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Naples Cruises, Sailing & Water Tours

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

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 (16)
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

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
$680
Private Naples Keewaydin Island Adventures Tours

Explore Naples’ coastline with exclusive boat tours tailored for your group. Embark on an adventurous excursion to Keewaydin and other hidden islands. We guarantee a …More

Explore Naples’ coastline with exclusive boat tours tailored for your group. Embark on an adventurous excursion to Keewaydin and other hidden islands. We guarantee a...

5 hours Free Cancellation
5.0 (1)
from
$700
Everglades Kayak & Canoe Rentals

Embark on a journey through the natural beauty of the Everglades with our kayak and canoe rentals. Navigate through serene waters, marvel at lush mangrove …More

Embark on a journey through the natural beauty of the Everglades with our kayak and canoe rentals. Navigate through serene waters, marvel at lush mangrove...

4 hours Free Cancellation
5.0 (3)
from
$42
Marco Island Dolphin Watching & Tubing Adventure

This is the only tour of its kind around Marco Island! Experience the best of the 10,000 Islands on this exciting dolphin-watching and tubing adventure. …More

This is the only tour of its kind around Marco Island! Experience the best of the 10,000 Islands on this exciting dolphin-watching and tubing adventure....

2 hours 30 minutes Free Cancellation
5.0 (8)
from
$575
Marco Island and 10,000 Islands Sightseeing with Dolphin Tour

With our 2 hour tour, experience a complete boat ride through Marco Island and the surrounding 10,000 Islands Wildlife Refuge with a small group. This …More

With our 2 hour tour, experience a complete boat ride through Marco Island and the surrounding 10,000 Islands Wildlife Refuge with a small group. This...

2 hours Free Cancellation
5.0 (9)
from
$99
Tiki Boat Cruise Private Charter Tour

You and your friends and family (up to 6 people) will love this memorable, fun, and laid-back boat cruise around the waterways of Naples on …More

You and your friends and family (up to 6 people) will love this memorable, fun, and laid-back boat cruise around the waterways of Naples on...

2 hours Free Cancellation
5.0 (2)
from
$398
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

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
4 Hour Keewaydin Island Beach Tour

Ditch the concrete and crowds for an unparalleled escape to Keewaydin Island, a pristine slice of paradise only reachable by boat, making it a truly …More

Ditch the concrete and crowds for an unparalleled escape to Keewaydin Island, a pristine slice of paradise only reachable by boat, making it a truly...

4 hours Free Cancellation
5.0 (3)
from
$172
Private 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

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...

4 to 6 hours Free Cancellation
5.0 (3)
from
$217
Private 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

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

Frequently Asked Questions

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

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