Florida Sailing Schools and Powerboat Schools

Cape Coral, Captiva Island, Fort Myers Beach, the Keys, St. Petersburg
Sailing Lessons & Powerboat Lessons on Gulf of Mexico & Tampa Bay

Offshore Sailing School’s Florida Sailing Schools and Florida Powerboat Schools provide all levels of US Sailing certification courses and US Powerboat certification courses in beautiful locations on the Gulf of Mexico, Tampa Bay and the Atlantic Coast.

Westin Cape Coral in Marina Village – Ft. Myers, FL Powerboat School

Cape Coral in Ft. Myers, Florida, is home to the Westin Cape Coral in Marina Village, on the broad banks of the Coloosahatchee River. With glorious sunsets and views of shores you can explore by kayak, this location is perfect for the Offshore Fast Track® to Power Cruising Course. The Westin has a lot to offer, so we suggest spending a day or two extra enjoying its many amenities before or after you take your course. Your first day underway, you navigate through the channels leading to Pine Island Sound and the Gulf of Mexico, learning to handle a 37′ power cat in close quarters with other vessels. Underway you are surrounded by avian and sea life. A pod of dolphins may play in your wake. Ospreys fly overhead. Pelicans dive. Egrets and herons stand stoically along the shore. During your week aboard, you’ll likely stop for lunch or dinner at the fabled Cabbage Key and add a signed dollar bill to the collection that goes to a charity periodically. Every day on Florida’s Gulf Coast presents a new adventure, and you get to experience that adventure while learning all you need to know to skipper and charter power cats anywhere in the world.

Pink Shell Beach Resort & Marina – Ft. Myers Beach, FL Sailing School

The Fort Myers Beach Florida Offshore Sailing School on Florida’s Gulf Coast is just 30 minutes from Southwest International Airport where flights from all over the country and abroad land sailing adventurers. Sitting on miles of white sandy beach overlooking the Gulf of Mexico, the Fort Myers Beach Offshore Sailing School location is perfect for learning to sail on Colgate 26 keelboats, and Fast Track to Cruising courses on 40′-47′ sailing catamarans and big monohull sailing yachts. The marina is just minutes from Gulf of Mexico open water sailing. When you return from a day of sailing lessons or big sailboat cruising instruction that get’s you ready for charter vacations, you’ll find great activities like kayaking and paddle boarding to enjoy, followed by a delectable island meal overlooking the beach.

Downtown St. Petersburg, FL – Tampa Bay, FL Sailing School

St. Petersburg is ideal for learning new sailing skills and gaining bareboat cruising certification. We’re based at the Downtown Hampton Inn & Suites and our boats are across the street in the Municipal Marina. This convenient hotel is in the middle of this vibrant town known as a haven for sailors who love the sea and living the sailing lifestyle. Florida sailing vacations get you out on the warm waters of Tampa Bay and the Gulf of Mexico, where you can enjoy year-round sailing lessons. Whether you like laid-back beach resorts or an chic, urban cultural environment at water’s edge, our Florida sailing school in St. Petersburg, is a great location for learn to sail and sailboat cruising vacations. Learn more about our course offerings below.

‘Tween Waters Island Resort & Spa, Captiva Island, FL

Captiva Island and adjacent Sanibel Island on Florida’s Gulf Coast are known as the shelling capital of the world, with pristine shoreline, miles of sugar-sand beaches, acres of protected habitats, and wildlife on land, in the sea, and sky. There is something for everyone on captivating Captiva! We’re based at ‘Tween Waters Island Resort & Spa, situated between Pine Island Sound and the Gulf of Mexico, with a private beach, complimentary bicycle use, a spa, multiple pools, fishing dock and watersports, multiple dining options, all on property. Cruise to waterside tiki huts, restaurants, and boutiques. Escape into private anchorages and explore natural habitats on barrier islands.

Stock Island YC Beach – Key West. FL Sailing School

Offshore Sailing School in Key West Florida. This well-protected marina along the unspoiled Atlantic Ocean shoreline is the perfect location for sailing lessons on Offshore Sailing School’s Colgate 26 keelboats, and Fast Track to Cruising courses on a new Lagoon 40 catamaran. In minutes you are sailing out the Boca Chica Channel, with gorgeous maritime views. The marina has a large swimming pool if you want to take a dip after your lessons and before you head back to your hotel. There’s also a Ship Store where you can pick up some snacks and ice cream.

Set Sail in Exotic Ports Around the World!

Cruise with Offshore Sailing School on our fabulous Colgate Sailing Adventures® cruises all over the world! View our highlights video from our Caribbean sailing flotilla in the British Virgin Islands here.

Florida Sailing Lessons,Powerboat Instruction, and Advanced Sailing Adventures

In addition to sailing courses for beginners, with Offshore Sailing School you can enjoy great sailing and cruising courses on 40′-51′ sailing yachts. Take a look at this video, and sign up for sailing lessons in Florida today!