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!

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.

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!

America’s #1 Sailing School has taught over 140,000 adults and families how to sail at all levels. From two days to weeklong sailing courses with resort accommodations, you will learn how to skipper a boat up to 50’. Offshore Sailing School’s fleet includes Colgate 26 sailboats, and 40’-50’ cruising yachts and catamarans on Captiva Island, Ft. Myers Beach, and Cape Coral, Florida.