Kayaking Trips

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.

Overnight Kayaking Excursions to the Shark River Island area and Captiva Island/Cabbage Key for only $3000.

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 views, 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.

Excursion 1 – This trip destination is the Shark River Island area. We will depart Naples at approximately noon through Gordon’s Pass, then turn south past Marco Island, Cape Romano, and into the 10,000 Islands area of the Everglades. This trip departs Friday afternoon and returns Sunday afternoon. En route, we will see the dome houses and numerous islands with white-sand beaches for you to explore. Using Athena as a comfortable base camp, you can spend the day kayaking remote areas of the Everglades seldom traveled. If you want to enjoy some of the world’s best sport fishing, bring your fishing gear and appropriate Florida license, so that you can pursue tarpon, redfish, snook, sheepshead, trout, and several other species in abundance. We will provide 3 two-person kayaks, paddles, life preservers, and route maps to guide you in your adventures. Food provided will be items that are simple and easy to cook, such as hamburgers, hotdogs, sandwiches, apples, oranges, chips, sodas, chicken, (fresh-caught fish if you’re fishing), and other similar foods. The specifics of the menu, according to your likes and dislikes, will be agreed upon and decided before departure. During this trip, you will have unlimited use of kayaks, the dinghy, and the sailboat. 

Excursion 2 – This trip will depart Naples at approximately noon through Gordon’s Pass, and head north past Fort Myers Beach and Sanibel Island to the north part of Captiva Island. Highlights of this trip are Cabbage Key, with its world-famous ‘cheeseburger in paradise’, Buck Key Preserve, Patterson Island Preserve, and JN Ding Darling National Wildlife Preserve for you to explore with unlimited use of our kayaks and dinghy. We will provide 3 two-person kayaks, paddles, life preservers, and route maps to guide you in your adventures. Food provided will be items that are simple and easy to cook, such as hamburgers, hotdogs, sandwiches, apples, oranges, chips, sodas, chicken, (fresh-caught fish if you’re fishing), and other similar foods. The specifics of the menu, according to your likes and dislikes, will be agreed upon and decided before departure.