



Miami, Florida, United States
Miami Sailing School is based in Coconut Grove, a laid-back neighborhood with a deep sailing history and easy access to Biscayne Bay. The bay itself is a great place to learn—reliable wind, warm water, and plenty of room to explore. Classes are small and hands-on, usually just one to four people, so you get plenty of time at the helm. You’ll sail on either a 40-foot monohull or catamaran, logging serious hours on the water each day. Whether you're just starting out or brushing up your skills, the goal is the same: help you get comfortable and confident on a boat.
Contact for pricing
Contact for pricing
Contact for pricing
Coconut Grove is one of the oldest neighborhoods in Miami and has long been a hub for sailors. The location gives students direct access to Biscayne Bay, where steady wind and open water make it a solid spot to build real sailing experience.
If you're flying in, Miami International Airport (MIA) is the closest major airport, about a 20-minute drive from the school. Fort Lauderdale-Hollywood International Airport (FLL) is another option, roughly 40 minutes away by car. Once you land, renting a car or using a ride-hailing service like Uber or Lyft is the most straightforward way to reach us. The school is located at 2950 SW 27th Ave, Suite 100, in the Coconut Grove neighborhood. It's a central spot with easy access to the bay and nearby amenities.
The best time to sail in Biscayne Bay is from November through April when the weather is dry, the skies are clear, and the breeze holds steady through most of the day. Summer can still be good for sailing, but afternoons often bring short thunderstorms and lighter wind.
No reviews yet. Be the first to share your experience!
See something wrong or have a question? Message us at hello@sailingtree.com

Pensacola, Florida, United States
Located in the historic downtown area of Pensacola, the Pensacola Sailing Academy offers a welcoming environment for sailors of all levels. With easy access to the bay, it provides an ideal setting for both learning and practicing sailing skills, whether for beginners or those looking to deepen their knowledge. The academy’s focus is on providing comprehensive instruction in a relaxed atmosphere, making sailing accessible and enjoyable for everyone.

Amelia Island, Florida, United States
Windward Sailing has been serving sailors since 1997, offering a range of courses and certifications. Located in Amelia Island, Florida, their sailing area provides both inshore and offshore deep water sailing with quick access to the Atlantic Ocean. The boats are docked on the Intracoastal Waterway, allowing students to sail directly from the dock and experience a variety of challenging currents and pristine waters. With favorable winds throughout the year, the school offers a mix of conditions ideal for building sailing skills. They provide competitive combo courses, standard ASA classes, as well as bareboat and captained charters, and private lessons. The school has earned recognition as an ASA Outstanding School four times, and several of their instructors have been honored as ASA Outstanding Instructors.

Ft Myers, Florida, United States
Port of Call Charters School is located in the beautiful waters of Fort Myers Beach and Sanibel Island, offering a relaxed and scenic setting for sailing education. The school uses the calm, jade-blue waters of the intercoastal waterway and nearby gulf to provide hands-on training on a variety of vessels, from small keelboats to larger cruising yachts. Whether students are looking to build confidence, learn new skills, or pursue certifications, the small class sizes and personalized approach ensure a comfortable and effective learning experience in an inviting environment.