3425 16th Ave. SE Naples, Florida 34117

3 Hour Sailing Charters

Set sail on a 3 hour daytime or sunset charter on our Catalina sailboat. Sail the paradise coast of Southwest Florida with friends, family, or a romantic getaway.

Enjoy A 3 Hour Daytime Sailing Charter Around Southwest Florida

With amazing year-round weather, our 3-hour daytime sailing charter is perfect for anyone looking to enjoy a great day of sailing Southwest Florida. Enjoy the blue skies, warm weather, and active wildlife. Enjoy a great day of sailing while taking in the sights of beautiful Southwest Florida from a different point of view.

All trips are for up to a maximum of 6 guests.

Set sail on a 3 hour daytime or sunset charter on our Catalina sailboat. Sail the paradise coast of Southwest Florida with friends, family, or a romantic getaway.

Enjoy A 3 Hour Daytime Sailing Charter Around Southwest Florida

With amazing year-round weather, our 3-hour daytime sailing charter is perfect for anyone looking to enjoy a great day of sailing Southwest Florida. Enjoy the blue skies, warm weather, and active wildlife. Enjoy a great day of sailing while taking in the sights of beautiful Southwest Florida from a different point of view.

All trips are for up to a maximum of 6 guests.

The Perfect Way To End The Day

Sunset Charters leave the dock at approximately 2 and a half hours before sunset. During the trip through Naples Bay, you will enjoy viewing some of the historic mansions of the Port Royal community. One of the highlights of your trip will be the regional wildlife you will enjoy viewings, such as ospreys, egrets, herons, pelicans, cormorants, and anhingas. You will most likely see dolphins from one of the local pods- and if you’re really lucky- maybe manatees or even a sea turtle. Water, sodas, and snacks included. Feel free to bring your favorite adult beverages.

All trips are for up to a maximum of 6 guests.

Set sail on a 3 hour daytime or sunset charter on our Catalina sailboat. Sail the paradise coast of Southwest Florida with friends, family, or a romantic getaway.
Set sail on a 3 hour daytime or sunset charter on our Catalina sailboat. Sail the paradise coast of Southwest Florida with friends, family, or a romantic getaway.

The Perfect Way To End The Day

Sunset Charters leave the dock at approximately 2 and a half hours before sunset. During the trip through Naples Bay, you will enjoy viewing some of the historic mansions of the Port Royal community. One of the highlights of your trip will be the regional wildlife you will enjoy viewings, such as ospreys, egrets, herons, pelicans, cormorants, and anhingas. You will most likely see dolphins from one of the local pods- and if you’re really lucky- maybe manatees or even a sea turtle. Water, sodas, and snacks included. Feel free to bring your favorite adult beverages.

All trips are for up to a maximum of 6 guests.

Photo Gallery

Sail into the night on our over-the-night sailing & kayaking charter throughout Southwest Florida. Contact Tropical Penguin Charters to book your over-the-night excursion today.
The Catalina is a beautiful, luxury sailboat chartered by Tropical Penguin Charters
Set sail on a 3 hour daytime or sunset charter on our Catalina sailboat. Sail the paradise coast of Southwest Florida with friends, family, or a romantic getaway.
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Tropical Penguin Charters Sailboat Charters
Tropical Penguin Charters Sailboat Charters (7)
Tropical Penguin Charters Sailboat Charters
Naples, Florida Tropical Penguin Charters
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Naples Family Yacht Charter
Tropical Penguin Charters Destinations
Tropical Penguin Sailing Charters Sailing
Tropical Penguin Charters Sailboat Charters
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Your Charter Captains

Captain Dan Short
Captain Dan Short
Owner & Captain