Boating & Sailing Charters

For over 30 years Captiva Cruises has been providing shelling cruises, island hopping, dolphin watches & dazzling sunsets on the Gulf of Mexico. Come explore the beautiful islands of Cabbage Key, Useppa & Boca Grande for lunch or Cayo Costa State Park for shelling, Dolphin Adventures, Sunset Serenades, Sailing Cruises & Private Charters. Captiva Cruises is sure to be the highlight of your trip!

Welcome aboard the Pieces of Eight, a magnificent 65ft replica Spanish galleon pirate ship pillaging and plundering the Gulf of Mexico from the shores of Fort Myers Beach. Pieces of Eight, an authentic pirate themed cruise is looking for buccaneers young and old to experience a real-life pirate voyage back through the Golden Age of Piracy. You are guaranteed to have a jolly roger of a good time.

Backwater Fishing Trips, Sealife Encounters, Morning, Afternoon & Sunset Dolphin Cruises, Shelling & Lunch Excursions, Island Trolley Tours, Wedding Cruises, and more!

Complimentary Trolley to & from your hotel/condo in Sanibel.

We also offer private charters and activities whether your group is large or small; Island Trolley Tours, Wedding Cruises, and more! We are sure that we can tailor fun

Sanibel resident Captain Brandt Symes is a full time, professional guide offering private inshore FISHING CHARTERS, SHELLING TRIPS, LUNCH CRUISES, SIGHTSEEING and ECO-TOURS. From novice to die-hard angler, we fish the shallow waters of Sanibel, Captiva and Pine Island Sound for Redfish, Snook, Tarpon, Sea-Trout, Shark, etc. We genuinely enjoy taking families fishing! LGBT friendly. Up to 6 people.

Island Time Cruises offers a variety of excursions you can experience on the water. All cruises are private and can be customized to meet your needs. The boat is equip with a bathroom and freshwater shower. Snacks & refreshments are complimentary.

Shelling Excursions,
Dolphin Tours,
Tiki Bar Hopping Cruises,
Eco & Historical Tours,
Out Island Lunch Trips,
Real Estate Tours,
& Boating Lessons.

Capt. Shawn Kelly has been a full time USCG charter Captain for 16+ years. We tailor your trip to your desires. We run hundreds of family and sport fishing charters as well as shelling and sightseeing tours all year long. Check our website for up to date fishing reports. 5 Star rated on Google and Trip Advisor. Schedule your adventure today and make memories that will last a lifetime!

PRIVATE BOAT RIDES & SIGHTSEEING- OUTER ISLAND TOURS - LUNCH - SHELLING- BY THE HOUR - ONE GREAT RATE FOR UP TO 6 PEOPLE- Captiva Island Historic Marina Launch. Visit Cabbage Key, N. Captiva, Pine Island & Boca Grande. See Island Nature- Dolphins & much more. Just you - your family & friends up to 6 people. Your Captain is at your service. Get out on the water & have fun!