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Private Captiva Island Boat Charter - Dolphins - Beach Hopping - Cabbage Key - Fuel Included Your Southwest Florida Adventure Starts Here! Skip the crowds and experience Southwest Florida the way it was meant to be seen—from the water! Meet your private captain at a convenient Captiva Island pickup location, hop aboard, and let the adventure begin. If you're staying nearby or have access to a dock, feel free to ask about alternate pickup options—I'm happy to accommodate when possible to make your day even more seamless. - Whether you're dreaming of spotting playful dolphins - hidden shelling beaches - swimming in crystal-clear Gulf waters - relaxing at a secluded sandbar - enjoying lunch at the famous Cabbage Key Inn & Restaurant - your day is completely customized to your group. This isn't a crowded tour—it's your own private charter with a local captain who knows all the best spots around Captiva, North Captiva, Cayo Costa, Pine Island Sound, and the surrounding barrier islands. Every trip is different because every adventure is built around what you want to experience! - Why Guests Love This Trip - Dolphin & wildlife encounters - Explore Captiva, North Captiva & Cayo Costa - Shelling on beautiful secluded beaches - Swimming in clear Gulf waters - Lunch stop at Cabbage Key or another waterfront restaurant - Incredible photo opportunities - Relaxing island cruising - Bluetooth sound system—bring your favorite playlist! - Perfect for families, couples, birthdays, anniversaries, and small groups - What's Included - Fuel Included (No surprise fuel charges!) - USCG Licensed Captain - Cooler with ice - Bluetooth stereo - All required safety equipment - Convenient Captiva Island pickup & drop-off (alternate pickup locations available upon request) - Private charter for up to 6 guests - Flexible itinerary customized for your group - Popular Stops - Cabbage Key - North Captiva Island - Cayo Costa State Park - Hidden shelling beaches - Sandbars - Pine Island Sound - Scenic back bays & island waterways - What to Bring - Sunscreen - Sunglasses - Swimsuit - Towel - Camera - Drinks & snacks - Adult beverages are welcome for guests 21+ - Choose Your Adventure 4-Hour Captiva Island Explorer — $599 Our most popular trip! Cruise the islands surrounding Captiva while searching for dolphins, collecting shells, swimming, relaxing at sandbars, and discovering hidden beaches that can only be reached by boat. Perfect if you want to experience the highlights without spending the entire day on the water. 6-Hour Cabbage Key Adventure — $799 Explore Southwest Florida's beautiful islands before stopping for lunch at the legendary Cabbage Key Inn & Restaurant (meal not included). After lunch, continue exploring secluded beaches, shelling areas, and wildlife-rich waters before heading back to Captiva. This trip offers the perfect balance of sightseeing, exploring, and relaxing. 8-Hour Ultimate Island Hopper — $999 The ultimate Southwest Florida boating experience! Spend the entire day discovering Captiva, North Captiva, Cayo Costa, hidden beaches, sandbars, shelling hotspots, dolphin hangouts, and waterfront restaurants. Swim, explore, relax, and experience places that most visitors never get to see. If you're looking for an unforgettable vacation day, this is it! - Why Book This Charter? - Private experience—just your group - Custom itinerary tailored to your interests - Incredible opportunities to see dolphins and local wildlife - Amazing scenery and photo opportunities - Fuel included - Friendly local captain who knows the area inside and out Family-friendly and perfect for creating unforgettable memories Book your adventure today and discover why so many visitors say their day on the water was the highlight of their Southwest Florida vacation!


I’m a lifelong Southwest Florida native with over 40 years of experience on these waters. I’ve been navigating the local waterways since childhood and know the area inside and out. I specialize in relaxed day trips to local beaches, convenient water taxi services, and trips to waterfront restaurants—helping guests experience Southwest Florida the way it’s meant to be enjoyed.
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
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Free cancellation up to 7 days before your trip.
Rental Terms Thank you for choosing Captain Sean's Private Charters! My goal is to provide a safe, fun, and unforgettable day on the water. • Fuel is included for all normal sightseeing routes. • Private charter for up to 6 guests. • Trips depart from a convenient Captiva Island pickup location. Alternate pickup locations may be available upon request. • The itinerary is flexible and can include dolphin watching, beach hopping, shelling, swimming, sandbars, sightseeing, and a stop at Cabbage Key or another waterfront restaurant if time allows. • Guests are welcome to bring food, snacks, and beverages. Alcohol is permitted for guests 21 and older. Please drink responsibly. • No smoking or illegal drugs are permitted onboard. • Shoes may need to be removed while onboard to help protect the boat. • Children are welcome. Please let us know in advance if anyone is under 6 years old so the appropriate life jackets can be prepared. • Weather is monitored closely. If conditions are unsafe, trips will be rescheduled or refunded at no cost to you. • Please arrive 15 minutes before your scheduled departure time. Late arrivals may reduce time on the water if another charter is scheduled afterward. • The captain reserves the right to modify the itinerary or return to the dock if weather or safety conditions require it. • We look forward to showing you why Southwest Florida is one of the most beautiful boating destinations in the country!