Keewaydin Island

Rated 4.7 Stars, based on 946 Reviews.

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 to the Gulf of Mexico. Along the way you will see southwest Florida wildlife, Keewaydin Island, enjoy historical narration provided by our Pure Florida Captains and see some of the most beautiful mansions in Port Royal, an incredibly exclusive neighborhood home to well-known millionaires.  Guests love easily moving throughout the boat to get the best view, unique photo opportunities and relaxing on the water. The price of this trip includes a flexible cancellation policy, allowing you to cancel and receive a full refund up to 2 hours before the trip's departure time

Rated 4.8 Stars, based on 296 Reviews.

Nature enthusiasts will love the Gordon River, a masterpiece of Florida wildlife with miles of life-sustaining estuaries surrounded by beautiful Mangroves.  Wildlife fans must have their cameras ready to capture the beautiful birds, dolphins and possible alligators and manatees we will see along the way.  This 3-hour cruise to Keewaydin, a barrier island that tops the 10,000 island chain, is a MUST DO experience! Highlights • 3 Hour Eco Cruise to Keewaydin Island • Historical and Ecological commentary provided by experienced Pure Florida Captain • Time on Keewaydin Island for a nature walk, shelling or just relaxing on the beach! • Shelling bag provided to each guest compliments of Pure Florida The price of this trip includes a flexible cancellation policy, allowing you to cancel and receive a full refund up to 2 hours before the trip's departure time

Rated 4.8 Stars, based on 463 Reviews.

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 the Gulf of Mexico. Along the way, you will see the southwest Florida wildlife, Keewaydin Island and also enjoy the historical narration provided by expert Captains. Admire some of the most beautiful mansions in Port Royal, an incredibly exclusive neighborhood home to well-known millionaires and move throughout the boat to get the best view, unique photo opportunities and to relax on the water.

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, By Water! Choose from a 2.5 hr. Day-Sail or a 2 hr. Champagne Sunset Cruise. With quick access to the Gulf of Mexico, you will experience true sailing with limited motoring. A stop for a swim to a secluded pristine beach for shelling can be part of the Day Sail Only(weather permitting). Keep your cameras ready to capture a photo of the local wildlife to see along the way! Cool Beans Catamaran will accommodate up to 20 passengers. PRICE INCLUDES SODA, WATER, BEER, & WHITE WINE . A CHAMPAGNE TOAST AT SUNSET IS INCLUDED FOR THE SUNSET CRUISE. Please note that parties of 7 or more, an 18% gratuity is added to our base price and is due and payable to the Captain. Also available is our 25 Ft .Pontoon, Lil' Beans! Perfect for up close eco/nature /shelling and island hopping. Book a Private tour for a group for up to 6 guests

Rated 5 Stars, based on 30 Reviews.

Hop aboard the best water experience in Naples, where the shimmering Gulf waters become your highway to paradise. We'll whisk you away to the secluded, white-sand shores of Keewaydin Island. Spend your day basking in the sun, shelling along the beach, or exploring the island's lush flora and fauna. We offer two choices on where to be dropped off. The first option, we call it the secret beach, is a much quieter option. It is way less crowded than the main beach on Keewaydin Island, so if you want a more chilled out, quiet, and relaxing experience this one may be for you. The second option is to be dropped off in the heart of the action at the main beach. This is a favorite hangout for locals, buzzing with activity, and there are usually lots of boats (particularly on the weekends). We also provide each passenger a BEACH CHAIR WITH CANOPY, BEACH TOWEL, SOUVENIR SHELL BAG, BUCKET & SHOVEL FOR KIDS, BEACH GAMES, COMPLIMENTARY WATER, SODA AND SNACK.

Rated 5 Stars, based on 14 Reviews.

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 the Gulf of Mexico. Along the way, you will see the southwest Florida wildlife, Keewaydin Island and also enjoy the historical narration provided by expert Captains. Admire some of the most beautiful mansions in Port Royal, an incredibly exclusive neighborhood home to well-known millionaires and move throughout the boat to get the best view, unique photo opportunities and to relax on the water. Choose from one of eleven departure times when you book.

Coastal Calm Bay Fishing is the perfect experience for leisure fishing enthusiasts and families who want to capture the excitement of fishing with their young children!  Land always remains in site, though weather permitting there is a chance to get adventurous and head 3 miles offshore.  This 3.5-hour eco-fishing excursion targets redfish, snook, sheepshead, mangrove snapper, ladyfish, trout and pompano.  Your Captains pride themselves on finding the best location to maximize your experience so you get “hooked” and come back year after year! Highlights include: 3.5 hr close to shore fun fishing excursion, all equipment and bait provided, full-service fishing experience with expert, captain and crew who will help handle the fish and bait for you, and wildlife sightings including birds, dolphins and more!

Explore Ten Thousand Islands, Keewaydin Island and more aboard our luxury pontoon. Private 2 ½ hour luxury pontoon tour Accommodates up to 6 guests Eco/Nature Tours Island hopping Shelling

Rated 5 Stars, based on 1 Reviews.

Experience the beauty of Naples, Florida while cruising on the Edison Explorer vessel.  This 90-minute sightseeing cruise takes you from historic Tin City Waterside Shops out to the Gulf of Mexico. Along the way you will see southwest Florida wildlife, Keewaydin Island, enjoy historical narration provided by our Pure Florida Captains and see some of the most beautiful mansions in Port Royal, an incredibly exclusive neighborhood home to well-known millionaires.  Guests love easily moving throughout the boat to get the best view, unique photo opportunities and relaxing on the water. All passengers 15 years old and under must be accompanied by a guardian. Wildlife including but not limited to Dolphins, variety of birds, manatees (seasonal) Gulf of Mexico views Port Royal Mansions The price of this trip includes a flexible cancellation policy, allowing you to cancel and receive a full refund up to 2 hours before the trip's departure time

Rated 5 Stars, based on 6 Reviews.

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 way to Keewaydin Island. The trip is lightly narrated with information on the area as we arrive at the white sandy untouched beaches of Keewaydin Island. Pure Florida will provide a bag of goodies for your furry friend. We spend approximately an hour and a half at the island. We can only allow one dog per person. The price of this trip includes a flexible cancellation policy, allowing you to cancel and receive a full refund up to 2 hours before the trip's departure time

(Price shown is a group price and not per adult – absolutely no extra/hidden fees.) Enjoy a private 2h45min long Sightseeing/ Eco Tour on the Mangroveman Charters. South West Florida has a vibrant ecosystem, and a variety of birds can be often viewed including blue herons, roseate spoonbills, and egrets. In the wintertime, ospreys are often seen nesting on the channel markers. Mammals like bottlenose dolphins and manatees can be spotted, usually very close to the boat. Dolphins love to follow the vessel and play in its wake. Sometimes you can even encounter deer jumping in the shallow water areas close to the mangroves. Dogs can be brought too. Contact us to let us know – we should be listed in the contact details. But for small dogs, you do not need any approval at all.

Rated 5 Stars, based on 32 Reviews.

Price, as shown, is for the boat trip (group price) and not per adult! Maximum are 5 guests regardless of age. South Florida's sunsets are some of the most stunning and vibrant sunsets in the country! Come to experience a beautiful evening on the water while also enjoying South West Florida's diverse flora and fauna. This trip includes a stop at the secluded beach area of Keewaydin Island where you can step off the boat and go for a walk or even an afternoon swim. The beach area is very private and beautiful with lots of untouched seashells. The sunset trip is about 2h20min long. This is primarily an Eco trip where we talk about nature but can also check out Port Royal (Multi Million Dollar mansions) if you would like. The boat is a 22' open motorboat with cushioned seating that is able to beach on islands and explore Mangrove waterways.

Rated 5 Stars, based on 42 Reviews.

As the top shelling company in all of Florida, we take pride in providing our guests with a truly unique and unforgettable experience. Our specially designed shelling boats are capable of navigating the shallow waters that house some of the most amazing shells in the region, ensuring that you have access to the best possible shelling locations. We are conveniently located close to the dolphins, providing you with the opportunity to witness these majestic creatures up close. Our luxury marina offers free parking and is the perfect starting point for your journey. To ensure that your experience is personalized and intimate, we limit our boats to just six passengers. However, if you are traveling in a larger group, we can arrange for multiple boats to accommodate your needs. Book your 10,000 Island Experience with us today and embark on a journey that you'll never forget!

Have the chance to choose the itinerary of your day here on the beautiful waters of Naples. We can cruise to Keewaydin Island for the day, grab lunch on the water or a bite to eat on a local island food boat, take a cruise through our beautiful Port Royal or Gulf of Mexico.

Experience and explore the backwaters of the Ten thousand Islands! A short distant and boat ride to great fishing. Enjoy fishing one of the most pristine areas in the world, with a unique ecosystem found nowhere else. Fishing is great all year round, and there is such diversity of the area that even on windy days there are places to fish. Among the Ten Thousand Islands, you can fish the outside barrier islands, the rivers and creeks, and hundreds of miles of backcountry water shoreline, making this a trip to experience. If you are traveling to Marco Island and want to explore more of the outdoors, make sure fishing is on the top of your list. You can also enjoy a relaxing day at Keewaydin Island or a fresh snack at the Marco Island Farmers Market. You can also explore the Marco Island Historical Museum.  Booking with confidence on TripAdvisor, it makes this charter an easy, reliable and enjoyable decision. Reserve Today to get hooked up! 

Enjoy a private sunset or beach trip with Perrydise Charters. Skip the tourist style boats with 50 strangers and book a trip with just your family and friends. Whether you're looking for a breathtaking sunset cruise or a fun filled beach excursion, plan your trip with us. Sunset trips are approximately 2 1/2 hours and start out by viewing some of the most exclusive mansions in Southwest Florida. After traveling the waters of Port Royal we will slip out into the Gulf and watch the sun turn the sky into beautiful hues of orange, blue and red before it slips into the horizon. Sit back and sip a cool tropical drink while the warm gulf breeze sets up the perfect end to your sunset trip. Beach Excursions- Sit back and watch for dolphins on our way to the secluded beaches of Keewaydin Island. Once there, go for a swim or walk the beach hunting for amazing shells. Not into that, sit and soak up the sun . Customizable Trips are also available and can accommodate maximum of 6 people.