of Mexico sailing to a private island for some swimming and shelling (weather …More

4.9 (196)

Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans

Create memories that lasts a lifetime with a day on the Gulf of Mexico sailing to a private island for some swimming and shelling (weather...

2 hours 30 minutes • Free Cancellation
4.9 (196)
from
$75
Dolphin, Manatee and Sea Turtle Adventure Tour of Bonita Springs

Come join us for a once in a lifetime experience as we paddle down the pristine waterways of Bonita Springs and get an up close …More

4.8 (214)

Dolphin, Manatee and Sea Turtle Adventure Tour of Bonita Springs

Come join us for a once in a lifetime experience as we paddle down the pristine waterways of Bonita Springs and get an up close...

2 hours • Free Cancellation
4.8 (214)
from
$77
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
Clear Kayak Guided Eco Tour in North Naples

CLEAR KAYAKING! Join us for an adventure in the scenic area of Wiggins Pass in Naples. We'll enjoy spectacular views of the Gulf of Mexico, …More

Likely to Sell Out
Likely to Sell Out
5.0 (354)

Clear Kayak Guided Eco Tour in North Naples

CLEAR KAYAKING! Join us for an adventure in the scenic area of Wiggins Pass in Naples. We'll enjoy spectacular views of the Gulf of Mexico,...

2 hours 30 minutes
5.0 (354)
from
$84
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
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

Frequently Asked Questions

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

Recent tour reviews
Marco Island must-do
New York City
Marco Island and Naples Pedal or Paddle Kayak Tour
Keith_T, Sep 2026
Marco Island must-do
Our tour guide was amazing, very knowledgeable and down right a pleasure to be with, the tour itself was perfect and relaxing without being overly strenuous. Great way to get in touch with the nature that Marco Island has to offer. Looking forward to coming back and doing it again.. Never gets old
Read more
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
Definitely worth doing!
New York City
Marco Island and Naples Pedal or Paddle Kayak Tour
monica_w, Sep 2026
Definitely worth doing!
Start finish was great! The duration was perfect. We had “pedal kayaks”, which was unexpected and a lot easier and more fun than paddling the whole time.Learned a lot about the area, could hear our guide well as long as we stayed parallel or in front of him. Got to see a few local creatures, no no manatees or dolphins but nothing‘s ever promised. Our guide was a lot of fun, funny, and never a dull moment. Plus he took and shared pictures that would’ve otherwise been hard to get ourselves. Thanks Chandler for making it a great family experience!
Read more
Wonderful Experience
New York City
Mangrove Tunnels Kayak Tour (Photographer Included)- Marco Island
466KellyT, Sep 2026
Wonderful Experience
We had the best time! Our guide was very knowledgeable and fun. We learned so much and enjoyed the beautiful morning. Highly recommend!
Read more
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
Perfect! I’d do it again!
New York City
Gulf of Mexico Sunset Cruise from Naples
Brian_H, Sep 2026
Perfect! I’d do it again!
Exactly what you wanted. The house were great, the views were great, and it was perfect.What a great side trip!
Read more
Cool Beans was way Cool!
New York City
Sightseeing and Sunset Catamaran Sailing Excursion
jenniferoE3733TZ, Sep 2026
Cool Beans was way Cool!
Kyle was awesome. The captain was friendly and professional. It was a great experience.
Read more
Sunset Cruise Worth It!
New York City
Gulf of Mexico Sunset Cruise from Naples
Sara_P, Sep 2026
Sunset Cruise Worth It!
Beautiful sunset and such a fun crew! Absolutely worth going to while in Naples! My friend and I enjoyed every second!
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
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
Cruising the mangroves
New York City
Mangrove Tunnels Kayak Tour (Photographer Included)- Marco Island
Trippin_Charlie, Sep 2026
Cruising the mangroves
This was a really good time cruising through the mangroves with our guide Sertac. He had loads of info for us and we were luckily greeted by 3 dolphins this morning! Whole family enjoyed; ages 17-84! Great family outing.
Read more
Sunset -Fun times on the water
New York City
Sightseeing and Sunset Catamaran Sailing Excursion
Lorrainedebritto1129, Aug 2026
Sunset -Fun times on the water
I have taken this Sunset Cruise 4 times, always fabulous! Fun times with lots of pictures to treasure! The timeframe is perfect just 2 hours, we always meet fun people on the boat and it’s always nice when we see the Dolphins! Love this cruise and Cool beans charters very professional and friendly. Definitely a Must Do if you are visiting Naples, Capri or Marco Island.
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
Wow!
New York City
Dolphin, Manatee and Sea Turtle Adventure Tour of Bonita Springs
Joie_H, Aug 2026
Wow!
The experience was wonderful from start to finish! Thank you Eric!Everything was thoughtfully explained, from the booking process and location details to what to wear and what to bring. Getting into the kayaks was easy, and the instructions on how to maneuver and control the kayak were clear and helpful.Our guide, Eric, also made the experience especially enjoyable by sharing interesting facts about manatees and dolphins, including their habitat, behavior, and hunting techniques.The combination of excellent instruction, beautiful surroundings, and fascinating information made this an unforgettable experience.I would highly recommend this tour!
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
Stay cool and enjoy the view!
New York City
Naples Luxury Sightseeing Cruises
VFD56, Aug 2026
Stay cool and enjoy the view!
We purchased tickets for the Sunset Cruise. We chose not to have dinner on board but we able to buy drinks and apps. Both were fairly good. The narration was good and the views were great. Sunset was beautiful. We boarded early and managed to secure an outside table on the back of the second deck which was shaded by the third deck. It was great for viewing however there wasn’t enough of a breeze (in August) to compensate for the heat and direct sunlight streaming in under the ceiling. If you don’t mind the heat, or if you’re sailing in the cooler months, it’s a great spot. Otherwise choose an inside table on the left side of the ship for more shade!
Read more
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